JP6669829B2 - Fermented tea - Google Patents

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JP6669829B2
JP6669829B2 JP2018181503A JP2018181503A JP6669829B2 JP 6669829 B2 JP6669829 B2 JP 6669829B2 JP 2018181503 A JP2018181503 A JP 2018181503A JP 2018181503 A JP2018181503 A JP 2018181503A JP 6669829 B2 JP6669829 B2 JP 6669829B2
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栄治 福島
栄治 福島
祐子 吉本
祐子 吉本
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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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Description

本発明は、茶発酵物に関する。更に詳しくは、茶発酵物であるカテキン代謝物を含有する各種組成物、該組成物の製造方法、該製造方法により得られた組成物を用いた飲食品の製造方法及びその飲食品に関する。   The present invention relates to a fermented tea product. More specifically, the present invention relates to various compositions containing a catechin metabolite, which is a fermented tea product, a method for producing the composition, a method for producing food and drink using the composition obtained by the production method, and the food and drink.

徳島県で生産される阿波番茶、高地県で生産される碁石茶など、微生物で発酵させたお茶には様々な効果効能が知られており、中には緑茶よりも高い効果を示した報告がある(非特許文献1、2)。非特許文献1では阿波番茶は緑茶よりも高いエネルギー代謝亢進作用を示すことを報告している。エネルギー代謝が亢進されると、体温が上昇し、ひいては冷え症改善、抗肥満、新陳代謝上昇など様々な健康につながることが考えられているが、微生物発酵茶におけるその効能成分についてはほとんど分かっていない。一方、非特許文献3では微生物発酵茶にはepigallocatechinが還元的に開環した1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olが含まれていることを報告している。これまでに1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olはある種の腸内細菌によって産生されることが知られているが(非特許文献4)、その生理活性についての報告はない。   Awabancha produced in Tokushima Prefecture, Goishi tea produced in Takachi Prefecture, and other teas fermented with microorganisms are known to have various effects and effects, and some reports have shown higher effects than green tea. (Non-Patent Documents 1 and 2). Non-Patent Document 1 reports that Awabancha has a higher energy metabolism-enhancing effect than green tea. It is thought that when energy metabolism is enhanced, body temperature rises, which in turn leads to various health effects such as improvement of chilling, anti-obesity, and increased metabolism, but little is known about its effective components in microbial fermented tea. On the other hand, in Non-Patent Document 3, 1- (3 ′, 4 ′, 5′-trihydroxyphenyl) -3- (2 ″, 4 ″, 6 ″-) in which epigallocatechin is reductively opened in microbial fermented tea It reports that it contains trihydroxyphenyl) -propan-2-ol. To date, 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol has been produced by certain intestinal bacteria However, there is no report on its biological activity.

YAKUGAKU ZASSHI 128(7)1037-1044 (2008)YAKUGAKU ZASSHI 128 (7) 1037-1044 (2008) The Journal of Medical Investigation vol.56, p42-48 (2009)The Journal of Medical Investigation vol.56, p42-48 (2009) Jpn. J. Food Chem. Safety, Vol. 18(1) (2011)Jpn. J. Food Chem. Safety, Vol. 18 (1) (2011) J. Agric. Food Chem. 58, 1313-1321(2010)J. Agric. Food Chem. 58, 1313-1321 (2010)

本発明の課題は、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分として含有するエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、体温上昇用組成物を提供することにある。   An object of the present invention is to contain 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient. An object of the present invention is to provide a composition for enhancing energy metabolism, a composition for enhancing sympathetic nervous activity, a composition for promoting fat burning, a composition for anti-obesity, and a composition for increasing body temperature.

また更に、本発明の課題は、前記有効成分を含有する組成物の製造方法、該製造方法により得られた組成物を用いた飲食品及びその製造方法を提供することにある。   Still another object of the present invention is to provide a method for producing a composition containing the active ingredient, food and drink using the composition obtained by the method, and a method for producing the same.

本発明は、下記〔1〕〜〔8〕に関する。
〔1〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有してなるエネルギー代謝亢進用組成物。
〔2〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有してなる交感神経活動亢進用組成物。
〔3〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有してなる脂肪燃焼促進用組成物。
〔4〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有してなる抗肥満用組成物。
〔5〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有してなる体温上昇用組成物。
〔6〕 茶抽出液をラクトバチルス・ペントーサスに属する菌で発酵する工程を含むことを特徴とする、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-ol含有組成物の製造方法。
〔7〕 前記〔6〕記載の製造方法により得られた組成物を、飲食品の原料として使用することを特徴とする、飲食品の製造方法。
〔8〕 前記〔6〕記載の製造方法により得られた組成物を含有してなる、飲食品。
The present invention relates to the following [1] to [8].
[1] 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol for enhancing energy metabolism Composition.
[2] Sympathetic nerve activity enhancement containing 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol Composition.
[3] 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol for promoting fat burning Composition.
[4] An anti-obesity composition comprising 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 ", 4", 6 "-trihydroxyphenyl) -propan-2-ol object.
[5] Composition for increasing body temperature comprising 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 ", 4", 6 "-trihydroxyphenyl) -propan-2-ol object.
[6] 1- (3 ′, 4 ′, 5′-trihydroxyphenyl) -3- (2 ″, 4 ′) comprising a step of fermenting a tea extract with a bacterium belonging to Lactobacillus pentosus. A method for producing a composition containing ', 6''-trihydroxyphenyl) -propan-2-ol.
[7] A method for producing food or drink, comprising using the composition obtained by the production method according to [6] as a raw material for food or drink.
[8] A food or drink comprising the composition obtained by the production method according to [6].

本発明のエネルギー代謝亢進用組成物は、エネルギー代謝の亢進作用に優れるという優れた効果を奏する。本発明の交感神経活動亢進用組成物は、交感神経活動の亢進作用に優れるという優れた効果を奏する。本発明の脂肪燃焼促進用組成物は、脂肪燃焼の促進作用に優れるという優れた効果を奏する。本発明の抗肥満用組成物は、抗肥満作用に優れるという優れた効果を奏する。本発明の体温上昇用組成物は、体温の上昇作用に優れるという優れた効果を奏する。   The composition for enhancing energy metabolism of the present invention has an excellent effect of being excellent in the action of enhancing energy metabolism. The composition for enhancing sympathetic nervous activity of the present invention has an excellent effect of being excellent in enhancing the sympathetic nervous activity. The composition for promoting fat burning of the present invention has an excellent effect of being excellent in promoting action of fat burning. The antiobesity composition of the present invention has an excellent effect of having an excellent antiobesity effect. The composition for increasing body temperature of the present invention has an excellent effect of being excellent in the action of increasing body temperature.

また、本発明の製造方法により得られる組成物は、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを高濃度で含有することから、エネルギー代謝の亢進作用に優れる、交感神経活動の亢進作用に優れる、脂肪燃焼の促進作用に優れる、抗肥満作用に優れる、体温の上昇作用に優れるといった優れた効果を奏する。   The composition obtained by the production method of the present invention is 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2 -Concentration of -ol is high, so it is excellent in promoting energy metabolism, promoting sympathetic nerve activity, promoting fat burning, anti-obesity, and increasing body temperature. It has the effect.

図1は、茶エキスの発酵液における1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olの生成を示す代表的なHPLCチャートの結果を示す図である(A:発酵カテキン精製品、B:発酵前の茶エキス、C:発酵後の茶エキス(TUA4337Lを用いて72時間培養後))。Figure 1 shows the formation of 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol in the fermented broth of tea extract (A: purified fermented catechin product, B: tea extract before fermentation, C: tea extract after fermentation (after culturing for 72 hours using TUA4337L)). 図2は、茶エキスの発酵液における1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olの経時的な生成量を示す図である。Figure 2 shows the time course of 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol in the fermented broth of tea extract. It is a figure which shows a typical production amount. 図3は、種々の乳酸菌による1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olの生成結果を示す図である。Figure 3 shows the results of the production of 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol by various lactic acid bacteria. FIG. 図4は、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olによる交感神経活動の亢進結果を示す図である。FIG. 4 shows the results of enhancing sympathetic nervous activity by 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol. FIG. 図5は、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olの連続投与における投与4日目の消費カロリーを示す図である(*:p<0.05 t-test)。FIG. 5 shows day 4 of continuous administration of 1- (3 ′, 4 ′, 5′-trihydroxyphenyl) -3- (2 ″, 4 ″, 6 ″ -trihydroxyphenyl) -propan-2-ol. (*: P <0.05 t-test). 図6は、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olによる呼吸商の変化を示す図である(*:p<0.05 t-test)。FIG. 6 shows the change in respiratory quotient by 1- (3 ′, 4 ′, 5′-trihydroxyphenyl) -3- (2 ″, 4 ″, 6 ″ -trihydroxyphenyl) -propan-2-ol. (*: P <0.05 t-test). 図7は、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olによる体温上昇の結果を示す図である(*:p<0.05 t-test)。FIG. 7 is a diagram showing the results of an increase in body temperature by 1- (3 ′, 4 ′, 5′-trihydroxyphenyl) -3- (2 ″, 4 ″, 6 ″ -trihydroxyphenyl) -propan-2-ol. (*: P <0.05 t-test). 図8は、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olによる体重増加の抑制結果を示す図である(†:p<0.1 t-test)。FIG. 8 shows the results of suppression of weight gain by 1- (3 ′, 4 ′, 5′-trihydroxyphenyl) -3- (2 ″, 4 ″, 6 ″ -trihydroxyphenyl) -propan-2-ol. It is a figure (†: p <0.1 t-test).

本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物は、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分として含有することを特徴とする。即ち、本発明の組成物は、それぞれ、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分とする、エネルギー代謝亢進剤、交感神経活動亢進剤、脂肪燃焼促進剤、抗肥満剤、又は体温上昇剤でもある。本明細書において、「エネルギー代謝」とはATPがADPに変換されるときに遊離するエネルギーを筋収縮、神経伝達、物質構成、体温調節などに変換する過程のことを意味し、酸素消費量および二酸化炭素排出量からエネルギー消費量として算出される。「交感神経」とは熱産生組織である褐色脂肪組織における交感神経を意味し、交感神経活動が亢進されるとエネルギー代謝が亢進し、体温上昇、脂肪燃焼、ひいては抗肥満などにつながる。「脂肪燃焼」とは酸素消費量に対する二酸化炭素排出量の体積比である呼吸商を指標にしており、呼吸商が低下するほど脂肪を燃焼していることを意味する。「抗肥満」とは体重の増加が抑制されること又は体重が減少することを意味する。   The composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the composition for increasing body temperature of the present invention is 1- (3 ′, 4 ′, 5 ′). -trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient. That is, the composition of the present invention, respectively, 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol It is also an energy metabolism enhancer, a sympathetic nerve activity enhancer, a fat burning enhancer, an anti-obesity agent, or a body temperature increasing agent as an active ingredient. As used herein, `` energy metabolism '' means a process of converting energy released when ATP is converted to ADP into muscle contraction, nerve transmission, substance composition, body temperature regulation, etc. Calculated as energy consumption from carbon dioxide emissions. “Sympathetic nerve” means a sympathetic nerve in brown adipose tissue, which is a heat-producing tissue. When sympathetic nerve activity is increased, energy metabolism is increased, leading to an increase in body temperature, fat burning, and eventually anti-obesity. "Fat burning" uses a respiratory quotient, which is a volume ratio of carbon dioxide emission to oxygen consumption, as an index, and means that the lower the respiratory quotient, the more fat is burned. "Anti-obesity" means that weight gain is suppressed or weight loss occurs.

1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olは、以下の式(I):   1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 ", 4", 6 "-trihydroxyphenyl) -propan-2-ol has the following formula (I):

Figure 0006669829
Figure 0006669829

で表される構造を有するものであり、カテキンの一種であるepigallocatechinの代謝産物として知られている。 And is known as a metabolite of epigallocatechin, a kind of catechin.

1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olは、公知の有機化学合成方法に従って調製することができ、例えば、epigallocatechinを材料として白金族触媒を利用した水素化によって調製することができる。また1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olは生物学的な変換によってepigallocatechinから生成することが知られている(非特許文献4)。本発明では、例えば、お茶エキスを用いてラクトバチルス・ペントーサスに属する菌を培養することにより得ることができる。   1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol can be prepared according to a known organic chemical synthesis method. For example, it can be prepared by hydrogenation using epigallocatechin as a material and a platinum group catalyst. 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol is produced from epigallocatechin by biological transformation Is known (Non-Patent Document 4). In the present invention, it can be obtained, for example, by culturing bacteria belonging to Lactobacillus pentosus using tea extract.

ラクトバチルス・ペントーサスに属する菌としては、公知のものであれば特に限定はなく、例えば、識別の表示NRIC 0883、受託番号NITE BP−1479として、国際受託日2012年12月10日付で、独立行政法人 製品評価技術基盤機構 特許微生物寄託センター(日本国千葉県木更津市かずさ鎌足2−5−8)に寄託されているラクトバチルス・ペントーサス TUA4337L株を好適に用いることができる。以下、ラクトバチルス・ペントーサス TUA4337L株のことを、TUA4337L株と略記する。   The bacterium belonging to Lactobacillus pentosus is not particularly limited as long as it is a known bacterium. For example, as an identification number NRIC 0883, accession number NITE BP-1479, and on an international administration date of December 10, 2012, an independent administrative Lactobacillus pentosus TUA4337L strain deposited at the Patent and Microorganisms Depositary Center (2-5-8 Kazusa Kamatari, Kisarazu-shi, Chiba, Japan) can be suitably used. Hereinafter, Lactobacillus pentosus TUA4337L is abbreviated as TUA4337L.

なお、得られた処理物に対しては、所望により、ろ過、遠心分離、濃縮、限外ろ過、凍結乾燥、粉末化、分画等の処理を公知の方法に従って行ってもよい。よって、例えば、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有する組成物をそれぞれ、本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物の有効成分として提供することができる。   The obtained processed product may be subjected to a process such as filtration, centrifugation, concentration, ultrafiltration, freeze-drying, powderization, or fractionation, if desired, according to a known method. Thus, for example, a composition containing 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol, The composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the composition for increasing body temperature of the present invention can be provided.

以上のようにして得られた1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olは、褐色脂肪組織の交感神経活動を刺激して、褐色脂肪組織の活性化、例えば、エネルギー代謝の亢進作用、体温の上昇作用、脂肪の燃焼作用、ひいては抗肥満作用を発揮するために使用することができる。   1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol obtained as described above is a brown fat It can be used to stimulate the sympathetic nervous activity of tissues to activate brown adipose tissue, for example, to exert an action of increasing energy metabolism, an action of increasing body temperature, an action of burning fat, and thus an anti-obesity action.

本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物は、それらの投与形態は限定されない。なお、本明細書において、投与とは、投与、摂取、服用、飲用の全態様を含むものとして用いられる。   The administration form of the composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the composition for increasing body temperature of the present invention is not limited. In addition, in this specification, administration is used as including all aspects of administration, ingestion, taking, and drinking.

本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物の投与による効能としては、それらの投与によって発現する効能であれば特に限定はない。例えば、体温上昇、冷え性改善、抗肥満、内臓脂肪低減、美容、新陳代謝促進、免疫賦活、抗疲労、抗鬱等が例示される。   The effects of the administration of the composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the composition for increasing body temperature of the present invention are expressed by the administration thereof. There is no particular limitation as long as it is effective. For example, increase of body temperature, improvement of coldness, anti-obesity, reduction of visceral fat, beauty, promotion of metabolism, immunostimulation, anti-fatigue, antidepressant and the like are exemplified.

本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物は、例えば、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olに、所望により溶剤、分散剤、乳化剤、緩衝剤、安定剤、賦形剤、結合剤、崩壊剤、滑沢剤等を加えて、公知の方法に従って、錠剤、顆粒剤、散剤、粉末剤、カプセル剤等の固形剤や、通常液剤、懸濁剤、乳剤等の液剤等に製剤化することもできる。   The composition for enhancing energy metabolism of the present invention, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the composition for increasing body temperature are, for example, 1- (3 ′, 4 ′, 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol, if desired, solvent, dispersant, emulsifier, buffer, stabilizer, stabilizer, excipient, Binders, disintegrants, lubricants and the like are added, and in accordance with known methods, tablets, granules, powders, powders, solids such as capsules and the like, usually liquids, suspensions, liquids such as emulsions, etc. It can also be formulated.

また、前記形態における1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olの含有量は、それらの投与形態、投与方法などを考慮し、本発明の所望の効果の発現が得られ得るような量であればよく、特に限定されるものではない。1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olの含有比率(含有量)としては通常0.0001〜100重量%、好ましくは0.001〜30重量%、より好ましくは0.01〜5重量%程度である。なお、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olの含有量は、公知の方法に従って測定することができ、例えば、HPLCに供することで測定することができる。   Further, the content of 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol in the above-mentioned form is those of them. Considering the administration form, administration method and the like, the amount is not particularly limited as long as the desired effect of the present invention can be obtained. 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as a content ratio (content) is usually 0.0001 ~ It is about 100% by weight, preferably about 0.001 to 30% by weight, more preferably about 0.01 to 5% by weight. The content of 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol was measured according to a known method. For example, it can be measured by subjecting to HPLC.

本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物は、それらの形態に応じた適当な投与方法で投与される。例えば内用、外用及び注射により投与することができる。内用の場合は、例えば、経口により摂取し得、注射の場合は、例えば、静脈内、筋肉内、皮下、皮内などに投与し得、外用の場合は、例えば、座剤等の外用剤として、その適する投与方法により投与すればよい。   The composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for increasing anti-obesity, or the composition for increasing body temperature of the present invention are prepared by an appropriate administration method according to their form. Is administered. For example, it can be administered internally, externally, and by injection. For internal use, for example, it can be taken orally; for injection, for example, it can be administered intravenously, intramuscularly, subcutaneously, intradermally, etc .; for external use, for example, external preparations such as suppositories May be administered by a suitable administration method.

本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物の投与量は、それらの形態、投与方法、使用目的及び当該組成物の投与対象であるヒト又は患獣の年齢、体重、症状によって適宜設定され一定ではない。例えば、本発明における1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olの有効ヒト摂取量としては、体重50kgのヒトで1日当たり、好ましくは1mg〜10g、より好ましくは10mg〜3g、さらに好ましくは100mg〜1g程度である。また、投与は、所望の投与量範囲内において、1日内において単回で、又は数回に分けて行ってもよい。投与期間も任意である。   The dosage of the composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the composition for increasing body temperature of the present invention may be in the form, administration method, and use thereof. It is appropriately set depending on the purpose, age, weight, and symptoms of the human or animal to which the composition is to be administered, and is not constant. For example, the effective human intake of 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol in the present invention is It is preferably about 1 mg to 10 g, more preferably about 10 mg to 3 g, and still more preferably about 100 mg to 1 g per day for a human weighing 50 kg. The administration may be performed once or several times a day within a desired dose range. The administration period is also arbitrary.

本明細書中において本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物の投与対象とは、好ましくはエネルギー代謝の亢進、交感神経活動の亢進、脂肪の燃焼、体重増加の抑制又は体重減少、あるいは体温の上昇の作用発現を治療又は予防に必要とするヒトであるが、ウシ、ウマ、ヤギ等の家畜動物、イヌ、ネコ、ウサギ等のペット動物、又は、マウス、ラット、モルモット、サル等の実験動物であってもよい。また、投与対象として、エネルギー代謝の亢進を必要とする個体だけでなく、エネルギー代謝は低くはないが、体重の上昇を抑制する必要のある個体、冷えを抑制する必要のある個体、内臓脂肪の増加を抑制する必要のある個体、新陳代謝の低下を抑制する必要のある個体、風邪を治療又は予防したい個体、美容の維持を必要とする個体、疲れを抑制する必要のある個体も含まれる。   In the present specification, the administration target of the composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the anti-obesity composition, or the composition for increasing body temperature of the present invention is preferably Humans needing to treat or prevent the onset of energy metabolism, the enhancement of sympathetic nervous activity, the burning of fat, the suppression of weight gain or weight loss, or the effect of increasing body temperature, such as cattle, horses, goats, etc. Pet animals such as domestic animals, dogs, cats and rabbits, or experimental animals such as mice, rats, guinea pigs and monkeys may be used. In addition, as an administration target, not only individuals that require an increase in energy metabolism, but also individuals whose energy metabolism is not low, individuals who need to suppress weight gain, individuals who need to suppress cold, and visceral fat Also included are individuals who need to suppress an increase, individuals who need to suppress a decrease in metabolism, individuals who want to treat or prevent a cold, individuals who need to maintain beauty, and individuals who need to suppress fatigue.

本発明はまた、エネルギー代謝の亢進、交感神経活動の亢進、脂肪燃焼の促進、体重増加の抑制又は体重減少、あるいは体温の上昇を必要とする個体に、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを、あるいは1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有する組成物をその治療有効量を投与することを含む、エネルギー代謝の亢進方法、交感神経活動の亢進方法、脂肪燃焼の促進方法、体重増加の抑制又は体重減少方法、あるいは体温の上昇方法を提供する。なお、エネルギー代謝の亢進、交感神経活動の亢進、脂肪燃焼の促進、体重増加の抑制又は体重減少、あるいは体温上昇を必要とする個体とは、前記した本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、体温上昇用組成物の投与対象と同様である。   The present invention also provides an increase in energy metabolism, an increase in sympathetic nervous activity, promotion of fat burning, suppression of weight gain or weight loss, or an individual in need of an increase in body temperature, 1- (3 ', 4', 5 '-trihydroxyphenyl) -3- (2' ', 4' ', 6' '-trihydroxyphenyl) -propan-2-ol or 1- (3', 4 ', 5'-trihydroxyphenyl) -3- (2 ``, 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol comprising administering a therapeutically effective amount of the composition, including a method for enhancing energy metabolism, a method for enhancing sympathetic nervous activity, and fat. Provided are a method for promoting combustion, a method for suppressing or reducing weight gain, and a method for increasing body temperature. An individual who needs to increase energy metabolism, enhance sympathetic nervous activity, promote fat burning, suppress weight gain or decrease body weight, or increase body temperature is defined as the above-described composition for enhancing energy metabolism of the present invention, The same applies to the subject to which the composition for enhancing nerve activity, the composition for promoting fat burning, the composition for anti-obesity, and the composition for increasing body temperature are applied.

また、本明細書中において治療有効量とは、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを上記個体に投与した場合に、投与していない個体と比較して、エネルギー代謝が亢進する量、交感神経活動が亢進する量、脂肪燃焼が促進する量、体重増加を抑制又は体重減少する量、あるいは体温が上昇する量のことである。具体的な有効量としては、投与形態、投与方法、使用目的及び個体の年齢、体重、症状等によって適宜設定され一定ではない。   In the present specification, the therapeutically effective amount is 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2- When ol is administered to the individual, the amount of energy metabolism is increased, the amount of sympathetic nervous activity is increased, the amount of fat burning is promoted, the weight gain is suppressed, or the weight gain is suppressed or reduced, as compared with the individual not administered. Volume or body temperature. The specific effective amount is appropriately set depending on the administration form, administration method, purpose of use, age, weight, symptoms, etc. of the individual, and is not constant.

本発明の治療方法においては、前記治療有効量となるよう、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olをそのまま、また、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有する組成物を投与することができる。また、投与方法にも限定はなく、例えば、経口投与により投与することができる。   In the therapeutic method of the present invention, 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan is used so that the therapeutically effective amount is obtained. -2-ol as it is, also contains 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol The composition can be administered. In addition, there is no limitation on the administration method, and for example, it can be administered by oral administration.

本発明の治療方法によれば、副作用を生じることなく、エネルギー代謝を亢進、交感神経活動を亢進、脂肪燃焼を促進、抗肥満(体重増加を抑制又は体重を減少させる)、あるいは体温を上昇することが可能となる。   According to the treatment method of the present invention, energy metabolism is enhanced, sympathetic nervous activity is enhanced, fat burning is promoted, anti-obesity (suppresses weight gain or reduces weight), or increases body temperature without causing side effects. It becomes possible.

また、本発明の組成物としては、例えば、茶抽出液をラクトバチルス・ペントーサスに属する菌で発酵する工程を含むことを特徴とする製造方法により得られる組成物が好適例として挙げられる。なお、前記製造方法のことを本発明の製造方法と記載することもある。   Preferred examples of the composition of the present invention include a composition obtained by a production method comprising a step of fermenting a tea extract with a bacterium belonging to Lactobacillus pentosus. In addition, the said manufacturing method may be described as the manufacturing method of this invention.

茶葉には種々のカテキン類が含まれ、阿波番茶や碁石茶などの発酵樽で自然発酵させたいわゆる微生物発酵茶葉(後発酵茶葉)には前記式(I)で表される化合物も含まれていることが知られている。しかしながら、前記式(I)で表される化合物を産生する微生物種は知られておらず、特定の微生物種を用いて発酵させるのではなく、前述の後発酵茶葉のように自然発酵によって非効率的に前記式(I)で表される化合物が他の化合物と共に生成されている。また後発酵茶葉は原料を固体の状態のまま発酵させて(固体発酵)、最終的に発酵させた固体(茶葉)が製品になることから、飲用時にはエキスを別途抽出する必要があり、その際に前記式(I)で表される化合物が上手く抽出されなかったり、分解されてしまったりする可能性もある。本発明者らは、意外にも、茶葉からの抽出液にラクトバチルス・ペントーサスに属する菌を接触させることで、前記式(I)で表される化合物が高含有で含まれる組成物が得られ、該組成物がエネルギー代謝亢進作用を有することを初めて見出した。即ち、本発明の一態様としては、茶抽出液をラクトバチルス・ペントーサスに属する菌で発酵することで、epigallocatechinから、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olへの代謝が促進されることを、本発明者らが見出したことに基づくものである。茶葉からの抽出液を発酵させることから、飲用時に別途エキスを抽出する後発酵茶葉とは異なり、発酵液をそのまま使用でき、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを容易に摂取することができる。以降、茶抽出液を用いて得られる1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olのことを、本発明の発酵カテキンと記載し、また、茶抽出液を用いて得られる1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-ol含有組成物のことを本発明の発酵カテキン含有組成物と記載することもある。   Tea leaves contain various catechins, so-called microbial fermented tea leaves naturally fermented in fermentation barrels such as Awabancha and Goishi tea (post-fermented tea leaves) also contain the compound represented by the formula (I). Is known to be. However, microbial species that produce the compound represented by the formula (I) are not known, and are not fermented using a specific microbial species, but are inefficient due to natural fermentation as in the above-mentioned post-fermented tea leaves. The compound represented by the formula (I) is produced together with other compounds. In addition, the post-fermented tea leaves are fermented in the solid state of the raw material (solid fermentation), and finally the fermented solid (tea leaves) becomes a product, so it is necessary to extract the extract separately when drinking it, In addition, the compound represented by the formula (I) may not be extracted properly or may be decomposed. The present inventors surprisingly, by contacting a bacterium belonging to Lactobacillus pentosus with an extract from tea leaves, a composition containing the compound represented by the formula (I) at a high content can be obtained. It has been found for the first time that the composition has an action of enhancing energy metabolism. That is, as one embodiment of the present invention, by fermenting a tea extract with a bacterium belonging to Lactobacillus pentosus, from epigallocatechin, 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 ' The present inventors have found that the metabolism to ', 4' ', 6' '-trihydroxyphenyl) -propan-2-ol is promoted. Fermenting the extract from tea leaves, unlike fermented tea leaves after extracting the extract separately when drinking, the fermented solution can be used as it is, 1- (3 ', 4', 5'-trihydroxyphenyl) -3- ( 2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol can be easily taken. Hereinafter, 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol obtained using tea extract Is described as the fermented catechin of the present invention, and 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 '' obtained using a tea extract The composition containing -trihydroxyphenyl) -propan-2-ol is sometimes referred to as the fermented catechin-containing composition of the present invention.

本発明で用いられる茶抽出液としては、例えば、茶葉を公知の溶媒で抽出することにより得られたものを使用することができる。また、本発明においては、本発明の発酵カテキンをより多く産生させる観点から、本発明の発酵カテキンの前駆体であるepigallocatechinを多く含有する抽出液を用いてもよい。   As the tea extract used in the present invention, for example, a tea extract obtained by extracting tea leaves with a known solvent can be used. In the present invention, from the viewpoint of producing more fermented catechin of the present invention, an extract containing a large amount of epigallocatechin, which is a precursor of the fermented catechin of the present invention, may be used.

本明細書における「茶葉」とは、緑茶、紅茶、ウーロン茶などの茶葉が挙げられる。茶葉の種類としては、ツバキ科の植物、例えばカメリア属の茶(Camellia sinensis)の葉が挙げられる。本発明においては、茶葉そのものであっても、粉砕品であってもよい。   The “tea leaves” in the present specification include tea leaves such as green tea, black tea, and oolong tea. Examples of the type of tea leaf include leaves of a Camellia plant, for example, leaves of Camellia genus (Camellia sinensis). In the present invention, the tea leaf itself or a crushed product may be used.

溶媒としては、例えば、水、エチルアルコール、イソプロパノール等の親水性有機溶剤の何れかまたはこれらを適宜組み合わせたものが挙げられる。   As the solvent, for example, any one of hydrophilic organic solvents such as water, ethyl alcohol, and isopropanol or a combination thereof as appropriate may be used.

抽出条件は、用いる装置や使用量に応じて一概に設定されるものではないが、例えば、抽出温度は30〜100℃、好ましくは40〜80℃である。なお、本発明においては、茶抽出液として市販品を用いてもよい。   The extraction conditions are not set unconditionally according to the equipment to be used and the amount used. For example, the extraction temperature is 30 to 100 ° C, preferably 40 to 80 ° C. In the present invention, a commercially available tea extract may be used.

ここで用いられるラクトバチルス・ペントーサスに属する菌としては、前記したものを同様に用いることができる。   As the bacteria belonging to Lactobacillus pentosus used herein, those described above can be similarly used.

なお、本発明における菌株としては、ラクトバチルス・ペントーサスに属する菌(生菌及び死菌)そのもの、当該乳酸菌含有物、乳酸菌処理物等の各種形態を挙げることができる。生菌は当該乳酸菌培養液等の乳酸菌含有物から得ることができる。死菌は、例えば、生菌に対して加熱、紫外線照射、ホルマリン処理、酸処理などを行うことにより得ることができる。得られた生菌、死菌は、さらに磨砕や破砕等により、処理物とすることができる。なお、前記各形態における乳酸菌は、epigallocatechinに作用して本発明の発酵カテキンを産生するのであれば、生菌であることが好ましいが、死菌が混在していてもよい。   In addition, examples of the strain in the present invention include various forms such as bacteria (live and dead) belonging to Lactobacillus pentosus, the lactic acid bacteria-containing material, and the processed lactic acid bacteria. Viable bacteria can be obtained from lactic acid bacteria-containing substances such as the lactic acid bacteria culture solution. Dead bacteria can be obtained, for example, by subjecting live bacteria to heating, ultraviolet irradiation, formalin treatment, acid treatment, and the like. The obtained viable and dead bacteria can be further processed by grinding or crushing. The lactic acid bacterium in each of the above embodiments is preferably a viable bacterium as long as it acts on epigallocatechin to produce the fermented catechin of the present invention, but may also contain dead bacterium.

前記菌による発酵条件としては、茶抽出液中での発酵であれば他の条件は特に制限されず、例えば、炭素源、窒素源、無機塩類、有機栄養素などを含む添加物を添加して発酵させてもよい。具体的には、例えば、酵母における成分を酵素や熱水などの処理により抽出されたエキスである酵母エキスを窒素源として茶抽出液に添加することが出来る。発酵温度は、好ましくは10℃以上、より好ましくは15℃以上、更に好ましくは28℃以上であり、好ましくは45℃以下、より好ましくは40℃以下、更に好ましくは38℃以下である。また、茶抽出液のpHは好ましくはpH3.0〜12.5、より好ましくはpH3.5〜10.0、更に好ましくはpH4.0〜7.0である。発酵時間は、発酵温度や試料量に応じて一概には決定されないが、例えば、16〜96時間である。このように茶抽出液をラクトバチルス・ペントーサスに属する菌を用いて発酵させることにより、従来の伝統的な微生物発酵茶である阿波番茶は茶葉を樽漬けして自然発酵させることで10日から3週間程度の調製時間を要するものであったが、大幅な時間短縮が可能となり、生産性が向上することになる。   The fermentation conditions by the fungus are not particularly limited as long as the fermentation is performed in a tea extract, and for example, fermentation by adding additives including a carbon source, a nitrogen source, inorganic salts, and organic nutrients. May be. Specifically, for example, a yeast extract, which is an extract obtained by extracting a component of yeast by treatment with an enzyme, hot water, or the like, can be added to a tea extract as a nitrogen source. The fermentation temperature is preferably at least 10 ° C, more preferably at least 15 ° C, even more preferably at least 28 ° C, preferably at most 45 ° C, more preferably at most 40 ° C, even more preferably at most 38 ° C. The pH of the tea extract is preferably pH 3.0 to 12.5, more preferably pH 3.5 to 10.0, and even more preferably pH 4.0 to 7.0. The fermentation time is not unconditionally determined according to the fermentation temperature or the sample amount, but is, for example, 16 to 96 hours. By fermenting the tea extract with a bacterium belonging to Lactobacillus pentosus, Awabancha, a traditional microbial fermented tea, is pickled from tea leaves in a barrel and spontaneously fermented. Although a preparation time of about a week was required, the time can be significantly reduced, and the productivity is improved.

かくして茶抽出液を前記したラクトバチルス・ペントーサスに属する菌で発酵させることにより、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有する組成物を得ることができる。   Thus, by fermenting the tea extract with a bacterium belonging to Lactobacillus pentosus as described above, 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''- A composition containing trihydroxyphenyl) -propan-2-ol can be obtained.

得られた発酵カテキン含有組成物における本発明の発酵カテキンの含有量は、茶抽出液や菌の種類、発酵条件、後述するその後の処理条件等によって一概に設定することはできないが、好ましくは0.13mg/mL以上、より好ましくは0.5mg/mL以上、更に好ましくは1.0mg/mL以上である。   The content of the fermented catechin of the present invention in the obtained fermented catechin-containing composition, the type of tea extract and bacteria, fermentation conditions, can not be unconditionally set by the subsequent treatment conditions and the like described below, preferably 0.13 It is at least mg / mL, more preferably at least 0.5 mg / mL, even more preferably at least 1.0 mg / mL.

また、本発明においては、ラクトバチルス・ペントーサスに属する菌によって、epigallocatechinから本発明の発酵カテキンへの代謝が促進されることから、本発明の発酵カテキン含有組成物中、epigallocatechinと発酵カテキンの含有重量比(epigallocatechin/発酵カテキン)は、好ましくは50/50以下、より好ましくは40/60以下、更に好ましくは30/70以下、更に好ましくは20/80以下、更に好ましくは10/90以下である。また、実質的にepigallocatechinが含有されない程度に代謝が促進されていてもよい。なお、本明細書において、「実質的に含有されない」とは、例えば、後述の実施例に示す測定方法において検出限界以下となるのであればよく、含有量が0.01mg/mL以下のことを言う。   In the present invention, the metabolism of epigallocatechin to the fermented catechin of the present invention is promoted by bacteria belonging to Lactobacillus pentosus. The ratio (epigallocatechin / fermented catechin) is preferably 50/50 or less, more preferably 40/60 or less, still more preferably 30/70 or less, further preferably 20/80 or less, and still more preferably 10/90 or less. Further, metabolism may be promoted to such an extent that epigallocatechin is not substantially contained. In the present specification, `` substantially not contained '' means, for example, that the content is 0.01 mg / mL or less, as long as the content is at or below the detection limit in the measurement method described in Examples below. .

後発酵茶葉は緑茶葉と比較してepigallocatechin-3-O-gallateが顕著に減少していることが知られているが、本発明においてはepigallocatechin-3-O-gallateの減少は比較的緩やかであり、epigallocatechin-3-O-gallateとしての効果も期待できる。本発明の発酵カテキン含有組成物中のepigallocatechin-3-O-gallateの含有量は、好ましくは0.16mg/mL以上、より好ましくは0.5mg/mL以上、更に好ましくは1.0mg/mL以上である。   Post-fermented tea leaves are known to have significantly reduced epigallocatechin-3-O-gallate compared to green tea leaves, but in the present invention, the decrease in epigallocatechin-3-O-gallate is relatively slow. Yes, the effect as epigallocatechin-3-O-gallate can be expected. The content of epigallocatechin-3-O-gallate in the fermented catechin-containing composition of the present invention is preferably 0.16 mg / mL or more, more preferably 0.5 mg / mL or more, and still more preferably 1.0 mg / mL or more.

また、本発明の発酵カテキン含有組成物中、発酵カテキンとepigallocatechin-3-O-gallateの含有重量比(発酵カテキン/epigallocatechin-3-O-gallate)は、好ましくは20/80以上、より好ましくは40/60以上、更に好ましくは45/55以上である。   In the fermented catechin-containing composition of the present invention, the content ratio by weight of fermented catechin and epigallocatechin-3-O-gallate (fermented catechin / epigallocatechin-3-O-gallate) is preferably 20/80 or more, more preferably It is 40/60 or more, more preferably 45/55 or more.

本発明の発酵カテキン含有組成物は、発酵カテキンや前記した化合物以外に、caffeine、gallic acid、epicatechin、epicatechin-3-O-gallate、catechin、gallocatechin、gallocatechin-3-O-gallate、pyrogallolなどを含有してもよい。それらの含有量は、本発明の効果を損なわない範囲内であれば、特に限定されない。なお、本明細書において、式(I)で表される化合物、epigallocatechin-3-O-gallate、epigallocatechin、及びその他の化合物は、後述の実施例に示す測定方法に従って測定することができる。   The fermented catechin-containing composition of the present invention contains, in addition to the fermented catechin and the compounds described above, caffeine, gallic acid, epicatechin, epicatechin-3-O-gallate, catechin, gallocatechin, gallocatechin-3-O-gallate, pyrogallol, and the like. May be. Their content is not particularly limited as long as the effects of the present invention are not impaired. In the present specification, the compound represented by the formula (I), epigallocatechin-3-O-gallate, epigallocatechin, and other compounds can be measured according to a measurement method described in Examples described later.

また、得られる本発明の発酵カテキン含有組成物に対しては、ろ過、遠心分離、濃縮、限外ろ過、凍結乾燥、粉末化、及び分画からなる群より選ばれる1種又は2種以上の処理を、公知の方法に従って行ってもよく、そのまま製剤化したり、飲食品(健康食品)等の原材料に用いることが可能な形態に調製したりしてもよい。よって、本発明の発酵カテキン含有組成物の一態様として前記処理物が含まれる。   Further, for the obtained fermented catechin-containing composition of the present invention, one or more selected from the group consisting of filtration, centrifugation, concentration, ultrafiltration, lyophilization, powderization, and fractionation The treatment may be performed according to a known method, or may be formulated as it is, or may be prepared in a form that can be used for raw materials such as food and drink (health food). Therefore, the processed product is included as one embodiment of the fermented catechin-containing composition of the present invention.

本発明の一態様として、本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物を飲食品とするものであり、別の一態様として、本発明の製造方法により得られる本発明の発酵カテキン含有組成物を原料とする飲食品である。   As one embodiment of the present invention, the composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the composition for increasing body temperature of the present invention is a food or drink. In another aspect, the present invention relates to a food or drink using the fermented catechin-containing composition of the present invention obtained by the production method of the present invention as a raw material.

本発明の発酵カテキン含有組成物を原料とする飲食品の場合、その製造方法としては、発酵カテキン含有組成物の使用量、添加時期、添加方法は特に限定されず、その他に添加配合される成分も限定なく用いることができ、その使用量や添加方法も公知技術に従って適宜選択することができる。具体的には、例えば、製剤分野や食品分野等において通常使用される担体、基剤、及び/又は添加剤等を本発明の目的を達成する範囲内で適宜配合することができる。また、既製の公知の飲食品に、本発明の発酵カテキン含有組成物を添加して、溶解及び/又は懸濁することで調製してもよい。なお、公知の飲食品が、前記式(I)で表される化合物を元来含有するものであってもよい。   In the case of a food or drink using the fermented catechin-containing composition of the present invention as a raw material, the method for producing the same is not particularly limited as to the amount of the fermented catechin-containing composition used, the timing of addition, and the method of addition. Can be used without limitation, and the amount used and the method of addition can be appropriately selected according to known techniques. Specifically, for example, carriers, bases, and / or additives commonly used in the field of formulation, food, and the like can be appropriately compounded within a range that achieves the object of the present invention. Moreover, you may prepare by adding and dissolving and / or suspending the fermented catechin containing composition of this invention to a ready-made well-known food and drink. It should be noted that the known food or beverage may originally contain the compound represented by the formula (I).

本発明の飲食品において、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olの含有量は、通常0.00002〜100重量%、好ましくは0.0002〜30重量%、より好ましくは0.002〜5重量%程度である。   In the food and drink of the present invention, the content of 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol, Usually, it is about 0.00002 to 100% by weight, preferably about 0.0002 to 30% by weight, more preferably about 0.002 to 5% by weight.

本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物である飲食品、ならびに、本発明の製造方法により得られる飲食品の形態としては、特に限定はなく、例えば炭酸飲料、天然果汁、果汁飲料、清涼飲料水(果汁入りも含む)、果肉飲料、果粒入り果実食品、野菜系飲料、豆乳・豆乳飲料、コーヒー飲料、お茶飲料、ゼリー飲料、粉末飲料、濃縮飲料、スポーツ飲料、栄養飲料、アルコール飲料等の嗜好飲料類、栄養食品、サプリメント、丸剤、ハードカプセル剤、ソフトカプセル剤、錠剤〔素錠、糖衣錠、口腔内速崩壊錠、咀嚼可能錠(チュアブル錠)、発泡錠、トローチ剤、フィルムコーティング錠等を含む〕等を例示できる。なお、これらは、既成の飲食品に対して本発明の発酵カテキン含有組成物を調製時又は調製後に添加させたものであればよく、添加時期や添加方法については特に限定されるものではない。   The composition for enhancing energy metabolism of the present invention, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the food or drink that is the composition for increasing body temperature, and the production method of the present invention The form of the obtained food or drink is not particularly limited, and for example, carbonated drinks, natural juices, fruit drinks, soft drinks (including fruit juices), pulp drinks, fruit foods containing grains, vegetable drinks, soy milk / soy milk Drinks, coffee drinks, tea drinks, jelly drinks, powdered drinks, concentrated drinks, sports drinks, nutritional drinks, favorite drinks such as alcoholic drinks, nutritional foods, supplements, pills, hard capsules, soft capsules, tablets (uncoated tablets, Sugar-coated tablets, rapidly disintegrating tablets in the mouth, chewable tablets (chewable tablets), effervescent tablets, troches, film-coated tablets and the like]. In addition, these may be those obtained by adding the fermented catechin-containing composition of the present invention to an existing food or drink at the time of or after the preparation, and there is no particular limitation on the timing and method of addition.

本発明の製造方法により得られる飲食品は、本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物である飲食品と同様に、式(I)で表される化合物を含有する。よって、本発明の製造方法により得られる飲食品は、交感神経活動を亢進させ、例えば、エネルギー代謝の亢進作用、脂肪燃焼の促進作用、体重増加の抑制あるいは体重減少作用、体温の上昇作用等の生理作用を奏することが可能なことから、その目的に応じて、本発明の製造方法により得られる飲食品は、エネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、体温上昇用組成物として用いることができる。従って、本発明はまた、本発明の飲食品の製造方法により得られる飲食品として、本発明の発酵カテキン含有組成物を含有してなる飲食品を提供する。なお、本明細書において、「エネルギー代謝」とはATPがADPに変換されるときに遊離するエネルギーを筋収縮、神経伝達、物質構成、体温調節などに変換する過程のことを意味し、酸素消費量および二酸化炭素排出量からエネルギー消費量として算出される。「交感神経」とは熱産生組織である褐色脂肪組織における交感神経を意味し、交感神経活動が亢進されるとエネルギー代謝が亢進し、体温上昇、脂肪燃焼、ひいては抗肥満などにつながる。「脂肪燃焼」とは酸素消費量に対する二酸化炭素排出量の体積比である呼吸商を指標にしており、呼吸商が低下するほど脂肪を燃焼していることを意味する。「抗肥満」とは体重の増加が抑制されること又は体重が減少することを意味する。   The food or drink obtained by the production method of the present invention is the composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the composition for increasing body temperature of the present invention. Like a certain food or drink, it contains the compound represented by the formula (I). Therefore, the food or drink obtained by the production method of the present invention enhances sympathetic nervous activity, for example, enhances energy metabolism, promotes fat burning, suppresses weight gain or reduces body weight, increases body temperature, and the like. Foods and drinks obtained by the production method of the present invention can be provided with a composition for enhancing energy metabolism, a composition for enhancing sympathetic nervous activity, and a composition for promoting fat burning, depending on the purpose, since they can exert physiological effects. , An anti-obesity composition and a body temperature increasing composition. Therefore, the present invention also provides a food or drink comprising the fermented catechin-containing composition of the present invention as a food or drink obtained by the method for producing a food or drink of the present invention. In this specification, “energy metabolism” means a process of converting energy released when ATP is converted to ADP into muscle contraction, nerve transmission, substance composition, body temperature regulation, etc. It is calculated as energy consumption from the amount and carbon dioxide emission. “Sympathetic nerve” means a sympathetic nerve in brown adipose tissue, which is a heat-producing tissue. When sympathetic nerve activity is increased, energy metabolism is increased, leading to an increase in body temperature, fat burning, and eventually anti-obesity. “Fat burning” uses a respiratory quotient, which is a volume ratio of carbon dioxide emission to oxygen consumption, as an index, and means that the lower the respiratory quotient, the more fat is burned. "Anti-obesity" means that weight gain is suppressed or weight is reduced.

本発明の製造方法により得られる飲食品は、本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物である飲食品と同様に、例えば、エネルギー代謝の亢進作用、体温の上昇作用、脂肪の燃焼作用、抗肥満作用の発揮を要する症状に好適に使用される。具体的には、例えば、体温上昇、冷え性改善、抗肥満、内臓脂肪低減、美容、新陳代謝促進、免疫賦活、抗疲労、抗鬱等に好適に用いられる。   The food or drink obtained by the production method of the present invention is the composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the composition for increasing body temperature of the present invention. Like certain foods and drinks, it is suitably used for, for example, symptoms requiring an action of enhancing energy metabolism, an action of increasing body temperature, an action of burning fat, and an anti-obesity action. Specifically, for example, it is suitably used for increasing body temperature, improving chilliness, anti-obesity, reducing visceral fat, beauty, promoting metabolism, stimulating immunity, anti-fatigue, antidepressant, and the like.

また、本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物である飲食品、ならびに、本発明の製造方法により得られる飲食品は、交感神経活動の亢進作用を有することにより、エネルギー代謝の亢進作用、体温の上昇作用、脂肪の燃焼作用、ひいては抗肥満作用の発揮を要する症状の改善、予防に極めて有用である。すなわち、本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物である飲食品、ならびに、本発明の製造方法により得られる飲食品は、上記症状の予防又は改善を目的とすることを付した保健機能食品や健康食品として、あるいは1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olの有する機能に関する機能性表示を付した食品として、例えば、エネルギー代謝の亢進を必要とする個体だけでなく、エネルギー代謝は低くはないが、体重の上昇を抑制する必要のある個体、冷えを抑制する必要のある個体、内臓脂肪の増加を抑制する必要のある個体、新陳代謝の低下を抑制する必要のある個体、風邪を治療又は予防したい個体、美容の維持を必要とする個体、疲れを抑制する必要のある個体等にとって極めて有用な組成物となる。   Further, the composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the food or drink that is the composition for increasing body temperature of the present invention, and the production of the present invention The food or drink obtained by the method has an effect of enhancing sympathetic nervous activity, which is extremely useful for improving and preventing symptoms requiring an action of increasing energy metabolism, an action of increasing body temperature, an action of burning fat, and further exerting an anti-obesity action. Useful. That is, the composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the food or drink which is the composition for increasing body temperature of the present invention, and the production of the present invention Food and drink obtained by the method, as a health food or health food with the aim of preventing or ameliorating the above symptoms, or 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 ``, 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as a food with a functional claim on the function possessed, for example, not only individuals who need to increase energy metabolism, energy metabolism Although not low, individuals who need to suppress weight gain, individuals who need to suppress chilling, individuals who need to suppress an increase in visceral fat, individuals who need to suppress a decrease in metabolism, and colds It is necessary to maintain individuals who want to treat or prevent A very useful composition for individuals such individuals, that need suppress fatigue to.

本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物である飲食品、ならびに、本発明の製造方法により得られる飲食品はその用途を表示できるとする。表示の内容としては、例えば乳酸菌発酵処理物又は1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olの有する機能に由来する用途を挙げることができる。当該表示は、飲食品自体に付されてもよいし、飲食品の容器又は包装に付されていてもよい。   The composition for enhancing energy metabolism of the present invention, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the food or drink that is the composition for increasing body temperature, and the production method of the present invention It is assumed that the obtained food or drink can indicate its use. The contents of the label, for example, lactic acid bacteria fermented product or 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol Uses derived from the functions of The indication may be attached to the food or beverage itself, or may be attached to a container or packaging of the food or beverage.

本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、又は体温上昇用組成物である飲食品、ならびに、本発明の製造方法により得られる飲食品の摂取量は、それらの形態、摂取方法、摂取目的、及び当該飲食品の摂取対象であるヒトの年齢、体重、症状によって適宜設定され一定ではないが、例えば、、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-ol量が体重50kgのヒトで1日当たり、好ましくは1mg〜10g、より好ましくは10mg〜3g、さらに好ましくは100mg〜1g程度となる量において、適宜設定することができる。また、所望の摂取量範囲内において、1日内において単回で又は複数回で使用してもよく、使用時間も期間も任意である。   The composition for enhancing energy metabolism of the present invention, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, or the food or drink that is the composition for increasing body temperature, and the production method of the present invention The intake of the obtained food or drink is not fixed as appropriate depending on their form, the method of ingestion, the purpose of ingestion, and the age, weight, and symptoms of the human being the subject of the food or drink, for example, 1- ( 3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol per day in humans weighing 50 kg, preferably 1 mg to 10 g And more preferably about 10 mg to 3 g, and still more preferably about 100 mg to 1 g. In addition, within the desired intake range, it may be used once or multiple times within one day, and the use time and duration are arbitrary.

以下、実施例を示して本発明を具体的に説明するが、本発明は下記実施例に制限されるものではない。   Hereinafter, the present invention will be described specifically with reference to Examples, but the present invention is not limited to the following Examples.

実施例1
TUA4337L株を用いて茶エキスを発酵させて1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを生成させた。具体的には、以下の通りである。なお、1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olのことを発酵カテキンと記載する。
<発酵手順>
(1)TUA4337LをグリセロールストックからMRS(10mL)へ1v/v%植菌
(2)培養(30℃、20hr)
(3)遠心(8,000rpm、5min、4℃)後、上清除去
(4)培養液と同量の滅菌水で洗浄(×2回)
(5)滅菌水を用いてOD660=10になるよう菌液を調製
(6)茶パウダー(カーギルジャパン社製)を滅菌水に10w/v%添加し懸濁した後の遠心(8,000rpm、5min)後の上清(Bx 11.9)に、酵母エキス(BD社製)を0、0.04、0.2、1w/v%添加し、(5)で調製した菌液を1v/v%添加
(7)培養(35℃)
Example 1
Fermentation of tea extract using TUA4337L strain to give 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol Generated. Specifically, it is as follows. In addition, 1- (3 ′, 4 ′, 5′-trihydroxyphenyl) -3- (2 ″, 4 ″, 6 ″ -trihydroxyphenyl) -propan-2-ol is referred to as fermented catechin.
<Fermentation procedure>
(1) 1% v / v inoculation of TUA4337L from glycerol stock to MRS (10mL) (2) Culture (30 ° C, 20hr)
(3) After centrifugation (8,000 rpm, 5 min, 4 ° C), remove the supernatant (4) Wash with sterile water of the same volume as the culture solution (x 2)
(5) Bacterial solution was prepared using sterile water so that OD 660 = 10. (6) 10% w / v of tea powder (manufactured by Cargill Japan) was added to sterile water, suspended, and then centrifuged (8,000 rpm, After 5 min), 0, 0.04, 0.2, 1 w / v% of yeast extract (manufactured by BD) was added to the supernatant (Bx 11.9), and the bacterial solution prepared in (5) was added at 1 v / v% (7). Culture (35 ℃)

得られた培養液を、純水で希釈して更に40%アセトニトリルで2倍希釈後、0.45μmのフィルターで処理して、以下の分析に供した。HPLCの代表的なチャートを図1に、発酵カテキンの生成結果を図2に示す。
<HPLC分析条件>
カラム:capcell pak C18, 4.6mmφ×150mm、5μm(資生堂社製)
移動相:A 0.05% TFA/H2O、B 90% CH3CN, 0.05% TFA/H2O
グラジエント:B 5→35v/v%(0→13min)、B 35→70v/v%(13→20min)、B 70v/v%(20→25min)
流速:1.0mL/min
検出:A225nm
注入量:10μL
The obtained culture solution was diluted with pure water, further diluted 2-fold with 40% acetonitrile, treated with a 0.45 μm filter, and subjected to the following analysis. FIG. 1 shows a representative chart of HPLC, and FIG. 2 shows the results of fermented catechin production.
<HPLC analysis conditions>
Column: capcell pak C18, 4.6mmφ × 150mm, 5μm (made by Shiseido)
Mobile phase: A 0.05% TFA / H 2 O, B 90% CH 3 CN, 0.05% TFA / H 2 O
Gradient: B5 → 35v / v% (0 → 13min), B35 → 70v / v% (13 → 20min), B70v / v% (20 → 25min)
Flow rate: 1.0mL / min
Detection: A225nm
Injection volume: 10 μL

図1及び2より、TUA4337Lを用いてお茶エキスを発酵させることにより、経時的にepigallocatechin(EGC)が減少し、発酵カテキンが生成した。また酵母エキスを添加することにより、生成速度が速まった。なお、図1におけるCの新規ピークが発酵カテキンであることはNMRにより確認した。   1 and 2, by fermenting the tea extract using TUA4337L, epigallocatechin (EGC) decreased over time and fermented catechin was produced. Also, the addition of yeast extract increased the production rate. NMR confirmed that the new peak of C in FIG. 1 was fermented catechin.

実施例2
乳酸菌に属する種々の株による発酵カテキンの生成の検討を行った。
Example 2
The production of fermented catechins by various strains belonging to lactic acid bacteria was examined.

乳酸菌として様々なL. pentosusおよびL. plantarumの菌株を用いて発酵カテキンの生産性をJCM基準株と共に検討した。L. pentosusとして、TUA4337L、AF43、AF48、AF51、AF64、JCM基準株1558Tを、L. plantarumとしてはAF70、AF71、AF62、AF63、JCM基準株1149Tを検討した。これらの乳酸菌を用いて、実施例1と同様の手順で発酵カテキンの生産性を評価した(酵母エキスを0 w/v%および1 w/v% 添加したお茶エキスにて検討した)。具体的には、72時間培養した後の培養液中の発酵カテキンの濃度を定量した。結果を図3に示す。   Using various L. pentosus and L. plantarum strains as lactic acid bacteria, the productivity of fermented catechin was examined together with the JCM reference strain. As L. pentosus, TUA4337L, AF43, AF48, AF51, AF64, JCM reference strain 1558T, and as L. plantarum, AF70, AF71, AF62, AF63, JCM reference strain 1149T were examined. Using these lactic acid bacteria, the productivity of fermented catechin was evaluated in the same procedure as in Example 1 (examined using tea extract to which 0 w / v% and 1 w / v% of yeast extract was added). Specifically, the concentration of fermented catechin in the culture solution after culturing for 72 hours was quantified. The results are shown in FIG.

図3より、L. pentosusは菌株によらず発酵カテキンを生成したが、一方でL. plantarumはいずれの菌株においても発酵カテキンを生成することが出来なかった。   From FIG. 3, L. pentosus produced fermented catechin regardless of the strain, while L. plantarum failed to produce fermented catechin in any strain.

実施例3
実施例1で得られた発酵カテキンによる褐色脂肪組織の交感神経活動亢進作用の検討を行った。なお、実施例1で得られた発酵カテキンとは、実施例1における培養液から発酵カテキンのピーク画分を単離して濃縮後、凍結乾燥により析出させたものである。
Example 3
The effect of the fermented catechin obtained in Example 1 on enhancing the sympathetic nervous activity of brown adipose tissue was examined. The fermented catechin obtained in Example 1 was obtained by isolating and concentrating the peak fraction of fermented catechin from the culture solution in Example 1, and then precipitating by freeze-drying.

具体的には、実験には12時間毎の明暗周期下(8時より12時間点灯)で1週間飼育した体重約300gのWistar系雄性ラット(約9週齢、各群n=3)を3時間絶食させてウレタン麻酔し、十二指腸投与用のカニューレを挿入し、その後、肩甲間褐色脂肪組織の交感神経の遠心枝を銀電極で吊り上げ、その神経の電気活動を測定した。この神経の測定値が落着いた時期(13時頃)に、各試験サンプル1mL(コントロール:滅菌水、発酵カテキン:1μg/mL水分散液)をカニューレにて十二指腸投与し、褐色脂肪組織の交感神経活動の変化を電気生理学的に測定した。結果を図4に示す。   Specifically, for the experiment, three Wistar male rats (approximately 9 weeks old, n = 3 in each group) weighing about 300 g, bred for 1 week under a 12-hour light / dark cycle (lights on for 12 hours from 8:00). Urethane anesthesia was performed by fasting for a period of time, and a cannula for duodenal administration was inserted. Thereafter, the centrifugal branch of the sympathetic nerve of the interscapular brown adipose tissue was lifted with a silver electrode, and the electrical activity of the nerve was measured. At the time when the measured value of this nerve was settled (around 13:00), 1 mL of each test sample (control: sterilized water, fermented catechin: 1 μg / mL aqueous dispersion) was administered to the duodenum via a cannula, and the sympathetic nerve of brown adipose tissue was administered. Changes in activity were measured electrophysiologically. FIG. 4 shows the results.

図4より、BAT-SNA値において、発酵カテキンはコントロールと比較すると有意な上昇が見らた。したがって発酵カテキンは褐色脂肪組織における交感神活動を亢進させると考えられた。また、この交感神経活動の亢進は、エネルギー代謝を亢進させるメカニズムになっていることが考えられたため、以下にその実証を行なった。   From FIG. 4, the BAT-SNA value showed a significant increase in fermented catechin as compared to the control. Therefore, fermented catechin was thought to enhance sympathetic activity in brown adipose tissue. Further, it was considered that the enhancement of the sympathetic nervous activity was a mechanism for enhancing the energy metabolism, and thus the proof was performed below.

実施例4
実施例1で得られた発酵カテキンによるエネルギー代謝亢進作用及び脂肪燃焼促進作用の検討を行った。なお、発酵カテキンは実施例3と同様に調製したものを用いた。
Example 4
The effects of the fermented catechin obtained in Example 1 on enhancing energy metabolism and promoting fat burning were examined. The fermented catechin used was prepared in the same manner as in Example 3.

具体的には、C57BL/6Jマウス(7週齢、雄)において滅菌水250μLの経口投与を5日間続け、経口投与に慣れさせた。その後、体重の平均値に差が出ないようコントロール群と発酵カテキン群に群分けした(各n=4)。エネルギー代謝測定装置(オキシマックス、バイオリサーチセンター社)のチャンバーにマウスを2日間入れて環境に慣れさせた後に、餌を高脂肪食(60kcal%FAT、Research Diet社)に切り替え、各マウスの酸素消費量(VO2 (mL/kg/hr))および排出二酸化炭素排出量(VCO2(mL/kg/hr))の測定を開始した。各マウスには1日あたり試験サンプル250μL(コントロール:滅菌水、発酵カテキン:5mg/mL水分散液)を経口投与し、11日間の投与を続けた。消費カロリーおよび呼吸商は以下計算式により算出した。
消費カロリー:VO2 ×(RER×1.232+3.815)/1000
ここで、RQ (呼吸商)=VCO2/ VO2
Specifically, in C57BL / 6J mice (7-week-old, male), oral administration of 250 μL of sterile water was continued for 5 days to familiarize themselves with oral administration. Thereafter, the animals were divided into a control group and a fermented catechin group so that there was no difference in the average value of body weight (each n = 4). After placing the mice in the chamber of an energy metabolism measuring device (Oxymax, Bio Research Center) for 2 days to familiarize with the environment, the diet was switched to a high-fat diet (60 kcal% FAT, Research Diet) and the oxygen of each mouse was changed. Measurement of consumption (VO 2 (mL / kg / hr)) and carbon dioxide emission (VCO 2 (mL / kg / hr)) was started. Each mouse was orally administered with 250 μL of a test sample per day (control: sterile water, fermented catechin: 5 mg / mL aqueous dispersion), and continued administration for 11 days. The calorie consumption and respiratory quotient were calculated by the following formulas.
Calorie consumption: VO 2 × (RER × 1.232 + 3.815) / 1000
Here, RQ (respiratory quotient) = VCO 2 / VO 2

発酵カテキンを投与することにより、コントロール群と比較して、消費カロリーの増加が見られた。11日までの消費カロリーを比較したが、投与前と4日目のデータを図5に示す。これは明期(安静期:AM7:00〜PM19:00)の消費カロリーを解析した結果であり、発酵カテキン群で有意に消費カロリーが増加していた。これは安静期での効果であるため、発酵カテキンにより基礎代謝が向上したことを示していると考えられ、エネルギー代謝亢進作用があることが確認された。また、発酵カテキンの投与前後での脂肪燃焼効果の変化を検証するために、呼吸商の測定を行なった。呼吸商とは、ある時間において生体内で栄養素が分解されてエネルギーに変換するまでの酸素消費量に対する二酸化炭素排出量の体積比のことである。体内でどのような割合で栄養素が燃焼しているのかという概要理解の指標として広く用いられている。つまり、呼吸商は消費したエネルギー源を反映し、一般に最も呼吸商が高値を示すのは糖質(RQ=1.0)であり、最も低値を示すのは脂質(RQ≒0.7)である。すなわち脂肪を多く燃焼させた時には酸素の消費量に対して二酸化炭素の排出量が少なく、呼吸商の値が減少する。この値が低いほど、脂肪燃焼されていることを示し、脂肪燃焼効果が高いと考えられる。図6には投与前、投与11日目の呼吸商の差異を示すが、コントロール群と比較し、発酵カテキンを投与した場合に呼吸商がより低下しており、脂肪燃焼効果が促進されると考えられる。   The administration of fermented catechin resulted in an increase in calorie consumption as compared to the control group. The calorie consumption up to 11 days was compared, and data before administration and on day 4 are shown in FIG. This is the result of analyzing the calorie consumption during the light period (resting period: AM7: 00 to PM19: 00), and the calorie consumption significantly increased in the fermented catechin group. Since this is an effect during the resting period, it is considered that it indicates that basal metabolism was improved by fermented catechin, and it was confirmed that the fermented catechin had an energy metabolism-enhancing effect. In addition, respiratory quotient was measured to verify the change in fat burning effect before and after administration of fermented catechin. The respiratory quotient is the volume ratio of carbon dioxide output to oxygen consumption until nutrients are decomposed and converted into energy in a living body at a certain time. It is widely used as an index for understanding the outline of the rate at which nutrients are burned in the body. That is, the respiratory quotient reflects the energy source consumed, with carbohydrates (RQ = 1.0) generally having the highest respiratory quotient and lipids (RQ ≒ 0.7) having the lowest respiratory quotient. That is, when a large amount of fat is burned, the amount of carbon dioxide emitted is small relative to the amount of oxygen consumed, and the value of the respiratory quotient decreases. It is considered that the lower this value is, the more fat is burned, and the higher the fat burning effect is. FIG. 6 shows the difference in the respiratory quotient before administration and on the 11th day of administration. Compared with the control group, when the fermented catechin was administered, the respiratory quotient was lower and the fat burning effect was promoted Conceivable.

実施例5
実施例1で得られた発酵カテキンによる体温上昇作用の検討を行った。なお、発酵カテキンは実施例3と同様に調製したものを用いた。
Example 5
The effect of increasing body temperature by the fermented catechin obtained in Example 1 was examined. The fermented catechin used was prepared in the same manner as in Example 3.

具体的には、2週間の間、高脂肪食(60kcal%FAT)で飼育したC57BL/6Jマウス(10週齢、雄)に、1日あたり試験サンプル250μL(コントロール:滅菌水、発酵カテキン:1.6mg/mL水分散液)を経口投与した(各n=11〜12)。経口投与から5分及び60分後に、マイクロプローブサーモメータ(BAT-12、muromachi社)を用いて直腸温をそれぞれ測定し、直腸温の変化幅を算出した。結果を図7に示す。   Specifically, C57BL / 6J mice (10-week-old, male) bred on a high-fat diet (60 kcal% FAT) for 2 weeks were tested with 250 μL of test sample per day (control: sterilized water, fermented catechin: 1.6%). mg / mL aqueous dispersion) were orally administered (each n = 11-12). Five and 60 minutes after oral administration, the rectal temperature was measured using a microprobe thermometer (BAT-12, muromachi), and the range of change in rectal temperature was calculated. FIG. 7 shows the results.

図7より、発酵カテキンはコントロールに対して有意に直腸温を上昇させた。したがって、発酵カテキンは体温上昇作用を有すると考えられる。   As shown in FIG. 7, the fermented catechin significantly increased the rectal temperature compared to the control. Therefore, fermented catechin is considered to have a body temperature increasing effect.

実施例6
実施例1で得られた発酵カテキンによる抗肥満作用の検討を行った。なお、発酵カテキンは実施例3と同様に調製したものを用いた。
Example 6
The anti-obesity effect of the fermented catechin obtained in Example 1 was examined. The fermented catechin used was prepared in the same manner as in Example 3.

具体的には、C57BL/6Jマウス(7週齢、雄)を2週間の間、高脂肪食(60kcal%FAT)で飼育した。その間、滅菌水250μLの経口投与を5日間続け、経口投与に慣れさせた。その後、体重の平均値に差が出ないようコントロール群と発酵カテキン投与群に群分けした(各n=4)。各マウスには1日あたり試験サンプル250μL(コントロール:滅菌水、発酵カテキン:5mg/mL水分散液)を経口投与し、経時的に体重測定を行った。体重増加の推移を図8に示す。   Specifically, C57BL / 6J mice (7 weeks old, male) were bred on a high fat diet (60 kcal% FAT) for 2 weeks. During that time, oral administration of 250 μL of sterile water was continued for 5 days, and the patient was used to oral administration. Thereafter, the animals were divided into a control group and a fermentation catechin-administered group so that there was no difference in the average value of body weight (n = 4 each). Each mouse was orally administered with 250 μL of a test sample per day (control: sterile water, fermented catechin: 5 mg / mL aqueous dispersion), and the body weight was measured over time. FIG. 8 shows changes in weight gain.

図8より、発酵カテキンを投与することにより体重増加が抑えられる傾向が認められ、発酵カテキンは抗肥満作用を有すると考えられる。この作用メカニズムとしては、体温上昇効果と同様にエネルギー代謝亢進作用が考えられる。   FIG. 8 shows that there is a tendency that weight gain is suppressed by administering fermented catechin, and fermented catechin is considered to have an anti-obesity effect. As an action mechanism, an energy metabolism enhancing action can be considered similarly to the body temperature increasing effect.

以下、本発明の組成物の具体的処方を例示する。これらの組成物は公知の方法に従って調製することができる。   Hereinafter, specific formulations of the composition of the present invention will be exemplified. These compositions can be prepared according to known methods.

処方例:緑茶飲料1
実施例1の培養液を乾燥後、9倍量のデキストリンと混合し発酵カテキン混合物を調製し、上記混合物および粉末茶に水に加えて混合後、121℃、20分間滅菌して緑茶飲料を調製する。
Prescription example: Green tea beverage 1
After the culture solution of Example 1 was dried, it was mixed with 9 times the amount of dextrin to prepare a fermented catechin mixture. The mixture and powdered tea were added to water, mixed, and sterilized at 121 ° C. for 20 minutes to prepare a green tea beverage. I do.

処方例:コーヒー飲料
コーヒー豆(L値:27)200gに約10重量倍の沸騰水を加えてBx.2.6のコーヒー抽出液2000gを得る。この抽出液に、上記緑茶飲料の際に調製した混合物、グラニュー糖、牛乳、pH調整剤を混合してコーヒー飲料を調製する。
Formulation example: coffee beverage About 10 weight times of boiling water was added to 200 g of coffee beans (L value: 27) to obtain Bx. 2000 g of the coffee extract of 2.6 are obtained. This extract is mixed with the mixture prepared for the above green tea beverage, granulated sugar, milk, and a pH adjuster to prepare a coffee beverage.

処方例:炭酸飲料
上記緑茶飲料の際に調製した混合物を水に溶解した後、リン酸を用いてpHを3.8に調整し、酸化防止剤、香料、酸味料、甘味料、カラメル色素を各々適量加えて約24時間貯蔵する。その間、炭酸ガスを適量添加し、その後、濾過・瓶詰め・殺菌(65℃以上で10分間加熱)の工程を経て、炭酸飲料を得る。
Formulation example: carbonated beverage After dissolving the mixture prepared for the above green tea beverage in water, the pH is adjusted to 3.8 with phosphoric acid, and an antioxidant, a flavor, an acidulant, a sweetener, and a caramel pigment are added. Add the appropriate amount of each and store for about 24 hours. During that time, an appropriate amount of carbon dioxide gas is added, and then a carbonated beverage is obtained through the steps of filtration, bottling, and sterilization (heating at 65 ° C. or higher for 10 minutes).

処方例:緑茶飲料2
実施例1の培養液から発酵カテキンを単離、乾燥後、9倍量のデキストリンと混合し発酵カテキン混合物を調製し、上記混合物および粉末茶に水に加えて混合後、121℃、20分間滅菌して緑茶飲料を調製する。
Prescription example: Green tea beverage 2
The fermented catechin was isolated from the culture solution of Example 1, dried, and then mixed with 9 times the amount of dextrin to prepare a fermented catechin mixture. The mixture and powdered tea were added to water, mixed, and then sterilized at 121 ° C for 20 minutes. To prepare a green tea beverage.

従って、本発明には、以下の態様も含まれる。
〔1〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分とするエネルギー代謝亢進剤。
〔2〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有する組成物を有効成分とするエネルギー代謝亢進剤。
〔3〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分とする交感神経活動亢進剤。
〔4〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有する組成物を有効成分とする交感神経活動亢進剤。
〔5〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分とする脂肪燃焼促進剤。
〔6〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有する組成物を有効成分とする脂肪燃焼促進剤。
〔7〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分とする抗肥満剤。
〔8〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有する組成物を有効成分とする抗肥満剤。
〔9〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分とする体温上昇剤。
〔10〕 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを含有する組成物を有効成分とする体温上昇剤。
Therefore, the present invention includes the following embodiments.
[1] An energy metabolism enhancer containing 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 ", 4", 6 "-trihydroxyphenyl) -propan-2-ol as an active ingredient .
(2) a composition containing 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient Energy metabolism enhancer.
[3] Sympathetic nervous activity enhancement using 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient Agent.
(4) a composition containing 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient Sympathetic activity enhancer.
[5] Fat burning promoter containing 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 ", 4", 6 "-trihydroxyphenyl) -propan-2-ol as an active ingredient .
(6) a composition containing 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient Fat burning promoter.
[7] An anti-obesity agent comprising 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 ", 4", 6 "-trihydroxyphenyl) -propan-2-ol as an active ingredient.
(8) a composition containing 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient Anti-obesity agent.
[9] A body temperature increasing agent comprising 1- (3 ′, 4 ′, 5′-trihydroxyphenyl) -3- (2 ″, 4 ″, 6 ″ -trihydroxyphenyl) -propan-2-ol as an active ingredient.
(10) A composition containing 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient Body temperature increasing agent.

本発明のエネルギー代謝亢進用組成物、交感神経活動亢進用組成物、脂肪燃焼促進用組成物、抗肥満用組成物、体温上昇用組成物は、優れたエネルギー代謝の亢進作用、交感神経活動の亢進作用、脂肪の燃焼促進作用、抗肥満(体重増加の抑制又は体重の減少)作用、体温の上昇作用を有するものであり、例えば、体温上昇、冷え性改善、抗肥満、内臓脂肪低減、美容、新陳代謝促進、免疫賦活、抗疲労、抗鬱等の効果が期待できる。また、本発明の製造方法により得られる1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-ol含有組成物は、優れたエネルギー代謝の亢進作用、交感神経活動の亢進作用、脂肪の燃焼促進作用、体重増加の抑制又は体重の減少作用、体温の上昇作用を有するものであり、例えば、体温上昇、冷え性改善、抗肥満、内臓脂肪低減、美容、新陳代謝促進、免疫賦活、抗疲労、抗鬱等の効果が期待できる。   The composition for enhancing energy metabolism, the composition for enhancing sympathetic nervous activity, the composition for promoting fat burning, the composition for anti-obesity, and the composition for increasing body temperature of the present invention have excellent energy metabolism enhancing action and sympathetic nervous activity. It has an accelerating effect, a fat burning promoting effect, an anti-obesity (suppression of weight gain or weight loss) effect, and a body temperature increasing effect. For example, it has an effect of increasing body temperature, improving coldness, anti-obesity, reducing visceral fat, beauty, Effects such as metabolism promotion, immunostimulation, anti-fatigue and antidepressant can be expected. Further, 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol-containing composition obtained by the production method of the present invention. The substance has an excellent action of enhancing energy metabolism, an action of enhancing sympathetic nervous activity, an action of promoting fat burning, an action of suppressing or decreasing weight gain, and an action of increasing body temperature. Improvement, anti-obesity, visceral fat reduction, beauty, promotion of metabolism, immunostimulation, anti-fatigue, antidepressant, and other effects can be expected.

Claims (5)

1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分とする、エネルギー代謝亢進用組成物(但し、阿波番茶及び碁石茶の茶葉、当該茶葉の抽出物、並びにこれらを含む組成物を除く)1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient, a composition for enhancing energy metabolism (However, tea leaves of Awabancha and Goishicha, extracts of the tea leaves, and compositions containing these are excluded) . 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分とする、交感神経活動亢進用組成物(但し、阿波番茶及び碁石茶の茶葉、当該茶葉の抽出物、並びにこれらを含む組成物を除く)1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as active ingredient, composition for enhancing sympathetic nervous activity (Excluding tea leaves of Awabancha and Goishi tea, extracts of the tea leaves, and compositions containing these) . 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分とする、脂肪燃焼促進用組成物(但し、阿波番茶及び碁石茶の茶葉、当該茶葉の抽出物、並びにこれらを含む組成物を除く)1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient, composition for promoting fat burning (However, tea leaves of Awabancha and Goishicha, extracts of the tea leaves, and compositions containing these are excluded) . 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分とする、抗肥満用組成物(但し、阿波番茶及び碁石茶の茶葉、当該茶葉の抽出物、並びにこれらを含む組成物を除く)An anti-obesity composition comprising 1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient ( However, tea leaves of Awabancha and Goishicha, extracts of the tea leaves, and compositions containing these are excluded) . 1-(3’,4’,5’-trihydroxyphenyl)-3-(2’’,4’’,6’’-trihydroxyphenyl)-propan-2-olを有効成分とする、体温上昇用組成物(但し、阿波番茶及び碁石茶の茶葉、当該茶葉の抽出物、並びにこれらを含む組成物を除く)
1- (3 ', 4', 5'-trihydroxyphenyl) -3- (2 '', 4 '', 6 ''-trihydroxyphenyl) -propan-2-ol as an active ingredient, a composition for increasing body temperature ( However, tea leaves of Awabancha and Goishicha, extracts of the tea leaves, and compositions containing these are excluded) .
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