CN101495127A - 甲硫氨酸酶抑制剂及含该抑制剂的组合物以及饮食品 - Google Patents
甲硫氨酸酶抑制剂及含该抑制剂的组合物以及饮食品 Download PDFInfo
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- CN101495127A CN101495127A CNA2007800285057A CN200780028505A CN101495127A CN 101495127 A CN101495127 A CN 101495127A CN A2007800285057 A CNA2007800285057 A CN A2007800285057A CN 200780028505 A CN200780028505 A CN 200780028505A CN 101495127 A CN101495127 A CN 101495127A
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Abstract
本发明提供通过抑制来源于细菌的甲硫氨酸来抑制恶臭物质甲硫醇的产生的甲硫氨酸酶抑制剂及含该抑制剂的组合物以及饮食品。本发明提供以由紫金牛科密花树属植物得到的提取物、较好是大明橘的提取物为有效成分的甲硫氨酸酶抑制剂、组合物以及饮食品。此外,本发明还提供以选自密花树酸A、密花树酸B、密花树酸C、密花树酸E和密花树酸F的1种或2种以上为有效成分的甲硫氨酸酶抑制剂、组合物以及饮食品,较好是密花树酸A、密花树酸B、密花树酸C、密花树酸E和密花树酸F由紫金牛科密花树属植物、优选大明橘得到的甲硫氨酸酶抑制剂、组合物以及饮食品。
Description
技术领域
本发明涉及干预引发恶臭的物质甲硫醇的产生的甲硫氨酸酶抑制剂及含该抑制剂的组合物以及饮食品。
背景技术
已知自口腔发出的恶臭的主要成分是挥发性硫化合物,特别是甲硫醇与口臭强度密切相关。甲硫醇是因食物残渣或口腔内的剥离上皮细胞、唾液蛋白质等被口腔内的细菌代谢、分解而产生。已知以甲硫醇为代表的挥发性硫化合物造成抑制口腔内的蛋白质合成、抑制胶原合成、阻碍内皮细胞的生长和分裂以及使口腔内粘膜的透过性亢进等不良影响。因此,甲硫醇的抑制并不单纯停留于抑制口臭,在牙周炎的预防和人体内环境的维持方面也成为重要的课题。
甲硫醇是以作为口腔内的蛋白质分解产物的L-甲硫氨酸为底物,由口腔内细菌的酶甲硫氨酸酶(L-甲硫氨酸-γ-裂合酶)产生。人的口腔内存在多种细菌,其中具核梭杆菌(Fusobacterium nucleatum)和牙龈卟啉单胞菌(Porphyromonas gingivalis)是甲硫氨酸酶活性高的细菌,通过抑制它们的甲硫氨酸酶活性,除了恶臭物质甲硫醇之外,还可以抑制硫化氢、氨和氧代丁酸的产生。此外,已知甲硫醇也由肠道细菌产生,引发厨房垃圾的恶臭和便臭,因此通过抑制甲硫氨酸酶,还可以期待垃圾恶臭和便臭的除臭效果。
作为抑制口臭的方法,有杀灭产生口臭的口腔内细菌的方法、与产生的臭气反应而变为不臭的物质的方法、通过香料掩盖臭气的方法等。但是,杀菌剂可能会破坏口腔内的菌丛的平衡而带来其它的不良影响,采用与臭气的反应和掩盖的除臭并不抑制臭味的产生本身,效果不持久。另一方面,作为本发明制品的甲硫氨酸酶抑制剂安全地抑制甲硫醇本身的生成,显示出高持久性。
目前为止,作为甲硫氨酸酶的抑制剂,报道有番茄提取物和姜提取物等(例如参照专利文献1、2)以及冰岛衣(Iceland moss)提取物、药用牛舌草提取物和绿茶提取物等(例如参照专利文献3)来源于天然物的物质,揭示了它们抑制口腔内细菌牙龈卟啉单胞菌和具核梭杆菌的甲硫醇生成的现象。此外,报道了菊科的菊属、菜蓟属和万寿菊属植物(例如参照专利文献4)、芸香科花椒属(例如参照专利文献5)以及植物精油成分(例如参照非专利文献1)显示口腔内细菌的甲硫醇生成抑制效果,并且特定的香料成分(例如参照专利文献6、7)和酮酸及其盐类(例如参照专利文献8)抑制口腔内细菌的甲硫醇生成。然而,它们的效果在持久性等方面并不令人满意。
另一方面,密花树酸(ミルシノン酸,myrsinoic acid)A、密花树酸B、密花树酸C、密花树酸E和密花树酸F是从紫金牛科密花树属(ツルマンリヨウ属,Myrsine)植物大明橘(Myrsine seguinii和Rapanaea neriifolia)鉴定的皮炎抑制物质(例如参照非专利文献2、3、4)。
另外,密花树酸A通过DNA聚合酶的抑制来抑制皮肤炎症,对于除臭效果并不清楚。密花树酸A、B和C的甲酯体从同属植物伞花密花树(Rapanaeaunbellata)鉴定,其生理活性并不清楚(例如参照非专利文献5、6)。
专利文献1:日本专利特开2002-3353号公报
专利文献2:日本专利特开2003-160459号公报
专利文献3:日本专利特开2005-162697号公报
专利文献4:日本专利特开2002-114660号公报
专利文献5:日本专利特开2003-26527号公报
专利文献6:日本专利特开2001-348308号公报
专利文献7:日本专利特开2002-3369号公报
专利文献8:日本专利特开平07-138139号公报
非专利文献1:常田文彦,《臭气的研究》,2000年,第31卷,第2期,91-96页
非专利文献2:Biosci.Biotechnol.Biochem.,63(9),1650-1653,1999
非专利文献3:Biosci.Biotechnol.Biochem.,66(3),655-659,2002
非专利文献4:Biosci.Biotechnol.Biochem.,67(9),2038-2041,2003
非专利文献5:Biochimicaet Biophysica Acta 20006月1;1475(1):1-4
非专利文献6:Phytochemistry,1991;30(6):2019-2023
发明的揭示
本发明的目的在于提供以对人体没有影响且安全性高的植物提取物、来源于植物提取物的密花树酸为有效成分,通过抑制来源于细菌的甲硫氨酸酶来抑制恶臭物质甲硫醇的产生的甲硫氨酸酶抑制剂及含该抑制剂的组合物以及饮食品。
本发明人为了解决上述课题而关注于自古以来所采用的安全性高的中药材和草药等的天然物提取物,使用来源于具有高甲硫氨酸酶活性的致口臭菌具核梭杆菌的菌破碎液和活菌悬浮液实施了其抑制试验,结果发现从紫金牛科密花树属植物得到的提取物具有甲硫氨酸酶抑制活性且其有效成分是密花树酸,从而完成了本发明制品。
即,本发明是以将由紫金牛科密花树属植物得到的提取物、较好是由紫金牛科密花树属植物大明橘得到的提取物作为有效成分为特征的甲硫氨酸酶抑制剂及组合物以及饮食品,以将选自密花树酸A、密花树酸B、密花树酸C、密花树酸E和密花树酸F的1种或2种以上作为有效成分为特征的甲硫氨酸酶抑制剂及组合物以及饮食品,优选的是以密花树酸A、密花树酸B、密花树酸C、密花树酸E和密花树酸F由紫金牛科密花树属植物、较好是由紫金牛科密花树属植物大明橘得到为特征的甲硫氨酸酶抑制剂及组合物以及饮食品。
本发明的甲硫氨酸酶抑制剂具有抑制甲硫醇、氨和氧代丁酸的生成的作用。因此,通过将它们添加到饮食品中口服摄取或制成口中清凉剂、牙粉等口腔组合物使用,可以减少口臭,减少便臭,改善口腔内和体内环境。此外,也可以用作厨房垃圾等生活环境的恶臭抑制剂。
实施发明的最佳方式
以下,对本发明进行详细说明。对本发明的甲硫氨酸酶抑制剂、以其为有效成分的组合物及饮食品、它们的制造方法以及它们的效果进行说明,但本发明并不受到这些说明的限制。
虽然本发明制品中使用的密花树酸A、密花树酸B、密花树酸C、密花树酸E和密花树酸F(各自的化学式示于下述(I)~(V))也可以通过合成法得到,但较好是由紫金牛科密花树属植物的整株、叶、花、枝、根、果实等部位的提取物得到。作为含有上述密花树酸的紫金牛科密花树属植物,可以例举例如大明橘,它生长于日本的中部至南部和热带地区,属灌木。大明橘也被称为稀奇木(ヒチノキ)和削木(ソゲキ(削げ木)),学名为Myrsineseguinii和Rapanaea neriifolia。大明橘的果实自古以来一直被食用,其安全性完全没有问题。作为特别优选的提取部位,可以例举原料植物的生产量多、提取率高的叶和果实。
(I)密花树酸A
(II)密花树酸B
(III)密花树酸C
(IV)密花树酸E
(V)密花树酸F
密花树酸具有非常强的抑制活性,其中,作为特别优选的抑制剂,可以例举甲硫氨酸酶抑制活性强、提取物中的含有率高的密花树酸B。
为了获得本发明的植物提取物,可以通过目前公知的提取方法制备,没有特别限定,通常先将上述植物以适当的方法粉碎。接着,加入水以及甲醇、乙醇、正丙醇及正丁醇等低级醇和醚、氯仿、乙酸乙酯、丙酮、甘油、丙二醇等有机溶剂中的1种或2种以上的混合溶剂,通过目前采用的提取方法进行提取。但是,如果考虑到作为药品、口腔内组合物或饮食品使用,从安全性方面来看,本发明制品理想的是采用水和乙醇的组合作为提取溶剂。作为提取条件,可以在高温、室温、低温的任一种温度下进行提取,较好是在50~80℃提取1~5小时左右。
这样得到的提取物也可以过滤并在减压下浓缩或冷冻干燥后使用。此外,可以通过将这些提取物用如吸附色谱法、分配色谱法、高效液相色谱法、薄层色谱法等公知的分离纯化方法进行分离纯化,从而获得密花树酸。
具体来说,例如通过将所述提取物进行液-液萃取,用乙酸乙酯/己烷混合溶剂供于硅胶柱色谱法,再用添加有0.1%乙酸的甲醇/水(85%)混合溶剂供于十八烷基键合硅胶柱色谱法,进行洗脱、划分、浓缩、干燥,从而得到高纯度的密花树酸。
本发明的甲硫氨酸抑制剂可以通过将以上述方法制成的密花树酸和例如大明橘提取物等紫金牛科密花树属植物提取物用作有效成分来制备。可以根据需要溶解或分散于适当的液体单体,或者与适当的粉末单体混合或吸附于其上,根据情况再在其中添加乳化剂、稳定剂、分散剂等,制成片剂、散剂、乳剂、水合剂等制剂使用。作为该情况下的添加量,相对于制剂,优选的是以达到0.001~50重量%、较好是0.01~25重量%的比例的条件添加干燥提取物。
此外,本发明的甲硫氨酸酶抑制剂的气味、味道良好,安全性高,所以可以掺入如下的饮食品在日常生活中利用:例如,牙膏、漱口剂、除臭喷雾剂等口腔用组合物,口香糖、糖果、压片糖、软糖、巧克力、饼干等零食,冰淇淋、雪糕或冰点心等冰制食品,饮料,汤以及果酱等。
作为添加量,相对于饮食品或组合物,添加约0.001重量%以上、较好是约0.01重量%以上干燥提取物。另外,饮食品中,特别是考虑到偏好方面,优选的是以达到约0.001~5重量%、较好是约0.01~1重量%的比例的条件添加。
以下,例举试验例对本发明制品进行更详细的说明,但本发明制品的范围并不受到这些试验例的限制。
<试验例1>
本试验是为了制备密花树酸和大明橘提取物以及作比较的各种植物提取物而进行的试验。
1)供试试样
采用大明橘以及作比较的冰岛衣整株干燥粉末、药用牛舌草根、番石榴叶和绿茶。
2)试验方法
如下制备各种植物提取物和密花树酸,但本发明并不受到这些例子的任何限定。
(1)试样制备例1(水提取物的制备)
在5g大明橘叶的干燥粉末中加入50ml水,在70℃提取2小时。将得到的提取液过滤分离,冷冻干燥,从而得到0.75g提取物。
同样地,对于大明橘的枝和果实,用水进行提取,将提取液浓缩或冷冻干燥,从而制成提取物。提取物的收率示于表1。
(2)试样制备例2(25%乙醇提取物的制备)
在5g大明橘枝的干燥粉末中加入50ml 25%乙醇,在70℃提取2小时。将得到的提取液过滤分离,除去溶剂后,冷冻干燥,从而得到0.80g提取物。
同样地,对于大明橘的叶和果实,用25%乙醇进行提取,将提取液浓缩或冷冻干燥,从而制成提取物。提取物的收率示于表1。
(3)试样制备例3(50%乙醇提取物的制备)
在5g大明橘果实的干燥粉末中加入50ml 50%乙醇,在70℃提取2小时。将得到的提取液过滤分离,除去溶剂后,冷冻干燥,从而得到0.80g提取物。
同样地,对于大明橘的叶和枝,用50%乙醇进行提取,将提取液浓缩或冷冻干燥,从而制成提取物。提取物的收率示于表1。
(4)试样制备例4(75%乙醇提取物的制备)
在5g大明橘叶的干燥粉末中加入50ml 75%乙醇,在70℃提取2小时。将得到的提取液过滤分离,除去溶剂后,冷冻干燥,从而得到0.80g提取物。
同样地,对于大明橘的枝和果实,用75%乙醇进行提取,将提取液浓缩或冷冻干燥,从而制成提取物。提取物的收率示于表1。
(5)试样制备例5(100%乙醇提取物的制备)
在5g大明橘叶的干燥粉末中加入50ml 100%乙醇,在70℃提取2小时。将得到的提取液过滤分离,冷冻干燥,从而得到0.45g提取物。
同样地,对于大明橘的枝和果实,用100%乙醇进行提取,将提取液浓缩或冷冻干燥,从而制成提取物。提取物的收率示于表1。
(6)试样制备例6(丙酮提取物的制备)
在5g大明橘果实的干燥粉末中加入50ml丙酮,在70℃提取2小时。将得到的提取液过滤分离,除去溶剂后,冷冻干燥,从而得到0.40g提取物。
同样地,对于大明橘的叶和枝,用丙酮进行提取,将提取液浓缩或冷冻干燥,从而制成提取物。提取物的收率示于表1。
(7)试样制备例7(密花树酸的制备)
对大明橘的叶的100%乙醇提取物的1%水溶液用等体积的己烷进行3次溶剂分离,馏去溶剂而得到己烷部分(收率约20%)。将己烷部分用乙酸乙酯/己烷混合溶剂(10-20%)供于硅胶柱色谱法,分离约20%非极性成分,得到含密花树酸的部分(收率约40%)。将其用添加有0.1%乙酸的甲醇/水(85%)供于十八烷基键合硅胶柱色谱法,进行洗脱、分离,得到400mg密花树酸B和100mg密花树酸C。
同样地,将己烷部分进行硅胶和十八烷基键合硅胶柱分离,分别得到60mg密花树酸A、3mg密花树酸E和1.5mg密花树酸F。
(8)试样制备例8(密花树酸的合成)
按照关于萜烯和精油化学的讨论会演讲摘要第46卷396-398(2002),通过由2-碘苯酚的牻牛儿基(geranyl)化和羰基化得到的甲酯体的水解而得到密花树酸E。
(9)比较试样制备例
在5g冰岛衣整株的干燥粉末中加入50ml 50%乙醇,在70℃提取2小时。将得到的提取液过滤分离,除去溶剂后,冷冻干燥,从而得到1.10g提取物。
同样地,对于药用牛舌草根、番石榴叶和绿茶,用50%乙醇进行提取,将提取液浓缩或冷冻干燥,从而制成提取物。
3)试验结果
提取物的收率示于表1。
[表1]
本发明制品和比较对照制品的提取例
<试验例2>
本试验是为了考察密花树酸和大明橘提取物的甲硫氨酸酶抑制效果而进行的试验。
1)供试试样
采用试验例1中制成的大明橘提取物和密花树酸以及作比较的冰岛衣整株干燥粉末、药用牛舌草根、番石榴叶和绿茶的提取物。
2)试验方法(无细胞系甲硫氨酸酶抑制试验)
通过甲硫氨酸酶的反应,由甲硫氨酸生成甲硫醇、氨和2-氧代丁酸。将作为这些反应生成物中较稳定的物质的2-氧代丁酸的生成量作为酶反应的指标。
作为具体的方法,将在厌氧条件下培养了2天的具核梭杆菌JCM8532通过超声波处理进行破碎,将所得的酶(最终浓度:300μg蛋白质/ml)、甲硫氨酸(最终浓度:300mM)、磷酸吡哆醛(最终浓度:50μg蛋白质/ml)和原材料(最终浓度:200μg/ml)在磷酸缓冲液(50mM,pH 7.6)中混合。在37℃使其反应1小时后,将1ml的反应液与一半量的高氯酸水溶液(6%)混合,使蛋白质变性后,以3000×g、10分钟的条件离心,去除沉淀物,制成试样液。为了对作为反应的副产物的2-氧代丁酸进行定量,在0.4ml试样液中混合0.4ml 0.05%3-甲基-2-苯并噻唑啉酮腙(MBTH)溶液和0.8ml 1M乙酸钠缓冲液(pH5.0),在50℃使其反应30分钟。反应后,确认反应液降至室温后测定吸光度(335nm)。
但是,由于评价原材料的颜色对2-氧代丁酸的定量反应稍有影响,所以减去样品空白(仅除去了甲硫氨酸的上述反应中的反应液)来进行吸光度的校正。
2-氧代丁酸量通过预先制成的校正曲线求得,通过下述计算式算出抑制率。
抑制率(%)=((C-S)/C)×100
式中,C为对照的2-氧代丁酸量,S为添加试样时的2-氧代丁酸量。
3)试验结果
对于甲硫氨酸酶的抑制效果的测定结果示于表2。将已知具有来源于口腔内细菌(具核梭杆菌)的甲硫氨酸酶的抑制效果的冰岛衣整株提取物、药用牛舌草根提取物、番石榴叶提取物、绿茶提取物(例如参照专利文献5)作为对照进行了评价,关于抑制率,冰岛衣整株提取物为29%,药用牛舌草根提取物为28%,番石榴叶提取物为22%,绿茶提取物为26%。
作为本发明制品的大明橘的叶、枝和果实的提取物都对甲硫氨酸酶表现出高抑制活性。由以上的试验结果可知,作为本发明制品的由大明橘的叶、枝和果实得到的提取物具有强甲硫氨酸酶抑制活性。
如表3所示,密花树酸A、B、C、E和F以5μg/ml以下的浓度抑制了50%的甲硫氨酸酶活性。因此,确认分离得到的密花树酸具有非常强的抑制活性,是大明橘提取物中所含的有效成分。
[表2]
本发明制品和比较对照制品对于甲硫氨酸酶的抑制效果
[表3]
本发明制品和比较对照制品对于甲硫氨酸酶的抑制效果(IC50)
试样 | IC50(μg/ml) |
大明橘100%乙醇提取物 | 30 |
密花树酸A | 5 |
密花树酸B | 4 |
密花树酸C | 5 |
密花树酸E | 5 |
密花树酸F | 3 |
密花树酸E(合成品) | 5 |
绿茶50%乙醇提取物 | 200 |
<试验例3>
本试验是为了考察密花树酸和大明橘提取物的活菌的甲硫氨酸酶抑制效果而进行的试验。
1)供试试样
采用试验例1中制成的大明橘提取物以及作比较的冰岛衣整株干燥粉末、药用牛舌草根、番石榴叶和绿茶的提取物。
2)试验方法(活菌的甲硫氨酸酶抑制试验)
为了在更接近人的口腔内的条件下评价除臭效果,将在厌氧条件下培养了约16小时的具核梭杆菌JCM8532离心分离,悬浮于生理盐水缓冲液(40mM磷酸缓冲液-50mM氯化钠,pH7.7)中,使所得的活菌液(反应体系的10%)、甲硫氨酸(最终浓度:1mM)和原材料(最终浓度:1~200μg/ml)在37℃的生理盐水缓冲液中反应90分钟,对0.5ml顶部空间气体进行气相色谱法分析。
3)试验结果
结果示于表4。将绿茶提取物作为对照进行了评价,抑制率为66%。作为本发明制品的大明橘的叶的提取物以更低的浓度对甲硫氨酸酶表现出高抑制活性。
[表4]
本发明制品和比较对照制品对于活菌的甲硫氨酸酶的抑制效果
以下,例举实施例对本发明制品进行更详细的说明,但本发明制品的范围并不受到这些实施例的限制。
使用通过试样制备例1~7中所示的方法制成的本发明制品,按照以下的配方制成牙膏、漱口剂、除臭喷雾剂、口臭用喷雾剂、片剂、粉末剂等组合物,以及口香糖、糖果、压片糖、软糖、巧克力、饼干等零食,冰淇淋、雪糕或冰点心等冰制食品,饮料,汤以及果酱等饮食品。
实施例1
牙膏的配方
碳酸钙(50.0重量%)
甘油(20.0)
羧甲基纤维素(2.0)
十二烷基硫酸钠(2.0)
香料(1.0)
糖精(0.1)
试样制备例1的大明橘果实水提取物(1.0)
氯己定(0.01)
水(其余)
合计100.0
实施例2
漱口剂的配方
乙醇(2.0重量%)
香料(1.0)
糖精(0.05)
盐酸氯己定(0.01)
试样制备例2的大明橘枝25%乙醇提取物(0.5)
水(其余)
合计100.0
实施例3
除臭喷雾剂的配方
乙醇(49.5重量%)
试样制备例3的大明橘果实50%乙醇提取物(0.5)
水(50.0)
合计100.0
将其与喷射气体(氮气)一起填充到气溶胶容器中,制成除臭喷雾剂。
实施例4
口臭用喷雾剂的配方
乙醇(10.0重量%)
甘油(5.0)
试样制备例3的大明橘叶50%乙醇提取物(1.0)
香料(0.05)
着色材料(0.001)
水(其余)
合计100.0
实施例5
片剂的配方
葡萄糖(72.3重量%)
乳糖(19.0)
阿拉伯胶(6.0)
香料(1.0)
一氟磷酸钠(0.7)
试样制备例4的大明橘果实75%乙醇提取物(1.0)
合计100.0
实施例6
口香糖的配方
胶基(20.0重量%)
砂糖(55.0)
葡萄糖(15.0)
麦芽糖(9.0)
香料(0.5)
试样制备例5的大明橘叶100%乙醇提取物(0.5)
合计100.0
实施例7
糖果的配方
砂糖(50.0重量%)
麦芽糖(34.0)
香料(0.5)
试样制备例6的大明橘果实丙酮提取物(0.5)
水(其余)
合计100.0
实施例8
压片糖的配方
砂糖(76.4重量%)
葡萄糖(19.0)
蔗糖脂肪酸酯(0.2)
香料(0.2)
试样制备例1的大明橘枝水提取物(0.1)
水(其余)
合计100.0
实施例9
软糖的配方
明胶(60.0重量%)
麦芽糖(23.0)
砂糖(8.5)
植物油脂(4.5)
甘露糖醇(2.95)
柠檬汁(1.0)
试样制备例2的大明橘叶25%乙醇提取物(0.05)
合计100.0
实施例10
巧克力的配方
糖粉(39.8重量%)
可可苦料(カカオビタ一)(20.0)
全脂奶粉(20.0)
可可脂(17.0)
甘露糖醇(2.0)
试样制备例3的大明橘果实50%乙醇提取物(1.0)
香料(0.2)
合计100.0
实施例11
饼干的配方
低筋面粉1级(25.59重量%)
中筋面粉1级(22.22)
精白糖(4.8)
食盐(0.73)
葡萄糖(0.78)
棕榈起酥油(11.78)
碳酸氢钠(0.17)
亚硫酸氢钠(0.16)
米粉(1.45)
全脂奶粉(1.16)
代用奶粉(0.29)
试样制备例4的大明橘枝75%乙醇提取物(0.5)
水(其余)
合计100.0
实施例12
冰淇淋的配方
脱脂奶粉(50.0重量%)
乳脂(25.0)
砂糖(10.0)
蛋黄(10.0)
试样制备例7的密花树酸B(0.1)
香料(0.1)
水(其余)
合计100.0
实施例13
雪糕的配方
橙汁(25.0重量%)
砂糖(25.0)
蛋白(10.0)
试样制备例7的密花树酸A(0.2)
水(其余)
合计100.0
实施例14
饮料的配方
橙汁(30.0重量%)
异构化糖(15.24)
柠檬酸(0.1)
维生素C(0.04)
香料(0.1)
试样制备例7的密花树酸C(0.1)
水(其余)
合计100.0
实施例15
汤的配方
牛奶(60.0重量%)
洋葱(20.00)
胡萝卜(10.00)
蔬菜清汤(1.00)
黄油(0.10)
胡椒(0.05)
盐(0.05)
试样制备例7的密花树酸E(0.01)
水(其余)
合计100.0
实施例16
果酱的配方
果肉(4.0重量%)
砂糖(65.0)
澄清果汁(25.0)
柠檬酸(0.5)
试样制备例7的密花树酸F(0.02)
水(其余)
合计100.0
实施例17
牙膏的配方
碳酸钙(50.0重量%)
甘油(20.0)
羧甲基纤维素(2.0)
十二烷基硫酸钠(2.0)
香料(1.0)
糖精(0.1)
试样制备例7的密花树酸B(0.1)
试样制备例7的密花树酸C(0.01)
氯己定(0.01)
水(其余)
合计100.0
实施例18
除臭喷雾剂的配方
乙醇(49.5重量%)
试样制备例7的密花树酸B(0.05)
水(50.45)
合计100.0
将其与喷射气体(氮气)一起填充到气溶胶容器中,制成除臭喷雾剂。
实施例19
口臭用喷雾剂的配方
乙醇(10.0重量%)
甘油(5.0)
试样制备例7的密花树酸B(0.1)
试样制备例7的密花树酸E(0.01)
香料(0.05)
着色材料(0.001)
水(其余)
合计100.0
实施例20
口香糖的配方
胶基(20.0重量%)
砂糖(55.0)
葡萄糖(15.0)
麦芽糖(9.0)
香料(0.5)
试样制备例7的密花树酸A(0.01)
试样制备例7的密花树酸B(0.1)
合计100.0
实施例21
糖果的配方
砂糖(50.0重量%)
麦芽糖(34.0)
香料(0.5)
试样制备例7的密花树酸B(0.05)
试样制备例7的密花树酸F(0.005)
水(其余)
合计100.0
实施例22
压片糖的配方
砂糖(76.4重量%)
葡萄糖(19.0)
蔗糖脂肪酸酯(0.2)
香料(0.2)
试样制备例7的密花树酸A(0.01)
试样制备例7的密花树酸E(0.001)
水(其余)
合计100.0
实施例23
片剂的配方
试样制备例7的密花树酸B(0.5重量%)
乳糖(70.0)
结晶性纤维素(15.0)
硬脂酸镁(5.0)
合计100.0
将所述成分充分粉碎混合后,通过直接压片法(directtableting method)制成片剂。各片剂的总量为100mg,其中的有效成分为10mg。
实施例24
粉末剂的配方
试样制备例7的密花树酸C(0.05重量%)
玉米淀粉(59.05)
羧基纤维素(40.0)
合计100.0
将所述成分充分粉碎混合后,制成粉末。在硬质胶囊中加入100mg粉末,制成胶囊剂。
实施例25
口香糖的配方
胶基(19.4重量%)
砂糖(55.0)
葡萄糖(15.0)
麦芽糖(9.0)
香料(0.5)
试样制备例4的大明橘叶75%乙醇提取物(1.0)
试样制备例7的密花树酸B(0.1)
合计100.0
实施例26
口臭用喷雾剂的配方
乙醇(10.0重量%)
甘油(5.0)
试样制备例1的大明橘叶水提取物(1.1)
试样制备例7的密花树酸B(0.01)
试样制备例7的密花树酸C(0.01)
香料(0.05)
着色材料(0.001)
水(其余)
合计100.0
实施例27
糖果的配方
砂糖(50.0重量%)
麦芽糖(34.0)
香料(0.5)
试样制备例9的密花树酸E(0.05)
水(其余)
合计100.0
Claims (7)
1.甲硫氨酸酶抑制剂,其特征在于,以紫金牛科密花树属植物的提取物为有效成分。
2.如权利要求1所述的甲硫氨酸酶抑制剂,其特征在于,紫金牛科密花树属植物为大明橘(Myrsine seguinii)。
4.如权利要求3所述的甲硫氨酸酶抑制剂,其特征在于,密花树酸A、密花树酸B、密花树酸C、密花树酸E和密花树酸F提取自紫金牛科密花树属植物。
5.如权利要求4所述的甲硫氨酸酶抑制剂,其特征在于,紫金牛科密花树属植物为大明橘(Myrsine seguinii)。
6.组合物,其特征在于,以权利要求1~5中的任一项所述的甲硫氨酸酶抑制剂为有效成分。
7.饮食品,其特征在于,以权利要求1~5中的任一项所述的甲硫氨酸酶抑制剂为有效成分。
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JP204494/2006 | 2006-07-27 | ||
PCT/JP2007/063908 WO2008013062A1 (en) | 2006-07-27 | 2007-07-12 | Methioninase inhibitor and composition and food or drink containing the same |
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JP (1) | JP5089100B2 (zh) |
KR (1) | KR101441149B1 (zh) |
CN (1) | CN101495127B (zh) |
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DE102009020729A1 (de) | 2009-05-11 | 2010-11-18 | Symrise Gmbh & Co. Kg | Verwendung von Benzoesäure-Derivaten als Antioxidationsmittel |
US8232318B2 (en) * | 2009-07-31 | 2012-07-31 | The General Hospital Corporation | Approaches to treat cancer using HB-EGF inhibitors |
RU2014101945A (ru) | 2011-08-02 | 2015-09-10 | Дзе Проктер Энд Гэмбл Компани | Композиция для жидкостной экстракции, пригодная для использования в процессе обработки водорастворимых поверхностно-активных веществ |
RU2014101946A (ru) | 2011-08-02 | 2015-09-10 | Дзе Проктер Энд Гэмбл Компани | Способ улучшения вкуса и/или запаха поверностно-активного вещества |
PL2739263T3 (pl) | 2011-08-02 | 2020-03-31 | The Procter And Gamble Company | Kompozycje rozpuszczalnego w wodzie środka powierzchniowo czynnego o ulepszonym smaku |
CN104519973B (zh) | 2012-08-02 | 2017-05-10 | 宝洁公司 | 用于口腔护理材料味道和/或气味改善的方法 |
JP6266891B2 (ja) | 2013-03-29 | 2018-01-24 | 株式会社ロッテ | 口腔内洗浄用組成物 |
WO2014175399A1 (ja) * | 2013-04-25 | 2014-10-30 | 日本たばこ産業株式会社 | 香喫味成分を含む嗜好品の構成要素の製造方法及び香喫味成分を含む嗜好品の構成要素 |
JP6165077B2 (ja) * | 2014-02-10 | 2017-07-19 | 森永乳業株式会社 | 含硫アミノ酸リアーゼ阻害剤 |
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JP3741914B2 (ja) * | 1999-09-30 | 2006-02-01 | ライオン株式会社 | 消臭用組成物 |
JP4629822B2 (ja) * | 1999-12-02 | 2011-02-09 | 長瀬産業株式会社 | 神経成長因子合成促進剤 |
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WO2008013062A1 (en) | 2008-01-31 |
KR101441149B1 (ko) | 2014-09-17 |
US20140308218A1 (en) | 2014-10-16 |
US20100069477A1 (en) | 2010-03-18 |
KR20090035605A (ko) | 2009-04-09 |
JP2008031062A (ja) | 2008-02-14 |
US9144539B2 (en) | 2015-09-29 |
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HK1135022A1 (en) | 2010-05-28 |
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