JPH0528589B2 - - Google Patents

Info

Publication number
JPH0528589B2
JPH0528589B2 JP63262576A JP26257688A JPH0528589B2 JP H0528589 B2 JPH0528589 B2 JP H0528589B2 JP 63262576 A JP63262576 A JP 63262576A JP 26257688 A JP26257688 A JP 26257688A JP H0528589 B2 JPH0528589 B2 JP H0528589B2
Authority
JP
Japan
Prior art keywords
isothiocyanate
lid
test group
cyclodextrin
stock solution
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
JP63262576A
Other languages
Japanese (ja)
Other versions
JPH02109962A (en
Inventor
Takashi Hiramatsu
Ryuji Imazu
Sadao Fukushima
Yasuaki Hayamizu
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sekisui Jushi Corp
Original Assignee
Sekisui Jushi Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sekisui Jushi Corp filed Critical Sekisui Jushi Corp
Priority to JP26257688A priority Critical patent/JPH02109962A/en
Publication of JPH02109962A publication Critical patent/JPH02109962A/en
Publication of JPH0528589B2 publication Critical patent/JPH0528589B2/ja
Granted legal-status Critical Current

Links

Landscapes

  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)

Description

【発明の詳細な説明】[Detailed description of the invention]

(産業上の利用分野) 本発明は流通、保存時の生鮮食品、加工食品の
防黴、制菌を目的とした揮発性植物抽出成分を用
いた食品の保存方法に関するものである。 (従来の技術及び発明が解決しようとする課題) 生鮮食品や加工食品はいずれも生産現場から消
費者に渡るまで多くの時間を費し、食品の成分変
化による品質劣化や腐敗、黴の発生等が問題とな
つている。とくに、高温、高湿度な環境において
は、腐敗に到らずとも黴の発生が食品の商品価値
を著しく低下させ、流通、保存時の食品の防黴方
法に苦慮しているのが現状である。 従来、黴防止による食品の保存方法として、エ
チルアルコール発散剤を用いる方法、脱酸素剤を
用いる方法、ゼオライトに金属イオンを添着した
制菌性鉱物を用いる方法が検討、実施されてい
る。しかしながら、エチルアルコール発散剤を用
いる方法は、加工食品には適するがアルコールガ
スにより生鮮食品の代謝に悪影響を及ぼす問題点
がある。脱酸素剤を用いる方法は、脱酸素剤の使
用に際し完全密閉状態で食品を包装しなければな
らず簡便性に欠けると共に、極低酸素雰囲気では
青果物等の生鮮食品の異常代謝を誘発する問題点
がある。また、制菌性鉱物を用いる方法は、制菌
性鉱物との接触面でのみ効果を発揮するために制
菌性鉱物の使用方法が著しく制約され、食品の保
存方法として十分なものではない。さらに特開昭
52−1023号明細書に芳香環をもつイソチオシアネ
ートをシリカゲルに含浸させた殺菌、防黴材が提
案されているが抗菌効果を長期間持続できず、シ
ート等に成形する場合に抗菌効果を損うものであ
る。 本発明は、かかる現状に鑑み、食品の保存状態
が必ずしも密閉状態ではなく、食品と必ずしも接
触させる必要もなく、食品全般にわたつて悪影響
を及ぼさず、優れた食品安全性を有する揮発性植
物抽出成分からなる保存剤を用いることにより食
品の長期にわたる防黴、制菌を目的とした保存方
法を提供するものである。 (課題を解決するための手段) 本発明は天然植物からの抽出物、とくにイソチ
オシアネート類化合物、テルペン類化合物、これ
ら両者の配合物が食品の防黴、制菌に効果がある
ことを発見し、しかもこれら抽出物が天然植物か
らのものであることにより食品安全性を有するこ
とに着目してなされたものである。すなわち、本
発明の揮発性植物抽出成分を用いた食品の保存方
法は、食品保存時にイソチオシアネート類化合物
又はテルペン類化合物又はこれらの配合物をサイ
クロデキストリンに包装させ揮発させることによ
り食品に発生する黴、細菌の増殖を抑制するもの
である。 まず天然植物からの抽出物のうちどのようなも
のがカビ増殖の抑制(抗菌)効果を有するのかを
調べるために次のような実験をおこなつた。 実験 1 実験方法として各種のカビ(A.niger、
Fsarium、Geotrichum candidum、Alternaria)
を接種した寒天培地(PDA培地)を以下の試験
区の条件で植物抽出精油とともにガラス製密封容
器(4000c.c.)に封入し、28℃で4日間培養し、そ
の結果を第1表に示した。 試験区1……ワサビ抽出油0.02g使用。 試験区2……ニンニク抽出油0.04g使用。 試験区3……タマネギ抽出油0.04g使用。 対照区……植物抽出油を使用しないもの。
(Industrial Application Field) The present invention relates to a food preservation method using volatile plant extract components for the purpose of mold-proofing and bacteriostatic of fresh foods and processed foods during distribution and storage. (Problems to be solved by conventional technology and inventions) Both fresh foods and processed foods take a lot of time from the production site to the consumer, and due to changes in the ingredients of the food, quality deterioration, spoilage, mold, etc. occur. has become a problem. Particularly in environments with high temperatures and high humidity, the production of mold can significantly reduce the commercial value of food even if it does not lead to spoilage, and the current situation is that it is difficult to find a way to prevent food from becoming moldy during distribution and storage. . BACKGROUND ART Conventionally, as methods for preserving foods by preventing mold, methods using ethyl alcohol dispersing agents, methods using oxygen scavengers, and methods using bacteriostatic minerals impregnated with metal ions to zeolite have been studied and implemented. However, although the method using an ethyl alcohol emitting agent is suitable for processed foods, there is a problem in that the alcohol gas adversely affects the metabolism of fresh foods. The method of using an oxygen absorber is not convenient because the food must be packaged in a completely sealed state when using the oxygen absorber, and it also has the problem of inducing abnormal metabolism of fresh foods such as fruits and vegetables in an extremely low oxygen atmosphere. There is. In addition, methods using bacteriostatic minerals are effective only at the contact surface with bacteriostatic minerals, which severely limits the use of bacteriostatic minerals, and is not a sufficient method for food preservation. Furthermore, Tokukai Akira
No. 52-1023 proposes a bactericidal and antifungal material in which silica gel is impregnated with isothiocyanate having an aromatic ring, but the antibacterial effect cannot be maintained for a long period of time, and the antibacterial effect is lost when formed into a sheet etc. Is Umono. In view of the current situation, the present invention provides a volatile plant extract that does not necessarily require food to be stored in an airtight state, does not necessarily require contact with food, does not have any adverse effects on food in general, and has excellent food safety. The present invention provides a method of preserving foods for the purpose of preventing mold and bacteria over a long period of time by using a preservative consisting of these ingredients. (Means for Solving the Problems) The present invention has discovered that extracts from natural plants, particularly isothiocyanate compounds, terpene compounds, and a combination of both are effective in preventing mold and bacteria in foods. Moreover, these extracts were made with the focus on food safety because they are derived from natural plants. That is, the food preservation method using volatile plant extract components of the present invention involves packaging isothiocyanate compounds, terpene compounds, or combinations thereof in cyclodextrin and volatilizing them during food preservation, thereby preventing mold generated in foods. , which inhibits the growth of bacteria. First, we conducted the following experiment to find out which extracts from natural plants have the effect of inhibiting fungal growth (antibacterial). Experiment 1 As an experimental method, various molds (A. niger,
Fsarium, Geotrichum candidum, Alternaria)
An agar medium (PDA medium) inoculated with the following test plots was sealed in a sealed glass container (4000c.c.) with plant extract essential oil and cultured at 28℃ for 4 days. The results are shown in Table 1. Indicated. Test group 1: 0.02g of wasabi extract oil was used. Test group 2: Used 0.04g of garlic extract oil. Test group 3: 0.04g of onion extract oil was used. Control group: one that does not use vegetable extracted oil.

【表】 この結果から試験区1のワサビ抽出油に顕著に
抗菌効果が確認できた。 ワサビ抽出油の有効成分はイソチオシアネート
類化合物であり、また主として針葉樹の有効成分
であるテルペン類化合物も抗菌効果を有している
ことからイソチオシアネート類化合物、テルペン
類化合物およびこれらの配合物を食品保存剤とし
て使用するものである。イソチオシアネート類化
合物としては、イソチオシアン酸アリル、イソチ
オシアン酸イソアミル、イソチオシアン酸イソブ
チル、イソチオシアン酸イソプロピル、イソチオ
シアン酸エチル、イソチオシアン酸ニトロフエニ
ル、イソチオシアン酸フエニル、イソチオシアン
酸ブチル、イソチオシアン酸プロピル、イソチオ
シアン酸ベンジル、イソチオシアン酸メチル等が
好適に使用され、とくにイソチオシアン酸アリル
が明確な効果を発揮することからより好適に使用
しうる。又、テルペン類化合物としては、a−ピ
ネン、l−リモネン、d−リモネン、モノテルペ
ン、セスキテルペン等の炭化水素、テルペンアル
コール、テルペンアルデヒド等が好適に使用され
る。 しかしイソチオシアネート類化合物、テルペン
類化合物はそのままでは不安定で、光、熱、空
気、水等により徐々に分解し抗菌効果が失われ
る。 したがつて上記イソチオシアネート類化合物又
はテルペン類化合物又はこれらの配合物である天
然植物からの抽出物を長期に保存するにはサイク
ロデキストリンに包接させてサイクロデキストリ
ン包接化合物として使用する。この包接化合物を
使用の便に供するため、通常、粒状あるいはペレ
ツトに成形する。 使用態様としては、この包接化合物を粉状、粒
状等のまま袋詰して輸送コンテナーに内在させる
かあるいはまた、食品包装材料に混入または塗布
し、抽出物を包装内の高湿度下雰囲気中に徐々に
揮散させればよい。食品の包装材料としては、合
成樹脂フイルム、トレイ、ケース、シート、テー
プあるいは装飾材等として使用されればよい。 (実施例) 以下、実施例により本発明の効果を示す。 実施例 1 第1図の如く、シヤーレ1にポテトデキストロ
ース寒天培地2を注ぎ固化させ、寒天培地2の表
面に1×106個に調製したカビの一種であるフザ
リユウム属の菌液3を塗抹し、シヤーレ1の蓋4
をした後倒置し、温度25℃、湿度75%雰囲気中で
培養した。このとき、以下の試験区1〜14の如く
揮発性植物抽出成分5を存在させ、7日後、14日
後、21日後に防黴効果を観察し、その結果を第2
表に示した。 試験区1…イソチオシアン酸アリルを主成分とし
た原液0.04c.c.を蓋4の内面に滴下 試験区2…試験区1と同様の原液のサイクロデキ
ストリン抱接化合物0.2gを蓋4の内
面に放置 試験区3…試験区2と同様のサイクロデキストリ
ン抱接化合物のポリエチレンペレツト
成形品0.4gを蓋4の内面に放置 試験区4…試験区3と同様のポリエチレンペレツ
ト成形品で作製したフイルム(イソチ
オシアン酸アリル含有率0.5%)を蓋
4の代わりに使用(第2図) 試験区5…イソチオシアン酸イソブチルを主成分
とした原液0.04c.c.を蓋4の内面に滴下 試験区6…イソチオシアン酸エチルを主成分とし
た原液0.04c.c.を蓋4の内面に滴下 試験区7…イソチオシアン酸ベンジルを主成分と
した原液0.04c.c.を蓋4の内面に滴下 試験区8…イソチオシアン酸プロピルを主成分と
した原液0.04c.c.を蓋4の内面に滴下 試験区9…テルペン炭化水素としてα−ピネンを
主成分とした原液0.04c.c.を蓋4の内面
に滴下 試験区10…テルペン炭化水素としてl−リモネン
を主成分とした原液0.04c.c.を蓋4の内
面に滴下 試験区11…テルペン炭化水素としてd−リモネン
を主成分とした原液0.04c.c.を蓋4の内
面に滴下 試験区12…テルペンアルコールとしてシトロネロ
ールを主成分とした原液0.04c.c.を蓋4
の内面に滴下 試験区13…テルペンアルデヒドとしてシトラール
を主成分とした原液0.04c.c.を蓋4の内
面に滴下 試験区14…イソチオシアン酸ベンジルを主成分と
した原液0.04c.c.とα−ピネンを主成分
とした原液0.04c.c.を蓋4の内面に滴下 なお、蓋4内に何も処理しないものを対照区と
し、第2表に合わせて示した。
[Table] From the results, it was confirmed that the wasabi extract oil in test group 1 had a remarkable antibacterial effect. The active ingredients of wasabi extract oil are isothiocyanate compounds, and terpene compounds, which are the active ingredients of coniferous trees, also have antibacterial effects. It is used as a preservative. Examples of isothiocyanate compounds include allyl isothiocyanate, isoamyl isothiocyanate, isobutyl isothiocyanate, isopropyl isothiocyanate, ethyl isothiocyanate, nitrophenyl isothiocyanate, phenyl isothiocyanate, butyl isothiocyanate, propyl isothiocyanate, benzyl isothiocyanate, and methyl isothiocyanate. etc. are preferably used, and allyl isothiocyanate is particularly preferred since it exhibits clear effects. Further, as the terpene compound, hydrocarbons such as a-pinene, l-limonene, d-limonene, monoterpene, and sesquiterpene, terpene alcohol, and terpene aldehyde are preferably used. However, isothiocyanate compounds and terpene compounds are unstable as they are, and are gradually decomposed by light, heat, air, water, etc., and their antibacterial effects are lost. Therefore, in order to preserve the above-mentioned isothiocyanate compound, terpene compound, or a mixture thereof from a natural plant extract for a long period of time, it is included in cyclodextrin and used as a cyclodextrin clathrate compound. For convenient use, the clathrate compound is usually formed into granules or pellets. In terms of usage, this clathrate compound can be packaged in powder or granule form and incorporated into a transportation container, or it can be mixed or applied to food packaging materials and the extract can be placed in the high humidity atmosphere inside the package. All you have to do is let it evaporate gradually. As food packaging materials, synthetic resin films, trays, cases, sheets, tapes, decorative materials, etc. may be used. (Example) Hereinafter, the effects of the present invention will be shown by Examples. Example 1 As shown in Figure 1, a potato dextrose agar medium 2 was poured into a shear dish 1 and allowed to solidify, and a bacterial solution 3 of Fusarium, a type of mold, prepared at 1 x 10 6 cells was smeared on the surface of the agar medium 2. , Shearer 1 lid 4
After that, the cells were inverted and cultured in an atmosphere at a temperature of 25°C and a humidity of 75%. At this time, volatile plant extract component 5 was present as shown in test plots 1 to 14 below, and the antifungal effect was observed after 7 days, 14 days, and 21 days.
Shown in the table. Test group 1... 0.04 cc of a stock solution containing allyl isothiocyanate as the main component was dropped on the inner surface of the lid 4. Test group 2... 0.2 g of the same stock solution of cyclodextrin inclusion compound as in test group 1 was left on the inner surface of the lid 4. Test group 3... 0.4 g of a polyethylene pellet molded product of the same cyclodextrin inclusion compound as in Test Group 2 was left on the inner surface of the lid 4 Test Group 4... A film made from the same polyethylene pellet molded product as in Test Group 3 (isothiocyanic acid Allyl content 0.5%) was used in place of the lid 4 (Fig. 2) Test Group 5: 0.04 cc of a stock solution containing isobutyl isothiocyanate as the main component was dropped onto the inner surface of the lid 4 Test Group 6: The main component was ethyl isothiocyanate Dropped 0.04 cc of the stock solution on the inner surface of the lid 4.Test group 7: Dropped 0.04 cc of the stock solution containing benzyl isothiocyanate as the main component onto the inner surface of the lid 4.Test group 8: Dropped 0.04 cc of the stock solution containing propyl isothiocyanate as the main component. Dropped on the inner surface of the lid 4 Test group 9...0.04 cc of a stock solution containing α-pinene as the main component as a terpene hydrocarbon was dropped on the inner surface of the lid 4 Test group 10...0.04 stock solution containing l-limonene as the main component as a terpene hydrocarbon cc was dropped on the inner surface of the lid 4.Test group 11...0.04 cc of a stock solution containing d-limonene as the main component as a terpene hydrocarbon was dropped on the inner surface of the lid 4.Test group 12...0.04 cc of a stock solution containing citronellol as the main component as a terpene alcohol the lid 4
Dropped onto the inner surface of lid 4.Test group 13...0.04cc of a stock solution containing citral as the main component as terpene aldehyde was dropped onto the inner surface of the lid 4.Test group 14...0.04cc of a stock solution containing benzyl isothiocyanate as the main component and α-pinene as the main component. 0.04 cc of the stock solution was dropped onto the inner surface of the lid 4. A control group in which no treatment was performed inside the lid 4 was also shown in Table 2.

【表】 ○…黴やや発生
×…黴発生
実施例 2 第1図の如く、シヤーレ1にデゾキシコレート
寒天培地2′と大腸菌群を含む菌液3′を注ぎ固化
させ、シヤーレ1の蓋4をした後、温度35℃で混
釈培養した。このとき、以下の試験区1〜10の如
く揮発性植物抽出成分5′を存在させ、7日後、
14日後、21日後に抗菌効果を観察し、その結果を
第3表に示した。 試験区1…イソチオシアン酸アリルを主成分とし
た原液0.04c.c.を蓋4の内面に滴下 試験区2…試験区1と同様の原液のサイクロデキ
ストリン抱接化合物0.2gを蓋4の内
面に放置 試験区3…試験区2と同様のサイクロデキストリ
ン抱接化合物のポリエチレンペレツト
成形品0.4gを蓋4の内面に放置 試験区4…試験区3と同様のポリエチレンペレツ
ト成形品で作製したフイルム(イソチ
オシアン酸アリル含有率0.5%)を蓋
4の代わりに使用(第2図) 試験区5…イソチオシアン酸イソブチルを主成分
とした原液0.04c.c.を蓋4の内面に滴下 試験区6…イソチオシアン酸エチルを主成分とし
た原液0.04c.c.を蓋4の内面に滴下 試験区7…テルペン炭化水素としてα−ピネンを
主成分とした原液0.04c.c.を蓋4の内面
に滴下 試験区8…テルペン炭化水素としてl−リモネン
を主成分とした原液0.04c.c.を蓋4の内
面に滴下 試験区9…テルペン炭化水素としてd−リモネン
を主成分とした原液0.04c.c.を蓋4の内
面に滴下 試験区10…イソチオシアン酸ベンジルを主成分と
した原液0.04c.c.とα−ピネンを主成分
とした原液0.04c.c.を蓋4の内面に滴下 なお、蓋4内に何も処理しないものを対照区と
し、第3表に合わせて示した。
[Table] ○...Slight mold generation ×...Mold generation Example 2 As shown in Figure 1, desoxycholate agar medium 2' and bacterial solution 3' containing coliform bacteria were poured into shear dish 1 and solidified, and the lid 4 of shear dish 1 was closed. Afterwards, the cells were subjected to pour culture at a temperature of 35°C. At this time, volatile plant extract components 5' were present as shown in test plots 1 to 10 below, and after 7 days,
The antibacterial effect was observed after 14 and 21 days, and the results are shown in Table 3. Test group 1... 0.04 cc of a stock solution containing allyl isothiocyanate as the main component was dropped on the inner surface of the lid 4. Test group 2... 0.2 g of the same stock solution of cyclodextrin inclusion compound as in test group 1 was left on the inner surface of the lid 4. Test group 3... 0.4 g of a polyethylene pellet molded product of the same cyclodextrin inclusion compound as in Test Group 2 was left on the inner surface of the lid 4 Test Group 4... A film made from the same polyethylene pellet molded product as in Test Group 3 (isothiocyanic acid Allyl content 0.5%) was used in place of the lid 4 (Fig. 2) Test Group 5: 0.04 cc of a stock solution containing isobutyl isothiocyanate as the main component was dropped onto the inner surface of the lid 4 Test Group 6: The main component was ethyl isothiocyanate Dropped 0.04 cc of the stock solution on the inner surface of the lid 4.Test section 7...Dropped 0.04 cc of the stock solution containing α-pinene as the terpene hydrocarbon onto the inner surface of the lid 4.Test section 8...L-limonene as the terpene hydrocarbon. Dropped 0.04 cc of a stock solution containing d-limonene as a terpene hydrocarbon onto the inner surface of the lid 4 Test group 9 Dropped 0.04 cc of a stock solution containing d-limonene as a terpene hydrocarbon onto the inner surface of the lid 4 Test group 10... Main component was benzyl isothiocyanate 0.04 cc of a stock solution containing α-pinene as a main component and 0.04 cc of a stock solution containing α-pinene as a main component were dropped onto the inner surface of the lid 4. A control group in which no treatment was performed inside the lid 4 was also shown in Table 3.

【表】 ○…集落やや形成
×…集落形成
実施例1、実施例2の結果からイソチオシアン
酸アリルのサイクロデキストリン包接化合物、該
包接化合物のポリエチレンペレツト成形品、該ポ
リエチレンペレツト成形品で作製したフイルムは
いずれもイソチオシアネート類化合物またはテル
ペン類化合物そのものを用いたのと同様の効果を
カビの一種であるフザリユウム属および大腸菌に
対し有していることがわかる。 また、イソチオシアン酸アリルのサイクロデキ
ストリン包接化合物の性質を調べるため、以下の
ような実験をおこなつた。 実験 2 イソチオシアン酸アリルを飽和量包接させたサ
イクロデキストリンをガラス製密封容器(4000
c.c.)に封入し、乾燥状態(湿度60%)と高湿度状
態(湿度95%)で30℃、24時間後の容器中のイソ
チオシアン酸アリルガス濃度を測定した。また比
較のため一般に担体としてよく用いられる無機質
のケイソウ土にイソチオシアン酸アリルを飽和量
担持させ、同様の実験をおこない、その結果を第
3図に示す。 第3図の結果からサイクロデキストリンに包接
されたイソチオシアン酸アリルは通常の湿度状態
ではほとんど揮発することがないのに対し、高湿
度下において効果的に揮発しており、乾燥状態で
は保存安定性に優れ、菌の繁殖に必要な高湿度時
に有効に揮発し、抗菌効果を発揮することができ
る。しかしケイソウ土に担持させた場合は温度に
関係なく揮発しており、長期の保存性に劣ること
がわかる。テルペン類化合物として同様にl−リ
モネンを飽和量包接させたサイクロデキストリン
をガラス製密封容器(4000c.c.)に封入し、乾燥状
態(湿度60%)と高湿度状態(湿度95%)で30
℃、24時間後の容器中のl−リモネンガス濃度を
測定した。また比較のためケイソウ土にl−リモ
ネンを飽和量担持させ、その実験結果を第4図に
示す。 第4図の結果からサイクロデキストリンに包接
されたl−リモネンは通常の温度状態ではほとん
ど揮発することがないのに対し、高湿度下におい
て効果的に揮発しており、乾燥状態で安定し、菌
の繁殖に必要な高湿度状態で有効に抗菌効果を発
揮する。ケイソウ土に担持させた場合には、この
場合も湿度に関係なく保存性に劣つている。 実験 3 イソチオシアン酸アリルおよびl−リモネンを
それぞれ飽和量包接させたサイクロデキストリン
の熱安定性を調べるため150℃〜190℃の温度で10
分〜30分加熱し、揮発量初期値の保持率を調べ、
第5図および第6図にそれぞれその結果を示す。
なおイソチオシアン酸アリルを飽和量ケイソウ土
に担持させ150℃で5分間加熱した場合の結果も
合わせて第5図および第6図に併記する。 この結果から耐熱性に乏しいイソチオシアン酸
アリルやl−リモネンであつてもサイクロデキス
トリンに包接させると190℃で30分加熱しても揮
発量初期値保持率が80%と高く、耐熱性を有して
いることがわかる。これは合成樹脂への混練、フ
イルム等への印刷や塗布後の加熱乾燥等加工性を
付与させることを意味している。 なお、イソチオシアネート類化合物及びテルペ
ン類化合物は、植物抽出成分に限らず、安全性が
認められればこれらの合成物が同様にして使用で
きる。 (発明の効果) 以上詳述した如く、本発明揮発性植物抽出成分
を用いた食品の保存方法は、食品保存時にイソチ
オシアネート類化合物又はテルペン類化合物又は
これらの配合物をサイクロデキストリンに包接さ
せて食品の保存に使用するので、通常の乾燥状態
ではイソチオシアネート類化合物、テルペン類化
合物がサイクロデキストリンに固定されて揮発さ
せず、抗菌剤としての保存安定性にきわめて優れ
ると共に黴、細菌等の増殖に適した高湿度下にお
いてイソチオシアネート類化合物、テルペン類化
合物が、サイクロデキストリンが有する疎水性の
ためこれ等を揮発させ抗菌効果を黴や細菌等が増
殖する高湿度下において効果的に発揮することが
でき、流通保存時の食品の黴や細菌の増殖を抑制
し、食品の商品価値を低下させることなく消費者
に提供できる。しかも、天然植物からの抽出成分
を用いる場合食品安全性があり、この抽出成分の
使用方法についても必要に応じて種々の方法を採
用することができる。 また本発明はイソチオシアネート類化合物又は
テルペン類化合物又はこれらの配合物をサイクロ
デキストリンに包接させるので耐熱性が付与さ
れ、粉状、粒状の形状での使用にとどまらず合成
樹脂への混練、フイルム等への印刷や塗布後の加
熱乾燥等食品容器への応用に好適である。
[Table] ○... Slight formation of settlements ×... Formation of settlements From the results of Examples 1 and 2, cyclodextrin clathrate compound of allyl isothiocyanate, polyethylene pellet molded product of the clathrate compound, and polyethylene pellet molded product It can be seen that all of the produced films have the same effect on Fusarium and Escherichia coli, which are a type of mold, as when using isothiocyanate compounds or terpene compounds themselves. Furthermore, in order to investigate the properties of the cyclodextrin inclusion compound of allyl isothiocyanate, the following experiment was conducted. Experiment 2 Cyclodextrin containing a saturated amount of allyl isothiocyanate was placed in a sealed glass container (4000
cc), and the concentration of allyl isothiocyanate gas in the container was measured after 24 hours at 30°C in a dry state (60% humidity) and a high humidity state (95% humidity). For comparison, a similar experiment was conducted using inorganic diatomaceous earth, which is commonly used as a carrier, to support a saturated amount of allyl isothiocyanate, and the results are shown in FIG. The results shown in Figure 3 show that allyl isothiocyanate clathrated in cyclodextrin hardly evaporates under normal humidity conditions, but evaporates effectively under high humidity conditions, and is storage stable in dry conditions. It has excellent antibacterial properties and evaporates effectively at times of high humidity, which is necessary for bacterial growth, and exhibits antibacterial effects. However, when it is supported on diatomaceous earth, it volatilizes regardless of temperature, indicating that it has poor long-term storage stability. Similarly, cyclodextrin containing a saturated amount of l-limonene as a terpene compound was sealed in a sealed glass container (4000 c.c.), and the mixture was stored in a dry state (humidity 60%) and in a high humidity state (humidity 95%). 30
℃, and the l-limonene gas concentration in the container was measured after 24 hours. For comparison, diatomaceous earth was loaded with a saturated amount of l-limonene, and the experimental results are shown in FIG. From the results shown in Figure 4, l-limonene clathrated in cyclodextrin hardly evaporates under normal temperature conditions, but it evaporates effectively under high humidity and is stable in dry conditions. It exhibits an effective antibacterial effect in the high humidity conditions required for bacterial growth. When supported on diatomaceous earth, the storage stability is also poor regardless of humidity. Experiment 3 In order to investigate the thermal stability of cyclodextrin containing saturated amounts of allyl isothiocyanate and l-limonene, it was incubated at a temperature of 150°C to 190°C for 10
After heating for 30 minutes to 30 minutes, check the retention rate of the initial value of volatile amount.
The results are shown in FIG. 5 and FIG. 6, respectively.
The results obtained when allyl isothiocyanate was supported on diatomaceous earth in a saturated amount and heated at 150° C. for 5 minutes are also shown in FIGS. 5 and 6. These results show that even allyl isothiocyanate and l-limonene, which have poor heat resistance, retain heat resistance as high as 80% even when heated at 190°C for 30 minutes when included in cyclodextrin. I know what you're doing. This means that it imparts processability such as kneading into synthetic resins, printing onto films, etc., and heating and drying after coating. Note that the isothiocyanate compounds and terpene compounds are not limited to plant extract components, and if safety is recognized, these compounds can be used in the same manner. (Effects of the Invention) As detailed above, the method for preserving food using the volatile plant extract of the present invention involves the inclusion of isothiocyanate compounds, terpene compounds, or combinations thereof in cyclodextrin during food preservation. Because it is used for food preservation, under normal dry conditions, isothiocyanate compounds and terpene compounds are fixed in cyclodextrin and do not volatilize, making it extremely stable as an antibacterial agent and preventing the growth of mold, bacteria, etc. Due to the hydrophobic nature of cyclodextrin, isothiocyanate compounds and terpene compounds volatilize under high humidity conditions suitable for use in cyclodextrin, effectively exerting their antibacterial effects under high humidity conditions where mold and bacteria proliferate. This suppresses the growth of mold and bacteria in foods during distribution and storage, allowing them to be provided to consumers without reducing the commercial value of the foods. In addition, when extracts from natural plants are used, they are food safe, and the extracts can be used in various ways as required. Furthermore, since the present invention includes isothiocyanate compounds, terpene compounds, or mixtures thereof in cyclodextrin, heat resistance is imparted to the cyclodextrin. It is suitable for applications such as printing on food containers and heating and drying after coating.

【図面の簡単な説明】[Brief explanation of the drawing]

第1図、第2図はそれぞれ本発明における実施
例の説明図、第3図はイソチオシアン酸アリルの
サイクロデキストリン包接化合物の乾燥及び湿潤
状態の影響を示すグラフ、第4図はl−リモネン
のサイクロデキストリン包接化合物の乾燥及び湿
潤状態の影響を示すグラフ、第5図及び第6図は
それぞれイソチオシアン酸アリルおよびl−リモ
ネンのサイクロデキストリン包接化合物の熱的影
響を示すグラフである。 1…シヤーレ、2,2′…寒天培地、3,3′…
菌液、4…蓋、5,5′…揮発性植物抽出成分。
Figures 1 and 2 are explanatory diagrams of examples of the present invention, Figure 3 is a graph showing the influence of dry and wet conditions on the cyclodextrin clathrate of allyl isothiocyanate, and Figure 4 is a graph showing the influence of the dry and wet conditions on the cyclodextrin clathrate of allyl isothiocyanate. Figures 5 and 6 are graphs showing the influence of dry and wet conditions on cyclodextrin clathrates, respectively. Figures 5 and 6 are graphs showing the thermal effects of cyclodextrin clathrates of allyl isothiocyanate and l-limonene, respectively. 1... Sheare, 2,2'... Agar medium, 3,3'...
Bacterial liquid, 4... Lid, 5, 5'... Volatile plant extract components.

Claims (1)

【特許請求の範囲】[Claims] 1 食品保存時にイソチオシアネート類化合物又
はテルペン類化合物又はこれらの配合物をサイク
ロデキストリンに包接させ高湿度下で揮発させる
ことにより食品に発生する黴、細菌の増殖を抑制
する揮発性植物抽出成分を用いた食品の保存方
法。
1. Volatile plant extract ingredients that suppress the growth of mold and bacteria that occur in foods by including isothiocyanate compounds, terpene compounds, or their combinations in cyclodextrin and volatilizing them under high humidity during food storage. How to preserve the food used.
JP26257688A 1988-10-18 1988-10-18 Method for preserving food using volatile vegetable extract ingredient Granted JPH02109962A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP26257688A JPH02109962A (en) 1988-10-18 1988-10-18 Method for preserving food using volatile vegetable extract ingredient

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP26257688A JPH02109962A (en) 1988-10-18 1988-10-18 Method for preserving food using volatile vegetable extract ingredient

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP6081890A Division JP2790772B2 (en) 1994-04-20 1994-04-20 Antibacterial food packaging material

Publications (2)

Publication Number Publication Date
JPH02109962A JPH02109962A (en) 1990-04-23
JPH0528589B2 true JPH0528589B2 (en) 1993-04-26

Family

ID=17377728

Family Applications (1)

Application Number Title Priority Date Filing Date
JP26257688A Granted JPH02109962A (en) 1988-10-18 1988-10-18 Method for preserving food using volatile vegetable extract ingredient

Country Status (1)

Country Link
JP (1) JPH02109962A (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02303470A (en) * 1989-05-16 1990-12-17 Daicel Chem Ind Ltd Freshness-retaining agent and mildewcide
JPH0752055Y2 (en) * 1989-06-14 1995-11-29 株式会社ミドリ十字 Antibacterial container
AU6635990A (en) * 1989-11-09 1991-06-13 Minato Company Ltd. Process involving sterilization step, product having bacteriocidal activity and process for preparing the same, fumigant, fumigation method, and bacteriocidal gas composition, and process and apparatus for preparing the same
DE69231581T2 (en) * 1991-11-08 2001-03-29 Welfide Corp., Osaka USE OF ISOTHIOCYANATES IN BACTERICIDAL ADHESIVE
US5880150A (en) * 1993-11-10 1999-03-09 The Green Cross Corporation Antimicrobial agent containing allyl isothiocyanate and method for controlling release speed of allyl isothiocyanate
JP2630565B2 (en) * 1994-06-29 1997-07-16 フジフーズ株式会社 Combination of labels for containers with processed foods with preservatives and labels for containers with processed foods with preservatives
TW386880B (en) * 1996-11-26 2000-04-11 Carex Inc Slow-releasing isothiocyanates and the esters
AU2003225576A1 (en) * 2002-02-19 2003-09-09 Eden Research Plc Compositions and methods for preservation of food

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS521023A (en) * 1975-06-23 1977-01-06 Suntory Ltd Method for regulating plant germinitation
JPS53136539A (en) * 1977-04-28 1978-11-29 Tsuneji Yamamoto Preserving of food by hermetical seal
JPS582669A (en) * 1981-06-29 1983-01-08 Miwa Denki Kk Magnetic inversion indication element
JPS5863348A (en) * 1981-10-12 1983-04-15 Toppan Printing Co Ltd Storage of vegetable
JPS59154973A (en) * 1983-02-21 1984-09-04 Hiroshi Kameoka Antioxidation agent for food containing oil or fat, and food containing oil or fat
JPS61108359A (en) * 1984-10-30 1986-05-27 Seiwa Kasei Kk Preservation of food
JPS63141559A (en) * 1986-12-05 1988-06-14 Kinjirushi Wasabi Kk Production of inclusion compound of spice component

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS521023A (en) * 1975-06-23 1977-01-06 Suntory Ltd Method for regulating plant germinitation
JPS53136539A (en) * 1977-04-28 1978-11-29 Tsuneji Yamamoto Preserving of food by hermetical seal
JPS582669A (en) * 1981-06-29 1983-01-08 Miwa Denki Kk Magnetic inversion indication element
JPS5863348A (en) * 1981-10-12 1983-04-15 Toppan Printing Co Ltd Storage of vegetable
JPS59154973A (en) * 1983-02-21 1984-09-04 Hiroshi Kameoka Antioxidation agent for food containing oil or fat, and food containing oil or fat
JPS61108359A (en) * 1984-10-30 1986-05-27 Seiwa Kasei Kk Preservation of food
JPS63141559A (en) * 1986-12-05 1988-06-14 Kinjirushi Wasabi Kk Production of inclusion compound of spice component

Also Published As

Publication number Publication date
JPH02109962A (en) 1990-04-23

Similar Documents

Publication Publication Date Title
Singh et al. Active packaging of food products: recent trends
US2341868A (en) Treatment of storage organs
JP6796087B2 (en) Functional film, functional container, and freshness preservation method
JPH0528589B2 (en)
CN109929174A (en) A kind of nanometer fresh products and preparation method thereof having antibacterial functions
KR100353918B1 (en) Antimicrobial agent containing allyl isothiocyanate and method for controlling the release rate of allyl isothiocyanate
CN100353871C (en) Granular concave rod alcohol antistaling agent
US2532489A (en) Composition for preserving articles of food and the like
JP2790772B2 (en) Antibacterial food packaging material
JPS6094056A (en) Bag for preserving broccoli sprouts
KR102000747B1 (en) Food freshness preservation packaging material
JPS61108359A (en) Preservation of food
CN110583763A (en) Postharvest preservation method for litchi fruits
JPS5851842A (en) Method for keeping freshness of green vegetable, fruit, mushroom, etc.
CA1264956A (en) Preservation of foodstuffs, plants and plant materials and packaging material for use in this preservation
JP2007236245A (en) Alcohol volatile agent
KR101186446B1 (en) Composition for maintaining freshness and Manufacturing method for corrugated cardboard coated by the composition for maintaining freshness and the corrugated cardboard coated by the composition for maintaining freshness
JP2982176B2 (en) Polymer molded article containing isothiocyanate
AU2005256153B2 (en) Antimicrobial packaging material
JP3096249B2 (en) Freshness preservative and freshness preservation paint for vegetable fresh foods
JP2851104B2 (en) Food preservation method using cyclodextrin inclusion compound
KR20160120411A (en) Multi-functional carbon dioxide absorber applicable for packaging of fresh agroproducts or fermented foods, and method for spoilage prevention using the same
JPH1053755A (en) Sustained-release composition of volatile compound
Gavara et al. Extending the shelf-life of fresh-cut produce through active packaging
CN204568394U (en) Fresh-keeping holding tray