trans-アネトール 化学特性,用途語,生産方法
外観
無色～ほとんど無色透明液体
定義
本品は、次の化学式で表される芳香族エーテルである。
化粧品の成分用途
変性剤、皮膚コンディショニング剤、香料、香味剤
説明
(E)-Anethol is a phenylpropanoid that has been found in
P. anisum seed oil and has antifungal and antioxidant activity. It is active against fermentatively growing
S. cerevisiae under hypoxic, but not normoxic, conditions (MIC = 100 μg/ml), and against
C. parapsilosis when used at a concentration of 15% w/w. (E)-Anethol has antioxidant activity in a Trolox equivalent antioxidant capacity (TEAC) assay but does not scavenge 2,2-diphenyl-1-picrylhydrazel (DPPH) radicals in a cell-free assay.
化学的特性
trans-anethole is a clear colorless to pale yellow liquid and has a characteristic anise, sweet, spicy, warm odor and corresponding sweet taste.
Anethole (1-methoxy-4-propenyl-benzene, isoestragole) is an alkoxypropenylbenzene derivative and an important favoring component of essential oils of more than 20 plant species. Essential oils from seeds of anise (Pimpinellaanisum L.), star anise (Illicium verum Hook.f), and sweet fennel (Foeniculum vulgare Mill. var. dulce) are the main sources used for the isolation of anethole. Two isomers of anethole occur in nature: E- or trans-anethole and Z-or cis-anethole. About 90 % of natural anethole is trans-isomer. Besides separation from natural essential oils, anethole is obtained using the rectification of crude sulfate turpentine and/or the organic synthesis starting from methylchavicol or anisole and propionic anhydride. Compared to natural compound, synthetic trans-anethole is impurified with higher amounts of cis-isomer.
天然物の起源
Anethole is methyl ether of oestrone and has been found in fennel, aniseed, coriander, and many other volatile oils.
使用
trans-Anethole is used to inhibits lung and forestomach carcinogenesis, used as carbon and energy supplement in the culture media of Pseudomonas putida strain. It is also used as used as a flavoring substance.
製造方法
By esterification of p-cresol with methyl alcohol and with subsequent condensation with α-cetaldehyde (Perknis); the
most common method of preparation is from pine oil. By fractional distillation of the essential oils of anise, star anise, and fennel;
the anise essences contain an average of 85% anethole; fennel, from 60 to 70%.
一般的な説明
trans-Anethole is a naturally occuring flavouring agent. It has insecticidal, larvicidal, and antimicrobial properties.
抗がん研究
It is one of the major constituents of essential oil of fennel and anise and belongs tothe class of phenylpropenes. It has the capacity to block both inflammation andcarcinogenesis. It is an antioxidant and also a suppressor of NF-κB activation byIκBα degradation (Aggarwal and Shishodia 2004).
代謝
Anethole is metabolized by oxidation of the propenyl group and is excreted as anisic acid (Williams, 1959). The metabolism of trans-anethole used in the preparation of anis-flavoured alcoholic beverages was studied in the rabbit and rat after iv and oral administration. It was excreted rapidly from the animal regardless of the method of administration. After iv injection it was found concentrated in the liver, lungs and brain; after oral administration, absorption was slight and most of it remained in the stomach. Ethyl alcohol has no effect on the metabolism (Le Bourhis, 1968).
trans-アネトール 上流と下流の製品情報
原材料
準備製品