オレアノール酸水和物 化学特性,用途語,生産方法
外観
白色~わずかにうすい黄色, 結晶性粉末~粉末
定義
本品は、次の化学式で表される有機酸である。
溶解性
エタノール及びアセトンに溶け、水にほとんど溶けない。
解説
C30H48O3(456.68).オレアノール酸,オレアナン骨格をもつトリテルペン系カルボン酸.モクセイ科オリーブOlea europaeaの葉に遊離の状態で含まれているほか,配糖体などとして多種類の植物に含まれている.融点310 ℃.[α]D+83.3°(クロロホルム).有機溶媒に易溶.森北出版「化学辞典(第2版)
用途
医薬品及び化粧品添加物研究用。
化粧品の成分用途
皮膚コンディショニング剤
効能
アセタート〔mp. 268~271 ℃〕;メチルエステル〔mp. 203 ℃〕
説明
Oleanolic acid or oleanic acid is a naturally occurring pentacyclic triterpenoid with the formula of C30H48O3. It was found in the non-glyceride fraction of olive pomace oil and is widely distributed in food and plants where it exists as a free acid or as an aglycone precursor for triterpenoid saponins, in which it can be linked to one or more sugar chains. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin. Oleanolic acid and its derivatives possess several promising pharmacological activities, such as hepatoprotective effects, and anti-inflammatory, antioxidant, or anticancer activities.
化学的特性
White needle-like crystals (ethanol), odorless, tasteless. Unstable to acid and alkali. Insoluble in water, soluble in methanol, ethanol, ethyl ether, acetone and chloroform.
天然物の起源
The ingredient is mainly extracted from the leaves of Olea europaea and Viscum album L. Besides, it is found in the fruit of ligustrum lucidum ait, the whole grass of swertia mileensis t.n.he et w.l.shi, s. mussotii franch, the leaves and roots of astrantia major, the root bark and stem bark of aralia chinensis, the roots of hemsleya macrosperma c.y.wu , the roots of hemsleya amabilis diels, and the roots of hemsleya chinensis cogn. There is a long history in the herb and fruit which contain oleanolic acid. They play an important role in the treatment of various diseases. Oleanolic acid may be the most effective component in various Chinese medicines.
来歴
The chemical formula was first identified in 1918. In 1960, Khastgir purified the
compound for the first time. Corey identified the structure of oleanolic acid in
1993.Now the compound has been made into a drug and is being marketed in China.
As early as 2002, the tablet form of oleanolic acid was listed. In 2010, capsule
preparations came into the market, and to date, there is no other listed preparation.
Sanofi treated it as antiulcer and NSAIDs candidate in abroad.Although it has anti-inflammatory and anti-ulcer effects, Sanofi stopped the
study of developing oleanolic acid into a drug in 1989.
使用
Oleanolic acid is a triterpenoid known for its anti-inflammatory properties, is commonly present in several medicinal plants. It can Inhibits secretory phospholipase A2 that is mainly used for the treatment of acute jaundiced hepatitis with remarkable efficacy, and also has good effect on chronic hepatitis.?
定義
ChEBI: Oleanolic acid is a pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a plant metabolite. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It is a conjugate acid of an oleanolate. It derives from a hydride of an oleanane.
適応症
Oleanolic acid is included in the Pharmacopoeia of the People's Republic of China (Part 2, volume 3), the British Pharmacopoeia (2017), and the European Pharmacopoeia (8.7th ed.). It is mainly used for the adjuvant treatment of acute infectious icteric hepatitis and acute and chronic hepatitis. It also can be utilized in psoriasis, rheumatoid arthritis, nephritic edema, ascites, stomach with turbid, metrorrhagia, bruises, carbuncle, soreness and weakness of the waist and knees, fetal irritability and so on.
一般的な説明
Oleanolic acid is a hydroxyl pentacyclic triterpenoic acid (HPTA), which exhibits antibacterial, antitumor and antileishmanial activity. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin.
臨床応用
It is reported that contrast with Western medicine, the 60~90?mg/d oleanolic acid
tablets supplemented with vitamin B can treat acute and chronic hepatitis, with
effective rates of 94.4% and 69.81%, respectively, in clinical results. It has been
listed on the drug manual as adjuvant therapy for acute and chronic hepatitis.
参考文献
C.W. Picard, K.S. Sharples, F.S. Spring, J. Chem. Soc., 1939, 1045, DOI: 10.1039/JR9390001045.
参考文献
1.https://en.wikipedia.org/wirki/Oleanolic_acid
2.https://www.ncbi.nlm.nih.gov/mesh/68009828
3.http://www.sciencedirect.com/science/article/pii/S0031942212000027
4.http://www.adooq.com/oleanolic-acid-caryophyllin.html
オレアノール酸水和物 上流と下流の製品情報
原材料
準備製品