グリチルレチン酸 化学特性,用途語,生産方法
外観
白色の粉末
定義
本品は、グリチルリチン酸(*)から得られる物質であり、次の化学式で表される。
参照表示名称：グリチルリチン酸
溶解性
クロロホルムに易溶。エタノールに可溶。水に不溶。
用途
食品中のグリチルリチン酸定量用標準品。
化粧品の成分用途
皮膚コンディショニング剤
効能
抗炎症薬, 鎮痒薬
商品名
デルマクリン (摩耶堂製薬)
説明
Extracting from liquorice (Glycyrrhiza uralensis Fisch, Gan Cao), glycyrrhetic acid
also can be detected in other plants, such as Abrus cantoniensis Hance and Herba
Abri fruticulosi. As one of traditional Chinese medicines, liquorice has been applied
clinically for a long period. Due to its extensive usage, it plays an extremely important role in traditional Chinese medicine formula mainly as “guide” drug. As is
recorded in Shen Nong’s Herbal Classic and later in pharmaceutical monographs,
liquorice is able to strengthen bones and muscles and enhance metabolism and
detoxification. Also, abnormal symptoms of the body and wound can be improved.
Glycyrrhetic acid, the most important and potent ingredient of liquorice, has been
recorded in Pharmacopoeia of the People’s Republic of China.
化学的特性
white or greyish-white crystalline powder
物理的性質
Solubility: insoluble in water; it exists in crystal with methanol and chloroform.
Melting point: the compound melts at 292–295?°C. Specific optical rotation: under
the condition of 20?°C, 589.3?nm, and 1?dm, polarized light rotates at 68° when it
passes through the chloroform with a concentration of 64? mol/L.? Both
18α-glycyrrhetic acid and 18β-glycyrrhetic acid are chiral isomers of glycyrrhetic
acid.
来歴
Glycyrrhetic acid originates from hydrolysis of glycyrrhizin, which has a therapeutic effect on disease. Dating back to the 1930s, the chemical structure of glycyrrhetic acid was demonstrated . Subsequently, the discovery of antiulcer activity
promotes following research . The ramification of glycyrrhetic acid, carbenoxolone sodium, has a therapeutic effect on ulcer. In 2010, followed by the approval of
raw materials, batches of tablets and capsules were approved in 2009, respectively.
In foreign countries, 18β-glycyrrhetic acid was studied for anti-inflammatory effect
on arthritis, rheumatoid disease, and periodontitis in BioNetWorks. The company
applied for the patent of 18β-glycyrrhetic acid in 1999. Also, after joining the leading worldwide market in 2006, phase III clinical trials would be carried out in 2007.
However, the progress was hindered in 2008.
To detecting more indications, its carbenoxolone sodium was studied by other
three companies: after conducting phase III clinical trials in the UK, the project of
RB intending to improve nonspecific inflammatory bowel disease was given up in
1992. York Pharma expected to make progress in psoriasis with gel or cream; however, the project has been in a standstill after phase II clinical trials was conducted
from 2005 to 2009. Canada pharmaceutical company, Oxalys Pharmaceuticals,
research it for treating Huntington’s disease, and it was included in the orphan drug
list by the USA in 2014. Till now, phase I clinical trials are still continuing.
使用
The product may be used as a starting material to prepare 18β-glycyrrhetinic acid derivatives, which show anti-inflammatory and antioxidant properties.
定義
ChEBI: A pentacyclic triterpenoid that is olean-12-ene substituted by a hydroxy group at position 3, an oxo group at position 11 and a carboxy group at position 30.
適応症
Treatment of Addison’s disease, deoxycorticosterone
一般的な説明
18β-Glycyrrhetinic acid is a pentacyclic triterpenoid found in the
Glycyrrhiza glabra L.(liquorice) roots. It is the key metabolite of glycyrrhizin and glycyrrhizic acid.
薬理学
Thirty percent of glycyrrhetinic acid can be effectively used by the body; both 18α-glycyrrhetic acid and 18β-glycyrrhetic acid reduce by half in 2.24 h and 11.5 h separately. CYP3A promotes metabolism with hydroxyl added to 22α and 24α .There are lots of pharmacological activities : it plays an anti-inflammatory role by inhibiting the activity of phospholipase A2 and lipoxygenase to reduce mediators of inflammation; the compound promotes antiulcer activity through the production of more PGE2 and secretion of gastric mucus; it also provokes proliferation of gastric cell to protect the mucosa from ulceration. The complex which consists of glycyrrhetinic acid and carotenoid plays antioxidation by scavenging free radical. Glycyrrhetinic acid inhibits the replication of viral DNA to achieve an antiviral effect at the concentration of 4×10?5 mol/L; it also inhibits proliferation of tumor cell and promotes apoptosis and differentiation. The decreasing ability of invasion exerts an antitumor effect. Glycyrrhetinic acid is considered to have extensive antiarrhythmic effects through inhibition of L-type calcium channel. In addition, glycyrrhetinic acid functions as an anticholinesterase (1.7×10?5 mol/L), anticoagulant, and antitetanus toxin; it also improves inner ear hearing (100 mg/kg, intramuscular injection) and improves absorption of insulin.
抗がん研究
Glycyrrhetinic acid in combinationwith etoposide inhibits thetopoisomerase 2α and inducesapoptosis
Cai et al.(2017)
臨床応用
Glycyrrhetic acid has not been applied in clinical treatment till now. Meanwhile, the
ramification has come into the market for the property of antiulcer. However, with
large doses and long-term usage, the drug gives rise to hypertension, sodium retention, and hypokalemia. When renin-angiotensin-aldosterone system fails to function properly, liquorice-induced pseudoaldosteronism threatens human health .
グリチルレチン酸 上流と下流の製品情報
原材料
準備製品