103974-74-9Relevant articles and documents
Synthesis and evaluation of asiatic acid derivatives as anti-fibrotic agents: Structure/activity studies
Li, Yong,Yang, Fang,Yuan, Mingxing,Jiang, Lijuan,Yuan, Li,Zhang, Xiaowei,Li, Ying,Dong, Lin,Bao, Xu,Yin, Shufan
, p. 44 - 49 (2015)
Fibrotic diseases are characterized by the over-accumulation of fibrous components in the extracellular matrix and the liver, which can lead to liver cirrhosis. Current treatment options cannot reverse or halt liver fibrosis, motivating a search for newer treatment options. Previously, we showed that asiaticoside, a bioactive triterpene glycoside from Centella asiatica, has anti-fibrotic properties. Here, the aglycone asiatic acid was chemically modified, and these derivatives were evaluated for their potential as anti-fibrotic agents. The data obtained from in vivo testing of these compounds in a rodent CCl4-induced liver injury model are discussed. The information obtained from these studies may be useful in the design of novel anti-fibrotic agents.
Biocatalyzed generation of molecular diversity: Selective modification of the saponin asiaticoside
Monti, Daniela,Candido, Andrea,Cruz Silva, M. Manuel,Kren, Vladimir,Riva, Sergio,Danieli, Bruno
, p. 1168 - 1174 (2005)
An array of different derivatives of the complex ursane-type triterpene glycoside asiaticoside (1), a saponin component isolated from the perennial herb Centella asiatica, was generated by exploiting the stereo-, regio- and site-selectivity of four groups of enzymes (glycosidases, glycosyltransferases, lipases and laccases). A library of extracellular α-L-rhamnosidases (31 different items) was obtained by screening 16 different fungal strains under different cultivation conditions, and several of these preparations catalyzed the derhamnosylation of asiaticoside. Specifically, the enzymes produced by Fusarium oxysporum were selected for the synthesis of derhamno-degluco- asiaticoside (2) and also of derhamno-asiaticoside (3), by in situ glucose-inhibition of contaminating β-D-glucosidases. β-1,4- Galactosyltransferase from bovine milk was subsequently used for the galactosylation of the two asiaticoside derivatives 2 and 3, using 20% v/v DMSO as a cosolvent in order to increase substrate solubility. Finally, new acylated and oxidized derivatives of asiaticoside were also prepared by exploiting the lipase from Candida antarctica (Novozym 435) and the laccase from Trametes pubescens, respectively.
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Boiteau et al.
, p. 46,49 (1949)
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Method for preparing asiatic acid by hydrolyzing asiaticoside
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Paragraph 0017-0032, (2017/08/27)
The invention discloses a method for preparing asiatic acid by hydrolyzing asiaticoside. The method comprises the following steps: 1) mixing asiaticoside, lauryl sodium sulfate and NaOH, adding water for dissolution, and hydrolyzing at normal temperature for 10-15 minutes; 2) regulating the pH value of the hydrolysate to 2-5, standing, filtering, and collecting the precipitate; and 3) dissolving the precipitate in ethanol, filtering, adding water to the filtrate, crystallizing, filtering to obtain the crystal, and drying to obtain the finished product. The method can quickly cut off glycosidic bonds under the conditions of normal temperature and pressure, has the advantages of mild hydrolytic process and thorough hydrolysis, and can not generate configurative changes of asiatic acid.
Design, synthesis, and biofunctional evaluation of novel pentacyclic triterpenes bearing O-[4-(1-piperazinyl)-4-oxo-butyryl moiety as antiproliferative agents
Zhao, Chun-Hui,Zhang, Cui-Li,Shi, Jin-Jie,Hou, Xi-Yan,Feng, Bin,Zhao, Long-Xuan
, p. 4500 - 4504 (2015/10/12)
A series of pentacyclic triterpenoids derivatives bearing O-[4-(1-piperazinyl)-4-oxo-butyryl moiety has been synthesized and investigated for their potential antiproliferative activities. Pentacyclic triterpenoids derivative compounds were synthesized by a four or six step synthetic procedure. The activity studies were evaluated using Cell Counting Kit-8 method, and Western blotting analysis on A549 cells, MCF-7 cells and Hela cells. Compounds methyl 3-O-[4-(1-piperazinyl)-4-oxo-butyryl]olean-12-ene-28-oate (OA-4) and compound 2-O-[4-(1-piperazinyl)-4-oxo-butyryl]-3,23-dihydroxyurs-12-ene-28-oate (AA-5) were found to be promising antiproliferative agents. These compounds show potentiality for further optimization as antitumor drugs.
