Biotransformation of 11-keto-β-boswellic acid by Cunninghamella blakesleana

被引：18

作者：

Wang, Yue ^{[1
]}

Sun, Yan ^{[2
]}

Wang, Chao ^{[2
]}

Huo, Xiaokui ^{[2
]}

Liu, Pinduan ^{[1
]}

Wang, Changyuan ^{[2
]}

Zhang, Baojing ^{[2
]}

Zhan, Libin ^{[3
]}

Zhang, Houli ^{[2
]}

Deng, Sa ^{[2
]}

Zhao, Yanyan ^{[2
]}

Ma, Xiaochi ^{[1
,2
,3
]}

机构：

[1] Liaoning Med Univ, Affiliated Hosp 1, Jinzhou 121001, Peoples R China

[2] Dalian Med Univ, Coll Pharm, Dalian 116044, Peoples R China

[3] Dalian Med Univ, Res Inst Integrated Tradit & Western Med, Dalian 116044, Peoples R China

来源：

PHYTOCHEMISTRY | 2013年 / 96卷

基金：

中国国家自然科学基金;

关键词：

Cunninghamella blakesleana AS 3.970; Boswellia serrata; Biotransformation; 11-Keto-beta-boswellic acid; Burseraceae; NO inhibition; BOSWELLIC ACIDS; MICROBIAL TRANSFORMATION; LEUKOTRIENE INHIBITOR; MUCOR-SPINOSUS; DEOXYANDROGRAPHOLIDE; METABOLISM; CINOBUFAGIN; PRODUCTS; CELLS;

D O I：

10.1016/j.phytochem.2013.07.018

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

11-Keto-beta-boswellic acid (KBA), as one of the active constituents in the gum resin of Boswellia serrata, possesses significant biological activities including anti-inflammatory activity. However, its extensive metabolism and low polarity has limited the systemic availability of KBA. The present research was aimed to obtain and explore the various possible derivatives of KBA through biotransformation by Cunninghamella blakesleana AS 3.970. A total of ten transformed compounds were isolated and purified, and their chemical structures were characterized as 7 beta-hydroxy-11-keto-beta-boswellic acid; 7 beta, 15 alpha-dihydroxy-11-keto-beta-boswellic acid; 7 beta, 16 beta-dihydroxy-11-keto-beta-boswellic acid; 7 beta, 16 alpha-dihydroxy-11-keto-beta-boswellic acid; 7 beta, 22 beta-dihydroxy-11-keto-beta-boswellic acid; 7 beta, 21 beta-dihydroxy-11-keto-beta-boswellic acid; 7 beta, 20 beta-dihydroxy-11-keto-beta-boswellic acid; 7 beta, 30-dihydroxy-11-keto-beta-boswellic acid; 3 alpha, 7 beta-dihydroxy-11-oxours-12-ene-24, 30-dioic acid and 3 alpha, 7 beta-dihydroxy-30-(2-hydroxypropanoyloxy)-11-oxours-12-en-24-oic acid by various spectroscopic methods. The biotransformation processes include hydroxylation, oxidation and esterification. Primary structure-activity relationships (SAR) of inhibitory effects on NO production in RAW 264.7 macrophage cells are discussed. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：330 / 336

页数：7

共 35 条

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