Biotransformation of betulinic acid by Circinella muscae and Cunninghamella echinulata to discover anti-inflammatory derivatives

被引:17
作者
Chen, Chen [1 ]
Song, Kainan [1 ]
Zhang, Yongzhen [1 ]
Chu, Chengjiao [1 ]
Fan, Boyi [1 ]
Song, Yan [1 ]
Huang, Huilian [2 ]
Chen, Guangtong [1 ]
机构
[1] Nantong Univ, Sch Pharm, 19 Qixiu Rd, Nantong 226001, Peoples R China
[2] Jiangxi Univ Tradit Chinese Med, Key Lab Modern Preparat TCM, Minist Educ, Nanchang 330004, Jiangxi, Peoples R China
基金
中国国家自然科学基金;
关键词
Circinella muscae; Lichtheimiaceae; Cunninghamella echinulata; Cunninghamellaceae; Betulinic acid; Biotransformation; Anti-inflammatory activity; MICROBIAL TRANSFORMATIONS; METABOLITES;
D O I
10.1016/j.phytochem.2020.112608
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
Biotransformation of betulinic acid was carried out with Circinella muscae CGMCC 3.2695 and Cunninghamella echinulata CGMCC 3.970, yielded six previously undescribed hydroxylated metabolites and four known compounds. C. muscae could catalyze the regioselecitve hydroxylation and carbonylation at C-3, C-7, C-15 and C-21 to yield seven products. C. echinulata could catalyze the C-1, C-7 and C-26 regioselecitve hydroxylation and acetylation to yield five metabolites. The structures of the metabolites were established based on extensive NMR and HR-ESI-MS data analyses. Furthermore, most of the metabolites exhibited pronounced inhibitory activities on lipopolysaccharides-induced NO production in RAW264.7 cells.
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页数:7
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