Microbial transformation of 14-deoxy-11, 12-didehydroandrographolide and 14-deoxyandrographolide and inhibitory effects on nitric oxide production of the transformation products
Chen, Li-Xia2,3; Zhuang, Yu-Lei2,3; Shen, Lan4; Ma, En-Long5; Zhu, Hua-Jie4; Zhao, Feng1; Qiu, Feng2,3
2011-11-01
发表期刊JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC
ISSN1381-1177
卷号72期号:3-4页码:248-255
摘要Microbial transformations of 14-deoxy-11, 12-didehyclroandrographolide (a) and 14-deoxyandrographolide (b) were performed by Cunninghamella blakesleana (AS 3.970), respectively. Sixteen metabolites were obtained and their structures were elucidated by spectroscopic data analyses. Among these metabolites, 3 alpha, 12S, 19-trihydroxy-8(17), 9(11)-ent-labdadien-16, 15-olide (a7), 3-oxo-8 alpha, 17 beta-epoxy-14-deoxyandrographolide (b2). 3 alpha, 17. 19-trihydroxy-8, 13-ent-labdadien-16, 15-olide (b6), and 9 beta-hydroxy-14-deoxyandrographolide (b9) are new compounds. The configuration of C-12 in metabolite a7 was determined as S by GIAO method. The proposed metabolic pathways of 14-deoxy-11, 12-didehydroandrographolide and 14-deoxyandrographolide by C blakesleana were drawn. The inhibitory effects of these compounds on nitric oxide production in lipopolysaccaride-activated macrophages were evaluated and their preliminary structure-activity relationships (SAR) were discussed. (C) 2011 Elsevier B.V. All rights reserved.
关键词14-deoxyandrographolide 14-deoxy-11 Microbial Transformation 12-didehydroandrographolide Cunninghamella Blakesleana Nitric Oxide
资助信息Shenyang Planning Project of Science and Technology[F10-205-1-38]
学科领域Biochemistry & Molecular Biology ; Chemistry
DOI10.1016/j.molcatb.2011.06.012
收录类别SCI
语种英语
WOS研究方向Biochemistry & Molecular Biology ; Chemistry
WOS类目Biochemistry & Molecular Biology ; Chemistry, Physical
WOS记录号WOS:000295299800025
引用统计
被引频次:3[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/5323
专题植物化学与西部植物资源持续利用国家重点实验室
作者单位1.Yantai Univ, Sch Pharm, Yantai 264005, Peoples R China
2.Shenyang Pharmaceut Univ, Sch Tradit Chinese Mat Med, Dept Nat Prod Chem, Shenyang 110016, Peoples R China
3.Shenyang Pharmaceut Univ, Minist Educ, Key Lab Struct Based Drug Design & Discovery, Shenyang 110016, Peoples R China
4.Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Peoples R China
5.Shenyang Pharmaceut Univ, Sch Life Sci & Biopharmaceut, Dept Pharmacol, Shenyang 110016, Peoples R China
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Chen, Li-Xia,Zhuang, Yu-Lei,Shen, Lan,et al. Microbial transformation of 14-deoxy-11, 12-didehydroandrographolide and 14-deoxyandrographolide and inhibitory effects on nitric oxide production of the transformation products[J]. JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC,2011,72(3-4):248-255.
APA Chen, Li-Xia.,Zhuang, Yu-Lei.,Shen, Lan.,Ma, En-Long.,Zhu, Hua-Jie.,...&Qiu, Feng.(2011).Microbial transformation of 14-deoxy-11, 12-didehydroandrographolide and 14-deoxyandrographolide and inhibitory effects on nitric oxide production of the transformation products.JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC,72(3-4),248-255.
MLA Chen, Li-Xia,et al."Microbial transformation of 14-deoxy-11, 12-didehydroandrographolide and 14-deoxyandrographolide and inhibitory effects on nitric oxide production of the transformation products".JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC 72.3-4(2011):248-255.
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