title: Microbial transformation of acetyl-11-keto-β-boswellic acid and their inhibitory activity on LPS-induced NO production.
abstract: The capabilities of 20 strains of fungi to transform acetyl-11-keto-β-boswellic (AKBA) were screened. And biotransformation of AKBA by Cunninghamella blakesleana AS 3.970 afforded five metabolites (1-5), while two metabolites (6, 7) were isolated from biotransformation of Cunninghamella elegans AS 3.1207. The chemical structures of these metabolites were identified by spectral methods including 2D NMR and their structures were elucidated as 7β-hydroxy-3-acety-11-keto-β-boswellic acid (1), 21β-dihydroxy-3-acety-11-keto-β-boswellic acid (2), 7β,22α-dihydroxy-3-acety-11-keto-β-boswellic acid (3), 7β,16α-dihydroxy-3-acety-11-keto-β-boswellic acid (4), 7β,15α-dihydroxy-3-acety-11-keto-β-boswellic acid (5); 7β,15α,21β-trihydroxy-3-acety-11-keto-β-boswellic acid (6) and 15α,21β-dihydroxy-3-acety-11-keto-β-boswellic acid (7). All these products are previously unknown. Their primary structure-activity relationships (SAR) of inhibition activity on LPS-induced NO production in RAW 264.7 macrophage cells were evaluated.
authors: College of Pharmacy, Dalian Medical University, Lvshun South Road No. 9, Dalian 116044, China.
authors: Yan
authors: Y
authors: Sun
authors: Dan
authors: D
authors: Liu
authors: Ronggang
authors: R
authors: Xi
authors: Xiaobo
authors: X
authors: Wang
authors: Yan
authors: Y
authors: Wang
authors: Jie
authors: J
authors: Hou
authors: Baojing
authors: B
authors: Zhang
authors: Changyuan
authors: C
authors: Wang
authors: Kexin
authors: K
authors: Liu
authors: Xiaochi
authors: X
authors: Ma
mesh_terms: D000818:Animals; D001711:Biotransformation; D020093:Cunninghamella / Q000378:metabolism*; D008070:Lipopolysaccharides / Q000494:pharmacology*; D008264:Macrophages / Q000187:drug effects* / Q000378:metabolism; D051379:Mice; D009569:Nitric Oxide / Q000096:biosynthesis* / Q000378:metabolism; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000737:chemistry / Q000378:metabolism / Q000493:pharmacokinetics* / Q000494:pharmacology*
chemical_list: D008070:Lipopolysaccharides; D014315:Triterpenes; C094432:acetyl-11-ketoboswellic acid; D009569:Nitric Oxide