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1. (Article ID: 7346)
Wang Y, Chen L, Zhao F, Liu Z, Li J, Qiu F
Microbial transformation of neoandrographolide by Mucor spinosus (AS 3.2450)
Journal of Molecular Catalysis B: Enzymatic 68(1) (2011)
83-88
Microbial transformation of neoandrographolide (1), was performed by Mucor spinosus (AS 3.2450). Ten metabolites were obtained and identified as 14-deoxyandrographolide (2), 17,19-dihydroxy-8,13-ent-labdadien-16,15-olide (3), 3,14-dideoxyandrographolide (4), 7β-hydroxy-3,14-dideoxyandrographolide (5), 17,19-dihydroxy-7,13-ent-labdadien-16,15-olide (6), 8(17),13-ent-labdadien-16,15-olid-19-oic acid (7), 8α,17β-epoxy-3,14-dideoxyandrographolide (8), 8β,17,19-trihydroxy-ent-labd-13-en-16, 15-olide (9), phlogantholide-A (10), 19-[(β-D-glucopyranosyl)oxy]-19-oxo-ent-labda-8(17),13-dien-16,15-olide (11) by spectroscopic and chemical means. Among them, products 3, 5, 6, 8 and 9 were characterized as new compounds. The inhibitory effects of compounds 1-11 on nitric oxide production in lipopolysaccharide-activated macrophages were evaluated and their preliminary structure-activity relationships (SAR) were discussed.
nitric oxide, microbial transformation, Mucor spinosus, neoandrographolide
Publication DOI: 10.1016/j.molcatb.2010.09.016Journal NLM ID: 9602616Publisher: Amsterdam: Elsevier
Correspondence: Chen L
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Institutions: School of Pharmacy, Yantai University, Yantai, China, Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, China, Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, China
Methods: 13C NMR, 1H NMR, NMR-2D, biological assays, NMR-1D, HPLC, extraction, CC
The publication contains the following compound(s):
- Compound ID: 18711
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b-D-Glcp-(1-19)-Subst
Subst = 13-ent-labdadien-16,15-olid-19-oic acid = SMILES C=C2CCC1[C@](C)({19}C(=O)O)CCC[C@@]1(C)[C@@H]2CC/C3=C/COC3=O |
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Structure type: monomer
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