Cytotoxic and antimicrobial napyradiomycins from two marine-derived streptomyces strains

TitleCytotoxic and antimicrobial napyradiomycins from two marine-derived streptomyces strains
Publication TypeJournal Article
Year of Publication2013
AuthorsCheng Y.B, Jensen PR, Fenical W
JournalEuropean Journal of Organic Chemistry
Pagination3751-3757
Date Published2013/06
Type of ArticleArticle
ISBN Number1434-193X
Accession NumberWOS:000320385000019
Keywordsantibiotics; antibiotics napyradiomycins; biosynthesis; Cytotoxicity; Meroterpenoids; natural products
Abstract

The cancer-cell-cytotoxicity-guided fractionation of the acetone extracts of two cultured marine-derived Streptomyces strains belonging to the MAR4 group yielded six new napyradiomycins, compounds A-F (1-6), together with three known compounds, napyradiomycins B2-B4 (7-9). Napyradiomycins 1-4 are new members of the napyradiomycin C-type meroterpenoids, which possess a linear monoterpene bridge between C-7 and C-10a. Compound 4 has an additional tetrahydropyran ring fused to the phenol moiety. Compounds 5-9 are related to the napyradiomycin B-type meroterpenoids. The structures of all new compounds were assigned by interpretation of 1D and 2D NMR, MS, and other spectroscopic data. The relative configurations were assigned based upon interpretation of ROESY 2D NMR experiments. The cytotoxicity of 1-9 against the human colon carcinoma cell line HCT-116 and their antibacterial activities against methicillin-resistant Staphylococcus aureus (MRSA) are presented.

DOI10.1002/ejoc.201300349
Short TitleEur. J. Org. Chem.
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