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Marinocyanins, cytotoxic bromo-phenazinone meroterpenoids from a marine bacterium from the streptomycete clade MAR4

Asolkar, Ratnakar N. and Singh, Ahilya and Jensen, Paul R. and Aalbersberg, William G.L. and Carte, Brad and Feussner, Klaus D. and Subramani, Ramesh and DiPasquale, Antonio and Rheingold, Arnold and Fenical, William (2017) Marinocyanins, cytotoxic bromo-phenazinone meroterpenoids from a marine bacterium from the streptomycete clade MAR4. Tetrahedron, 73 (16). pp. 2234-2241. ISSN 0040-4020

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    Abstract

    Six cytotoxic and antimicrobial metabolites of a new bromo-phenazinone class, the marinocyanins A-F (1–6), were isolated together with the known bacterial metabolites 2-bromo-1-hydroxyphenazine (7), lavanducyanin (8, WS-9659A) and its chlorinated analog WS-9659B (9). These metabolites were purified by bioassay-guided fractionation of the extracts of our MAR4 marine actinomycete strains CNS-284 and CNY-960. The structures of the new compounds were determined by detailed spectroscopic methods and marinocyanin A (1) was confirmed by crystallographic methods. The marinocyanins represent the first bromo-phenazinones with an N-isoprenoid substituent in the skeleton. Marinocyanins A-F show strong to weak cytotoxicity against HCT-116 human colon carcinoma and possess modest antimicrobial activities against Staphylococcus aureus and amphotericin-resistant Candida albicans.

    Item Type: Journal Article
    Subjects: Q Science > Q Science (General)
    Q Science > QD Chemistry
    Divisions: Faculty of Science, Technology and Environment (FSTE) > Institute of Applied Science
    Depositing User: Fulori Nainoca
    Date Deposited: 23 Mar 2017 16:03
    Last Modified: 27 Apr 2017 13:54
    URI: http://repository.usp.ac.fj/id/eprint/9702
    UNSPECIFIED

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