4.7 Article

New Benzoxazine Secondary Metabolites from an Arctic Actinomycete

Journal

MARINE DRUGS
Volume 12, Issue 5, Pages 2526-2538

Publisher

MDPI AG
DOI: 10.3390/md12052526

Keywords

Arctic; marine actinomycete; secondary metabolite; benzoxazine; C-1027; fijiolides; disaccharide; isocitrate lyase

Funding

  1. National Research Foundation of Korea - Korean Government (Ministry of Science, ICT and Future Planning) [M1A5A1-2010-0020429]
  2. Basic Research Program of KOPRI [PE14062]

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Two new secondary metabolites, arcticoside (1) and C-1027 chromophore-V (2), were isolated along with C-1027 chromophore-III and fijiolides A and B (3-5) from a culture of an Arctic marine actinomycete Streptomyces strain. The chemical structures of 1 and 2 were elucidated through NMR, mass, UV, and IR spectroscopy. The hexose moieties in 1 were determined to be D-glucose from a combination of acid hydrolysis, derivatization, and gas chromatographic analyses. Arcticoside (1) and C-1027 chromophore-V (2), which have a benzoxazine ring, inhibited Candida albicans isocitrate lyase. Chromophore-V (2) exhibited significant cytotoxicity against breast carcinoma MDA-MB231 cells and colorectal carcinoma cells (line HCT-116), with IC50 values of 0.9 and 2.7 mu M, respectively.

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