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Mar. Drugs 2014, 12(5), 2526-2538; https://doi.org/10.3390/md12052526

New Benzoxazine Secondary Metabolites from an Arctic Actinomycete

1
Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea
2
Department of Agricultural Biotechnology, College of Agriculture and Life Science, Seoul National University, Seoul 151-921, Korea
3
Arctic Research Centre, Korea Polar Research Institute, Incheon 406-840, Korea
*
Author to whom correspondence should be addressed.
Received: 12 March 2014 / Revised: 2 April 2014 / Accepted: 15 April 2014 / Published: 30 April 2014
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Abstract

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 (35) 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 μM, respectively. View Full-Text
Keywords: Arctic; marine actinomycete; secondary metabolite; benzoxazine; C-1027; fijiolides; disaccharide; isocitrate lyase Arctic; marine actinomycete; secondary metabolite; benzoxazine; C-1027; fijiolides; disaccharide; isocitrate lyase
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Moon, K.; Ahn, C.-H.; Shin, Y.; Won, T.H.; Ko, K.; Lee, S.K.; Oh, K.-B.; Shin, J.; Nam, S.-I.; Oh, D.-C. New Benzoxazine Secondary Metabolites from an Arctic Actinomycete. Mar. Drugs 2014, 12, 2526-2538.

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