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

New Benzoxazine Secondary Metabolites from an Arctic Actinomycete

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Received: 12 March 2014; in revised form: 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.
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
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

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.

AMA Style

Moon K, Ahn C-H, Shin Y, Won TH, Ko K, Lee SK, Oh K-B, Shin J, Nam S-I, Oh D-C. New Benzoxazine Secondary Metabolites from an Arctic Actinomycete. Marine Drugs. 2014; 12(5):2526-2538.

Chicago/Turabian Style

Moon, Kyuho; Ahn, Chan-Hong; Shin, Yoonho; Won, Tae H.; Ko, Keebeom; Lee, Sang K.; Oh, Ki-Bong; Shin, Jongheon; Nam, Seung-Il; Oh, Dong-Chan. 2014. "New Benzoxazine Secondary Metabolites from an Arctic Actinomycete." Mar. Drugs 12, no. 5: 2526-2538.


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