title: New benzoxazine secondary metabolites from an arctic actinomycete.
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 (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 μM, respectively.
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea. wanabkyo@snu.ac.kr.
authors.forename: Kyuho
authors.initials: K
authors.lastname: Moon
authors.affiliation: Department of Agricultural Biotechnology, College of Agriculture and Life Science, Seoul National University, Seoul 151-921, Korea. chanhong@snu.ac.kr.
authors.forename: Chan-Hong
authors.initials: CH
authors.lastname: Ahn
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea. dicafree5@snu.ac.kr.
authors.forename: Yoonho
authors.initials: Y
authors.lastname: Shin
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea. wth123@snu.ac.kr.
authors.forename: Tae Hyung
authors.initials: TH
authors.lastname: Won
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea. gogiup0218@snu.ac.kr.
authors.forename: Keebeom
authors.initials: K
authors.lastname: Ko
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea. sklee61@snu.ac.kr.
authors.forename: Sang Kook
authors.initials: SK
authors.lastname: Lee
authors.affiliation: Department of Agricultural Biotechnology, College of Agriculture and Life Science, Seoul National University, Seoul 151-921, Korea. ohkibong@snu.ac.kr.
authors.forename: Ki-Bong
authors.initials: KB
authors.lastname: Oh
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea. shinj@snu.ac.kr.
authors.forename: Jongheon
authors.initials: J
authors.lastname: Shin
authors.affiliation: Arctic Research Centre, Korea Polar Research Institute, Incheon 406-840, Korea. sinam@kopri.re.kr.
authors.forename: Seung-Il
authors.initials: SI
authors.lastname: Nam
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea. dongchanoh@snu.ac.kr.
authors.forename: Dong-Chan
authors.initials: DC
authors.lastname: Oh
mesh_terms: D000935:Antifungal Agents / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000494:pharmacology; D001110:Arctic Regions; D048588:Benzoxazines / Q000737:chemistry* / Q000378:metabolism* / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects; D045744:Cell Line, Tumor; D049109:Cell Proliferation; D006601:Hexoses / Q000737:chemistry; D006801:Humans; D013302:Streptomyces / Q000737:chemistry*
chemical_list: D000935:Antifungal Agents; D000970:Antineoplastic Agents; D048588:Benzoxazines; D006601:Hexoses