2014
DOI: 10.3390/md12052526
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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… Show more

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Cited by 38 publications
(31 citation statements)
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“…For example, the Streptomyces sp. ART5 strain, isolated from Eastern Siberia sediments, shows inhibitory activity against Candida albicans (Moon et al ., ). A significant finding is that of Augustine and colleagues () who identified three species of Arctic Actinomycetes, two Streptomyces species and one Nocardiopsis species, isolated from sediments in Svalbard, with the potential to inhibit Vibrio cholerae biofilms.…”
Section: Importance Of Understanding Arctic Microbial Biogeographymentioning
confidence: 97%
“…For example, the Streptomyces sp. ART5 strain, isolated from Eastern Siberia sediments, shows inhibitory activity against Candida albicans (Moon et al ., ). A significant finding is that of Augustine and colleagues () who identified three species of Arctic Actinomycetes, two Streptomyces species and one Nocardiopsis species, isolated from sediments in Svalbard, with the potential to inhibit Vibrio cholerae biofilms.…”
Section: Importance Of Understanding Arctic Microbial Biogeographymentioning
confidence: 97%
“…The new benzoxazine glycosides, arcticoside ( 64 ) and C‐1027 chromophore‐V ( 65 ) derived from an Arctic marine Streptomyces strain showed inhibitory activity against Candida albicans isocitrate lyase and breast and colorectal carcinoma cells. Additionally, C‐1027 chromophore‐III ( 66 ) and fijiolides A and B ( 67 , 68 ) were isolated from the same strain (Moon et al ). An Arctic freshwater‐derived bacterium, Pseudomonas fluorescens BD5 produced unusual cyclic lipopeptide biosurfactants, namely pseudofactin I and II ( 69 , 70 ), the structure of which is unique as a palmitic acid is connected to a terminal peptide moiety of eighth amino acids.…”
Section: Permafrost Soilsmentioning
confidence: 99%
“…Compounds 30 and 31 inhibited Candida albicans isocitrate lyase, an enzyme that plays an important role in the pathogenicity of C. albicans. Furthermore, 31 exhibited significant cytotoxicity against breast carcinoma MDA-MB231 cells and colorectal carcinoma HCT-116 cells, with IC 50 values of 0.9 and 2.7 μM, respectively [27]. …”
Section: Microorganismsmentioning
confidence: 99%