New angucyclines and antimicrobial diketopiperazines from the marine mollusk-derived actinomycete Saccharothrix espanaensis An 113.
Two new angucyclines, saccharothrixmicines A (2) and B (3), together with three known diketopiperazines 4-6 were isolated from the actinomycete Saccharothrix espanaensis An 113 associated with the marine mollusk Anadara broughtoni. Their structures were determined by HRESI-MS and 1D and 2D NMR. Compounds 2 and 3 differ in aglycone and glycosidic bond type. 2 is an alpha-L-6-deoxyaltrose-phenylglycoside of a benz[a]anthraquinone aglycone, while 3 is an O-glycoside of the same sugar linked to C-7 of the known angucyclinone (1). A saccharothrixmicine-containing fraction exhibited activity towards Candida albicans and Xanthomonas sp. pv. badrii whereas the diketopiperazines showed antibiotic activities against Vibrio alginolyticus and Vibrio parahaemolyticus.
Kalinovskaya
Nataliya I
NI
Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, Vladivostok, Russian Federation. schuka@piboc.dvo.ru
Kalinovsky
Anatoly I
AI
Romanenko
Lyudmila A
LA
Dmitrenok
Pavel S
PS
Kuznetsova
Tatyana A
TA
D039903:Actinobacteria / Q000737:chemistry*; D000818:Animals; D000880:Anthraquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D054659:Diketopiperazines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D008974:Mollusca / Q000382:microbiology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D009904:Optical Rotation; D021241:Spectrometry, Mass, Electrospray Ionization; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D000880:Anthraquinones; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D054659:Diketopiperazines