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 α-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.
actinomycete Saccharothrix espanaensis An 113, angucyclines, diketopiperazines, cyclo-(D-leucyl-trans-4-hydroxy-L-proline), cyclo-(L-leucyl-trans-4-hydroxy-L-proline), cyclo-(L-phenylalanyl-cis-4-hydroxy-D-proline), Anadara broughtoni
NCBI PubMed ID: 20433079Journal NLM ID: 101477873Publisher: Natural Product Communications
Correspondence: Kalinovskaya NI
Institutions: Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, Vladivostok, Russia
Methods: 13C NMR, 1H NMR, NMR-2D, IR, acid hydrolysis, MALDI-TOF MS, biological assays, HPLC, UV, extraction, optical rotation measurement, CC, cell growth, HR-ESI-MS