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New Antifungal Metabolites from the Mariana Trench Sediment-Associated Actinomycete Streptomyces sp. SY1965.


ABSTRACT: New streptothiazolidine A (1), streptodiketopiperazines A (2) and B (3), and (S)-1-(3-ethylphenyl)-1,2-ethanediol (4), together with eight known compounds (5-12), were isolated from the Mariana Trench sediment-associated actinomycete Streptomyces sp. SY1965. The racemic mixtures of (±)-streptodiketopiperazine (2 and 3) and (±)-1-(3-ethylphenyl)-1,2-ethanediol (4 and 5) were separated on a chiral high-performance liquid chromatography (HPLC) column. Structures of the new compounds were elucidated by their high-resolution electrospray ionization mass spectroscopy (HRESIMS) data and extensive nuclear magnetic resonance (NMR) spectroscopic analyses. Streptothiazolidine A is a novel salicylamide analogue with a unique thiazolidine-contained side chain and its absolute configuration was established by a combination of nuclear Overhauser effect spectroscopy (NOESY) experiment, electronic circular dichroism (ECD) and 13C NMR calculations. New streptothiazolidine A (1) and streptodiketopiperazines A (2) and B (3) showed antifungal activity against Candida albicans with MIC values of 47, 42, and 42 g/mL, respectively.

SUBMITTER: Yi W 

PROVIDER: S-EPMC7459909 | biostudies-literature | 2020 Jul

REPOSITORIES: biostudies-literature

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New Antifungal Metabolites from the Mariana Trench Sediment-Associated Actinomycete <i>Streptomyces</i> sp. SY1965.

Yi Wenwen W   Qin Le L   Lian Xiao-Yuan XY   Zhang Zhizhen Z  

Marine drugs 20200724 8


New streptothiazolidine A (<b>1</b>), streptodiketopiperazines A (<b>2</b>) and B (<b>3</b>), and (<i>S</i>)-1-(3-ethylphenyl)-1,2-ethanediol (<b>4</b>), together with eight known compounds (<b>5</b>-<b>12</b>), were isolated from the Mariana Trench sediment-associated actinomycete <i>Streptomyces</i> sp. SY1965. The racemic mixtures of (±)-streptodiketopiperazine (<b>2</b> and <b>3</b>) and (±)-1-(3-ethylphenyl)-1,2-ethanediol (<b>4</b> and <b>5</b>) were separated on a chiral high-performance  ...[more]

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