Synthesis and Structure of Novel 1-Aryl-4,4,4-trichloro-1,3-butanediones

From the oligotrophic culture of a soft coral-associated actinomycetes strain, Streptomyces sp. OUCMDZ-1703, we isolated and identified two new chlorinated polyketides that we named strepchloritides A and B (1 and 2), three thiazole derivatives known as watasemycin A (3), pulicatin G (4) and aerugine (5), along with pyrrole-2-carboxamide, furan-2-carboxamide and 1-(3,5-dihydroxyphenyl)ethanone. The new structures of 1 and 2 were determined by spectroscopic studies such as 1D-and 2D-NMR and MS analyses, while the known compounds were identified by comparison of the NMR data with those in literatures. The results showed that actinomycete strain OUCMDZ-1703 could use the relative high ratio of chlorine in the oligotrophic medium to synthesize chlorinated natural products. New compounds 1 and 2 displayed cytotoxicity against the MCF-7 cells with IC 50 values of 9.9 and 20.2 μmol•L -1 , respectively. Thiazole derivatives 3 and 5 were first found to be active against three clinical strains of methicillin-resistant Staphylococcus aureus (MRSA082, MRSA111 and MRSA234) with the same MIC/MBC values of 7.81/7.81 μg•mL −1 .

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Antinociceptive And Antimicrobial Activity of 1-Substituted 4,4,4-Trichlorobutane-1,3-Diones

Lisovenko

Chemadurov

Balandina

et al. 2017

Pharm Chem J

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Synthesis and Structure of Novel 1-Aryl-4,4,4-trichloro-1,3-butanediones

Cited by 6 publications

References 26 publications

ChemInform Abstract: Synthesis and Structure of Novel 1‐Aryl‐4,4,4‐trichloro‐1,3‐butanediones.

ChemInform Abstract: Synthesis and Structure of Novel 1‐Aryl‐4,4,4‐trichloro‐1,3‐butanediones.

Antibiotic Metabolites from the Coral‐Associated Actinomycete Streptomyces sp. OUCMDZ‐1703

Antinociceptive And Antimicrobial Activity of 1-Substituted 4,4,4-Trichlorobutane-1,3-Diones

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