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Antibacterial <i>p</i>-Terphenyl with a Rare 2,2′-Bithiazole Substructure and Related Compounds Isolated from the Marine-Derived Actinomycete <i>Nocardiopsis</i> sp. HDN154086

Yimin Chang, Qian Che, Li Xing, Chuanteng Ma, Yaxin Han, Tianjiao Zhu, Blaine A. Pfeifer, Jixing Peng, Guojian Zhang, Dehai Li

2021Journal of Natural Products19 citationsDOI

Abstract

Assisted by MS/MS-based molecular networking and X-ray diffraction analysis, five new p-terphenyl derivatives, namely, nocarterphenyls D–H (1–5), were obtained and characterized from the cultures of the marine sediment-derived actinomycete Nocardiopsis sp. HDN154086. The skeleton of nocarterphenyl D (1) was defined to possess a rare 2,2′-bithiazole scaffold, naturally occurring for the first time, and nocarterphenyls E–H (2–5) are p-terphenylquinones with unusual thioether linked fatty acid methyl ester substitutions. Compound 1 showed promising activity against multiple bacteria with MIC values ranging from 1.5 to 6.2 μM, and 2 exhibited notable antibacterial activity against MRSA which surpassed the positive control ciprofloxacin.

Topics & Concepts

TerphenylSubstructureAntibacterial activityAntibacterial agentStereochemistryBiologyBotanyMicrobiologyChemistryBacteriaAntibioticsOrganic chemistryGeneticsEngineeringStructural engineeringMicrobial Natural Products and BiosynthesisCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions
Antibacterial <i>p</i>-Terphenyl with a Rare 2,2′-Bithiazole Substructure and Related Compounds Isolated from the Marine-Derived Actinomycete <i>Nocardiopsis</i> sp. HDN154086 | Litcius