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Cytosporones W and X: Two Mutually Converting Epimers from a Mangrove Endophytic Fungus <i>Diaporthe</i> sp. ZJHJYZ-1

Yihao Yin, Wencong Yang, Tao Chen, Qi Tan, Ge Zou, Zhenming Zang, Jie-Hui Li, Bo Wang, Zhigang She

2023ACS Omega17 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide Two new octaketides, cytosporones W ( 1 ) and X ( 2 ), along with eight known cytosporone derivatives [(±)- 3–9 ], were isolated from mangrove endophytic fungus Diaporthe sp. ZJHJYZ-1. Compounds 1 and 2 were a pair of epimers, whose configuration of C-1 could mutually convert, causing racemization of the lactone ring. The planar structures of compounds were elucidated through detailed 1D, 2D NMR, and HR-ESI-MS analysis. ECD spectra comparison and modified Mosher ester method were applied to determine the absolute configuration of 1 and 2 . In bioassays, (±)- 3 exhibited promising inhibitory activities against Bacillus subtilis, Pseudomonas aeruginosa, and Penicillium italicum with MIC, respectively, for 12.5, 12.5, and 3.13 μM.

Topics & Concepts

EpimerMangroveStereochemistryBacillus subtilisPlant use of endophytic fungi in defenseAbsolute configurationFungusRacemizationBotanyChemistryBiologyBacteriaGeneticsEcologyMicrobial Natural Products and BiosynthesisMarine Sponges and Natural ProductsFungal Biology and Applications
Cytosporones W and X: Two Mutually Converting Epimers from a Mangrove Endophytic Fungus <i>Diaporthe</i> sp. ZJHJYZ-1 | Litcius