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Four New Chromones from the Endophytic Fungus Phomopsis asparagi DHS-48 Isolated from the Chinese Mangrove Plant Rhizophora mangle

Chengwen Wei, Chunxiao Sun, Zhao Feng, Xuexia Zhang, Jing Xu

2021Marine Drugs20 citationsDOIOpen Access PDF

Abstract

Four new chromones, phomochromenones D–G (1–4), along with four known analogues, diaporchromone A (5), diaporchromanone C (6), diaporchromanone D (7), and phomochromenone C (8), were isolated from the culture of Phomopsis asparagi DHS-48 from Chinese mangrove Rhizophora mangle. Their structures were elucidated on the basis of comprehensive spectroscopic analysis. The absolute configurations of 1 and 4 were assigned on the basis of experimental and calculated electronic circular dichroism (ECD) data, and those of enantiomers 2 and 3 were determined by a modified Mosher’s method and basic hydrolysis. To the best of our knowledge, phomochromenones D–F (1–4) possessing a 3-substituted-chroman-4-one skeleton are rarely found in natural sources. Diaporchromone A (5) showed moderate to weak immunosuppressive activity against T and/or B lymphocyte cells with IC50 of 34 μM and 117 μM.

Topics & Concepts

MangroveRhizophora mucronataRhizophora manglePhomopsisAerial rootStereochemistryBotanyCircular dichroismBiologyAbsolute configurationChemistryEcologyMicrobial Natural Products and BiosynthesisMarine Sponges and Natural ProductsBioactive Compounds and Antitumor Agents