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Cordycicadins A–D, Antifeedant Polyketides from the Entomopathogenic Fungus <i>Cordyceps cicadae</i> JXCH1

Xinyang Li, He‐Ping Chen, Lin Zhou, Jing Fan, Takayoshi Awakawa, Takahiro Mori, Richiro Ushimaru, Ikuro Abe, Ji‐Kai Liu

2022Organic Letters17 citationsDOI

Abstract

Cordycicadins A–D (1–4) are four novel polyketides that were isolated from the liquid fermentation of the insect-pathogenic fungus Cordyceps cicadae JXCH1. The structures were determined by a combination of spectroscopic analysis, single-crystal X-ray diffraction, and computational methods. Compounds 1, 3, and 4 harbor an unusual exocyclic enol ether bridge that connects the separated ring systems. Hypothetical biosynthetic pathways for 1–4 were proposed. Cordycicadins A (1) and B (2) showed antifeedant activity against silkworm larvae (Bombyx mori) with EC50 values of 65.4 and 57.0 μg/cm2, respectively.

Topics & Concepts

Bombyx moriFungusEntomopathogenic fungusChemistryStereochemistryPathogenic fungusCordycepsPolyketideRing (chemistry)EtherBotanyBiologyOrganic chemistryBeauveria bassianaBiochemistryBiological pest controlBiosynthesisFood scienceEnzymeGeneFungal Biology and ApplicationsMicrobial Natural Products and BiosynthesisEntomopathogenic Microorganisms in Pest Control
Cordycicadins A–D, Antifeedant Polyketides from the Entomopathogenic Fungus <i>Cordyceps cicadae</i> JXCH1 | Litcius