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Stephaochratidin A, a Rare Stephacidin-Asperochratide Hybrid with Ferroptosis Inhibitory Activity from the Deep-Sea-Derived <i>Aspergillus ochraceus</i>

Zheng‐Biao Zou, Yan Li, Yuan Wang, Chun-Lan Xie, Zeqing Li, Shan‐Shan Nie, You Li, Si-Yu Fang, Tian‐Hua Zhong, Lisheng Li, Xian‐Wen Yang

2024Organic Letters19 citationsDOI

Abstract

One rare stephacidin-asperochratide hybrid, stephaochratidin A ( 1 ), was isolated from the deep-sea-derived Aspergillus ochraceus MCCC 3A00521. The relative structure of 1 was determined by comprehensive analyses of its 1D and 2D NMR data as well as HRESIMS data. And the absolute configuration was unambiguously assigned by ECD calculations and the X-ray single-crystal diffraction analysis. Plausible biosynthetic pathway of 1 was proposed. Stephaochratidin A ( 1 ) exhibited significant ferroptosis inhibitory activity with the EC 50 value of 15.4 μM by downregulating HMOX-1 expression and lipid peroxidation.

Topics & Concepts

Aspergillus ochraceusChemistryInhibitory postsynaptic potentialAspergillusMinimum inhibitory concentrationMicrobiologyStereochemistryBiochemistryFood scienceMycotoxinBiologyAntibioticsOchratoxin ANeuroscienceMicrobial Natural Products and BiosynthesisMarine Sponges and Natural ProductsFungal Biology and Applications
Stephaochratidin A, a Rare Stephacidin-Asperochratide Hybrid with Ferroptosis Inhibitory Activity from the Deep-Sea-Derived <i>Aspergillus ochraceus</i> | Litcius