Journal
JOURNAL OF NATURAL PRODUCTS
Volume 81, Issue 5, Pages 1148-1153Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.7b00663
Keywords
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Funding
- National Natural Science Foundation of China [81503218]
- Program for Changjiang Scholars and Innovative Research Team in University [IRT_15R63]
- Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
- Youth Fund Project of Basic Research Program of Jiangsu Province (Natural Science Foundation) [BK20130651]
- Fundamental Research Funds for the Central Universities [2016ZZD010]
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Peyronellones A and B (1 and 2), a pair of rare tetracyclic caged adducts of azaphilone with pyruvic acid, along with four new analogues (3-6), were isolated from solid cultures of the endophytic fungus Peyronellaea glomerata. Their structures were elucidated through spectroscopic analysis, and their absolute configurations were unambiguously determined by a combination of single-crystal X-ray crystallography, Rh-2(OCOCFCF3)(4)-induced ECD experiments, ECD calculations, and modified Mosher methods. Compound 2 (5 mu M) was found to have a significant hypoxia-protective effect that improved the survival rate of hypoxia/reoxygenation-treated human umbilical vein endothelial cells from 35% to 70%, which was equal to the potency of the positive control, verapamil. Flow cytometry analysis suggested 2 could inhibit H/R-induced late-stage apoptosis of this cell line.
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