Pinofuranoxins A and B, Bioactive Trisubstituted Furanones Produced by the Invasive Pathogen Diplodia sapinea
Author(s) -
Marco Masi,
Roberta Di Lecce,
Giulia Marsico,
Benedetto Teodoro Linaldeddu,
Lucia Maddau,
Stefano Superchi,
Antonio Evidente
Publication year - 2021
Publication title -
journal of natural products
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.976
H-Index - 139
eISSN - 1520-6025
pISSN - 0163-3864
DOI - 10.1021/acs.jnatprod.1c00365
Subject(s) - circular dichroism , biology , botany , phaseolus , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , artemia salina , absolute configuration , hedera helix , chemistry , biochemistry , organic chemistry , toxicity
Two new bioactive trisubstituted furanones, named pinofuranoxins A and B ( 1 and 2 ), were isolated from Diplodia sapinea , a worldwide conifer pathogen causing severe disease. Pinofuranoxins A and B were characterized essentially by NMR and HRESIMS spectra, and their relative and absolute configurations were assigned by NOESY experiments and computational analyses of electronic circular dichroism spectra. They induced necrotic lesions on Hedera helix L., Phaseolus vulgaris L., and Quercus ilex L. Compound 1 completely inhibited the growth of Athelia rolfsii and Phytophthora cambivora , while 2 showed antioomycetes activity against P. cambivora . In the Artemia salina assay both toxins showed activity inducing larval mortality.
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