title: New Monomeric Stilbenoids from Peanut (Arachis hypogaea) Seeds Challenged by an Aspergillus flavus Strain.
abstract: Two new stilbene derivatives have been isolated from peanut seeds challenged by an Aspergillus flavus strain, along with chiricanine B, which has not been previously reported from peanuts, as well as a stilbenoid reported previously only as a synthetic product. The structures of these new putative phytoalexins were determined by analysis of (1)H and (13)C NMR, HRESIMS, MS(n), and UV data. The new stilbenoids were named arahypin-13 (21), arahypin-14 (22), and arahypin-15 (23). Together with other known bioactive peanut stilbenoids that were also produced in the challenged seeds, these new compounds may play a defensive role against invasive fungi.
authors.affiliation: National Peanut Research Laboratory, Agricultural Research Service, U.S. Department of Agriculture , P.O. Box 509, Dawson, Georgia 39842, United States.
authors.forename: Victor S
authors.initials: VS
authors.lastname: Sobolev
authors.affiliation: Department of Chemistry, University of Iowa , 230 North Madison Street, Iowa City, Iowa 52242, United States.
authors.forename: Nicole M
authors.initials: NM
authors.lastname: Krausert
authors.affiliation: Department of Chemistry, University of Iowa , 230 North Madison Street, Iowa City, Iowa 52242, United States.
authors.forename: James B
authors.initials: JB
authors.lastname: Gloer
mesh_terms: D010367:Arachis / Q000737:chemistry / Q000276:immunology / Q000382:microbiology*; D015394:Molecular Structure; D012639:Seeds / Q000737:chemistry / Q000276:immunology* / Q000382:microbiology; D012717:Sesquiterpenes / Q000737:chemistry* / Q000276:immunology*; D013267:Stilbenes / Q000737:chemistry* / Q000276:immunology*; D000094162:Phytoalexins
chemical_list: D012717:Sesquiterpenes; D013267:Stilbenes; D000094162:Phytoalexins
keywords: Arachis hypogaea; HPLC-MS; NMR; aflatoxin; arahypin; groundnuts; peanuts; prenylated stilbenes; stilbenes; stilbenoids; structure elucidation