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ARS Home » Southeast Area » Oxford, Mississippi » Natural Products Utilization Research » Research » Publications at this Location » Publication #378525
Research Project: Biobased Pesticide Discovery and Product Optimization and Enhancement from Medicinal and Aromatic Crops

Location: Natural Products Utilization Research

Title: Sesquiterpene-a-amino acid quaternary ammonium hybrids from Stereum complicatum (Steraceae)

Author
item PERERA, WILMER - Orise Fellow
item Meepagala, Kumudini
item DUKE, STEPHEN - Retired ARS Employee

Submitted to: Biochemical Systematics and Ecology
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 10/10/2020
Publication Date: 10/21/2020
Citation: Perera, W.H., Meepagala, K.M., Duke, S.O. 2020. Sesquiterpene-a-amino acid quaternary ammonium hybrids from Stereum complicatum (Steraceae). Biochemical Systematics and Ecology. 93,104176. https://doi.org/10.1016/j.bse.2020.104176.
DOI: https://doi.org/10.1016/j.bse.2020.104176

Interpretive Summary: In search of agrochemicals we investigate fungi that infect plants and crops. A fungus isolated from turnip leaves was investigated and five compounds were isolated from the medium in which the fungus was grown. Chemical structures were determined. The isolation and structure elucidation of these hybrid compounds is reported herein for the first time for S. complicatum. The phytotoxic, antifungal and antibacterial activities of these compounds were evaluated, but only very weak activity was found.

Technical Abstract: Five sesquiterpene-a-amino acid quaternary ammonium hybrids and the sesquiterpene core with no amino acid moiety linked were isolated from the n-butanol partition of the Stereum complicatum fungal culture grown on potato dextrose broth. Chemical structures were unambiguously elucidated by high resolution electrospray ionization mass spectrometry (HR-ESI-MS) in positive ion mode, and NMR experiments, and identified as: sterostrein Q, stereumamides A - E . The isolation and structure elucidation of these hybrid compounds is reported herein for the first time for S. complicatum. The phytotoxic, antifungal and antibacterial activities of these compounds were evaluated, but no significant activity was found. The HR-ESI-MS fragmentation pattern of the sesquiterpene-a-amino acid quaternary ammonium hybrid metabolites and its chemotaxonomic implication are discussed.