Wortmannin and Wortmannine Analogues from an Undescribed Niesslia sp

Nicole M Dischler; Lijian Xu; Yan Li; Connie B Nichols; J. Andrew Alspaugh; Gerald F Bills; James B Gloer

doi:10.1021/acs.jnatprod.8b00923

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Wortmannin and Wortmannine Analogues from an Undescribed Niesslia sp

Journal article

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Wortmannin and Wortmannine Analogues from an Undescribed Niesslia sp

Nicole M Dischler, Lijian Xu, Yan Li, Connie B Nichols, J. Andrew Alspaugh, Gerald F Bills and James B Gloer

Journal of natural products (Washington, D.C.), Vol.82(3), pp.532-538

2019

DOI: 10.1021/acs.jnatprod.8b00923

PMID: 30844268

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https://www.ncbi.nlm.nih.gov/pmc/articles/6818414View

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Abstract

In the course of our studies of coprophilous fungi as sources of antifungal agents, a strain of an undescribed species in the genus Niesslia (TTI-0426) was isolated from horse dung collected in Texas. An extract from fermentation cultures of this strain afforded two new antifungal wortmannin derivatives, wortmannins C and D (1 and 2), as well as four additional new related compounds, wortmannines B1-B4 (3-6), containing an unusual ring system. The structures of these metabolites were established mainly by analysis of HRESIMS and 2D NMR data. Relative configurations were assigned using NOESY data, and the structure assignments were supported by NMR comparison with similar compounds. Wortmannins C and D showed activity against Cryptococcus neoformans and Candida albicans in disk assays, but low MIC potency observed for 1 was suggested to be due in part to efflux processes on the basis of assay results for a Schizosaccharomyces pombe efflux mutant in comparison to wild-type.

Details

Title: Subtitle: Wortmannin and Wortmannine Analogues from an Undescribed Niesslia sp
Creators: Nicole M Dischler
Lijian Xu
Yan Li
Connie B Nichols
J. Andrew Alspaugh
Gerald F Bills
James B Gloer
Resource Type: Journal article
Publication Details: Journal of natural products (Washington, D.C.), Vol.82(3), pp.532-538
DOI: 10.1021/acs.jnatprod.8b00923
PMID: 30844268
NLM abbreviation: J Nat Prod
ISSN: 0163-3864
eISSN: 1520-6025
Grant note: DOI: 10.13039//dx.doi.org/10.13039/100000057, name: National Institute of General Medical Sciences, award: R01 GM121458; DOI: 10.13039//dx.doi.org/10.13039/100000165, name: Division of Chemistry, award: CHE-0946779; DOI: 10.13039//dx.doi.org/10.13039/100000097, name: National Center for Research Resources, award: S10 RR025500; DOI: 10.13039/501100001809, name: National Natural Science Foundation of China, award: 31870528; name: Kay and Ben Fortson Endowment; DOI: 10.13039/501100004543, name: Chinese Scholarship Council
Language: English
Date published: 2019
Academic Unit: Chemistry
Record Identifier: 9983985862602771

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