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Pigmentosins from Gibellula sp. As antibiofilm agents and a new glycosylated asperfuran from Cordyceps javanica
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Metadata
Document Title
Pigmentosins from Gibellula sp. As antibiofilm agents and a new glycosylated asperfuran from Cordyceps javanica
Author
Helaly S.E.,Kuephadungphan W.,Phainuphong P.,Ibrahim M.A.A.,Tasanathai K.,Mongkolsamrit S.,Luangsa-Ard J.J.,Phongpaichit S.,Rukachaisirikul V.,Stadler M.
Name from Authors Collection
Scopus Author ID
35604975600
Affiliations
Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstraße 7, Braunschweig, 38124, Germany; Department of Chemistry, Faculty of Science, Aswan University, Aswan, 81528, Egypt; Department of Microbiology, Faculty of Science, Prince of Songkla University, Songkhla, 90112, Thailand; Faculty of Science and Technology, Prince of Naradhiwas University, Khokkhian, Mueang, Narathiwat, 96000, Thailand; Computational Chemistry Laboratory, Chemistry Department, Faculty of Science, Minia University61519, Egypt; National Centre for Genetic Engineering and Biotechnology (BIOTEC), NSTDA, 113 Thailand Science Park, Phahonyothin Road, Klong Nueng, Klong Luang, Pathum Thani, 12120, Thailand; Department of Chemistry, Faculty of Science, Prince of Songkla University, Songkhla, 90112, Thailand
Type
Article
Source Title
Beilstein Journal of Organic Chemistry
ISSN
18605397
Year
2019
Volume
15
Page
2968-2981
Open Access
All Open Access, Gold, Green
Publisher
Beilstein-Institut Zur Forderung der Chemischen Wissenschaften
DOI
10.3762/bjoc.15.293
Abstract
In the course of our exploration of the Thai invertebrate-pathogenic fungi for biologically active metabolites, pigmentosin A (1) and a new bis(naphtho-α-pyrone) derivative, pigmentosin B (2), were isolated from the spider-associated fungus Gibellula sp. Furthermore, a new glycosylated asperfuran 3, together with one new (6) and two known (4 and 5) cyclodepsipeptides, was isolated from Cordyceps javanica. The pigmentosins 1 and 2 showed to be active against biofilm formation of Staphylococcus aureus DSM1104. The lack of toxicity toward the studied microorganism and cell lines of pigmentosin B (2), as well as the antimicrobial effect of pigmentosin A (1), made them good candidates for further development for use in combination therapy of infections involving biofilm-forming S. aureus. The structure elucidation and determination of the absolute configuration were accomplished using a combination of spectroscopy, including 1D and 2D NMR, HRMS, Mosher ester analysis, and comparison of calculated/experimental ECD spectra. A chemotaxonomic investigation of the secondary metabolite profiles using analytical HPLC coupled with diode array detection and mass spectrometry (HPLC–DAD–MS) revealed that the production of pigmentosin B (2) was apparently specific for Gibellula sp., while the glycoasperfuran 3 was specific for C. javanica. © 2019 Helaly et al.
Industrial Classification
Knowledge Taxonomy Level 1
Knowledge Taxonomy Level 2
Knowledge Taxonomy Level 3
License
CC BY
Rights
Author
Publication Source
Scopus