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Pigmentosins from Gibellula sp. As antibiofilm agents and a new glycosylated asperfuran from Cordyceps javanica
Helaly, Soleiman E. Helaly, S. Kuephadungphan, Wilawan Phainuphong, Patima Ibrahim, Mahmoud A.A. Tasanathai, Kanoksri Mongkolsamrit, Suchada Luangsa-Ard, Janet Jennifer Phongpaichit, Souwalak Rukachaisirikul, Vatcharin
Helaly, Soleiman E.
Helaly, S.
Kuephadungphan, Wilawan
Phainuphong, Patima
Ibrahim, Mahmoud A.A.
Tasanathai, Kanoksri
Mongkolsamrit, Suchada
Luangsa-Ard, Janet Jennifer
Phongpaichit, Souwalak
Rukachaisirikul, Vatcharin
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2019-12-16
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n 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.
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Beilstein J Org Chem. 2019 Dec 16;15:2968-2981. doi: 10.3762/bjoc.15.293. eCollection 2019.
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Attribution-NonCommercial-ShareAlike 4.0 International