Antibacterial Azaphilones from an Endophytic Fungus, Colletotrichum sp. BS4

Journal of Natural Products
Wen-Xuan WangMichael Spiteller

Abstract

Three new compounds, colletotrichones A-C (1-3), and one known compound, chermesinone B (4a), were isolated from an endophytic fungus, Colletotrichum sp. BS4, harbored in the leaves of Buxus sinica, a well-known boxwood plant used in traditional Chinese medicine (TCM). Their structures were determined by extensive spectroscopic analyses including 1D and 2D NMR, HRMS, ECD spectra, UV, and IR, as well as single-crystal X-ray diffraction, and shown to be azaphilones sharing a 3,6a-dimethyl-9-(2-methylbutanoyl)-9H-furo[2,3-h]isochromene-6,8-dione scaffold. Owing to the remarkable antibacterial potency of known azaphilones coupled to the usage of the host plant in TCM, we evaluated the antibacterial efficacy of the isolated compounds against two commonly dispersed environmental strains of Escherichia coli and Bacillus subtilis, as well as against two human pathogenic clinical strains of Staphylococcus aureus and Pseudomonas aeruginosa. Compound 1 exhibited marked antibacterial potencies against the environmental strains that were comparable to the standard antibiotics. Compound 3 was also active against E. coli. Finally, compound 2a exhibited the same efficacy as streptomycin against the clinically relevant bacterium S. aureus. The ...Continue Reading

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Citations

Apr 8, 2017·Natural Product Research·Na ZhengRuiyun Yang
Jul 22, 2017·Organic Letters·Mehdi MakrerougrasXavier Franck
Feb 20, 2018·Applied Microbiology and Biotechnology·Lasse van GeelenRainer Kalscheuer
Jan 24, 2018·Nature Chemistry·Summer A Baker DockreyAlison R H Narayan
Apr 13, 2019·Current Topics in Medicinal Chemistry·Khusbu SinghSanghamitra Pati
May 24, 2020·Journal of Fungi·Chidambaram Kulandaisamy VenilArumugam Veera Ravi
Jul 23, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Zhang-Hua SunWei-Min Zhang
Jun 6, 2018·Frontiers in Pharmacology·Muna Ali Abdalla, Lyndy J McGaw
Feb 9, 2017·Applied Microbiology and Biotechnology·Rabia TanvirAamir Ghafoor Bajwa
Sep 19, 2019·Current Medicinal Chemistry·Elena AncheevaPeter Proksch
Jul 31, 2019·Journal of Natural Products·Marian FrankPeter Proksch
Jul 28, 2019·ACS Catalysis·Attabey Rodríguez BenítezAlison R H Narayan
Dec 3, 2020·The Journal of Organic Chemistry·Wen-Yu ZuPema-Tenzin Puno

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