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Molecules 2018, 23(6), 1291; https://doi.org/10.3390/molecules23061291

Aspergoterpenins A–D: Four New Antimicrobial Bisabolane Sesquiterpenoid Derivatives from an Endophytic Fungus Aspergillus versicolor

1
Hubei Key Laboratory of Natural Product Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, China
2
Hubei Engineering Research Center for Three Gorges Regional Plant Breeding, China Three Gorges University, Yichang 443002, China
3
College of Pharmaceutical Sciences, Key Laboratory of Pharmaceutical Quality Control of Hebei Province, Key Laboratory of Medicinal Chemistry and Molecular Diagnostics of Education Ministry of China, Hebei University, Baoding 071002, China
4
Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, Germany
*
Authors to whom correspondence should be addressed.
Received: 29 April 2018 / Revised: 18 May 2018 / Accepted: 22 May 2018 / Published: 28 May 2018
(This article belongs to the Collection Bioactive Compounds)
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Abstract

Aspergoterpenins A–D (14), four new bisabolane sesquiterpenoid derivatives, were obtained from the endophytic fungus, Aspergillus versicolor, together with eight known compounds (512), and their structures were elucidated by a comprehensive analysis of their NMR (Nuclear Magnetic Resonance), MS (Mass Spectrum) and CD (Circular Dichroism) spectra. Aspergoterpenin A (1) was the first example with a characteristic ketal bridged-ring part in the degraded natural bisabolane-type sesquiterpene structures. The compounds 112 displayed no significant activities against four cancer cell lines (A549, Caski, HepG2 and MCF-7). Further, the antimicrobial activities to Erwinia carotovora sub sp. Carotovora were evaluated, and the results showed that compounds 112 displayed antimicrobial activities with MIC values ranging from 15.2 to 85.2 μg/mL. View Full-Text
Keywords: bisabolanese squiterpenoid; endophytic fungus; Aspergillus versicolor; structural elucidation; antimicrobial activities bisabolanese squiterpenoid; endophytic fungus; Aspergillus versicolor; structural elucidation; antimicrobial activities
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Guo, Z.-Y.; Tan, M.-H.; Liu, C.-X.; Lv, M.-M.; Deng, Z.-S.; Cao, F.; Zou, K.; Proksch, P. Aspergoterpenins A–D: Four New Antimicrobial Bisabolane Sesquiterpenoid Derivatives from an Endophytic Fungus Aspergillus versicolor. Molecules 2018, 23, 1291.

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