Volume 11 Issue 3
Asperaculanes A and B, Two Sesquiterpenoids from the Fungus Aspergillus aculeatus
Yu-Qi Gao,Chun-Jun Guo,Qiang Zhang,Wen-Ming Zhou,Clay C. C. Wang andJin-Ming Gao
1Shaanxi Key Laboratory of Natural Products Chemical Biology, College of Science, Northwest A&F University, Yangling 712100, Shaanxi, China
2Department of Pharmacology and Pharmaceutical Sciences, School of Pharmacy, University of Southern California, Los Angeles, CA 90089, USA
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Abstract
Six sesquiterpenoids 1–6, including two new ones, an ent-daucane-type sesquiterpenoid, asperaculane A (1), and a nordaucane one, asperaculane B (2), and four known nordaucane derivatives, aculenes A–D 3–6, together with the known secalonic acid D (7), were isolated from a fermentation culture of the fungus Aspergillus aculeatus. Their structures and absolute configurations were established by analyses of their spectroscopic data, including 1D and 2D-NMR spectra, HR-ESIMS, electronic circular dichroism (ECD) data, and quantum chemical calculations. These metabolites were evaluated for in vitro cytotoxic activity against two cell lines, human cancer cell lines (HeLa) and one normal hamster cell line (CHO).
Keywords:
Aspergillus aculeatus; nordaucane sesquiterpenoids; ent-daucanes; natural products; structure elucidation