Identification and Biological Evaluation of Secondary Metabolites from the Endolichenic Fungus Aspergillus versicolor |
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Authors: | Xiao‐Bin Li Yan‐Hui Zhou Rong‐Xiu Zhu Wen‐Qiang Chang Hui‐Qing Yuan Wei Gao Lu‐Lu Zhang Zun‐Tian Zhao Hong‐Xiang Lou |
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Affiliation: | 1. Department of Natural Products Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Science, Shandong University, No.?44 West Wenhua Road, Jinan 250012, P.?R. China (phone: +86‐531‐88382012;2. fax: +86‐531‐88382019);3. School of Chemistry and Chemical Engineering, Shandong University, No.?27 Shanda Nanlu, Jinan 250100, P.?R. China;4. Department of Biochemistry and Molecular Biology, School of Medicine, Shandong University, No.?44 West Wenhua Road, Jinan 250012, P.?R. China;5. College of Life Sciences, Shandong Normal University, No.?88 East Wenhua Road, Jinan 250014, P.?R. China |
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Abstract: | A chemical investigation of the endolichenic fungus Aspergillus versicolor (125a), which was found in the lichen Lobaria quercizans, resulted in the isolation of four novel diphenyl ethers, named diorcinols F–H ( 1 – 3 , resp.) and 3‐methoxyviolaceol‐II ( 4 ), eight new bisabolane sesquiterpenoids, named (?)‐(R)‐cyclo‐hydroxysydonic acid ( 5 ), (?)‐(7S,8R)‐8‐hydroxysydowic acid ( 6 ), (?)‐(7R,10S)‐10‐hydroxysydowic acid ( 7 ), (?)‐(7R,10R)‐iso‐10‐hydroxysydowic acid ( 8 ), (?)‐12‐acetoxy‐1‐deoxysydonic acid ( 9 ), (?)‐12‐acetoxysydonic acid ( 10 ), (?)‐12‐hydroxysydonic acid ( 11 ), and (?)‐(R)‐11‐dehydrosydonic acid ( 12 ), two new tris(pyrogallol ethers), named sydowiols D ( 13 ) and E ( 14 ), and fifteen known compounds, 15 – 29 . All of the structures were determined by spectroscopic analyses, and a number of them were further identified through chemical transformations and electronic circular dichroism (ECD) calculations. Preliminary bioassays of these isolates for the determination of their inhibitory activities against the fungus Candida albicans, and their cytotoxicities against the human cancer cell lines PC3, A549, A2780, MDA‐MB‐231, and HEPG2 were also evaluated. |
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Keywords: | Aspergillus versicolor Endolichenic fungus Fungi Sesquiterpenoids Bisabolane sesquiterpenoid Cytotoxic activity Antifungal activity |
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