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New cytotoxic tricycloalternarenes from fungus Alternaria brassicicola
Affiliation:1. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People’s Republic of China;2. Tongji Hospital, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People’s Republic of China;1. Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China;2. University of Chinese Academy of Sciences, Beijing 100039, China;1. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China;2. Department of Pharmacy, Tongji Hospital, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China;1. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People''s Republic of China;2. Tongji Hospital, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People''s Republic of China;3. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, People''s Republic of China;4. Department of Pharmacy, The Central Hospital of Wuhan Affiliated to Tongji Medical College, Huazhong University of Science and Technology, Wuhan, People''s Republic of China;1. School of Pharmacy, Anhui University of Chinese Medicine, Anhui Key Laboratory of Modern Chinese Materia Medica, Hefei 230012, China;2. Synergetic Innovation Center of Anhui Authentic Chinese Medicine Quality Improvement, Hefei 230012, China;3. School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, China;4. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;5. University of Chinese Academy of Sciences, Beijing 100049, China
Abstract:Seven previously undescribed metabolites, designated as tricycloalternarenes Q–W (17), were isolated and identified from the fermented rice substrate of fungus Alternaria brassicicola. The planar and absolute structures of all new compounds were determined on the basis of extensive NMR spectroscopic data, a modified Mosher’s method, X-ray crystallographic analysis, and electronic circular dichroism (ECD) spectral analyses. All the isolates were evaluated for in vitro cytotoxicity against five human tumor MM231, MM468, HeLa, SW1990, and SW480 cell lines, and compounds 1, 2, 5, and 7 showed selective cytotoxicity against certain human tumor cell lines with IC50 values ranging from 12.83 to 32.87 μM, with no obvious cytotoxicity to the normal LO2 cell.
Keywords:Tricycloalternarenes  Structural elucidation  Cytotoxicity
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