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Chloctanspirones A and B, novel chlorinated polyketides with an unprecedented skeleton, from marine sediment derived fungus Penicillium terrestre
Authors:Dehai Li  Li ChenTianjiao Zhu  Tibor Kurtán  Attila MándiZhimin Zhao  Jing Li  Qianqun Gu
Institution:a Key Laboratory of Marine Drugs, Chinese Ministry of Education, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, PR China
b School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, PR China
c Institute of Biomedical and Pharmaceutical Technology, Fuzhou University, 2 Xueyuan Road, Fuzhou, Fujian 350002, PR China
d Department of Organic Chemistry, University of Debrecen, POB 20, 4010 Debrecen, Hungary
Abstract:Two novel chlorinated sorbicillinoids named chloctanspirones A (1) and B (2), possessing an unprecedented bicyclo2.2.2]octane-2-spiro cyclohexane skeleton, together with their quasi-precursors terrestrols K (3) and L (4), two additional new chlorinated compounds, were isolated from a marine sediment derived fungus Penicillium terrestre. Their structures including absolute stereochemistries were elucidated by analysis of NMR, MS data, and TDDFT CD calculations. The cytotoxic effects of 1-4 were preliminarily evaluated in HL-60 and A-549 cells. Compound 1 was active against both HL-60 and A-549 cells with IC50s 9.2 and 39.7 μM, respectively, while 2 showed weaker activity only against HL-60 cells (IC50 37.8 μM).
Keywords:Sorbicillinoids  Marine derived fungus  Penicillium terrestre
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