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J Nat Prod. 2018 Apr 27;81(4):934-941. doi: 10.1021/acs.jnatprod.7b01053. Epub 2018 Mar 8.

Isochromophilones A-F, Cytotoxic Chloroazaphilones from the Marine Mangrove Endophytic Fungus Diaporthe sp. SCSIO 41011.

Luo X1,2, Lin X1, Tao H3, Wang J1, Li J1,3, Yang B1, Zhou X1, Liu Y1,2.

Author information

1
CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica , South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou 510301 , People's Republic of China.
2
University of Chinese Academy of Sciences , Beijing 100049 , People's Republic of China.
3
School of Traditional Chinese Medicine , Southern Medical University , Guangzhou 510515 , People's Republic of China.

Abstract

Six new highly oxygenated chloroazaphilone derivatives, isochromophilones A-F (1-6), were obtained from the mangrove-derived fungus Diaporthe sp. SCSIO 41011, together with six known analogues (7-12). The structures of 1-6 including absolute configurations were determined by detailed NMR, MS spectroscopic analyses, and electronic circular dichroism spectra. Compounds 1 and 2 represent the first reported azaphilones lacking a carbonyl group at C-6. Compound 8 exhibited cytotoxic activities against three renal carcinoma cell lines, ACHN, OS-RC-2, and 786-O cells, with IC50 values ranging from 3.0 to 4.4 μM, and 4 showed activity against 786-O cells with an IC50 of 8.9 μM. Further studies indicated that 4 induced apoptosis in 786-O cells in a dose- and time-dependent manner.

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