Cytotoxic tetraprenylated alkaloids from the South China Sea gorgonian Euplexaura robusta.
Nine achiral tetraprenylated alkaloids, including three new compounds, named malonganenones I-K (1-3, resp.), together with six known analogs, 4-9, were isolated from the gorgonian Euplexaura robusta collected from Weizhou Island of Guangxi Province, China. The structures of compounds 1-3 were elucidated by extensive spectral analyses, especially of their 1D- and 2D-NMR data. Compounds 1, 4, 6, and 7 showed moderate cytotoxicities against K562 and HeLa tumor cell lines with IC(50) values ranging from 0.35 to 10.82 μM. Compound 6 also showed moderate inhibitory activity against c-Met kinase at a concentration of 10 μM.
Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, PR China.
Jin-Rong
JR
Zhang
Ping-Lin
PL
Li
Xu-Li
XL
Tang
Xin
X
Qi
Guo-Qiang
GQ
Li
D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D002681:China; D004354:Drug Screening Assays, Antitumor; D005559:Formamides / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D006367:HeLa Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009387:Neoprene / Q000737:chemistry*; D009792:Oceans and Seas; D019859:Proto-Oncogene Proteins c-met / Q000037:antagonists & inhibitors / Q000378:metabolism; D011687:Purines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology / Q000633:toxicity
C579050:3,7-dihydro-3-methyl-7-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-6 H-purin-6-one; C579051:3,7-dihydro-3-methyl-7-((2E,6E,10Z)-3,7,11,15-tetramethyl-13-oxohexadeca-2,6,10-trien-1-yl)-6H-purin-6-one; D000470:Alkaloids; D005559:Formamides; C578872:N-((2E,6E,10E)-3,7,11,15-tetramethyl-13-oxohexadeca-2,6,10-trien-1-yl)formamide; D011687:Purines; C016077:prenyl; D009387:Neoprene; D019859:Proto-Oncogene Proteins c-met