Selectively cytotoxic diterpenes from Euphorbia poisonii.
Bioactivity-guided fractionation of the latex of Euphorbia poisonii Pax. (Euphorbiaceae) led to the isolation and characterization of a new tigliane diterpene, 12-deoxyphorbol 13-(9,10-methylene)undecanoate (3), together with five known diterpenes (1,2,4-6). When evaluated for cytotoxicity in a panel of six human solid tumor cell lines, the diterpene esters, 1-3, 5, and 6, were selectively cytotoxic for the human kidney carcinoma (A-498) cell line with potencies for 2 and 3 exceeding that of adriamycin by ten thousand times. Details of the isolations, structural analyses, and cytotoxic activities are described.
Fatope
M O
MO
Department of Medicinal Chemistry and Pharmacognosy, School of Pharmacy and Pharmacal Sciences, Purdue University, West Lafayette, Indiana 49707, USA.
Zeng
L
L
Ohayaga
J E
JE
Shi
G
G
McLaughlin
J L
JL
D000230:Adenocarcinoma; D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000633:toxicity*; D001156:Artemia; D001943:Breast Neoplasms; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D003110:Colonic Neoplasms; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000633:toxicity*; D004317:Doxorubicin / Q000633:toxicity; D005260:Female; D006801:Humans; D007680:Kidney Neoplasms; D007840:Latex; D008175:Lung Neoplasms; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D015394:Molecular Structure; D010190:Pancreatic Neoplasms; D010936:Plant Extracts; D010947:Plants, Toxic; D011471:Prostatic Neoplasms; D016339:Spectrometry, Mass, Fast Atom Bombardment; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D004224:Diterpenes; D007840:Latex; D010936:Plant Extracts; D004317:Doxorubicin