Cytotoxic lissoclimide-type diterpenes from the molluscs Pleurobranchusalbiguttatus and Pleurobranchus forskalii.
Three new chlorinated diterpenes, 6-8, along with five known ones, 1-5, were isolated from the molluscs Pleurobranchus albiguttatus and P. forskalii collected in the Philippines. These diterpenes are presumably metabolites of a Lissoclinum species of ascidian on which the molluscs have fed. The structures of the new compounds were determined by interpretation of their spectral data. Compounds 1 and 2 were found to be potent cytotoxins in the National Cancer Institute's screening panel of 60 tumor cell lines and showed some selectivity for melanomas. Two other samples exhibited solid tumor selectivity in a soft agar disk diffusion assay.
Fu
Xiong
X
Department of Chemistry and Biochemistry, University of Oklahoma, Norman, Oklahoma 73019, USA.
Palomar
Alana J
AJ
Hong
Eugene P
EP
Schmitz
Francis J
FJ
Valeriote
Frederick A
FA
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry; D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008545:Melanoma / Q000188:drug therapy; D015394:Molecular Structure; D008974:Mollusca / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010679:Philippines; D013388:Succinimides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured
C492417:3beta-hydroxylissoclimide; D000970:Antineoplastic Agents; D004224:Diterpenes; D006843:Hydrocarbons, Chlorinated; D013388:Succinimides; C069177:lissoclinolide; C079665:chlorolissoclimide; D015107:4-Butyrolactone