Effects of synthetic analogues of teleocidin, indolactam-V, on the differentiation of murine pre-adipose cells.
The ability of 4 steric isomers of indolactam-V, the synthetic analogues of the tumor promoter teleocidin, to affect the adipose conversion of ST-13 murine pre-adipose cells was investigated. The isomers share the common skeleton with teleocidin A and B, but unlike teleocidins, none of them possess the terepenoid chain in the molecule. We found that only one of the isomers, (-)-indolactam-V, was biologically active and produced up to 70% inhibition of adipose conversion, while the other 3 isomers were without effect. We propose that the biological activity of indolactam-V isomers as inhibitors of adipose conversion requires the indole- and 9-membered lactam-rings with proper chiral substituents, but does not require the terpenoid chain.
D000273:Adipose Tissue / Q000166:cytology / Q000187:drug effects*; D000818:Animals; D002454:Cell Differentiation / Q000187:drug effects; D002478:Cells, Cultured; D003864:Depression, Chemical; D004305:Dose-Response Relationship, Drug; D007211:Indoles / Q000494:pharmacology*; D007769:Lactams / Q000494:pharmacology*; D008235:Lyngbya Toxins / Q000494:pharmacology*; D051379:Mice; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D007211:Indoles; D007769:Lactams; D008235:Lyngbya Toxins; C022176:teleocidins; C043969:indolactam V; C019457:lyngbyatoxin A