Studies on olivoretins indicate a requirement for a free hydroxyl group for teleocidin B activity.
Three olivoretins, A, B and C (isolated from Streptoverticillium olivoreticuli), which are O-methylated teleocidin B isomers, were found to be biologically inactive. A fourth olivoretin, D, which has a free hydroxyl group and is identical to one of the four teleocidin B isomers, teleocidin B-4 (teleocidin B of Hirata) was biologically active. These findings indicate that the free primary hydroxyl group of teleocidin B isomers is necessary for activity. The effect on biological activity of the structural difference between des-O-methylolivoretin B (teleocidin B-1) and des-O-methylolivoretin C was also studied.
D000818:Animals; D029742:Caenorhabditis elegans Proteins; D002273:Carcinogens; D002352:Carrier Proteins; D002448:Cell Adhesion / Q000187:drug effects; D002460:Cell Line; D004790:Enzyme Induction; D006801:Humans; D015470:Leukemia, Myeloid, Acute; D008235:Lyngbya Toxins / Q000494:pharmacology / Q000633:toxicity; D051379:Mice; D009955:Ornithine Decarboxylase / Q000096:biosynthesis; D011493:Protein Kinase C; D011955:Receptors, Drug; D011971:Receptors, Immunologic / Q000187:drug effects; D012867:Skin / Q000201:enzymology; D013329:Structure-Activity Relationship; D013755:Tetradecanoylphorbol Acetate / Q000378:metabolism
D029742:Caenorhabditis elegans Proteins; D002273:Carcinogens; D002352:Carrier Proteins; D008235:Lyngbya Toxins; D011955:Receptors, Drug; D011971:Receptors, Immunologic; C083141:phorbol ester binding protein; C027776:phorbol ester receptor; C022176:teleocidins; C043968:olivoretin; D011493:Protein Kinase C; D009955:Ornithine Decarboxylase; D013755:Tetradecanoylphorbol Acetate