Structure--antitubulin activity relationship in steganacin congeners and analogues. Inhibition of tubulin polymerization in vitro by (+/-)-isodeoxypodophyllotoxin.
A new series of 23 synthetic analogues of the naturally occurring antitumor lignan steganacin was tested for the inhibition of microtubule assembly in vitro. Interestingly, (+/-)-isopicrostegane (I50 = 5 microM) was found to be almost as active as (+/-)-steganacin(I50 = 3.5 microM). On the other hand, racemic isodeoxypodophyllotoxin has an inhibiting activity of microtubule assembly comparable to that of (-)-podophyllotoxin, whereas (-)-isodeoxypodophyllotoxin is totally inactive.
D003078:Colchicine / Q000378:metabolism; D003864:Depression, Chemical; D004365:Drugs, Chinese Herbal; D007700:Kinetics; D011034:Podophyllotoxin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D011485:Protein Binding; D013329:Structure-Activity Relationship; D014404:Tubulin / Q000096:biosynthesis*
D004365:Drugs, Chinese Herbal; D014404:Tubulin; C014451:deoxypodophyllotoxin; D011034:Podophyllotoxin; D003078:Colchicine