Synthesis of (-)-15-deoxyspergualin and (-)-spergualin-15-phosphate.
The method for chemical modification of spergualin with retention of the configuration at the C-11 has been achieved by the use of tetrahydropyranyl group for protection of the 11-hydroxyl group. (-)-15-Deoxyspergualin (2), which shows about eight times stronger inhibition against mouse leukemia L-1210 than the natural (-)-spergualin(1), and (-)-spergualin-15-phosphate(3) possessing a good antitumor activity have been synthesized starting from 1.
D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000627:therapeutic use; D055598:Chemical Phenomena; D002621:Chemistry; D006146:Guanidines / Q000138:chemical synthesis / Q000494:pharmacology; D007939:Leukemia L1210 / Q000188:drug therapy; D051379:Mice
D000903:Antibiotics, Antineoplastic; D006146:Guanidines; C033797:spergualin; C037259:spergualin-15-phosphate; C037258:gusperimus