93351-75-8Relevant articles and documents
Synthesis and modeling studies with monocyclic analogues of mycophenolic acid
Anderson, Wayne K.,Boehm, Terri L.,Makara, Gergely M.,Swann, R. Thomas
, p. 46 - 55 (1996)
Two stepwise procedures, developed for the introduction of the (E)-4- methyl-4-hexenoic acid side chain of mycophenolic acid, were used in the synthesis of monocyclic mycophenolic acid analogues 2a-i. The derivatives with a methyl group or hydrogen at C-4 and lacking the lactone moiety were much less cytotoxic than mycophenolic acid. The menocyclic analogues with a C-4 chloro group did show some activity, albeit much less than mycophenolic acid. The observed differences in potency are rationalized by semiempirical calculations of intramolecular H-bonds.