Studies on Chemical Modification of Monensin. V. Synthesis, Sodium Ion Permeability, Antibacterial Activity, and Crystal Structure of 7-O-(4-Substituted benzyl)monensins

概要

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7-O-(4-Substituted benzyl)monensins (3a-g) were synthesized from monensin (1), and their lipophilicity, antibacterial activity, and Na^+ ion permeability were examined. 7-O-(4-Ethylbenzyl)monensin (3a) showed the largest Na^+ ion permeability, but 3c, f, g showed smaller Na^+ ion permeability than 7-O-benzylmonensin (2) in spite of higher lipophilicity. An X-ray study of the sodium salt of 3e revealed that the benzyl group was located over the position between the D and E rings, and that the ethyl substituent on the benzyl group was close to the C(28) methyl group on the E ring.
社団法人日本薬学会の論文
1994-11-15