Antibacterial activity of N-(.beta.-styryl)formamides related to tuberin

Abstract

A series of para-substituted N-(beta-styryl)formamides, analogues of tuberin (4a), has been prepared and assayed for antibacterial activity. The methylthio, ethoxy, and methyl analogues 4e, 4j, and 4t were about twice as active as tuberin against Mycobacterium phlei. Although tuberin lacks activity against Staphylococcus aureus, several of the analogues described were found to inhibit this organism. The phenyl group of tuberin is not a prerequisite for activity since analogues based on naphthyl or ferrocenyl groups were also active. A quantitative structure-activity relationship further implied that an aromatic group need not be present, suggesting the synthesis of the cyclohexyl and n-amyl analogues which were found to possess high activity.

Correlation of biological activity and high-pressure liquid chromatographic retention index for a series of propranolol, barbiturate, and anthranilic acid analogs

“…The other approach to the problem has been to relate the retention time of drugs on reverse-phase high-pressure LC columns directly to biological activity. 5,6 In most of the studies where high-pressure LC has been used as a technique to estimate log P, various types of "octanol-like" reverse-phase high-pressure LC columns have been used with mobile phases that were largely water.1'3 These methods have several advantages over the classical shake-flask method of obtaining log P values; in that only extremely small quantities of the drug are needed, the drug doses do not need to be extremely pure, and the method is much faster. However, because these methods have been restricted to mobile-phase systems with a high water content, very lipophilic drugs may not be detected due to extremely long retention times.…”