Preparation of phenoxyethenylbenzenes as antiinfective agents.

Abstract

The title compds. with general formula I [wherein R1 is not H when R2 is H and R2 is not H when R1 is H, further wherein R1 is OH or CH(2n+1)O, wherein n is 1 - 10; R2 is OH or CH(2n+1)O, where n is 1 - 10; W is alkyl, Ph, halophenyl, pyridyl, piperidyl, or a substituted or unsubstituted aryl group, including unsubstituted and substituted arom. heterocycles; and L is an optional linker or linking group selected from O, S, NH, CF2, or CH2, and m = 0 or 1, i.e., if m = 0, then no linking group is present] or pharmaceutically acceptable salts or prodrugs thereof were prepd. as antiinfective agents. Example compd. II was prepd. by coupling of phenol and 1-(E)-(5-dimethoxy-3-tert-butyldiphenylsilyloxy)styryl iodide (prepn. given). II had MIC of 16-64 μg/mL against several strains of Streptococcus, Enterococcus faecium, and Bacillus cereus. A method of isolating an antiinfective compd. from a Myricaceae family plant is also claimed. A pharmaceutical compns. contg. I are claimed, as is a compn. suitable for inhibiting growth of microbes comprising I and a second ingredient which comprises an acceptable carrier or an article of manuf. The acceptable carrier is a pharmaceutically acceptable carrier, a skin conditioning agent, a lubricating agent, etc. and the article of manuf. is a textile, a fiber, a glove or a mask. [on SciFinder(R)]