Structure--Antimicrobial Activity Relationship Comparing a New Class of Antimicrobials, Silanols, to Alcohols and Phenols

Abstract

Standard Form 298 (Rev. 8/98) REPORT DOCUMENTATION PAGEPrescribed by ANSI Std. Z39.18 Form Approved OMB No. 0704-0188The public reporting burden for this collection of information is estimated to average 1 hour per response, including the time for reviewing instructions, searching existing data sources, gathering and maintaining the data needed, and completing and reviewing the collection of information. Send comments regarding this burden estimate or any other aspect of this collection of information, including suggestions for reducing the burden, Alkyldimethylsilanols, R(CH 3 ) 2 SiOH, were recently reported to exhibit unexpectedly strong antimicrobial effects. The antimicrobial activities of alkyldimethylsilanols were significantly higher than their analogous alcohols. A study of structural dependence of their antimicrobial activity was conducted with four bacteria, Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa, and Enterococcus faecalis. Silanols, alcohols with structures analogous to the silanols, R(CH 3 ) 2 COH, and substituted phenols were evaluated as a single class of materials. The minimum lethal concentrations (MLC) defined as the concentration required for a 7-log reduction in viable bacteria after a 1-hour exposure period were used to measure the antimicrobial activity. Octanol/water partition coefficients (log P) and H-bond acidities (Continued on p. ii) (∆ν) measured as the shift in frequency of O-H stretching bands between free OH and hydrogen bonded OH to diethyl ether oxygen by infrared spectroscopy were utilized as a dispersive and polar structural parameter. The correlation established by multiple regression analysis between antimicrobial activities and structural properties of silanols and carbinols against the four bacteria was log (1/MLC) = 0.670 log P + 0.0035 ∆ν -1.836, n = 282, r = 0.96, s = 0.22. This equation and a significantly high correlation coefficient r supported the hypothesis that the lipophilic properties and the H-bond acidities are primary factors for antimicrobial action of silanols and carbinols. PERFORMING ORGANIZATION NAME(S) AND ADDRESS(ES) 8. PERFORMING ORGANIZATION REPORT NUMBER SPONSORING/MONITORING AGENCY NAME(S) AND ADDRESS(ES) 10. SPONSOR/MONITOR'S ACRONYM(S) SPONSOR/MONITOR'S REPORT NUMBER(S)ii

Extraction and Purification of Fucoxanthin from Sargassum sp. as Anti-acne

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Antimicrobial and biodegradable materials based on ε‐caprolactone derivatives

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