P-36 Investigation of 1,3-Dipolar Cycloadditions Mechanisms: Synthesis of Thiolactomycin and Derivatives

Presenter Information

Lucyna Krzywon, Andrews University

Abstract

Due to increasing resistance to pharmaceuticals among infectious bacterial strains and cancers, it has become necessary to research new antibiotic and chemotherapy treatments. Thiolactones are effective against resistant strains of tuberculosis and staphylococcus. Thiolactomycin is a thiolactone compound shown to have selective activity against fatty acid synthase (FAS) enzymes which enables it to be an effective treatment for urinary tract infections and intraperitoneal bacterial infections. FAS has also become a target for carcinomas of the breast, ovary, colon, prostate and endometrium. Higher levels of FAS are expressed in carcinomas compared to normal tissues. Derivatives of thiolactomycin, including thiotetromycin have similar antibiotic properties. Our purpose was to synthesize cyclic thiolactone derivates using a simple, affordable mechanism. To date we have investigated 1,3-dipolar cycloaddition chemistry.

Acknowledgments

Undergraduate Research Scholar

Advisor: Lisa Ahlberg, Chemistry & Biochemistry

Location

Buller Hallway

Start Date

3-7-2014 2:30 PM

End Date

3-7-2014 4:00 PM

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Mar 7th, 2:30 PM Mar 7th, 4:00 PM

P-36 Investigation of 1,3-Dipolar Cycloadditions Mechanisms: Synthesis of Thiolactomycin and Derivatives

Buller Hallway

Due to increasing resistance to pharmaceuticals among infectious bacterial strains and cancers, it has become necessary to research new antibiotic and chemotherapy treatments. Thiolactones are effective against resistant strains of tuberculosis and staphylococcus. Thiolactomycin is a thiolactone compound shown to have selective activity against fatty acid synthase (FAS) enzymes which enables it to be an effective treatment for urinary tract infections and intraperitoneal bacterial infections. FAS has also become a target for carcinomas of the breast, ovary, colon, prostate and endometrium. Higher levels of FAS are expressed in carcinomas compared to normal tissues. Derivatives of thiolactomycin, including thiotetromycin have similar antibiotic properties. Our purpose was to synthesize cyclic thiolactone derivates using a simple, affordable mechanism. To date we have investigated 1,3-dipolar cycloaddition chemistry.