Synthesis of Potential Treatments for Leishmaniasis

Session Number

CHEM 16

Advisor(s)

Dr. John Thurmond, Illinois Mathematics and Science Academy

Discipline

Chemistry

Start Date

17-4-2024 10:25 AM

End Date

17-4-2024 10:40 AM

Abstract

Leishmaniasis, caused by Leishmania parasites, poses a significant health burden globally, particularly in tropical regions. Despite its prevalence and impact, current treatments are expensive, often requiring hospitalization, and face challenges such as drug resistance. This study aims to develop more effective and affordable treatments for various forms of leishmaniasis. Using the compound DNDI0003202883 as a starting point, two carboxylic acids were incorporated to enhance its efficacy. N-(5-chloro-1,3-benzoxazol-2-yl)-2-

Dimethylphenylacetamide and N-(5-chloro-1,3-benzoxazol-2-yl)-2-

Trifluorometylphenylacetamide were created using a synthetic procedure involving benzoxazole-2-amine and carboxylic acids. TLC, NMR, FTIR, and ADME analytical characterization revealed the compound's effective synthesis and similar qualities to those of the lead compound. Compound 1 (carboxylic acid #3) and Compound 2 (carboxylic acid #11) yielded 25% and demonstrated ADME qualities that were comparable to DNDI0003202883, all without violating Lipinski's Rule. This compound class presents a pathway for further optimization and development of novel treatments for visceral leishmaniasis.

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Apr 17th, 10:25 AM Apr 17th, 10:40 AM

Synthesis of Potential Treatments for Leishmaniasis

Leishmaniasis, caused by Leishmania parasites, poses a significant health burden globally, particularly in tropical regions. Despite its prevalence and impact, current treatments are expensive, often requiring hospitalization, and face challenges such as drug resistance. This study aims to develop more effective and affordable treatments for various forms of leishmaniasis. Using the compound DNDI0003202883 as a starting point, two carboxylic acids were incorporated to enhance its efficacy. N-(5-chloro-1,3-benzoxazol-2-yl)-2-

Dimethylphenylacetamide and N-(5-chloro-1,3-benzoxazol-2-yl)-2-

Trifluorometylphenylacetamide were created using a synthetic procedure involving benzoxazole-2-amine and carboxylic acids. TLC, NMR, FTIR, and ADME analytical characterization revealed the compound's effective synthesis and similar qualities to those of the lead compound. Compound 1 (carboxylic acid #3) and Compound 2 (carboxylic acid #11) yielded 25% and demonstrated ADME qualities that were comparable to DNDI0003202883, all without violating Lipinski's Rule. This compound class presents a pathway for further optimization and development of novel treatments for visceral leishmaniasis.