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Synthesis of Chalcones: Starting Materials for the Synthesis Of Parasite-targeted Compounds

Synthesis of Chalcones: Starting Materials for the Synthesis Of Parasite-targeted Compounds. Sarah Canch é Lee Lab Group. Malaria, Leishmaniasis, and Trypanosomiasis. Diseases caused by protozoan parasites transmitted by mosquitoes, sand flies, and tsetse flies. Some Symptoms. Malaria:

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Synthesis of Chalcones: Starting Materials for the Synthesis Of Parasite-targeted Compounds

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  1. Synthesis of Chalcones: Starting Materials for the Synthesis Of Parasite-targeted Compounds Sarah Canché Lee Lab Group

  2. Malaria, Leishmaniasis, and Trypanosomiasis • Diseases caused by protozoan parasites transmitted by mosquitoes, sand flies, and tsetse flies

  3. Some Symptoms Malaria: • Dry cough, fever, headache, fatigue, body aches Leishmaniasis: • Skin sores, fever, visceral swelling Trypanosomiasis: • Muscle and joint aches, fever, confusion, slurred speech

  4. Widespread Problem: Malaria: • 1-3 million deaths per year Trypanosomiasis: • 50,000 to 70,000 cases per year Leishmaniasis: • 10-15 million have it, with 1.5 to 2 million new cases per year • Treatment for these diseases is expensive and not always effective • Parasites can develop resistance • Need to make treatments that are more affordable and effective

  5. Pentamidine and Furamidine • Molecule currently being used to fight parasitic diseases • Destroys parasite DNA • Molecule that has been proven to help fight parasitic diseases. • Goal: Make a molecule similar to this • Increase potency • Cheaper to produce Pentamidine Furamidine

  6. Synthetic Pathways Diarylpyrazolediamidine Synthesis Thioxopyrimidine Synthesis

  7. How to synthesize chalcones: Method 1 To make… 86% yield 94% yield

  8. Method 2 65% yield 6 M NaOH MeOH Reflux 94% yield • Methanol added to flask • Reaction mixture heated to reflux • 1 M NaOH added to the mixture • Solid forms • Solid collected by vacuum filtration

  9. What I learned • Run an NMR • Run an IR • Perform TLC analysis • ChemDraw • Rotovap

  10. Acknowledgements • Dr. Moses Lee • Drs. Toni Brown & Hilary Mackay • Kristin Dittenhafer • Lee Lab Group • REACH • Hope College Chemistry Department • Conjura Pharmaceuticals, LLC

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