Synthesis of chalcones starting materials for the synthesis of parasite targeted compounds
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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

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

Sarah Canché

Lee Lab Group


Malaria leishmaniasis and trypanosomiasis
Malaria, Leishmaniasis, and Trypanosomiasis Of Parasite-targeted Compounds

  • Diseases caused by protozoan parasites transmitted by mosquitoes, sand flies, and tsetse flies


Some symptoms
Some Symptoms Of Parasite-targeted Compounds

Malaria:

  • Dry cough, fever, headache, fatigue, body aches

    Leishmaniasis:

  • Skin sores, fever, visceral swelling

    Trypanosomiasis:

  • Muscle and joint aches, fever, confusion, slurred speech


Widespread problem
Widespread Problem: Of Parasite-targeted Compounds

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


Pentamidine and furamidine
Pentamidine and Furamidine Of Parasite-targeted Compounds

  • 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


Synthetic pathways
Synthetic Pathways Of Parasite-targeted Compounds

Diarylpyrazolediamidine Synthesis

Thioxopyrimidine Synthesis


How to synthesize chalcones method 1
How to synthesize chalcones: Method 1 Of Parasite-targeted Compounds

To make…

86% yield

94% yield


Method 2
Method 2 Of Parasite-targeted Compounds

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


What i learned
What I learned Of Parasite-targeted Compounds

  • Run an NMR

  • Run an IR

  • Perform TLC analysis

  • ChemDraw

  • Rotovap


Acknowledgements
Acknowledgements Of Parasite-targeted Compounds

  • 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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