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Formation of Spirolactams for
Trichomoniasis Vaginalis
- Goal: To synthesize novel
spirolactams via hypervalent iodine dearomatization
for testing to obtain IC50 of
the enzymes used by the parasite, Trichomoniasis
vaginalis.
- Summary: A common example of a
non-viral sexually transmitted disease that affects
people worldwide is Trichomoniasis vaginalis.
Current treatments involving metronidazole and
tinidazole antibiotics are unable to treat the
parasite due to drug resistance. Such antibiotics
that exhibit high inhibition of the enzymes used by
Trichomoniasis vaginalis involve molecules
containing core structures of spirolactams. Due to
the underlying issue of antibiotic resistance of the
parasite, a novel method involving hypervalent
iodine dearomatization is utilized for the formation
of spirolactams for the treatment of Trichomoniasis
vaginalis. The use of hypervalent iodine reactions
were employed for quick assemblance of the active
core structure and evaluated in collaboration with
the Stockman Research Group and AstraZeneca to test
for inhibition of enzymes necessary for
Trichomoniasis vaginalis reproduction.
