Adenosylhomocysteine hydrolase of the protozoan parasite Trichomonas vaginalis: Potent inhibitory activity of 9-(2-deoxy-2-fluoro-β, D-arabinofuranosyl) adenine

Authors

Ajit Shokar, University of the Pacific
Aaron Au, University of the Pacific
Seung Hwan An, University of the Pacific
Elsie Tong, City College of San Francisco
Gabriel Garza, City College of San Francisco
Jessica Zayas, Florida International University
Stanislaw F. Wnuk, Florida International University
Kirkwood M. Land, University of the PacificFollow

ORCID

Kirkwood M. Land: 0000-0001-5951-9630

Document Type

Article

Publication Title

Bioorganic and Medicinal Chemistry Letters

Department

Biological Sciences

ISSN

0960-894X

Volume

22

Issue

12

DOI

10.1016/j.bmcl.2012.03.087

First Page

4203

Last Page

4205

Publication Date

6-15-2012

Abstract

In the present study, we carried out a structure–activity analysis in Trichomonas vaginalis of a series of adenosine and uridine analogues. The most potent compounds were found to be 2′ and 3′ modified adenosine analogues some of which are potent inhibitors of S-adenosylhomocysteine hydrolase. The 9-(2-deoxy-2-fluoro-β,d-arabinofuranosyl)adenine compound was more potent than metronidazole, a current FDA approved and commonly prescribed drug for treatment of trichomoniasis. Its IC50 was 0.09 μM compared to 0.72 μM for metronidazole.

Recommended Citation

Shokar, A., Au, A., Hwan An, S., Tong, E., Garza, G., Zayas, J., Wnuk, S. F., & Land, K. M. (2012). Adenosylhomocysteine hydrolase of the protozoan parasite Trichomonas vaginalis: Potent inhibitory activity of 9-(2-deoxy-2-fluoro-β, D-arabinofuranosyl) adenine. Bioorganic and Medicinal Chemistry Letters, 22(12), 4203–4205. DOI: 10.1016/j.bmcl.2012.03.087
https://scholarlycommons.pacific.edu/cop-facarticles/777