Synthesis of 2-modified aristeromycins and their analogs as potent inhibitors against Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase

Takayuki Ando; Masafumi Iwata; Fazila Zulfiqar; Tatsuya Miyamoto; Masayuki Nakanishi; Yukio Kitade

doi:10.1016/j.bmc.2008.01.046

Synthesis of 2-modified aristeromycins and their analogs as potent inhibitors against Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase

Bioorg Med Chem. 2008 Apr 1;16(7):3809-15. doi: 10.1016/j.bmc.2008.01.046. Epub 2008 Jan 30.

Authors

Takayuki Ando¹, Masafumi Iwata, Fazila Zulfiqar, Tatsuya Miyamoto, Masayuki Nakanishi, Yukio Kitade

Affiliation

¹ Center for Emerging Infectious Diseases, Gifu University, Yanagido 1-1, Gifu 501-1193, Japan.

PMID: 18295495
DOI: 10.1016/j.bmc.2008.01.046

Abstract

2-Modified aristeromycin derivatives and their related analogs were synthesized to investigate their inhibitory activity against human and Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase (PfSAHH). 2-Fluoroaristeromycin showed a strong inhibitory activity against PfSAHH selectively and complete resistance to adenosine deaminase.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Adenosine / analogs & derivatives*
Adenosine / chemical synthesis
Adenosine / chemistry
Adenosine / pharmacology
Adenosylhomocysteinase / antagonists & inhibitors*
Adenosylhomocysteinase / metabolism
Animals
Antimalarials / chemical synthesis*
Antimalarials / chemistry
Antimalarials / pharmacology*
Enzyme Inhibitors / chemical synthesis
Enzyme Inhibitors / chemistry
Enzyme Inhibitors / pharmacology
Molecular Structure
Plasmodium falciparum / drug effects*
Plasmodium falciparum / enzymology*
Structure-Activity Relationship

Substances

Antimalarials
Enzyme Inhibitors
aristeromycin
Adenosylhomocysteinase
Adenosine