Neamine derivatives having a nucleobase with a lysine or an arginine as a linker, their synthesis and evaluation as potential inhibitors for HIV TAR-Tat

Saki Yajima; Hirohito Shionoya; Takashi Akagi; Keita Hamasaki

doi:10.1016/j.bmc.2005.11.056

Neamine derivatives having a nucleobase with a lysine or an arginine as a linker, their synthesis and evaluation as potential inhibitors for HIV TAR-Tat

Bioorg Med Chem. 2006 Apr 15;14(8):2799-809. doi: 10.1016/j.bmc.2005.11.056. Epub 2006 Jan 18.

Authors

Saki Yajima¹, Hirohito Shionoya, Takashi Akagi, Keita Hamasaki

Affiliation

¹ Department of Applied Chemistry, Shibaura Institute of Technology, 3-4-9 Shibaura, Tokyo 108-8548, Japan.

PMID: 16413787
DOI: 10.1016/j.bmc.2005.11.056

Abstract

Neamine derivatives bearing a nucleobase, adenine, cytosine, guanine or thymine with a lysine or an arginine as a linker have been synthesized and its potential as the inhibitor for HIV TAR-Tat interaction examined. Among them, modified neamine having an arginine-nucleobase showed a higher inhibition than that of the one having a lysine-nucleobase. The difference of the nucleobase anchor did not characterize inhibition specificity. Also, stereochemistry of the amino acid in the compounds causes no difference in the inhibition for TAR-Tat.

Publication types

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

MeSH terms

Amino Acid Sequence
Aminoglycosides / chemical synthesis*
Aminoglycosides / chemistry
Aminoglycosides / pharmacology*
Anti-HIV Agents / chemical synthesis*
Anti-HIV Agents / pharmacology*
Arginine / chemistry*
Framycetin / chemical synthesis*
Framycetin / chemistry
Framycetin / pharmacology*
Gene Products, tat / antagonists & inhibitors*
Lysine / chemistry*
Magnetic Resonance Spectroscopy
Molecular Sequence Data
Spectrometry, Fluorescence

Substances

Aminoglycosides
Anti-HIV Agents
Gene Products, tat
Framycetin
neamine
Arginine
Lysine