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

Saki Yajima, Hirohito Shionoya, Takashi Akagi, Keita Hamasaki

Research output: Contribution to journal › Article › peer-review

19 Citations (Scopus)

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.

Original language	English
Pages (from-to)	2799-2809
Number of pages	11
Journal	Bioorganic and Medicinal Chemistry
Volume	14
Issue number	8
DOIs	https://doi.org/10.1016/j.bmc.2005.11.056
Publication status	Published - 2006 Apr 15

Keywords

Aminoglycoside
Drug design
HIV TAR
HIV Tat
Inhibition
Neamine

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmc.2005.11.056

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title = "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",

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.",

keywords = "Aminoglycoside, Drug design, HIV TAR, HIV Tat, Inhibition, Neamine",

author = "Saki Yajima and Hirohito Shionoya and Takashi Akagi and Keita Hamasaki",

note = "Funding Information: This study was supported by Saneyoshi Scholarship Foundation. The authors thank Dr. Koutarou Goto (The Noguchi Institute) for measuring MALDI-TOF MS.",

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T1 - 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

AU - Yajima, Saki

AU - Shionoya, Hirohito

AU - Akagi, Takashi

AU - Hamasaki, Keita

N1 - Funding Information: This study was supported by Saneyoshi Scholarship Foundation. The authors thank Dr. Koutarou Goto (The Noguchi Institute) for measuring MALDI-TOF MS.

PY - 2006/4/15

Y1 - 2006/4/15

N2 - 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.

AB - 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.

KW - Aminoglycoside

KW - Drug design

KW - HIV TAR

KW - HIV Tat

KW - Inhibition

KW - Neamine

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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

Abstract

Keywords

ASJC Scopus subject areas

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