Ester and hydroxamate analogues of methionyl and isoleucyl adenylates as inhibitors of methionyl-tRNA and isoleucyl-tRNA synthetases

Jeewoo Lee; Sang Uk Kang; Su Yeon Kim; Sung Eun Kim; Mee Kyoung Kang; Yeong Joon Jo; Sunghoon Kim

doi:10.1016/S0960-894X(01)00095-6

Ester and hydroxamate analogues of methionyl and isoleucyl adenylates as inhibitors of methionyl-tRNA and isoleucyl-tRNA synthetases

Jeewoo Lee, Sang Uk Kang, Su Yeon Kim, Sung Eun Kim, Mee Kyoung Kang, Yeong Joon Jo, Sunghoon Kim

Department of Pharmacy

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

31 Citations (Scopus)

Abstract

The structure-activity relationship on a series of ester and hydroxamate analogues of methionyl and isoleucyl adenylate has been investigated through introducing linkers between the 1′-position of ribose and adenine surrogates as methionyl-tRNA, and isoleucyl-tRNA synthetase inhibitors, respectively. The results indicate that ester analogue 23 was found to be a potent inhibitor of Escherichia coli methionyl-tRNA synthetase, and its interaction with the active site was proposed by a molecular modeling study.

Original language	English
Pages (from-to)	961-964
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	11
Issue number	8
DOIs	https://doi.org/10.1016/S0960-894X(01)00095-6
Publication status	Published - 2001 Apr 23

Bibliographical note

Funding Information:
This work was supported in part by a grant (HMP-00-CH-15-0014) from the Ministry of Health & Welfare, R.O.K. the Brain Korea 21 Project to J. Lee, as well as a grant from the National Creative Research Initiatives to S. Kim.

All Science Journal Classification (ASJC) codes

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

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title = "Ester and hydroxamate analogues of methionyl and isoleucyl adenylates as inhibitors of methionyl-tRNA and isoleucyl-tRNA synthetases",

abstract = "The structure-activity relationship on a series of ester and hydroxamate analogues of methionyl and isoleucyl adenylate has been investigated through introducing linkers between the 1′-position of ribose and adenine surrogates as methionyl-tRNA, and isoleucyl-tRNA synthetase inhibitors, respectively. The results indicate that ester analogue 23 was found to be a potent inhibitor of Escherichia coli methionyl-tRNA synthetase, and its interaction with the active site was proposed by a molecular modeling study.",

author = "Jeewoo Lee and Kang, {Sang Uk} and Kim, {Su Yeon} and Kim, {Sung Eun} and Kang, {Mee Kyoung} and Jo, {Yeong Joon} and Sunghoon Kim",

note = "Funding Information: This work was supported in part by a grant (HMP-00-CH-15-0014) from the Ministry of Health & Welfare, R.O.K. the Brain Korea 21 Project to J. Lee, as well as a grant from the National Creative Research Initiatives to S. Kim. ",

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AU - Lee, Jeewoo

AU - Kang, Sang Uk

AU - Kim, Su Yeon

AU - Kim, Sung Eun

AU - Kang, Mee Kyoung

AU - Jo, Yeong Joon

AU - Kim, Sunghoon

N1 - Funding Information: This work was supported in part by a grant (HMP-00-CH-15-0014) from the Ministry of Health & Welfare, R.O.K. the Brain Korea 21 Project to J. Lee, as well as a grant from the National Creative Research Initiatives to S. Kim.

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N2 - The structure-activity relationship on a series of ester and hydroxamate analogues of methionyl and isoleucyl adenylate has been investigated through introducing linkers between the 1′-position of ribose and adenine surrogates as methionyl-tRNA, and isoleucyl-tRNA synthetase inhibitors, respectively. The results indicate that ester analogue 23 was found to be a potent inhibitor of Escherichia coli methionyl-tRNA synthetase, and its interaction with the active site was proposed by a molecular modeling study.

AB - The structure-activity relationship on a series of ester and hydroxamate analogues of methionyl and isoleucyl adenylate has been investigated through introducing linkers between the 1′-position of ribose and adenine surrogates as methionyl-tRNA, and isoleucyl-tRNA synthetase inhibitors, respectively. The results indicate that ester analogue 23 was found to be a potent inhibitor of Escherichia coli methionyl-tRNA synthetase, and its interaction with the active site was proposed by a molecular modeling study.

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Ester and hydroxamate analogues of methionyl and isoleucyl adenylates as inhibitors of methionyl-tRNA and isoleucyl-tRNA synthetases

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

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