Antibacterial nicotinamide adenine dinucleotide synthetase inhibitors: Amide- and ether-linked tethered dimers with α-amino acid end groups

Sadanandan E. Velu; Liyuan Mou; Chi Hao Luan; Zhengrong W. Yang; Lawrence J. DeLucas; Christie G. Brouillette; Wayne J. Brouillette

doi:10.1021/jm061349l

Antibacterial nicotinamide adenine dinucleotide synthetase inhibitors: Amide- and ether-linked tethered dimers with α-amino acid end groups

Sadanandan E. Velu, Liyuan Mou, Chi Hao Luan, Zhengrong W. Yang, Lawrence J. DeLucas, Christie G. Brouillette, Wayne J. Brouillette^*

^*Corresponding author for this work

CLP - High Throughput Analysis Lab (HTAL)

Research output: Contribution to journal › Article

16 Scopus citations

Abstract

Tethered dimers incorporating natural α-amino acid end groups were synthesized, including examples in which the previously reported esterase-sensitive ester linker was replaced with more stable amide or ether linkers. These compounds remained effective both as inhibitors of NAD synthetase and as potent antibacterial agents for Gram-positive strains. Studies on nonspecific effects, including detergent properties and promiscuous inhibition, suggested little contribution to observed activities.

Original language	English (US)
Pages (from-to)	2612-2621
Number of pages	10
Journal	Journal of Medicinal Chemistry
Volume	50
Issue number	11
DOIs	https://doi.org/10.1021/jm061349l
State	Published - May 31 2007

ASJC Scopus subject areas

Molecular Medicine
Drug Discovery

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10.1021/jm061349l

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Velu, S. E., Mou, L., Luan, C. H., Yang, Z. W., DeLucas, L. J., Brouillette, C. G., & Brouillette, W. J. (2007). Antibacterial nicotinamide adenine dinucleotide synthetase inhibitors: Amide- and ether-linked tethered dimers with α-amino acid end groups. Journal of Medicinal Chemistry, 50(11), 2612-2621. https://doi.org/10.1021/jm061349l

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abstract = "Tethered dimers incorporating natural α-amino acid end groups were synthesized, including examples in which the previously reported esterase-sensitive ester linker was replaced with more stable amide or ether linkers. These compounds remained effective both as inhibitors of NAD synthetase and as potent antibacterial agents for Gram-positive strains. Studies on nonspecific effects, including detergent properties and promiscuous inhibition, suggested little contribution to observed activities.",

author = "Velu, {Sadanandan E.} and Liyuan Mou and Luan, {Chi Hao} and Yang, {Zhengrong W.} and DeLucas, {Lawrence J.} and Brouillette, {Christie G.} and Brouillette, {Wayne J.}",

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Antibacterial nicotinamide adenine dinucleotide synthetase inhibitors : Amide- and ether-linked tethered dimers with α-amino acid end groups. / Velu, Sadanandan E.; Mou, Liyuan; Luan, Chi Hao; Yang, Zhengrong W.; DeLucas, Lawrence J.; Brouillette, Christie G.; Brouillette, Wayne J.

In: Journal of Medicinal Chemistry, Vol. 50, No. 11, 31.05.2007, p. 2612-2621.

Research output: Contribution to journal › Article

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AU - Velu, Sadanandan E.

AU - Mou, Liyuan

AU - Luan, Chi Hao

AU - Yang, Zhengrong W.

AU - DeLucas, Lawrence J.

AU - Brouillette, Christie G.

AU - Brouillette, Wayne J.

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