Synthesis and biological activity of 2-hydroxynicotinoyl-serine-butyl esters related to antibiotic UK-3A

Ade Arsianti; Muhammad Hanafi; Endang Saepudin; Tsumoru Morimoto; Kiyomi Kakiuchi

doi:10.1016/j.bmcl.2010.05.104

Synthesis and biological activity of 2-hydroxynicotinoyl-serine-butyl esters related to antibiotic UK-3A

Ade Arsianti, Muhammad Hanafi, Endang Saepudin, Tsumoru Morimoto, Kiyomi Kakiuchi

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

7 Citations (Scopus)

Abstract

Novel 2-hydroxynicotinoyl-serine-butyl esters have been synthesized. Three-step reactions from l-serine by esterification with n-butanol, amidation with 2-hydroxynicotinic acid and esterification with the corresponding carboxylic acids gave AD-1, AD-2 and AD-3. The toxicity level of esters were determined by Brine shrimp assay, and antibiotic activity was tested against Escherichia coli, Bacillus subtilis, Staphylococcus aureus and Candida albicans. AD-3 showed greater activity as a growth inhibitor of B. subtilis and S. aureus compared to Antimycin A ₃.

Original language	English
Pages (from-to)	4018-4020
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	20
Issue number	14
DOIs	https://doi.org/10.1016/j.bmcl.2010.05.104
Publication status	Published - 15 Jul 2010

Keywords

Antibiotic
Serine-butyl ester
Synthesis
UK-3A

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10.1016/j.bmcl.2010.05.104

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title = "Synthesis and biological activity of 2-hydroxynicotinoyl-serine-butyl esters related to antibiotic UK-3A",

abstract = "Novel 2-hydroxynicotinoyl-serine-butyl esters have been synthesized. Three-step reactions from l-serine by esterification with n-butanol, amidation with 2-hydroxynicotinic acid and esterification with the corresponding carboxylic acids gave AD-1, AD-2 and AD-3. The toxicity level of esters were determined by Brine shrimp assay, and antibiotic activity was tested against Escherichia coli, Bacillus subtilis, Staphylococcus aureus and Candida albicans. AD-3 showed greater activity as a growth inhibitor of B. subtilis and S. aureus compared to Antimycin A 3.",

keywords = "Antibiotic, Serine-butyl ester, Synthesis, UK-3A",

author = "Ade Arsianti and Muhammad Hanafi and Endang Saepudin and Tsumoru Morimoto and Kiyomi Kakiuchi",

note = "Funding Information: This research was supported partially by Nara Institute of Science and Technology (Japan), Department of Chemistry, Faculty of Mathematics and Science, University of Indonesia, and LIPI Research Center for Chemistry (Indonesia) which is gratefully appreciated. ",

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T1 - Synthesis and biological activity of 2-hydroxynicotinoyl-serine-butyl esters related to antibiotic UK-3A

AU - Arsianti, Ade

AU - Hanafi, Muhammad

AU - Saepudin, Endang

AU - Morimoto, Tsumoru

AU - Kakiuchi, Kiyomi

N1 - Funding Information: This research was supported partially by Nara Institute of Science and Technology (Japan), Department of Chemistry, Faculty of Mathematics and Science, University of Indonesia, and LIPI Research Center for Chemistry (Indonesia) which is gratefully appreciated.

PY - 2010/7/15

Y1 - 2010/7/15

N2 - Novel 2-hydroxynicotinoyl-serine-butyl esters have been synthesized. Three-step reactions from l-serine by esterification with n-butanol, amidation with 2-hydroxynicotinic acid and esterification with the corresponding carboxylic acids gave AD-1, AD-2 and AD-3. The toxicity level of esters were determined by Brine shrimp assay, and antibiotic activity was tested against Escherichia coli, Bacillus subtilis, Staphylococcus aureus and Candida albicans. AD-3 showed greater activity as a growth inhibitor of B. subtilis and S. aureus compared to Antimycin A 3.

AB - Novel 2-hydroxynicotinoyl-serine-butyl esters have been synthesized. Three-step reactions from l-serine by esterification with n-butanol, amidation with 2-hydroxynicotinic acid and esterification with the corresponding carboxylic acids gave AD-1, AD-2 and AD-3. The toxicity level of esters were determined by Brine shrimp assay, and antibiotic activity was tested against Escherichia coli, Bacillus subtilis, Staphylococcus aureus and Candida albicans. AD-3 showed greater activity as a growth inhibitor of B. subtilis and S. aureus compared to Antimycin A 3.

KW - Antibiotic

KW - Serine-butyl ester

KW - Synthesis

KW - UK-3A

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U2 - 10.1016/j.bmcl.2010.05.104

DO - 10.1016/j.bmcl.2010.05.104

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 14

ER -

Synthesis and biological activity of 2-hydroxynicotinoyl-serine-butyl esters related to antibiotic UK-3A

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Keywords

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