A Comprehensive Review on the Total Synthesis of Antibacterial Furanomycin and Its Analogs

<i><span style="font-variant: small-caps;">l</span></i>-(+)-Furanomycin <b>1</b> is a miniature antibacterial natural product that contains an α-amino acid core. This non-proteinogenic <i>α</i>-amino acid was first isolated in 1967 by Katagir...

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Main Authors: Rajendra Rohokale, Rajendra Mane
Format: Article
Language:English
Published: MDPI AG 2024-11-01
Series:Organics
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Online Access:https://www.mdpi.com/2673-401X/5/4/25
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author Rajendra Rohokale
Rajendra Mane
author_facet Rajendra Rohokale
Rajendra Mane
author_sort Rajendra Rohokale
collection DOAJ
description <i><span style="font-variant: small-caps;">l</span></i>-(+)-Furanomycin <b>1</b> is a miniature antibacterial natural product that contains an α-amino acid core. This non-proteinogenic <i>α</i>-amino acid was first isolated in 1967 by Katagiri and co-workers from the fermentation broth of <i>Streptomyces threomyceticus L-803</i> (ATCC 15795). It is a substrate of isoleucyl aminoacyl-tRNA synthetase that replaces isoleucine in the protein translation process and exhibits antibacterial properties in vitro. It effectively acts as an antibacterial agent against <i>M. tuberculosis</i>, <i>E. coli</i>, <i>B. subtilis</i>, and some <i>Shigella</i> and <i>Salmonella</i> bacterial species at concentrations as low as the micromolar range. Consequently, synthetic chemists have garnered considerable interest from their specific structure–activity profile, distinctive chemical compositions, and distinct biological profile. This review comprehensively describes cutting-edge synthetic methodologies for synthesizing furanomycin and its analogs reported to date. Therefore, this review will offer an initial perspective on synthesizing furanomycin and its customized compounds.
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spelling doaj-art-06a6e5f3e2864a95a083b98cb7e89cf12025-08-20T02:50:42ZengMDPI AGOrganics2673-401X2024-11-015447249210.3390/org5040025A Comprehensive Review on the Total Synthesis of Antibacterial Furanomycin and Its AnalogsRajendra Rohokale0Rajendra Mane1Department of Chemistry, University of Florida, Gainesville, FL 32611, USADepartment of Chemistry, Dr. S. D. D. Arts College, Commerce and Science College, Wada 421303, Maharashtra, India<i><span style="font-variant: small-caps;">l</span></i>-(+)-Furanomycin <b>1</b> is a miniature antibacterial natural product that contains an α-amino acid core. This non-proteinogenic <i>α</i>-amino acid was first isolated in 1967 by Katagiri and co-workers from the fermentation broth of <i>Streptomyces threomyceticus L-803</i> (ATCC 15795). It is a substrate of isoleucyl aminoacyl-tRNA synthetase that replaces isoleucine in the protein translation process and exhibits antibacterial properties in vitro. It effectively acts as an antibacterial agent against <i>M. tuberculosis</i>, <i>E. coli</i>, <i>B. subtilis</i>, and some <i>Shigella</i> and <i>Salmonella</i> bacterial species at concentrations as low as the micromolar range. Consequently, synthetic chemists have garnered considerable interest from their specific structure–activity profile, distinctive chemical compositions, and distinct biological profile. This review comprehensively describes cutting-edge synthetic methodologies for synthesizing furanomycin and its analogs reported to date. Therefore, this review will offer an initial perspective on synthesizing furanomycin and its customized compounds.https://www.mdpi.com/2673-401X/5/4/25furanomycinnon-proteinogenic amino acidsantibioticsnatural productstotal synthesis
spellingShingle Rajendra Rohokale
Rajendra Mane
A Comprehensive Review on the Total Synthesis of Antibacterial Furanomycin and Its Analogs
Organics
furanomycin
non-proteinogenic amino acids
antibiotics
natural products
total synthesis
title A Comprehensive Review on the Total Synthesis of Antibacterial Furanomycin and Its Analogs
title_full A Comprehensive Review on the Total Synthesis of Antibacterial Furanomycin and Its Analogs
title_fullStr A Comprehensive Review on the Total Synthesis of Antibacterial Furanomycin and Its Analogs
title_full_unstemmed A Comprehensive Review on the Total Synthesis of Antibacterial Furanomycin and Its Analogs
title_short A Comprehensive Review on the Total Synthesis of Antibacterial Furanomycin and Its Analogs
title_sort comprehensive review on the total synthesis of antibacterial furanomycin and its analogs
topic furanomycin
non-proteinogenic amino acids
antibiotics
natural products
total synthesis
url https://www.mdpi.com/2673-401X/5/4/25
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AT rajendrarohokale comprehensivereviewonthetotalsynthesisofantibacterialfuranomycinanditsanalogs
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