Methyl 2-Amino-4-[1-(tert-butoxycarbonyl)azetidin-3-yl]-1,3-selenazole-5-carboxylate

Karolina Dzedulionytė,Paulina Voznikaitė,Aurimas Bieliauskas,Frank Sløk,Vida Malinauskienė,Algirdas Šačkus

doi:10.3390/m1207

Karolina Dzedulionytė, Paulina Voznikaitė + Show 4 more

Open Access

https://doi.org/10.3390/m1207

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Journal: Molbank	Publication Date: May 1, 2021
Citations: 3	License type: CC BY 4.0

Affiliation: Kaunas University of Technology

Abstract

Methyl 2-amino-4-[1-(tert-butoxycarbonyl)azetidin-3-yl]-1,3-selenazole-5-carboxylate as a newly functionalized heterocyclic amino acid was obtained via [3+2] cycloaddition. The structure of the novel 1,3-selenazole was unequivocally confirmed by detailed 1H, 13C, 15N, and 77Se NMR spectroscopic experiments, HRMS and elemental analysis.

Highlights

IntroductionSelenium that plays an an important rolerole in antioxidantSelenium isisan anessential essentialbio-trace bio-traceelement element that plays important in antioxiselenoproteins for protection against oxidative stress in humans and other animal dant selenoproteins for protection against oxidative stress in humans and other species animal [1].Functionalized organoselenium compounds possesspossess a widearange biological activspecies [1]
Functionalized organoselenium compounds wide of range of biological ities and and are present in many pharmacologically important activities are present in many pharmacologically importantsubstances substances[2]
[4], as well antiviral agent selenazofurin [3], histamine H2-agonist known as amselamine [4], as well as ebselen and and its itsanalogues analoguesexhibiting exhibitinganti-inflammatory, anti-inflammatory, antioxidant, and cytoprotecas ebselen antioxidant, and cytoprotective tive properties

Summary

Introduction

IntroductionSelenium that plays an an important rolerole in antioxidantSelenium isisan anessential essentialbio-trace bio-traceelement element that plays important in antioxiselenoproteins for protection against oxidative stress in humans and other animal dant selenoproteins for protection against oxidative stress in humans and other species animal [1].Functionalized organoselenium compounds possesspossess a widearange biological activspecies [1]. Functionalized organoselenium compounds wide of range of biological ities and and are present in many pharmacologically important activities are present in many pharmacologically importantsubstances substances[2]. Well-known representative representative bioactive bioactive molecules molecules that that contain contain selenium selenium in in their their structure structure are are potent potent the the antiviral agent selenazofurin [3], histamine. H2-agonist known as amselamine [4], as well antiviral agent selenazofurin [3], histamine H2-agonist known as amselamine [4], as well as ebselen and and its itsanalogues analoguesexhibiting exhibitinganti-inflammatory, anti-inflammatory, antioxidant, and cytoprotecas ebselen antioxidant, and cytoprotective tive properties [5,6]. The synthesis of new Se-containing β-lactams such as seleselenapenam, antibacterial agents hashas been renapenam, selenacepham selenacephamand andselenazepine selenazepineasasa potential a potential antibacterial agents been ported [7][7]

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