Synthesis and Biological Evaluation of Novel Tricyclic Pyrrolidinyl (R)-Alcohols and Amines

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Özet

Three new tricyclic pyrrolidinyl alcohols and three tricyclic pyrrolidinyl amines were synthesized, and the antibacterial activities of these compounds were tested against Salmonella enterica subsp. enterica serovar Typhimurium, Escherichia coli O157:H7, Staphylococcus aureus, and Listeria monocytogenes. All tested pyrrolidinyl alcohols and amines showed antibacterial activity to the tested pathogens, but this activity was dependent on the final concentration of the tested compound, and the structure of these compounds were also important for this antibacterial activity. Of the tested compounds, (2R)-2-(octahydro-4,8-ethanocyclohepta[c] pyrrol2(1H)-yl)-2-phenylethanamine (2c) was the most effective compound among the tested pyrrolidinyl alcohols and amines. This study shows a good example of finding new antimicrobials in order to control pathogenic bacteria.

RDL Kalıcı Bağlantı (PID)
https://rdlopen.rawdatalibrary.net/r/bayburt/12567Resmi atıflarda kullanılan kalıcı adres
DOI
https://doi.org/10.1002/jhet.3457Yayıncı resmi DOI adresi
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Tam Kayıt
AlanDeğerDil
dc.contributor.authorŞahin, Engin
dc.contributor.authorKılıç, Hamdullah
dc.contributor.authorTörnük, Fatih
dc.contributor.authorDertli, Enes
dc.date.accessioned2026-10-29T19:09:44.353485018Z
dc.date.available2026-10-29T19:09:44.353485018Z
dc.date.issued2019
dc.description.abstractThree new tricyclic pyrrolidinyl alcohols and three tricyclic pyrrolidinyl amines were synthesized, and the antibacterial activities of these compounds were tested against Salmonella enterica subsp. enterica serovar Typhimurium, Escherichia coli O157:H7, Staphylococcus aureus, and Listeria monocytogenes. All tested pyrrolidinyl alcohols and amines showed antibacterial activity to the tested pathogens, but this activity was dependent on the final concentration of the tested compound, and the structure of these compounds were also important for this antibacterial activity. Of the tested compounds, (2R)-2-(octahydro-4,8-ethanocyclohepta[c] pyrrol2(1H)-yl)-2-phenylethanamine (2c) was the most effective compound among the tested pyrrolidinyl alcohols and amines. This study shows a good example of finding new antimicrobials in order to control pathogenic bacteria.
dc.description.sponsorshipBayburt University, (BAP-2014/1-15)
dc.identifier.doi10.1002/jhet.3457
dc.identifier.eissn1943-5193
dc.identifier.endpage831
dc.identifier.issn0022-152X
dc.identifier.issue3
dc.identifier.scopus2-s2.0-85060338348
dc.identifier.startpage824
dc.identifier.urihttps://rdlopen.rawdatalibrary.net/r/bayburt/12567
dc.identifier.volume56
dc.identifier.wosWOS:000461906200010
dc.language.isoen
dc.publisherHeteroCorporation
dc.relation.ispartofJournal of Heterocyclic Chemistry
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subject.classificationChemistry, Organic
dc.subject.classificationChemistry
dc.subject.other2 (2 hydroxy 1 phenylethyl)hexahydro 1h 4,7 ethanoisoindole 1,3 (2h)dione
dc.subject.other2 (2 hydroxy 1 phenylethyl)hexahydro 1h 4,7 methanoisoindole 1,3 (2h)dione
dc.subject.other2 (2 hydroxy 1 phenylethyl)hexahydro 4,8 ethanocyclohepta[c]pyrrole 1,3(2h,3h) dione
dc.subject.other2 2 (hexahydro 1h 4,7 methanoisoindol 2(3h) yl) 2 phenylethanol
dc.subject.other2 [2 [hexahydro 1h 4,7 ethanoisoindol 2(3h)yl] 2 phenylethyl]isoindoline 1,3 dione
dc.subject.other2 [2 [hexahydro 1h 4,7 methanoisoindol 2(3h)yl] 2 phenylethyl]isoindoline 1,3 dione
dc.subject.other2 [2 [octahydro 4,8 ethanocyclohepta[c]pyrrol 2(1h) yl] 2 phenylethyl]isoindoline 1,3 dione
dc.subject.other2 [hexahydro 1h 4,7 ethanoisoindol 2(3h) yl] 2 phenylethanamine
dc.subject.other2 [hexahydro 1h 4,7 ethanoisoindol 2(3h) yl] 2 phenylethanol
dc.subject.other2 [hexahydro 1h 4,7 methanoisoindol 2(3h) yl] 2 phenylethanamine
dc.subject.other2 [octahydro 4,8 ethanocycloheptapyrrol 2(1h) yl] 2 phenylethanol
dc.subject.other2 [octahydro 4,8 ethanocyclohepta[c]pyrrol 2(1h) yl] 2 phenylethanamine
dc.subject.otheralcohol derivative
dc.subject.otheramine
dc.subject.otherantiinfective agent
dc.subject.othertricyclic pyrrolidinyl alcohol derivative
dc.subject.othertricyclic pyrrolidinyl amine derivative
dc.subject.otherunclassified drug
dc.subject.otherantibacterial activity
dc.subject.otherArticle
dc.subject.otherbacterial strain
dc.subject.othercolumn chromatography
dc.subject.othercontrolled study
dc.subject.otherelemental analysis
dc.subject.otherEscherichia coli O157
dc.subject.otherhigh performance liquid chromatography
dc.subject.otherhydrophobicity
dc.subject.otherListeria monocytogenes
dc.subject.otherMitsunobu reaction
dc.subject.othernonhuman
dc.subject.othernuclear magnetic resonance spectroscopy
dc.subject.otherracemization
dc.subject.otherSalmonella enterica serovar Typhimurium
dc.subject.otherStaphylococcus aureus
dc.subject.othersynthesis
dc.titleSynthesis and Biological Evaluation of Novel Tricyclic Pyrrolidinyl (R)-Alcohols and Amines
dc.typeArticle
rdl.citation.openalex1
rdl.citation.scopus1
rdl.citation.wos1
rdl.oa.statusclosed
rdl.scopus.quartileQ3
rdl.sdgSDG03
rdl.source.indexSCOPUS
rdl.source.indexWOS
rdl.wos.indexScience Citation Index Expanded (SCI-EXPANDED)
rdl.wos.indexIndex Chemicus (IC)