Repository logo
 
Publication

A comparison of the structures of some 2- and 3-substituted chromone derivatives: a structural study on the importance of the secondary carboxamide backbone for the inhibitory activity of MAO-B

2015Journal article Open access
Simple item page
dc.contributor.authorGomes, Ligia R.
dc.contributor.authorLow, John Nicolson
dc.contributor.authorCagide, Fernando
dc.contributor.authorGaspar, Alexandra
dc.contributor.authorBorges, Fernanda
dc.date.accessioned2019-10-24T18:17:12Z
dc.date.available2019-10-24T18:17:12Z
dc.date.issued2015
dc.description.abstractThe crystal structures of the 3-substituted tertiary chromone carboxamide derivative, C17H13NO3, N-methyl-4-oxo-N-phenyl-4H-chromene-3-carboxamide (1), and the chromone carbonyl pyrrolidine derivatives, C14H13NO3, 3-(pyrrolidine-1-carbon­yl)-4H-chromen-4-one (3) and 2-(pyrrolidine-1-carbon­yl)-4H-chromen-4-one (4) have been determined. Their structural features are discussed and compared with similar compounds namely with respect to their MAO-B inhibitory activities. The chromone carboxamide presents a -syn conformation with the aromatic rings twisted with respect to each other [the dihedral angle between the mean planes of the chromone system and the exocyclic phenyl ring is 58.48 (8)°]. The pyrrolidine derivatives also display a significant twist: the dihedral angles between the chromone system and the best plane formed by the pyrrolidine atoms are 48.9 (2) and 23.97 (12)° in (3) and (4), respectively. Compound (3) shows a short C-H...O intra­molecular contact forming an S(7) ring. The supra­molecular structures for each compound are defined by weak C-H...O hydrogen bonds, which link the mol­ecules into chains and sheets. The Cambridge Structural Database gave 45 hits for compounds with a pyrrolidinecarbonyl group. A simple statistical analysis of their geometric parameters is made in order to compare them with those of the mol­ecules determined in the present work.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationGomes, L. R., Low, J. N., Cagide, F., Gaspar, A., & Borges, F. (2015). A comparison of the structures of some 2- and 3-substituted chromone derivatives: a structural study on the importance of the secondary carboxamide backbone for the inhibitory activity of MAO-B. Acta crystallographica. Section E, Crystallographic communications, 71(Pt 11), 1270–1277. doi:10.1107/S2056989015017958pt_PT
dc.identifier.doi10.1107/S2056989015017958pt_PT
dc.identifier.issn2056-9890
dc.identifier.urihttp://hdl.handle.net/10284/8169
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherInternational Union of Crystallographypt_PT
dc.relation.publisherversionhttp://scripts.iucr.org/cgi-bin/paper?lh5791pt_PT
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt_PT
dc.subjectCrystal structurept_PT
dc.subjectChromones; Pharmalogical activitypt_PT
dc.subjectSupra­molecular structurept_PT
dc.subjectHydrogen bondingpt_PT
dc.titleA comparison of the structures of some 2- and 3-substituted chromone derivatives: a structural study on the importance of the secondary carboxamide backbone for the inhibitory activity of MAO-Bpt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage1277pt_PT
oaire.citation.issue11pt_PT
oaire.citation.startPage1270pt_PT
oaire.citation.titleActa Crystallographica Section E: Crystallographic Communicationspt_PT
oaire.citation.volume71pt_PT
person.familyNameMaria da Silva Rebelo Gomes
person.givenNameLígia
person.identifier.ciencia-idA41A-22BE-18F0
person.identifier.orcid0000-0002-3496-6052
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublication66614656-b892-46ad-93f3-7586580fd733
relation.isAuthorOfPublication.latestForDiscovery66614656-b892-46ad-93f3-7586580fd733

Files

Original bundle
Now showing 1 - 1 of 1
Thumbnail Image
Name:
actaE(2015)_E71_1270.pdf
Size:
1.54 MB
Format:
Adobe Portable Document Format
Download
License bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
license.txt
Size:
1.71 KB
Format:
Item-specific license agreed upon to submission
Description:
Download

Collections

FCS - Artigos em Revistas Científicas Internacionais com Arbitragem Científica