Conformational analysis of 5,6,7‐trisubstituted flavones: 13C NMR and molecular mechanics study
13C NMR spectra of six flavones from Gomphrena martiana were analysed and compared with those of two related flavones isolated from Popowia cauliflora. This series of compounds has a similar substitution pattern on ring A, all compounds having oxygenated substituents on C‐5, C‐6 and C‐7. Consistent...
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1991
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07491581_v29_n6_p569_Biekofsky http://hdl.handle.net/20.500.12110/paper_07491581_v29_n6_p569_Biekofsky |
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paper:paper_07491581_v29_n6_p569_Biekofsky2023-06-08T15:45:30Z Conformational analysis of 5,6,7‐trisubstituted flavones: 13C NMR and molecular mechanics study Biekofsky, Rodolfo Roberto Buschi, Carlos Alberto Pomilio, Alicia Beatriz 13C 5,6,7‐Trisubstituted flavones Additivity rule Conformational Analysis Molecular Mechanics NMR Polysubstituted flavonoids Gomphrena martiana 13C NMR spectra of six flavones from Gomphrena martiana were analysed and compared with those of two related flavones isolated from Popowia cauliflora. This series of compounds has a similar substitution pattern on ring A, all compounds having oxygenated substituents on C‐5, C‐6 and C‐7. Consistent trends in relating conformation to substituent chemical shift effects (SCS) were found by analysing the 13C NMR data for these compounds. Chemical shifts for ring A carbons were calculated using the principle of additivity of substituents and by taking into account the conformation of the substituents. A reasonable agreement between the calculated shifts and the experimental values was found. A molecular mechanics study of these compounds was undertaken in order to obtain a set of consistent molecular structures to search for correlations between molecular structure and measured 13C chemical shifts. Good agreement was found between the predicted molecular mechanics conformations and the 13C NMR spectral data. Copyright © 1991 John Wiley & Sons Ltd. Fil:Biekofsky, R.R. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Buschi, C.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Pomilio, A.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 1991 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07491581_v29_n6_p569_Biekofsky http://hdl.handle.net/20.500.12110/paper_07491581_v29_n6_p569_Biekofsky |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
13C 5,6,7‐Trisubstituted flavones Additivity rule Conformational Analysis Molecular Mechanics NMR Polysubstituted flavonoids Gomphrena martiana |
| spellingShingle |
13C 5,6,7‐Trisubstituted flavones Additivity rule Conformational Analysis Molecular Mechanics NMR Polysubstituted flavonoids Gomphrena martiana Biekofsky, Rodolfo Roberto Buschi, Carlos Alberto Pomilio, Alicia Beatriz Conformational analysis of 5,6,7‐trisubstituted flavones: 13C NMR and molecular mechanics study |
| topic_facet |
13C 5,6,7‐Trisubstituted flavones Additivity rule Conformational Analysis Molecular Mechanics NMR Polysubstituted flavonoids Gomphrena martiana |
| description |
13C NMR spectra of six flavones from Gomphrena martiana were analysed and compared with those of two related flavones isolated from Popowia cauliflora. This series of compounds has a similar substitution pattern on ring A, all compounds having oxygenated substituents on C‐5, C‐6 and C‐7. Consistent trends in relating conformation to substituent chemical shift effects (SCS) were found by analysing the 13C NMR data for these compounds. Chemical shifts for ring A carbons were calculated using the principle of additivity of substituents and by taking into account the conformation of the substituents. A reasonable agreement between the calculated shifts and the experimental values was found. A molecular mechanics study of these compounds was undertaken in order to obtain a set of consistent molecular structures to search for correlations between molecular structure and measured 13C chemical shifts. Good agreement was found between the predicted molecular mechanics conformations and the 13C NMR spectral data. Copyright © 1991 John Wiley & Sons Ltd. |
| author |
Biekofsky, Rodolfo Roberto Buschi, Carlos Alberto Pomilio, Alicia Beatriz |
| author_facet |
Biekofsky, Rodolfo Roberto Buschi, Carlos Alberto Pomilio, Alicia Beatriz |
| author_sort |
Biekofsky, Rodolfo Roberto |
| title |
Conformational analysis of 5,6,7‐trisubstituted flavones: 13C NMR and molecular mechanics study |
| title_short |
Conformational analysis of 5,6,7‐trisubstituted flavones: 13C NMR and molecular mechanics study |
| title_full |
Conformational analysis of 5,6,7‐trisubstituted flavones: 13C NMR and molecular mechanics study |
| title_fullStr |
Conformational analysis of 5,6,7‐trisubstituted flavones: 13C NMR and molecular mechanics study |
| title_full_unstemmed |
Conformational analysis of 5,6,7‐trisubstituted flavones: 13C NMR and molecular mechanics study |
| title_sort |
conformational analysis of 5,6,7‐trisubstituted flavones: 13c nmr and molecular mechanics study |
| publishDate |
1991 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07491581_v29_n6_p569_Biekofsky http://hdl.handle.net/20.500.12110/paper_07491581_v29_n6_p569_Biekofsky |
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AT biekofskyrodolforoberto conformationalanalysisof567trisubstitutedflavones13cnmrandmolecularmechanicsstudy AT buschicarlosalberto conformationalanalysisof567trisubstitutedflavones13cnmrandmolecularmechanicsstudy AT pomilioaliciabeatriz conformationalanalysisof567trisubstitutedflavones13cnmrandmolecularmechanicsstudy |
| _version_ |
1768545561917521920 |