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Titolo:
HYDROGEN-BONDING IN A NONSTEROIDAL ANTIINFLAMMATORY DRUG - NAPROXEN
Autore:
VELAZQUEZ MM; VALERO M; RODRIGUEZ LJ; COSTA SMB; SANTOS MA;
Indirizzi:
INST SUPER TECN,CTR QUIM ESTRUTURAL,COMPLEXO I P-1096 LISBON PORTUGAL INST SUPER TECN,CTR QUIM ESTRUTURAL P-1096 LISBON PORTUGAL UNIV SALAMANCA,FAC FARM,DEPT QUIM FIS E-37008 SALAMANCA SPAIN
Titolo Testata:
Journal of photochemistry and photobiology.B, Biology
fascicolo: 1, volume: 29, anno: 1995,
pagine: 23 - 31
SICI:
1011-1344(1995)29:1<23:HIANAD>2.0.ZU;2-5
Fonte:
ISI
Lingua:
ENG
Soggetto:
SOLVATOCHROMIC COMPARISON METHOD; ALPHA-SCALE; SOLVENT; FLUORESCENCE; SPECTROSCOPY; SULFONATE; ACIDITIES; ACID;
Keywords:
HYDROGEN BONDING; ANTIINFLAMMATORY DRUG; ALPHA-CYCLODEXTRINS; BETA-CYCLODEXTRINS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
34
Recensione:
Indirizzi per estratti:
Citazione:
M.M. Velazquez et al., "HYDROGEN-BONDING IN A NONSTEROIDAL ANTIINFLAMMATORY DRUG - NAPROXEN", Journal of photochemistry and photobiology.B, Biology, 29(1), 1995, pp. 23-31

Abstract

Photophysical properties of a non-steroidal anti-inflammatory drug, Naproxen (6-methoxy alpha-methyl-2-naphthalene acetic acid sodium salt), were investigated in solvents of different polarity, hydrogen donor ability and also in cyclodextrins. The results indicate that in all cases the emitting state is the (1)L(b) singlet. In alcoholic solvents, an intermolecular hydrogen bond is responsible for the observed photophysical behaviour of the probe whereas in non-protic solvents (polar and weakly polar) an intramolecular hydrogen bond type is postulated torationalize the data found. In water, the non-radiative rate constanthas a value similar to those found in aqueous solutions of alpha- andbeta-cyclodextrins where the probe form complexes. The behaviour in water is explained by a water-structure enforced hydrophobic effect. The spectroscopic results are interpreted on the basis of a multiple-parameter model that considers specific solute-solvent interactions. These were also observed in the ground state and detected by Fourier transform infrared spectroscopy. Molecular mechanics (MM) and molecular orbital (AMI) calculations also support the existence of two conformations (rotamers) in Naproxen with non-equivalent intramolecular hydrogen bond-like formation.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 10/07/20 alle ore 16:01:00