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izvor podataka: crosbi

FT-IR and NMR spectroscopic studies of salicylic acid derivatives. I. Gentisamide - a metabolite of salicylamide (CROSBI ID 106788)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Jadrijević-Mladar Takač, Milena ; Vikić Topić, Dražen ; Govorčinović, Tihana FT-IR and NMR spectroscopic studies of salicylic acid derivatives. I. Gentisamide - a metabolite of salicylamide // Acta pharmaceutica, 54 (2004), 3; 163-176

Podaci o odgovornosti

Jadrijević-Mladar Takač, Milena ; Vikić Topić, Dražen ; Govorčinović, Tihana

engleski

FT-IR and NMR spectroscopic studies of salicylic acid derivatives. I. Gentisamide - a metabolite of salicylamide

Gentisamide (GAM, 2, 5-dihydroxybenzamide), a minor first-pass metabolite of salicylamide (SAM, 2-hydroxybenzamide), was studied using FT-IR, 1D and 2D homo- and heteronuclear 1H and 13C NMR spectroscopy. GAM was isolated from human urine eight hours after oral administration of SAM. FT-IR, 1H and 13C NMR spectra unequivocally confirmed the chemical structure of GAM through chemical and substituent shifts, coupling constants and connectivities in COSY, NOESY, HETCOR and HBMC spectra. From NOESY spectra of GAM in DMSO-d6, it was concluded that the amide protons are oriented toward the ortho-proton at C-6. Obtained results indicate that the presence of the additional phenol group at C-5 in GAM favours the formation of intramolecular hydrogen bonding of the O…HO type between C2-OH proton and oxygen atom of the amide group.

gentisamide ; FT-IR ; NMR

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Podaci o izdanju

54 (3)

2004.

163-176

objavljeno

1330-0075

Povezanost rada

Kemija

Poveznice
Indeksiranost