Pregled bibliografske jedinice broj: 983
Synthesis of 5-hydroxymethylbenzopsoralen glucoside
Synthesis of 5-hydroxymethylbenzopsoralen glucoside // Acta pharmaceutica, 49 (1999), 1; 11-19 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 983 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Synthesis of 5-hydroxymethylbenzopsoralen glucoside
Autori
Zorc, Branka ; Jadrijević-Mladar Takač, Milena ; Rodighiero, Paolo
Izvornik
Acta pharmaceutica (1330-0075) 49
(1999), 1;
11-19
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
benzopsoralen glucoside; 5-(?-D-glucopyranosyloxymethyl)-2H-benzofuro?3;2-g?-1-benzopyran-2-one; glucosidation; Koenigs-Knorr reaction
Sažetak
Benzopsoralen derivative, 5-hydroxymethyl-2H-benzofuro?3,2-g?-1-benzopyran-2-one (BP-OH, 1) and its 5-bromomethyl analogue (BP-Br, 3) were transformed to the corresponding glucoside, 5-(2,3,4,6-tetra-O-?-D-glucopyranosyloxymethyl)-2H-benzofuro?3,2-g?-1-benzopyran-2-one (benzopsoralen acetylated glucoside, BP-OAG, 7), which after deacetylation yielded the free glucoside 8. Different synthetic approaches were tried to accomplish glycosidation, including Ag2CO3, HgO/HgCl2, Hg(CN)2 or BF3?Et2O as aglycone and carbohydrate moiety condensation promotors. Hg(CN)2 was found to give significantly better yield (70%) on the product 7 than other mercury and silver salts or BF3?Et2O.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
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Časopis indeksira:
- Scopus
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- Excerpta Medica