TY - JOUR
T1 - Synthesis of acyl derivatives of salicin, salirepin, and arbutin
AU - Stepanova, Elena Vledimirovna
AU - Belyanin, Maxim L.
AU - Filimonov, Victor D.
PY - 2014/3/31
Y1 - 2014/3/31
N2 - The total synthesis of two natural phenolglycosides of the family Salicaceae, namely: populoside and 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3-methoxy-4-hydroxy) cinnamoate and nine not found yet in plants acyl derivatives of phenoglycosides: 2-(β-d-glucopyranosyloxy)-benzylcinnamoate, 2-(β-d-glucopyranosyloxy)-benzyl (4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-benzyl (3-methoxy-4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3,4-dihydroxy) cinnamoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzylcinnamoate, 2-(β-d- glucopyranosyloxy)-5-hydroxy benzyl (4-hydroxy) benzoate, 2-(β-d- glucopyranosyloxy)-5-hydroxy benzyl (3-methoxy-4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-benzoyloxy benzylbenzoate and 4-(β-d-glucopyranosyloxy)-phenylbenzoate, starting from readily available phenols and glucose was developed for the first time.
AB - The total synthesis of two natural phenolglycosides of the family Salicaceae, namely: populoside and 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3-methoxy-4-hydroxy) cinnamoate and nine not found yet in plants acyl derivatives of phenoglycosides: 2-(β-d-glucopyranosyloxy)-benzylcinnamoate, 2-(β-d-glucopyranosyloxy)-benzyl (4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-benzyl (3-methoxy-4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3,4-dihydroxy) cinnamoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzylcinnamoate, 2-(β-d- glucopyranosyloxy)-5-hydroxy benzyl (4-hydroxy) benzoate, 2-(β-d- glucopyranosyloxy)-5-hydroxy benzyl (3-methoxy-4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-benzoyloxy benzylbenzoate and 4-(β-d-glucopyranosyloxy)-phenylbenzoate, starting from readily available phenols and glucose was developed for the first time.
KW - Benzoylarbutin
KW - Phenolic acyl glycosides
KW - Populoside
KW - Salicin derivatives
KW - Salirepin derivatives
UR - http://www.scopus.com/inward/record.url?scp=84896518363&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84896518363&partnerID=8YFLogxK
U2 - 10.1016/j.carres.2014.02.014
DO - 10.1016/j.carres.2014.02.014
M3 - Article
C2 - 24632218
AN - SCOPUS:84896518363
VL - 388
SP - 105
EP - 111
JO - Carbohydrate Research
JF - Carbohydrate Research
SN - 0008-6215
IS - 1
ER -