Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 105-111 |
| Number of pages | 7 |
| Journal | Carbohydrate Research |
| Volume | 388 |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - 31 Mar 2014 |
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Keywords
- Benzoylarbutin
- Phenolic acyl glycosides
- Populoside
- Salicin derivatives
- Salirepin derivatives
ASJC Scopus subject areas
- Analytical Chemistry
- Biochemistry
- Organic Chemistry
Cite this
Synthesis of acyl derivatives of salicin, salirepin, and arbutin. / Stepanova, Elena Vledimirovna; Belyanin, Maxim L.; Filimonov, Victor D.
In: Carbohydrate Research, Vol. 388, No. 1, 31.03.2014, p. 105-111.Research output: Contribution to journal › Article
}
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
VL - 388
SP - 105
EP - 111
JO - Carbohydrate Research
JF - Carbohydrate Research
SN - 0008-6215
IS - 1
ER -