1. Absolute configuration of strictosidinic acid.
- Author
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Castro, Rosane de P., Matos, Carolina da S., Nascimento, Cláudia A. do, Oliveira, Cecília M. A., Kato, Lucília, Lião, Luciano M., and Sabino, José R.
- Subjects
CARBOXYLATES ,SALT ,HYDROGEN bonding ,PYRIDINE ,NITROGEN - Abstract
The absolute configuration of strictosidinic acid, (2 S,3 R,4 S)-3-ethenyl-2-(β- d-glucopyranosyloxy)-4-{[(1 S)-2,3,4,9-tetrahydro-1 H-pyrido[3,4- b]indol-1-yl]methyl}-3,4-dihydro-2 H-pyran-5-carboxylate, was determined from its sodium chloride trihydrate, poly[[diaqua((2 S,3 R,4 S)-3-ethenyl-2-(β- d-glucopyranosyloxy)-4-{[(1 S)-2,3,4,9-tetrahydro-1 H-pyrido[3,4- b]indol-2-ium-1-yl]methyl}-3,4-dihydro-2 H-pyran-5-carboxylate)sodium] chloride monohydrate], {[Na(C
26 H32 N2 O9 )(H2 O)2 ]Cl·H2 O}n . The strictosidinic acid molecule participates in intermolecular hydrogen bonds of the O-H...O and O-H...Cl types. The solid-state conformation was observed as a zwitterion, based on a charged pyridine N atom and a carboxylate group, the latter mediating the packing through coordination with the sodium cation. [ABSTRACT FROM AUTHOR]- Published
- 2012
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