IDENTIFICATION AND SEQUENCING BY NMR SPECTROSCOPY OF THE CARBOHYDRATE MOIETY IN A SAPONIN FROM Barringtonia asiatica

Rymond J Rumampuk

doi:10.22146/ijc.21936

IDENTIFICATION AND SEQUENCING BY NMR SPECTROSCOPY OF THE CARBOHYDRATE MOIETY IN A SAPONIN FROM Barringtonia asiatica

https://doi.org/10.22146/ijc.21936

Rymond J Rumampuk^(1*)

(1) Department of Chemistry, FKIP, Syiah Kuala University, Darussalam, Banda Aceh
(*) Corresponding Author

Abstract

A trisaccharide chain in a saponin from the seeds of Barringtonia asiatica has been identified and sequenced as {[b-D-galactopyranosyl(1®3)- b-D-glucopyranosyl(1®2)]-b-D-glucuronopyranosyloxy} using a combination of homonuclear and heteronuclear correlation NMR spectroscopy. The ¹H and ¹³C NMR signals of the sugar residues can be determined and distinguished from one other by use of the HMQC-TOCSY technique. Anomeric configurations were unambiguously assigned from the vicinal coupling constants ³J_H-1,H-2 of the anomeric protons. Inter-glycosidic linkage assignments were elucidated using HMBC.

Keywords

Barringtonia asiatica; carbohydrate; saponin; NMR

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DOI: https://doi.org/10.22146/ijc.21936