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Complete 1H and 13C NMR assignments for two new monodesmoside saponins from Pentaclethra macroloba (Willd.) Kuntze

✍ Scribed by Francisco Arnaldo Viana; Yvone Brígido M. Pouliquen; Manoel Andrade-Neto; Gilvandete Maria P. Santiago; Otília Deusdênia L. Pessoa; Edson Rodrigues-Filho; Raimundo Braz-Filho

Publisher
John Wiley and Sons
Year
2004
Tongue
English
Weight
122 KB
Volume
42
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

A detailed NMR study and full assignments of the ^1^H and ^13^C spectral data for two novel triterpenoid saponins isolated from the stem bark of Pentaclethra macroloba (Willd.) Kuntze are described. Their structures were established using a combination of 1D and 2D NMR techniques including ^1^H,^1^H‐COSY, TOCSY, NOESY, gs‐HMQC and gs‐HMBC, and also electrospray ionization mass spectrometry and chemical methods. The structures were established as 3β‐O‐{[O‐β‐D‐glucopyranosyl‐(1→2)‐O‐β‐D‐glucopyranosyl‐(1→4)‐O‐β‐D‐glucopyranosyl‐(1→3)‐O‐α‐L‐rhamnopyranosyl‐(1→2)]‐[O‐β‐D‐glucopyranosyl‐(1→3)‐O‐β‐D‐glucopyranosyl‐(1→4)]}‐α‐L‐arabinopyranosylhederagenin (1) and 3β‐O‐{[O‐β‐D‐glucopyranosyl‐(1→2)‐O‐β‐D‐glucopyranosyl‐(1→4)‐O‐β‐D‐glucopyranosyl‐(1→3)‐O‐α‐L‐rhamnopyranosyl‐(1→2)]‐[O‐β‐D‐glucopyranosyl‐(1→3)‐O‐β‐D‐glucopyranosyl‐(1→4)]}‐α‐L‐arabinopyranosyloleanolic acid (2). Copyright © 2004 John Wiley & Sons, Ltd.

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