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Complete 1 H and 13 C NMR assignments for two new monodesmoside saponins from Pentaclethra macroloba (Willd.) Kuntze
Author(s) -
Viana Francisco Arnaldo,
Pouliquen Yvone Brígido M.,
AndradeNeto Manoel,
Santiago Gilvandete Maria P.,
Pessoa Otília Deusdênia L.,
RodriguesFilho Edson,
BrazFilho Raimundo
Publication year - 2004
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1421
Subject(s) - chemistry , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , electrospray ionization , triterpenoid , carbon 13 nmr , bark (sound) , mass spectrometry , nuclear magnetic resonance spectroscopy , chromatography , physics , acoustics
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.