Complete 1H and 13C NMR assignments for two new monodesmoside saponins from Pentaclethra macroloba (Willd.) Kuntze.
A detailed NMR study and full assignments of the 1H and 13C 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 1H,1H-COSY, TOCSY, NOESY, gs-HMQC and gs-HMBC, and also electrospray ionization mass spectrometry and chemical methods. The structures were established as 3beta-O-([O-beta-D-glucopyranosyl-(1-->2)-O-beta-D-glucopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->3)-O-alpha-L-rhamnopyranosyl-(1-->2)]-[O-beta-D-glucopyranosyl-(1-->3)-O-beta-D-glucopyranosyl-(1-->4)])-alpha-L-arabinopyranosylhederagenin (1) and 3beta-O-)[O-beta-D-glucopyranosyl-(1-->2)-O-beta-D-glucopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->3)-O-alpha-L-rhamnopyranosyl-(1-->2)]-[O-beta-D-glucopyranosyl-(1-->3)-O-beta-D-glucopyranosyl-(1-->4)])-alpha-L-arabinopyranosyloleanolic acid (2).
Viana
Francisco Arnaldo
FA
Universidade do Estado do Rio Grande do Norte, Mossoró, RN 59610-210, Brazil.
Pouliquen
Yvone Brígido M
YB
Andrade-Neto
Manoel
M
Santiago
Gilvandete Maria P
GM
Pessoa
Otília Deusdênia L
OD
Rodrigues-Filho
Edson
E
Braz-Filho
Raimundo
R
D002240:Carbohydrate Sequence; D002247:Carbon Isotopes; D007887:Fabaceae / Q000737:chemistry*; D006859:Hydrogen; D008969:Molecular Sequence Data; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D024301:Plant Bark / Q000737:chemistry; D012502:Sapogenins / Q000737:chemistry / Q000302:isolation & purification; D012503:Saponins / Q000737:chemistry* / Q000302:isolation & purification
C498379:3-O-((O-glucopyranosyl--1-2-O-glucopyranosyl-1-4-glucopyranosyl-1-3-O-rhamnopyranosyl-1-2)(O-glucopyranosyl-1-3-O-glucopyranosyl-1-4))arabinopyranosyloleanolic acid; C498376:3-O-((O-glucopyranosyl-1-2-O-glucopyranosyl-1-4-glucopyranosyl-1-3-O-rhamnopyranosyl-1-2)(O-glucopyranosyl-1-3-O-glucopyranosyl-1-4))arabinopyranosylhederagenin; D002247:Carbon Isotopes; D012502:Sapogenins; D012503:Saponins; D006859:Hydrogen