Triterpenoid saponins from the stem bark of pentaclethra eetveldeana

Two previously undescribed triterpenoid saponins together with 4 known ones were isolated from the stem bark of Pentaclethra eetveldeana De Wild. & Th. Dur. Their structures were elucidated by spectroscopic methods including 1D and 2D NMR experiments in combination with mass spectrometry as 3- O-β- d -glucopyranosyl- (1→2)- [β- d -glucopyranosyl- (1→3)]-β- d -glucopyranosyl- (1→4)- β- d -glucopyranosyl- (1→3)-α- l -rhamnopyranosyl- (1→2)-[β- d-glucopyranosyl- (1→4)]-α- l -arabinopyranosyloleanolic acid and 3- O -β- d -glucopyranosyl- (1→2)-[β- d -glucopyranosyl- (1→3)]-β- d -glucopyranosyl- (1→4)-β- d -glucopyranosyl- (1→3)- α -l -rhamnopyranosyl- (1→2)-[β- d -glucopyranosyl- (1→4)]-α- l -arabinopyranosylhederagenin. © The Author(s) 2019

Triterpenoid saponins from the root bark of haplocoelum congolanum

peer reviewedTwo undescribed triterpenoid saponins together with 5 known ones were isolated from the root bark of Haplocoelum congolanum Hauman. Their structures were elucidated by spectroscopic methods including one-dimensional and two-dimensional nuclear magnetic resonance experiments in combination with mass spectrometry as 3-O-(4-O-[3-hydroxy-3-methylglutaryl])-α-l-arabinopyranosyl-(1→3)-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-α-l-arabinopyranosyloleanolic acid and 3-O-α-l-arabinofuranosyl-(1→3)-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-α-l-arabinopyranosyloleanolic acid. © The Author(s) 201

Triterpene saponins from four species of the polygalaceae family

Twelve triterpene saponins were isolated by successive M PLC over silica gel from four species of Polygalaceae: From Polygala ruwenzoriensis, five new saponins 1-5 of which 1-4 as two pairs of (E)/(Z)-isomers, together with the four known compounds tenuifoline, (E)- and (Z)-senegasaponin b, (E)- and (Z)-senegin II, and polygalasaponin XXVIII, from the genus Carpolobia. one new saponin 6 from C alba and the known arillo-side (11) from C. lutea, and another new triterpene glycoside 7 from Polygala arenaria. Their structures were established mainly by 600-MHz 2D-NMR techniques (H-1,H-1-COSY, TOCSY, NOESY, HSQC, HMBC) as 3-O-(beta-D-glucopyranosyl)presenegenin 28-[O-alpha-L-arabinopyranosyl-(1 -> 4)-O-beta-D-xylopyranosyl-(1 -> 4)-O-alpha-L-rhamnopyranosyl-(1 -> 2)-4-O-[(E)-4-methoxycinnamoyl]-beta-D-fucopyranosyl] ester (1) and its (Z)-isomer 2, 3-O-(beta-D-glucopyranosyl)presenegenin 28-[O-alpha-L-arabinopyranosyl-(1 -> 4)-O-beta-D-xylopyranosyl-(1 -> 4)-O-alpha-L-rhamnopyranosyl-(1 -> 2)-4-O-[(E)-3,4-dimethoxycinnamoyl]-beta-D-fucopyranosyl] ester (3) and its (Z)-isomer 4, 3-O-(beta-D-glucopyranosyl)presenegenin 28-[O-beta-D-galactopyranosyl-(1 -> 4)-O-beta-D-xylopyranosyl-(1 -> 4)-O-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-fucopyranosyl] ester (5), 3-O-(beta-D-glucopyranosyl)presenegenin 28-[O-alpha-L-arabinopyranosyl-(1 -> 3)-O-[beta-D-galactopyranosyl-(1 -> 4)]-O-beta-D-xylopyranosyl-(1 -> 4)-O-alpha-L-rhamnopyranosyl-(1 -> 2)-O-[beta-D-apiofuranosyl-(1 -> 3)]-4-O-acetyl-beta-D-fucopyranosyl] ester (6), and 3-O-(beta-D-glucopyranosyl)presenegenin 28-[O-beta-D-galactopyranosyl-(1 -> 4)-O-[beta-D-glucopyranosyl-(1 -> 3)]-O-beta-D-xylo-pyranosyl-(1 -> 4)-O-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-fucopyranosyl] ester (7) (presenegenin = (2 beta, 3 beta, 4 alpha)-2,3,27-trihydroxyolean-12-ene-23,28-dioic acid). acid)

Terpenoid glycosides from the root's barks of Eriocoelum microspermum Radlk. ex Engl.

Eight undescribed triterpenoid saponins together with a known one, and two undescribed sesquiterpene glycosides were isolated from root's barks of Eriocoelum microspermum. Their structures were elucidated by spectroscopic methods including 1D and 2D experiments in combinaison with mass spectrometry as 3-O-α-L-rhamnopyranosyl-(1 → 3)-[α-L-rhamnopyranosyl-(1 → 2)]-α-L-arabinopyranosylhederagenin, 3-O-α-L-rhamnopyranosyl-(1 → 3)-[β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)]-α-L-arabinopyranosylhederagenin, 3-O-α-L-rhamnopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)]-α-L-arabinopyranosylhederagenin, 3-O-α-L-rhamnopyranosyl-(1 → 4)-[α-L-rhamnopyranosyl-(1 → 2)]-α-L-arabinopyranosylhederagenin 28-O-β-D-glucopyranosyl ester, 3-O-α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-β-D-xylopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosylhederagenin, 3-O-α-L-rhamnopyranosyl-(1 → 3)-α-L-arabinopyranosyl-(1 → 4)-β-D-xylopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosylhederagenin, 3-O-β-D-xylopyranosyl-(1 → 4)-α-L-arabinopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosylhederagenin, 3-O-α-L-rhamnopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 3)-α-L-arabinopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)]-α-L-arabinopyranosylhederagenin, 1-O-{β-D-xylopyranosyl-(1 → 3)-[α-L-rhamnopyranosyl-(1 → 2)]-β-D-glucopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 6)}-[β-D-xylopyranosyl-(1 → 3)]-[α-L-rhamnopyranosyl-(1 → 2)]-β-D-glucopyranosyl-(2E,6E)-farnes-1-ol, 1-O-{β-D-glucopyranosyl-(1 → 3)-[α-L-rhamnopyranosyl-(1 → 2)]-β-D-glucopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 6)}-[β-D-xylopyranosyl-(1 → 3)]-[α-L-rhamnopyranosyl-(1 → 2)]-β-D-glucopyranosyl-(2E,6E)-farnes-1-ol. These results represent a contribution to the chemotaxonomy of the genus Eriocoelum highlighting farnesol glycosides as chemotaxonomic markers of the subfamily of Sapindoideae in the family of Sapindaceae. © 2018 Elsevier Lt

Triterpene saponins of the root bark of Olax obtusifolia De Wild

Four undescribed triterpenoid saponins together with five known and oleanolic acid were isolated from root bark of Olax obtusifolia De Wild. Their structures were elucidated by spectroscopic methods including 1D and 2D NMR experiments, in combination with mass spectrometry as 3-O-α-L-rhamnopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→3)-β-D-glucuronopyranosyloleanolic acid, 3-O-α-L-rhamnopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→3)-β-D-glucuronopyranosyloleanolic acid 28-O-β-D-glucopyranosyl ester, 3-O-α-L-rhamnopyranosyl-(1→3)-β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-glucuronopyranosyloleanolic acid and 3-O-α-L-rhamnopyranosyl-(1→3)-β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-glucuronopyranosyloleanolic acid 28-O-β-D-glucopyranosyl ester. © 2018 Phytochemical Society of Europ

Three new triterpene saponins from two species of Carpolobia

Three new acetylated triterpene saponins 1-->3 were isolated from the roots of Carpolobia alba and C. lutea. Their structures were established mainly by 2D NMR techniques as 3-O-beta-D-glucopyranosylpresenegenin-28-O-beta-D-galactopyranosyl-(1-->4)- beta-D-xylopyranosyl-(1-->3)1-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-(3,4-di-O-acetyl)-beta-D-fueopyranosyl ester, 3-O-beta-D-glucopyranosylpresenegenin-28-O-beta-D-galactopyranosyl-(1-->4)- [alpha-L-arabinopyranosyl-(1-->3)1-beta-D-xylopyranosyl-(1-->4)-a-L-rhamnopyranosyl-(1-->2)-(3,4-di-O-acetyl)- beta-D-fucopyranosyl ester, and 3-O-beta-D-glucopyranosylpresenegenin-28-O-beta-D-xylopyranosyl-(1-->4)- [beta-D-apiofuranosyl-(1-->3)]-alpha-L-rhamnopyranosyl-(1-->2)-(3,4-di-O-acetyl)-beta-Dfucopyranosyl ester, respectively

New oleanane-type saponins from Astragolus flavescens

55th Annual Congress of the Society-for-Medicinal-Plant-Research -- SEP 02-06, 2007 -- Karl Franzens Univ, Graz, AUSTRIAWOS: 000249395900499Soc Med Plant Re