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See detailTriterpenoid saponins from the stem bark of pentaclethra eetveldeana
Pertuit, D.; Kapundu, M.; Mitaine-Offer, A.-C. et al

in Natural Product Communications (2019), 14(7),

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 ... [more ▼]

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. [less ▲]

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See detailTriterpenoid saponins from the root bark of haplocoelum congolanum
Pertuit, D.; Mitaine-Offer, A.-C.; Miyamoto, T. et al

in Natural Product Communications (2019), 14(5),

Two 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 ... [more ▼]

Two 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) 2019 [less ▲]

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See detailTriterpene saponins from four species of the polygalaceae family
Mitaine-Offer, A. C.; Miyamoto, T.; Jolly, C. et al

in Helvetica Chimica Acta (2005), 88(11), 2986-2995

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 ... [more ▼]

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). [less ▲]

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See detailAcylated preatroxigenin glycosides from Atroxima congolana
Elbandy, M.; Miyamoto, T.; Delaude, Clément ULiege et al

in Journal of Natural Products (2003), 66(9), 1154-1158

Six new acylated bisdesmosidic preatroxigenin saponins named atroximasaponins E-1, E-2 (1, 2), F-1, F-2 (3, 4), and G(1), G(2) (5, 6) were isolated as three inseparable mixtures of the trans- and cis-p ... [more ▼]

Six new acylated bisdesmosidic preatroxigenin saponins named atroximasaponins E-1, E-2 (1, 2), F-1, F-2 (3, 4), and G(1), G(2) (5, 6) were isolated as three inseparable mixtures of the trans- and cis-p-methoxycinnamoyl derivatives, from the roots of Atroxima congolana. Their structures were established through extensive NMR spectroscopic analysis as 3-O-beta-D-glucopyranosylpreatroxigenin-28-O-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-[beta-D-glucopyranosyl-(1-->3)]-[4-O-trans-p-methoxycinnamoyl]-beta-D-fucopyranoside (atroximasaponin E-1, 1), and its cis-isomer, atroximasaponin E-2 (2), 3-O-beta-D-glucopyranosylpreatroxigenin-28-O-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-[6-O-acetyl-beta-D-glucopyranosyl-(1-->3)]-[4-O-trans-p-methoxycinnamoyl]-beta-D-fucopyranoside (atroximasaponin F-1, 3), and its cis-isomer, atroximasaponin F-2 (4), 3-O-beta-D-glucopyranosylpreatroxigenin-28-O-beta-D-apiofuranosyl-(1-->3)-[alpha-L-rhamnopyranosyl-(1-->2)]-[4-O-trans-p-methoxycinnamoyl]-beta-D-fucopyranoside (atroximasaponin G(1), 5), and its cis-isomer, atroximasaponin G(2) (6), respectively. [less ▲]

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See detailThree new triterpene saponins from two species of Carpolobia
Mitaine-Offer, A. C.; Miyamoto, T.; Khan, I. A. et al

in Journal of Natural Products (2002), 65(4), 553-557

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 ... [more ▼]

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. [less ▲]

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See detailNovel acylated triterpene glycosides from Muraltia heisteria
Elbandy, M.; Miyamoto, T.; Chauffert, B. et al

in Journal of Natural Products (2002), 65(2), 193-197

Four new acylated triterpene glycosides (1-4) have been isolated as two inseparable mixtures of the trans- and cis-3,4,5-trimethoxycinnamoyl derivatives (1,2 and 3,4) from the roots of Muraltia heisteria ... [more ▼]

Four new acylated triterpene glycosides (1-4) have been isolated as two inseparable mixtures of the trans- and cis-3,4,5-trimethoxycinnamoyl derivatives (1,2 and 3,4) from the roots of Muraltia heisteria. The structures of these compounds were elucidated by various 1D and 2D NMR techniques, including H-1 and C-13, COSY, NOESY, HSQC, TOCSY, and HMBC experiments and FABMS. Compounds 3 and 4 were shown to be cytotoxic in a human colon cancer cell line but did not show any ability to potentiate in vitro cisplatin cytotoxicity. [less ▲]

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See detailFive new medicagenic acid saponins from Muraltia ononidifolia
Elbandy, M.; Miyamoto, T.; Delaude, Clément ULiege et al

in Helvetica Chimica Acta (2002), 85(9), 2721-2728

Five new triterpene saponins 1-5 were isolated from the roots of Muraltia ononidifolia E. MEY along with the two known saponins 3-O-[O-beta-D-glucopyranosyl-(1 --> 2)-beta-D-glucopyranosyl]medicagenic ... [more ▼]

Five new triterpene saponins 1-5 were isolated from the roots of Muraltia ononidifolia E. MEY along with the two known saponins 3-O-[O-beta-D-glucopyranosyl-(1 --> 2)-beta-D-glucopyranosyl]medicagenic acid 28-[O-beta-D-xylopyranosyl-(l --> 4)-O-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl] ester and 3-O-(beta-D-glucopyranosyl)medicagenic acid 28-[O-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl] ester (medicagenic acid = (4alpha,2beta,3beta)-2,3-dihydroxyolean-12-ene-23,28-dioic acid). Their structures were elucidated mainly by spectroscopic experiments, including 2D-NMR techniques, as 3-O-(beta-D-glucopyranosyl)medicagenic acid 28-[O-beta-D-apiofuranosyl-(l --> 3)-O-beta-D-xylopyranosyl-(1 --> 4)-O-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl] ester (1), 3-O-(beta-D-glucopyranosyl)medicagenic acid 28-{[O-beta-D-xylopyranosyl-(1 --> 4)-O-[beta-D-apiofuranosyl-(1 --> 3)]-O-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl} ester (2), 3-O-[O-beta-D-glucopyranosyl-(1 --> 2)-beta-D-glucopyranosyl]medicagenic acid 28-[O-beta-D-xylopyranosyl-(1 --> 4)-O-[beta-D-apiofuranosyl-(1 --> 3)]-O-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl] ester (3), 3-O-[O-beta-D-glucopyranosyl-(1 --> 2)-beta-D-glucopyranosyl]medicagenic acid 28-[O-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl] ester (4), and 3-O-[O-beta-glucopyranosyl-(1 --> 2)-beta-D-glucopyranosyl]medicagenic acid (5). [less ▲]

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