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At least 775 records · Page 43Linked to original sources
PubMed2003

Triterpenoid saponins from Schefflera arboricola.

Nine triterpenoid saponins were isolated from the leaves and stems of Schefflera arboricola. The saponins were characterised, on the basis of chemical and spectral evidence, as 3-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucuronopyranosyl] oleanolic acid, 3-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucuronopyranosyl] echinocystic acid, 3-O-[beta-D-apiofuranosyl-(1-->4)-beta-D-glucuronopyranosyl] oleanolic acid 28-O-beta-D-glucopyranosyl ester, 3-O-alpha-L-ramnopyranosyl-(1-->4)-[alpha-L-arabinopyranosyl-(1-->2)-] beta-D-glucuronopyranosyl oleanolic acid, 3-O-alpha-L-rhamnopyranosyl-(1-->4)-[alpha-L-arabinopyranosyl-(1-->2)-] beta-D-glucuronopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl ester, 3-O-alpha-L-rhamnopyranosyl-(1-->4)-[beta-D-galactopyranosyl-(1-->2)-] beta-D-glucuronopyranosyl oleanolic acid, 3-O-alpha-L-rhamnopyranosyl-(1-->4)-[beta-D-galactopyranosyl-(1-->2)-] beta-D-glucuronopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl ester, 3-O-beta-D-apiofuranosyl-(1-->4)-[alpha-L-arabinopyranosyl-(1-->2)-] beta-D-glucuronopyranosyl oleanolic acid and 3-O-beta-D-apiofuranosyl-(1-->4)-[alpha-L-arabinopyranosyl-(1-->2)-] beta-D-glucuronopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl ester.

Araliaceae↗
PubMed2003

Triterpenoidal lupin saponins from the Chilean legume Lupinus oreophilus Phil.

Two lupin saponins, 3beta,21alpha,22beta,24-tetrahydroxyolean-12-en-3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-21-O-alpha-L-arabinopyranoside and 3beta,21alpha,22beta,24-tetrahydroxyolean-12-en-3-O-beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-21-O-alpha-L-rhamnopyranoside, along with eight other saponins and one triterpene previously reported from other legumes, were isolated from the aerial parts of Lupinus oreophilus collected in northern Chile. The structures of the isolated compounds were established with the help of extensive spectroscopic techniques.

Carbohydrate Conformation↗
PubMed1997

Triterpenoid saponins from Anemone hupehensis.

Two new triterpenoid saponins, named hupehensis saponin F and G, were isolated from the water soluble part of Anemone hupehensis Lemoine. By chemical and spectroscopic evidence, their structures were elucidated as 3-O-beta-D-ribopyranosyl(1-->3)-alpha-L-rhamnopyranosyl(1--> 2)-alpha-L-arabinopyranosyl hederagennin-28-O-alpha-rhamnopyranosyl(1--> 4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranosyl(1--> 3)-alpha-L-rhamnopyranosyl(1-->4)-beta-glucopyranosyl(1--> 6)-beta-D-glucopyranoside and 3-O-beta-D-ribopyranosyl(1-->3)-alpha-L-rhamnopyranosyl(1--> 2)-alpha-L-arabinopyranosyl hederagenin-28-O-beta-glucopyranosyl(1-->3)-alpha-rhamnopyranosyl( 1--> 4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranosyl(1--> 3)-alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl(1--> 6)-beta-D-glucopyranoside, respectively.

Carbohydrate Conformation↗
PubMed1996

Steroidal saponins from Sansevieria trifasciata.

The methanol extract of the whole plant of Sansevieria trifasciata has yielded 12 steroidal saponins, 10 of which are new constituents. The respective structures of the new compounds have been shown by the spectroscopic evidence, and alkaline- and acid-catalysed degradation. This is the first report of the isolation of steroidal saponins from S. trifasciata.

Carbohydrate Sequence↗
PubMed1997

Triterpenoid saponins from the roots of Zygophyllum species.

Two new triterpenoid saponins, 3-O-[beta-D-2-O-sulphonylglucopyranosyl]-quinovic acid-28-O-[beta-D-glucopyranosyl] ester (zygophyloside G), 3-O-[alpha-L-arabinopyranosyl-(1-->2)-beta-D-quinovopyranosyl++ +]-quinovic acid-28-28-O-[beta-D-glucopyranosyl] ester (zygophyloside H), and seven known saponins have been isolated. The structures were established primarily on the basis of NMR spectroscopy. The assignment of all NMR signals was performed by means of 1H-1H COSY-45, NOESY, TOCSY, 13C APT, HMQC and HMBC experiments. The determination of the glycosylation sites was possible by the HMBC experiments.

Magnetic Resonance Spectroscopy↗
PubMed1997

A triterpenoid saponin from Maesa ramentacea.

The structure of a piscicidal triterpenoid saponin (saponin A) isolated from the leaves of Maesa ramentacea has been shown to be 3-O-[[(alpha-rhamnopyranosyl (1-->2)-alpha-L-rhamnopyranosyl(1-->2)-beta-D-galactopyranosyl (1-->3)]-[beta-D-glucopyranosyl(1-->2)]-beta-D-glucuronopyranosyl] barringtogenol C21, 22-O-diangeloate. Extensive use was made of homo- and heteronuclear 2D NMR techniques.

Carbohydrate Conformation↗
PubMed1997

Jennisseensosides C and D, biologically active acylated triterpene saponins from Silene jenisseensis.

We previously reported the isolation and structure elucidation of a new trans-p-methoxycinnamoyl triterpene-saponin along with its cis-p-methoxycinnamoyl isomer as an inseparable mixture from the roots of Silene jenisseensis. In a continuing study on this plant, two additional new acylated triterpene-saponins were obtained as an inseparable mixture. Their structures have been established by chemical means and spectroscopic methods including 1D and 2D homonuclear and heteronuclear correlation NMR spectroscopy as 3-O-[beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]-28 -O-[{alpha-L-rhamnopyranosyl-(1-->2)}-{4-O-trans-p-methoxycinnamoyl++ +}-beta-D-fucopyranosyl] quillaic acid and its cis-isomer, respectively. They showed a significant enhancement of the granulocyte phagocytosis in vitro.

Carbohydrate Conformation↗
PubMed1997

Triterpenes and triterpenoid saponins from Mussaenda pubescens.

Two novel triterpenoid saponins, named mussaendosides U and V, together with one known saponin and four known triterpenes were isolated from the aerial parts of Mussaenda pubescens (Rubiaceae). The structures were determined on the basis of chemical analysis ad spectral methods. All these compounds were identified for the first time from the genus Mussaenda.

Carbohydrate Conformation↗
PubMed1998

Triterpenoid saponins from Quillaja saponaria.

Three new saponins were isolated from a commercial bark extract of Quillaja saponaria Molina. These compounds were also obtained as degradation products from larger saponins in this extract when treated with strong alkali. The compounds were characterized, using mainly NMR spectroscopy, mass spectrometry and chemical methods, as quillaic acid 3-O-¿beta-D-galactopyranosyl-(1-->2)-beta-D-glucopyranosiduronic acid¿, 3-O-¿alpha-L-rhamnopyranosyl-(1-->3)-[beta-D-galactopyranosyl-(1-->2)] -beta-D-glucopyranosiduronic acid¿ and 3-O-¿beta-D-xylopyranosyl-(1-->3)-[beta-D-galactopyranosyl -(1-->2)]-beta-D-glucopyranosiduronic acid¿, respectively.

Carbohydrate Conformation↗
PubMed1998

Noroleanane saponins from Celmisia spectabilis.

Two new saponins were isolated as the major components of the deacylated saponin extract from the underground parts of Celmisia spectabilis. Their structures were established by NMR and mass spectral data and derivative formation as 2 beta,3 beta,17,23- tetrahydroxy-28-norolean-12-en-16-one-3-O-alpha-L-arabinopyrano syl (1-->2)-alpha-L-arabinopyranosyl(1-->6)-beta-D-glucopyranoside and 2 beta,3 beta,17,23- tetrahydroxy-28-norolean-12-en-16-one-3-O-alpha-L-arabinopyrano syl (1-->2)-alpha-L-arabinopyranosyl(1-->6)-[alpha-L-rhamnopyranosyl (1-->2)]-beta-D-glucopyranoside.

Carbohydrate Conformation↗
PubMed1998

A triterpenoid saponin from Cyclamen coum.

A new triterpenoid saponin, coumoside A, has been isolated from the whole plant of Cyclamen coum and the structure of this novel saponin (C58H92O27) has been deduced by NMR methods based on 1H, 13C, DEPT, 1H-1H COSY, HETCOR, NOESY-NMR experiments and the FAB-mass spectrum. It has the structure 3 beta-O-[beta-D-glucopyranosyl-(1-6)-[alpha-L-arabinopyranosyl- (1-2)]-beta-D-glucopyranosyl-(1-4)-[beta-D-glucopyranosyl-(1-2)]-alpha-L -arabinopyranosyl]-16 alpha-hydroxy-30,28 beta-lactone-olean-12-ene and is called coumoside.

Carbohydrate Conformation↗
PubMed1998

Triterpenoid saponins and sapogenins from Vaccaria segetalis.

Four new triterpenoid saponins, vaccarosides E, F, G and H were isolated from the seeds of Vaccaria segatalis and were respectively defined to be 3-O-beta-D-galactopyranosyl(1-->2)-beta-D-glucuronopyranosyl] quillaic acid 28-O-beta-D-xylopyranosyl-(1-->4)-chi-L-rhamnopyranosyl-(1-->2)- [chi-L-arabinofuranosyl-(1-->3)]-beta-D-4-O-acetylfucopyranoside; 3-O-[beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl] 3beta,4chi,16chi-trihydroxy-23-norolean-12-en-28-oic acid 28-O-beta-D-xylopyranosyl-(1-->4)-chi-L-rhamnopyranosyl-(1-->2)- [chi-L-arabinofuranosyl-(1-->3)]-beta-D-4-O-acetylfucopyranoside; 3-O-[beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl] gypsogenin 28-O-beta-D-xylopyranosyl-(1-->4)-chi-L-rhamnopyranosyl-(1-->2)- [chi-L-arabinofuranosyl (1-->3)]-beta-D-4-O-acetylfucopyranoside; and 3-O-[beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl] 3beta,4chi-dihydroxy-23norolean-12-en-28-oic acid 28-O-beta-D-xylopyranosyl-(1-->4)-chi-L-rhamnopyranosyl-(1-->2) -chi-L-arabinofuranosyl-(1-->3)]-beta-D-4-O-acetyfucopyranoside. Their structures were established on the basis of extensive NMR (DEPT, COSY, HOHAHA, HETCOR, HMBC AND NOESY), FAB-MS and ESI-MS studies as well as chemical strategies and enzymatic degradation. The new aglycones of two of the saponins have been designated as segetalic acid and vaccaric acid, respectively.

Carbohydrate Conformation↗
PubMed1999

Steroidal saponins from Asparagus dumosus.

A new steroidal saponin, dumoside, characterized as (20S)-3 beta, 16 beta-dihydroxy pregn-5-ene-22-carboxylic acid (22, 16)-lactone-3-O-beta-chacotrioside, was isolated from the whole plant of Asparagus dumosus Baker and the structure was deduced from spectral data. In addition to dumoside three more steroidal saponins characterized as 3 beta-dihydroxy pregn-5,16-dien-20-one 3-O-beta-chacotrioside, 3 beta, 22 alpha, 26-trihydroxyfurost-5-ene-3-O-beta-chacotrioside-26-O- beta-D-glucopyranoside and its corresponding 22 alpha-O methoxy analogue were also isolated for the first time from this source. The structures have been identified with the help of FAB-MS, 1H NMR, 13C NMR and extensive 2D NMR spectroscopy, as well as comparison with reported spectroscopic data.

Carbohydrate Conformation↗
PubMed1999

Triterpenoid saponins from Fagonia indica.

Two new triterpenoid saponins, 3-O-{[beta-D-glucopyranosyl-(1-->2)]-[alpha-L-arabinopyranosyl-(1- ->3)]- alpha-L-arabinopyranosyl}-ursolic acid-28-O-[beta-D-glucopyranosyl] ester (indicasaponin A), 3-O-{[beta-D-glucopyranosyl-(1-->2)]-[alpha-L-arabinopyranosyl-(1- ->3)]- alpha-L-arabinopyranosyl}-oleanolic acid-28-O-[beta-D-glucopyranosyl] ester (indicasaponin B) and two known triterpenoid saponins, 3-O-[beta-D-glucopyranosyl-(1-->3)-alpha-L-arabinopyranosyl]-ur solic acid-28-O-[beta-D-glucopyranosyl] ester, 3-O-[beta-D-glucopyranosyl-(1-->3)-alpha-L-arabinopyranosyl]-olean olic acid-28-O-[beta-D-glucopyranosyl] ester have been isolated from Fagonia indica. The structures were determined primarily by NMR spectroscopy. The assignment of NMR signals was performed by means of 1H-1H COSY, NOESY, ROESY, TOCSY, HMQC and HMBC experiments.

Carbohydrate Conformation↗
PubMed1999

A spirostanol saponin from the underground parts of Ruscus aculeatus.

A new spirostanol saponin was isolated from the underground parts of Ruscus aculeatus and the structure was assigned as (23S,25R)-spirost-5-ene-3 beta,23-diol 23-O-[O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranoside] on the basis of spectroscopic analysis, including two-dimensional NMR spectroscopic techniques and the result of acid hydrolysis. The saponin is unique in structure having a diglycoside unit at C-23 of the spirostanol skeleton.

Europe↗
PubMed1999

A saponin with anti-ulcerogenic effect from the flowers of Spartium junceum.

A new oleanene-type saponin with potent anti-ulcerogenic activity was isolated from the flowers of Spartium junceum. The various techniques of NMR spectral analysis, viz. 1H, 13C, DEPT, C-H COSY, H-H COSY, COLOC, NOESY, HMBC, HMQC, in conjunction with EI- and FAB-mass spectrometry, revealed that the structure of the isolated saponin was 3-O-[alpha-L-rhamnopyranosyl-(1-->2) -O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]-3 beta,16beta,22 beta,24-tetrahydroxy-olean-12-ene and named as spartitrioside.

Animals↗
PubMed1999

Triterpenoidal saponins from Gleditsia sinensis.

Six bisdesmosidic triterpenoidal saponins, gleditsiosides H-K and gleditsia saponins C' and E', were isolated from the anomalous fruits of Gleditsia sinensis. Their structures were established by a combination of extensive NMR (DEPT, DQF-COSY, HETCOR, HOHAHA, HMBC and ROESY) studies and chemical degradation.

Carbohydrate Conformation↗
PubMed2000

Oleanane saponins from Gymnema sylvestre.

Six oleanane-type saponins, along with two known triterpene saponins, were isolated from the leaves of Gymnema sylvestre. The structures of the oleanane triterpene glycosides were characterized as longispinogenin 3-O-beta-D-glucuronopyranoside, 21 beta-benzoylsitakisogenin 3-O-beta-D-glucuronopyranoside, 3-O-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl ester, oleanolic acid 3-O-beta-D-xylopyranosyl(1-->6)-beta-D-glucopyranosyl(1-->6)-beta-D- glucopyranoside, 3-O-beta-D-xylopyranosyl(1-->6)-beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl ester and 3-O-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranosyl oleanolic acid 28-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranosyl ester on the basis of hydrolysis and spectral evidence, including 1D- and 2D-NMR (TOCSY, ROESY, HMQC and HMBC) and FABMS analyses.

Carbohydrate Sequence↗