102519-34-6Relevant articles and documents
A new complex triterpenoid saponin from Samanea saman with haemolytic activity and adjuvant effect
Barbosa, Antony De Paula,Da Silva, Bernadete Pereira,Parente, José Paz
, p. 626 - 631 (2012)
A new complex triterpenoid saponin was isolated from the stem bark of Samanea saman by using chromatographic methods. Its structure was established as 3-[(2-O-β-d-glucopyranosyl-β-d-glucopyranosyl)oxy]-2,23-dihydroxy- (2β,3β,4α)-olean-12-en-28-oic acid O-β-d-glucopyranosyl-(1 → 3)-O-[O-β-d-glucopyranosyl-(1 → 4)]-O-6-deoxy-α-l- mannopyranosyl-(1 → 2)-6-O-[4-O-[(2E,6S)-2,6-dimethyl-1-oxo-2,7-octadienyl] -6-deoxy-α-l-mannopyranosyl)oxy]-β-d-glucopyranosyl ester (1). Structural elucidation was performed using detailed analyses of 1H and 13C NMR spectra including 2D NMR spectroscopic techniques and chemical conversions. The haemolytic activity of the saponin was evaluated using in vitro assays, and its adjuvant potential on the cellular immune response against ovalbumin antigen was investigated using in vivo models.
A new biologically active triterpenoid saponin from the aerial parts of Neanotis wightiana
Das, Niranjan,Ghosh, Partha Sarathi,Das, Manash Chandra,Dinda, Biswanath
, p. 270 - 273 (2013)
Phytochemical investigation of the aerial parts of Neanotis wightiana for the first time has led to the isolation of one new triterpenoid saponin, neanoside A (1), along with seven known compounds, oleanolic acid (2), ursolic acid (3), β-sitosterol (4) and its glucoside (5), stigmasterol (6) and its glucoside (7) and hexacosanoic acid (8). The structures of these compounds were elucidated by means of spectroscopic (NMR, MS and other) and chemical techniques as well as comparison with literature data. The structure of 1 was elucidated as 3-O-α-l-rhamnopyranosyl-(1 → 2)-β-d-xylopyranosyl (1 → 3)-β-d-glucopyranosyl bayogenin. The in vitro biochemical analysis of compound 1 against the activity of human serum liposomal enzymes, SGOT (serum glutamate oxaloacetate transaminase), SGPT (serum glutamate pyruvate transaminase) and ALP (alkaline phosphatase) and glycerol kinase showed significant reduction of their activity.
Medicinal flowers. XXXII.1) Structures of oleanane-type triterpene saponins, perennisosides VIII, IX, X, XI, and XII, from the flowers of Bellis perennis
Morikawa, Toshio,Li, Xuezheng,Nishida, Eriko,Nakamura, Seikou,Ninomiya, Kiyofumi,Matsuda, Hisashi,Hamao, Makoto,Muraoka, Osamu,Hayakawa, Takao,Yoshikawa, Masayuki
, p. 889 - 895 (2011)
Five new triterpene saponins perennisosides VIII (1), IX (2), X (3), XI (4), and XII (5) were isolated from the MeOH-eluated fraction of the methanolic extract from the flowers of Bellis perennis. The MeOH-eluted fraction of the methanolic extract from the flowers of B. perennis was found to inhibit gastric emptying in olive oil-loaded mice at a dose of 200 mg/kg, per os (p.o.). The stereostructures of 1-5 were elucidated on the basis of chemical and spectroscopic evidence.
Oleanane saponins from Bellis sylvestris Cyr. and evaluation of their phytotoxicity on Aegilops geniculata Roth
Scognamiglio, Monica,D'Abrosca, Brigida,Fiumano, Vittorio,Chambery, Angela,Severino, Valeria,Tsafantakis, Nikolaos,Pacifico, Severina,Esposito, Assunta,Fiorentino, Antonio
, p. 125 - 134,10 (2012)
Six oleanane saponins were isolated for the first time from leaves of Bellis sylvestris Cyr., the southern daisy. Their structures were established by the extensive use of 2D-NMR experiments, including COSY, TOCSY, NOESY, HSQC, HMBC, CIGAR, H2BC, and HSQC-TOCSY, along with Q-TOF HRMS2 analysis. All of the compounds are constituted by bayogenin as aglycone, and characterized by the presence of an oligosaccharide moiety, consisting of two to four sugar unities esterified at the C-28 carboxyl carbon. One of the isolated compounds is a bisdesmoside containing an additional sugar moiety at the C-3 carbon. The phytotoxic activity assayed against Aegilops geniculata Roth., a coexisting test species, has been evaluated revealing that all the compounds, at the highest concentrations, showed strong phytotoxicity against the leaf development.
Triterpene glycosides from the tubers of Anemone coronaria
Mimaki, Yoshihiro,Watanabe, Kazuki,Matsuo, Yukiko,Sakagami, Hiroshi
, p. 724 - 729 (2009)
Six new triterpene glycosides (1-6), together with 11 known ones (7-17), have been isolated from a glycoside-enriched fraction prepared from the tubers of Anemone coronaria L. (Ranunculaceae). On the basis of extensive spectroscopic analysis, including 2D
Further SAponins from Phytolacca dodecandra L'HERIT
Dorsaz, Anne-Christine,Hostettmann, Kurt
, p. 2038 - 2047 (1986)
Three new bidesmosidic saponins 1-3 have been isolated from the berries of Phytolacca dodecandra L'HERIT (Phytolaccaceae).The structures have been established by spectroscopic ((1)H-NMR, (13)C-NMR, FAB-MS, DCI-MS, and GC/MS) and chemical methods (acid, basic, and enzymatic hydrolysis).Saponins 1 and 3 are tetra- and pentaglycosides of oleanolic acid, whereas 2 is a tetraglycoside of bayogenin.The corresponding prosapogenins 1a-3a, obtained by cleavage of a glucose unit esterified at C(28), exhibited strong molluscicidal activity against schistosomiasis-transmitting snails.
TRITERPENOIDS AND THEIR GLYCOSIDES FROM TERMINALIA CHEBULA
Kundu, Asish,Mahato, Shashi B.
, p. 999 - 1002 (1993)
Two new triterpenoid glycosides, chebuloside I and II were isolated from the stem bark of Terminalia chebula and shown to be β-D-galactopyranosyl 2α,3β,23-trihydroxyolean-12-en-28-oate and β-D-glucopyranosyl 2α,3β,6β,23-tetrahydroxyolean-12-en-28-oate, respectively, based on their spectral data and some chemical transformations. Key Word Index - Terminalia chebula; Combretaceae; stem bark; arjunolic acid; terminolic acid; chebuloside I, II; triterpenoids; triterpenoid glycosides.
Studies on the constituents of Polygala japonica HOUTT. I. Structures of polygalasaponins I-X
Zhang,Miyase,Kuroyanagi,Umehara,Ueno
, p. 115 - 120 (1995)
Ten new oleanane-type saponins, polygalasaponins I-X, along with two known saponins, bayogenin-3-O-β-D-glucopyranoside and lobatoside B were isolated from the aerial part of Polygala japonica HOUTT. The structures of these compounds were established on the basis of spectroscopic and chemical evidence.
New saponins from Sechium mexicanum
Hernandez-Carlos, Beatriz,Carmona-Pineda, Miriam,Villanueva-Canongo, Claudia,Lopez-Olguin, Jesus F.,Aragon-Garcia, Agustin,Joseph-Nathan, Pedro
, p. 994 - 1003 (2009)
The chemical study of Sechium mexicanum roots led to the isolation of the two new saponins {3-0-β-d-glucopyranosyl (1→3)-β-d- glucopyranosyl-2β,3β,16α,23-tetrahydroxyolean-12-en-28-oic acid 28-0-α-l-rhamnopyranosyl-(1→3)-β-d- xylopyranosyl-(1→4)- α-l-rham
Saponins from Bolbostemma paniculatum: Cyclic bisdesmosides, tubeimosides II and III
Kasai, Ryoji,Miyakoshi, Masazumi,Nie, Rui-Lin,Zhou, Jun,Matsumoto, Kazuhiro,Morita, Toshinobu,Nishi, Masatoshi,Miyahara, Kazumoto,Tanaka, Osamu
, p. 1439 - 1446 (1988)
The isolation and structural determination of tubeimosides II and III, new cyclic bisdesmosides from tubers of Bolbostemma paniculatum are reported.