102519-34-6Relevant articles and documents
Triterpenoid saponins from Aster batangensis
Shao Yu,Zhou Bing-Nan,Lin Long-Ze,Cordell
, p. 927 - 933 (1995)
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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.
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.
Pericarp saponins of Akebia quinata decne. II. Arjunolic and norarjunolic acids, and their glycosides
Higuchi,Kawasaki
, p. 1314 - 1323 (1976)
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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.
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
New triterpenoid saponin glycosides from the fruit fibers of: Trichosanthes cucumerina L.
Chulrik, Wanatsanan,Chunglok, Warangkana,Li, Jian-Xin,Suebsakwong, Parichat,Suksamrarn, Apichart,Yao, Zhu-Jun
, p. 10461 - 10470 (2020)
Five new triterpenoid saponin glycosides, trichocucumerisides A-E (1-5), together with eleven known compounds (6-16) were isolated from Trichosanthes cucumerina fruit fibers. The structures of the new compounds were elucidated by detailed analysis of NMR and mass spectroscopic data as well as chemical reactions. The anti-inflammatory study against nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells shows that compounds 7 and 9 exhibited stronger NO inhibitory activity, with IC50 values of 3.0 and 2.7 μM, respectively, with comparison to positive references Celecoxib and aminoguanidine (IC50 values 75.7 and 75.0 μM, respectively). Compounds 7 and 9 also possessed a greater selectivity index (SI) of approximately 3-4-fold activity than that of the positive references.
New triterpenoid saponins, asterbatanoside D and E, from Aster batangensis
Shao,Zhou,Ma,Wu
, p. 246 - 249 (1995)
Two new triterpenoid saponins named asterbatanoside D and E have been isolated from Aster batangensis and their structures elucidated as 3-O-β-D-glucopyranosyl-bayogenin-28-O-β-D-glucopyranosyl (1→6)-β-D-glucopyranoside and 3-O-6'-acetyl-β-D-glucopyranosyl-bayogenin-28-O-β-D-glucopyranosyl-( 1→6)-β-D-glucopyranoside by means of MS, 1D and 2D NMR techniques (COSY, TOCSY, ROESY, HMQC, and HMBC), and chemical reactions.
Artefact formation during acid hydrolysis of saponins from Medicago spp.
Tava, Aldo,Biazzi, Elisa,Mella, Mariella,Quadrelli, Paolo,Avato, Pinarosa
, p. 116 - 127 (2017/04/13)
Artefact compounds obtained during acid hydrolysis of saponins from Medicago spp. (Fabaceae), have been monitored and evaluated by GC-FID. Their identification has been performed by GC-MS and 1H and 13C NMR. Saponins with different substituents on the triterpenic pentacyclic aglycones were considered, and their hydrolysis products were detected and quantified during 10?h of time course reaction. From soyasapogenol B glycoside the well known soyasapogenols B, C, D and F were obtained together with a previously undescribed sapogenol artefact identified as 3β,22β,24-trihydroxyolean-18(19)-en and named soyasapogenol H. From a zanhic acid saponin two major artefact compounds identified as 2β,3β,16α-trihydroxyolean-13(18)-en-23,28-dioic acid and 2β,3β,16α-trihydroxyolean-28,13β-olide-23-oic acid were obtained, together with some zanhic acid. Other compounds, detected in very small amount in the reaction mixture, were also tentatively identified based on their GC-MS and UV spectra. The other most characteristic saponins in Medicago spp., hederagenin, bayogenin and medicagenic acid glycosides, under acidic condition of hydrolysis, released instead the correspondent aglycones and generated a negligible amount of artefacts. Nature of artefacts and mechanism of their formation, involving a stable tertiary carbocation, is here proposed and discussed for the first time.
