608-47-9Relevant articles and documents
New triterpenoid saponin from the stems of Albizia adianthifolia (Schumach.) W.Wight
Toukea, Daniel Djou,Kamto, Eutrophe Le Doux,Simo, Line Made,Mbing, Joséphine Ngo,Antheaume, Cyril,Haddad, Mohamed,Noté, Olivier Placide,Pegnyemb, Dieudonné Emmanuel
, p. 780 - 788 (2020/08/19)
As part of our continuing study of apoptosis-inducing saponins from Cameroonian Albizia genus, one new triterpenoid saponin, named adianthifolioside J (1), together with the known gummiferaoside E (2), were isolated from Albizia adianthifolia stems. The s
New flavonoid glycosides from Xanthium strumarium with their protein tyrosine phosphatase 1B inhibitory activity
Jiang, Pei-Jing,Lu, Mei-Jiao,Xi, Yi-Yuan,Chen, Jun,Zheng, Ju-Jia,Xu, Xiang-Wei
, p. 45 - 51 (2021/01/25)
Two new flavonoid glycosides named 6-hydroxy-3-methoxy-apigenin 7-O-α-?-rhamnopyranoside (1) and 3-hydroxyl-apigenin 8-C-β-?-xylopyranoside (2), along with five known compounds (3-7), were isolated from Xanthium strumarium. Their structures were elucidate
Ursane-type triterpene oligoglycosides with anti-hepatosteatosis and anti-hyperlipidemic activity from the leaves of Ilex paraguariensis A. St.-Hil.
Inoue, Naoki,Konno, Takuya,Manse, Yoshiaki,Morikawa, Toshio,Muraoka, Osamu,Nagatomo, Akifumi,Ninomiya, Kiyofumi,Sakamoto, Chinatsu,Shibasaka, Aya,Sone, Mayuko,Xu, Yin,Yoshikawa, Masayuki
, (2022/03/19)
The methanol extract from the leaves of Ilex paraguariensis A. St.-Hil. (Aquifoliaceae), popularly known as mate, maté, or yerba maté, inhibits the intracellular triglyceride accumulation in HepG2 cells and suppresses the plasma triglyceride elevation in olive oil-treated mice. Three new triterpene saponins, termed mateosides I (1), II (2), and III (3), were isolated from the extract along with 29 known compounds. The structures of 1–3 were elucidated based on chemical and spectroscopic evidence. Among the isolates, principal saponin constituents, 2 and matesaponins 1 (7) and 2 (9), potently inhibited the triglyceride accumulation in HepG2 cells simultaneously treated with oleic acid and high glucose. In vivo assay of the methanol extract of I. paraguariensis revealed that 7 and 9 showed anti-hyperlipidemic activities in olive oil-treated mice. These results suggested that the saponin constituents of I. paraguariensis could be valuable bioactive marker for the anti-obesogenic activity. Graphical abstract: [Figure not available: see fulltext.]
A new triterpenoid saponin from Glinus oppositifolius
Phan, Thuy Thanh,Do, Lien T. M.,Phung, Trung Van,Nguyen, Thu Thi Hoai,Huynh, Vinh N.,Ngo, Duong Thi Thuy,Nguyen, Kim Phi Phung,Nguyen, Tuyet Thi Anh
, p. 171 - 176 (2020/07/03)
From the ethanol extract of Glinus oppositifolius, collected at Phu Yen province, Viet Nam, one new triterpenoid saponin (1) and four known compounds (2–5) were isolated. By means of NMR and HR-ESI-MS analyses, their structure was elucidated as 3-O-(β-D-xylopyranosyl-(1→3)-β-D-xylopyranosyl)spergulagenin A or glinusopposide V (1), glinusopposide L (2), spergulin B (3), vitexin (4) and astralagin (5). Two compounds (1–2) showed weak inhibitory activity against α-glucosidase.
Protective effects of four new saponins from Gynostemma pentaphyllum against hydrogen peroxide-induced neurotoxicity in SH-SY5Y cells
Zhai, Xin-Fang,Zu, Ma-Li,Wang, Yu-Rong,Cui, Wei-Ye,Duan, Yu,Yang, Ce,Piao, Xiang-Lan
, (2020/11/24)
Gynostemma pentaphyllum has been used as a medicine-food homologious health product in China for a long time. This research aimed to isolate and identify its active compounds with protective effects against hydrogen peroxide induced SH-SY5Y cell death. Four new dammarane-type saponins were isolated from G. pentaphyllum using various chromatographic methods. They were identified as gypenoside S1 (1), gypenoside S3 (2), gypenoside S2 (3) and gypenoside S4 (4), respectively by HRESIMS and NMR spectra. Their cytotoxic activity was evaluated against three human cancer cell lines, A549 (lung), HepG2 (liver), SH-SY5Y (nerve), by MTT method. They showed low cytotoxicities with the IC50 values of more than 100 μM on three cancer cell lines. However, they appeared protective effects against hydrogen peroxide induced SH-SY5Y cell death in a dose-dependent manner. They recovered cell viability more than 69% at the concentration of 20 μM from 66%, while as vitamin C to 67%. Compound 3 and 4 recovered more than 79% at 100 μM. The present study suggests that G. pentaphyllum has antioxidative potential and the saponins from G. pentaphyllum are considered as the active compounds with safe and neuroprotecitve effect.
Isolation and structural characterization of four diastereomeric lignan glycosides from Abies holophylla and their neuroprotective activity
Cha, Joon Min,Lee, Tae Hyun,Subedi, Lalita,Ha, Young Jun,Kim, Hye Ryeong,Kim, Sun Yeou,Choi, Sang Un,Kim, Chung Sub
, (2020/12/02)
Diastereomers are a type of a stereoisomer and they are often isolated as a mixture due to their similar physical properties. Through HPLC technique, we isolated four stereoisomeric lignan glycosides, holophyllosides A–D (1–4), from the trunk of Abies holophylla Maxim. which were first isolated as a mixture 25 years ago. The planar structures of 1–4 were characterized by conventional 1D and 2D NMR data analysis and their stereochemistry was determined via empirical comparison of their 13C NMR chemical shifts and 3JH-H coupling constants with the reported values, enzymatic hydrolysis followed by LC-MS analysis, and ECD experiment. Of the four stereoisomers isolated, only compounds 1, 3, and 4 showed moderate neuroprotective activity by inducing NGF secretion in C6 cells whereas 2 did not. This study highlights again the stereochemical importance of molecules in their biological and pharmaceutical application.
Arenarosides A-G, Polyhydroxylated Oleanane-Type Saponins from Polycarpaea arenaria and their Cytotoxic and Antiangiogenic Activities
Nguyen, Nham-Linh,Vo, Thanh-Hoa,Lin, Yu-Chi,Liaw, Chia-Ching,Lu, Mei-Kuang,Cheng, Jing-Jy,Chen, Mei-Chuan,Kuo, Yao-Haur
, p. 259 - 267 (2021/02/06)
Seven new polyhydroxylated oleanane-type triterpene saponins, arenarosides A-G (1-7), together with four known compounds, were isolated from an ethanol extract of the aerial parts of the Vietnamese plant Polycarpaea arenaria. The chemical structures of the newly isolated oleanane saponins were elucidated on the basis of spectroscopic and spectrometric analysis, especially 2D NMR and HRMS. Biological evaluation revealed that 3, 4, 6, and 7 showed moderate activities against four human cancer cell lines (A549, HTC116, PC3, and RT112) with IC50 values of 6.0-9.9 μM, and 3, 4, 5, and 7 also displayed promising antiangiogenesis effects with IC50 values 5 μM in the test system used. Among the isolates, arenaroside D (4) exhibited the most potent inhibitory effects, not only in cancer cell proliferation but also in angiogenic activities. Preliminary SAR studies revealed that the presence of an acetyl group at C-22 in oleanane-type triterpene saponins increases these bioactivities.
Oleanane-type saponins and prosapogenins from Albizia julibrissin and their cytotoxic activities
Han, Qinghua,Qian, Yi,Wang, Xuda,Zhang, Qingying,Cui, Jingrong,Tu, Pengfei,Liang, Hong
, (2021/04/02)
Two undescribed oleanane-type saponins, julibrosides K–L, along with three undescribed oleanane-type prosapogenins, julibrosides M–O, were isolated from the stem bark of Albizia julibrissin Durazz. and the mild alkaline hydrolysate of the total saponin, r
Polythosides A and B, two new triterpenoid saponins from the roots of Acacia polyacantha Willd. (Mimosaceae)
Tchoukoua, Abdou,Tomfeun Nganou, Sandrine Carole,Dabole, Bernard,Yoshida, Jun,Ito, Yoshiaki,Ngadjui, Bonaventure Tchaleu,Shiono, Yoshihito
, p. 190 - 195 (2021/05/03)
Two new oleanane-type triterpene saponins, named polythosides A and B (1 and 2), together with a known compound, silphioside E (3), were isolated from the roots of Acacia polyacantha. Their structures were elucidated by analysis of 1D and 2D-NMR experiments, and mass spectrometry (HR-ESITOF-MS) as oleanolic acid 3-O-β-D-galactopyranosyl-(1→2)-β-D-xylopyranosyl-(1→6)-[β-D-xylopyranosyl-(1→4)]-[β-D-xylopyranosyl-(1→2)]-β-D-galactopyranoside (1), 3-O-[β-D-galactopyranosyl-(1→2)-β-D-xylopyranosyl-(1→6)-[β-D-xylopyranosyl-(1→4)]-[β-D-xylopyranosyl-(1→2)]-β-D-galactopyranosyl] oleanolic acid-28-O-β-D-glucopyranosyl ester (2) and 3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl] oleanolic acid 28-O-β-D-glucopyranosyl ester (3). The cytotoxic effect of isolated saponins was evaluated on the H4IIE rat hepatoma cell line. The results show that none of the compounds (assayed at 100 μM) showed cytotoxicity against H4IIE cells.
Stilbene dimer xylosides and flavanols from the roots of Lysidice rhodostegia and their antioxidant activities
Li, Yao-Lan,Li, Ying-Ying,Tang, Qing,Wang, Guo-Cai,Wang, Wen-Zhi,Wu, Zhong-Nan,Zhan, Zhao-Chun,Zhang, Sheng-Yuan,Zhang, Yu-Bo
, (2021/08/03)
Eight new stilbene dimer xylosides (1–8) and one new flavanol (9), along with seven known ones (10–16) were isolated from the roots of Lysidice rhodostegia. Their structures were elucidated by extensive analysis of spectroscopic data (IR, UV, HR-ESI-MS, 1D and 2D NMR), ECD calculations and acid hydrolysis. Compounds 1–16 were evaluated for their antioxidant activities using DPPH radical-scavenging assay. Especially, compounds 9 and 10 exhibited stronger antioxidant effects than the positive control (vitamin E), with IC50 values of 9.57 ± 1.30 and 13.60 ± 1.47 μM, respectively.
