527-52-6Relevant academic research and scientific papers
Two new steroidal glycosides from Cynanchum otophyllum Schneid
Yang, Xin-Xin,Bao, Yong-Rui,Wang, Li-Fen,Wang, Shuai,Bao, Li-Na,Guan, Yu-Peng,Meng, Xian-Sheng
, p. 285 - 288 (2015)
Two new C21 steroidal glycosides were isolated from Cynanchum otophyllum Schneid. Their structures were elucidated as qinyangshengenin-3-O-β-d-digitoxopyranoside (1) and rostratamine-3-O-β-d-cymaropyranosyl-(1 → 4)-β-d-digitoxopyranoside (2) on the basis of chemical and spectroscopic methods, including 1D and 2D NMR experiments.
Two new glycosides and one new neolignan from the roots of Cynanchum stauntonii
Yu, Jin-Qian,Zhao, Lei
, p. 355 - 359 (2015)
Three new compounds including one C21-steroidal glycoside, one methylglycoside, and one neolignan, named as Deoxyamplexicogenin A-3-O-yl-4-O-(4-O-α-L-cymaropyranosoyl-β-D-digitoxopyranosoyl)-β-D-canaropyranoside (1), Methyl-O-α-L-cymaropyranosoyl-(1 → 4)-β-D-digitoxopyranoside (2), and (+)-(7S, 8R, 7′E)-5-hydroxy-3, 5′-dimethoxy-4′, 7-epoxy-8, 3′-neolign-7′-ene-9, 9′-diol 9′-ethyl ether (3), respectively, were isolated from the roots of Cynanchum stauntonii. The structure elucidations were achieved by in-depth spectroscopic examination, mainly including the experiments and analyses of multiple 1D- and 2D-NMR and HRESIMS and CD analysis and qualitative chemical tests. Cytotoxicity activities of compounds 1-3 were evaluated against five tumor cell lines (HCT-8, Bel-7402, BGC-823, A549, and A2780) in cell based assays where they were found to be inactive.
Triterpene glycosides and phenylpropane derivatives from Staurogyne concinnula possessing anti-angiogenic activity
Vo, Thanh-Hoa,Lin, Yu-Chi,Liaw, Chia-Ching,Pan, Wen-Pin,Cheng, Jing-Jy,Lee, Ching-Kuo,Kuo, Yao-Haur
, (2021/02/03)
After anti-angiogenic activity screening, the potential n-butanol layer partitioned from the ethanol extract of Staurogyne concinnula was conducted. Further purification by Diaion HP20 column and preparative HPLC chromatography, four undescribed triterpen
New knowledge about old drugs; a cardenolide type glycoside with cytotoxic effect and unusual secondary metabolites from Digitalis grandiflora Miller
Kutluay, Vahap Murat,Makino, Toshiaki,Inoue, Makoto,Saracoglu, Iclal
, p. 73 - 80 (2019/02/24)
Phytochemical investigation of the aerial parts of Digitalis grandiflora Miller (Plantaginaceae) led to the isolation of an undescribed cardenolide type glycoside digigrandifloroside (1) along with five known compounds, rengyoside A (2), rengyoside B (3), cleroindicin A (4), salidroside (5), and cornoside (6), from its aqueous fraction of methanolic extract. Structures of the isolated compounds were determined by means of spectroscopic techniques. 1–6 were isolated for the first time from D. grandiflora. 2 and 3 are being reported for the first time from Digitalis genus and Plantaginaceae family with this study. This is the second report for occurrence of 4 from a Digitalis species. Cytotoxic activity of the aqueous fraction was also tested against HEp-2 (Human larynx epidermoid carcinoma) and HepG2 (Human hepatocellular carcinoma) cancer cell lines and L929 (Mouse fibroblast cell) non-cancerous cell line. Aqueous fraction showed stronger cytotoxicity on HEp-2 cells than HepG2. Therefore, the cytotoxic activity of 1, 2, 4, and 6 were tested against HEp-2 and L929 cell lines. 3 and 5 couldn't be tested due to their insufficient amount. 1 showed the highest cytotoxicity against HEp-2 cells with IC50 value 10.1 μM when compared with the positive control, etoposide and 2–6 (IC50 of etoposide; 39.5 μM).
Cytotoxic Pregnane Steroidal Glycosides from Chonemorpha megacalyx
Yuan, Fang-Yu,Wang, Xiao-Ling,Wang, Tian,Shen, Tao,Ren, Dongmei,Lou, Hongxiang,Wang, Xiao-Ning
, p. 1542 - 1549 (2019/07/05)
Three new C21 pregnane steroids, chonemorphols A-C (1, 3, and 4), 11 new C21 steroidal glycosides, chonemorphosides A-K (2 and 5-14), and 11 known compounds (15-25) were obtained from the vines and leaves of Chonemorpha megacalyx Pierre. Their structures were established using extensive spectroscopic data. The X-ray crystallographic data of 1 and 3 permitted definition of their absolute configurations. Notably, 1 and 2 possessed an uncommon 6/5/6/5/5-fused steroidal ring system. Compound 7 displayed significant cytotoxicity against several cancer cell lines with IC50 values of 2.0-3.6 μM.
New Immunomodulating Polyhydroxypregnane Glycosides from the Roots of Cynanchum otophyllum C.K.Schneid.
Zhan, Zha-Jun,Bao, Shu-Min,Zhang, Yue,Qiu, Fei-Jun,Shan, Wei-Guang,Ma, Lie-Feng
, (2019/06/13)
Seven new polyhydroxypregnane glycosides, named cynotophyllosides P–V, together with three known analogs were isolated from the roots of Cynanchum otophyllum C.K.Schneid. Their structures were elucidated by a variety of spectroscopic techniques, as well as acid-catalyzed hydrolysis. All isolates were tested for their immunological activities in vitro against Con A- and LPS-induced proliferation of mice splenocytes. Immunoenhancing (for 1, 9) and immunosuppressive (for 2) activities were observed. Furthermore, cynotophylloside R (3) showed immunomodulatory as it enhanced the proliferation of splenocytes in low concentration and suppressed immune cells in concentration more than 1.0 μg/ml.
Two new steroidal saponins from the roots of Cynanchum limprichtii
Liu, Jia-Chuan,Yu, Li-Li,Tang, Ming-Xu,Lu, Xiao-Jie,Zhao, Dan,Wang, Hai-Feng,Chen, Gang,Su, Guang-Yue,Pei, Yue-Hu
, p. 875 - 882 (2017/11/29)
As a part of our continuing research for bioactive constituents from Cynanchum limprichtii Schltr., two new C21 steroidal glycosides limproside A (1) and limproside B (2) were isolated from the roots of Cynanchum limprichtii. Their structures were elucidated on the basis of 1D- and 2D-NMR spectroscopic data as well as HR-ESI-MS analysis. The cytotoxicity of two compounds against two selected human cancer cell lines was assayed.
Two new 14, 15-secopregnane-type steroidal glycosides from the roots of Cynanchum limprichtii
Liu, Jia-chuan,Yu, Li-li,Chen, Shao-fei,Lu, Xiao-jie,Zhao, Dan,Wang, Hai-feng,Chen, Gang,Pei, Yue-hu
, p. 261 - 267 (2017/10/06)
Two new steroidal glycosides 1 and 2, along with three known ones (3–5), were isolated from the 95% ethanol extract of the roots of Cynanchum limprichtii Schltr. The structure of the new compounds was elucidated as 3-O-α-L-diginopyranosyl-(1→4)-β-D-digito
New C21 steroidal glycosides from the roots of Cynanchum stauntonii and their protective effects on hypoxia/reoxygenation induced cardiomyocyte injury
Lei, Qiao-Shi,Zuo, Yi-Han,Lai, Chang-Zhi,Luo, Jin-Fang,Pang, Shu-Wen,Zhou, Hua,Yao, Xin-Sheng,Tang, Jin-Shan
, p. 1716 - 1722 (2017/07/27)
Phytochemical investigations from the roots of Cynanchum stauntonii led to obtain four new C21 steroidal glycosides (1–4) and one known compound stauntoside F (5). Their chemical structures were characterized by sophisticated analyses of IR, HR
Cytotoxic and apoptosis-inducing activity of C21 steroids from the roots of Cynanchum atratum
Zhang, Jian,Ma, Lin,Wu, Zheng-Feng,Yu, Shu-Le,Wang, Lei,Ye, Wen-Cai,Zhang, Qing-Wen,Yin, Zhi-Qi
, p. 1 - 8 (2017/03/29)
Two new (1–2) and two known C21 steroids (3–4) were isolated from the roots of Cynanchum atratum. Their structures were elucidated by detailed 1D and 2D spectroscopic. The MTT assay showed that compounds 1–4 displayed obvious cytotoxic activities against HepG2 cells with IC50 values ranging from 10.19?μM to 76.12?μM. Compounds 1–3 also exhibited cytotoxic effects in A549 cells with IC50 values of 30.87–95.39?μM. Compound 3 showed the antiproliferative activity via G0/G1 cell cycle arrest and proapoptosis in HepG2 cells by Flowcytometry analysis. Western blotting analysis revealed that compound 3 could induce HepG2 cell apoptosis via the mitochondrial pathway by downregulating Bcl-2 expression, upregulating Bax protein expression, and activating caspase-9 and caspase-3.
