- Pregnane glycosides from Gymnema inodorum and their α-glucosidase inhibitory activity
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Two new pregnane glycosides, gyminosides A and B (1 and 2) and three known, tinctoroside B (3), tinctoroside C (4), and gymnepregoside F (5) were isolated from the leaves of Gymnema inodorum (Lour.) Decne. Their structures were elucidated by physical and chemical methods and comparing with those reported in the literature. All these compounds were evaluated for α-glucosidase assay. Compound 5 exhibited the most anti α-glucosidase activity with inhibitory percentage of 63.7 ± 3.9% at the concentration of 200 μM. Compounds 1–4 showed moderate anti α-glucosidase activity with inhibitory percentage ranging from 40.0 to 52.1%.
- Trang, Do Thi,Yen, Duong Thi Hai,Cuong, Nguyen The,Anh, Luu The,Hoai, Nguyen Thi,Tai, Bui Huu,Doan, Vu Van,Yen, Pham Hai,Quang, Tran Hong,Nhiem, Nguyen Xuan,Minh, Chau Van,Kiem, Phan Van
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p. 2157 - 2163
(2019/11/03)
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- New C21 steroidal glycosides from the roots of Cynanchum stauntonii and their protective effects on hypoxia/reoxygenation induced cardiomyocyte injury
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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
- Lei, Qiao-Shi,Zuo, Yi-Han,Lai, Chang-Zhi,Luo, Jin-Fang,Pang, Shu-Wen,Zhou, Hua,Yao, Xin-Sheng,Tang, Jin-Shan
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p. 1716 - 1722
(2017/07/27)
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- Cytotoxic and apoptosis-inducing activity of C21 steroids from the roots of Cynanchum atratum
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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.
- Zhang, Jian,Ma, Lin,Wu, Zheng-Feng,Yu, Shu-Le,Wang, Lei,Ye, Wen-Cai,Zhang, Qing-Wen,Yin, Zhi-Qi
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- New Sweet-Tasting C21-Pregnane Glycosides from Pericarps of Myriopteron extensum
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Ten novel C21 pregnane glycosides, extensumside C-L (1-10), were isolated as highly sweet-tasting substances from the edible pericarps of Myriopteron extensum (Wight) K. Schum by sensory-guided fractionation and purification. Their structures were determined through 1D and 2D NMR, such as HSQC, HMBC, 1H-1H COSY, HSQC-TOCSY, and ROESY, as well as other spectroscopic analysis combined with chemical evidence. These compounds shared the same aglycone, 3β,16α-dihydroxy-pregn-5-en-20-one, and contained the deoxysugar chain and the glucose chain which were linked to C-3 and C-16 of the aglycone, respectively. The sweetness potency was evaluated by a human sensory panel test and preliminary structure-taste relationship was discussed. The sweetness intensities of these compounds are between 50 and 400 times greater than that of sucrose. Furthermore, quantitation analyses of compounds 1, 3, 4, and 6 in different parts of M. extensum indicated that the concentrations of these sweet components in the pericarps are obviously higher than those in stems and roots.
- Sun, Guo,Dai, Qin,Zhang, Hong-Xia,Li, Zhi-Jian,Du, Zhi-Zhi
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p. 9381 - 9389
(2016/12/23)
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- C21 steroidal glycosides from the roots of Cynanchum paniculatum
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As a part of our continuing research for bioactive constituents from Cynanchum plants, four new C21 steroidal glycosides, cynapanoside D-G (1–4), together with six known compounds (5–10) were isolated from the roots of Cynanchum paniculatum (Bge.) Kitag. Their structures were elucidated on the basis of 1D- and 2D-NMR spectroscopic data as well as HR-ESI-MS analysis. Compound 8 exhibited potent inhibitory activities against HL-60, HT-29, PC-3 and MCF-7 cell lines with IC50 values of 8.3, 7.5, 34.3 and 19.4?μM, respectively and compounds 1–4 and 9 displayed moderate cytotoxicity against the four cell lines. The in vitro antioxidant activities of compounds 1–4, 8 and 9 were assayed by DPPH radical scavenging activity. Antibacterial and antifungal activities of compounds 1–4, 8 and 9 were also tested.
- Zhao, Dan,Feng, Baomin,Chen, Shaofei,Chen, Gang,Li, Zhifeng,Lu, Xiaojie,Sang, Xianan,An, Xiao,Wang, Haifeng,Pei, Yuehu
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- Identification and Evaluation of Antiepileptic Activity of C21 Steroidal Glycosides from the Roots of Cynanchum wilfordii
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Nine new C21 steroidal glycosides, named cynawilfosides A-I (1-9), along with 12 known compounds were isolated from the roots of Cynanchum wilfordii. The structures of the new compounds were elucidated by spectroscopic analysis and chemical methods. The five major components, cynawilfoside A (1), cynauricoside A (11), wilfoside C1N (16), wilfoside K1N (17), and cyanoauriculoside G (18), exhibited significant protection activity in a maximal electroshock (MES)-induced mouse seizure model with ED50 values of 48.5, 95.3, 124.1, 72.3, and 88.1 mg/kg, respectively.
- Li, Jin-Long,Gao, Zhao-Bing,Zhao, Wei-Min
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- Two new steroidal glycosides from Cynanchum wallichii
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Two new C21 steroidal glycosides were isolated from Cynanchum wallichii Wight. Their structures were elucidated as caudatin-3-O-β-d-glucopyranosyl- (1 → 4)-β-d-oleandropyranosyl-(1 → 4)-β-d-cymaropyranosyl-(1 → 4)-β-d-digitoxopyranoside (1) and caudatin-3
- Wang, Ding,Pan, Wen-Hao,Bao, Yong-Rui,Yang, Xin-Xin,Meng, Xian-Sheng
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p. 759 - 763
(2014/08/18)
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- Nine new steroidal glycosides from the roots of Cynanchum stauntonii
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Nine new steroidal glycosides, named as stauntosides C-K (2, 5, 7-10, 13, 14, and 16), along with seven known compounds (1, 3, 4, 6, 11, 12, and 15) were isolated from the 95% ethanol extract of the roots of Cynanchum stauntonii. The structures of these new compounds were elucidated on the basis of extensive spectroscopic analyses, mainly 1D and 2D NMR, and HRESI-MS, and qualitative chemical methods. Their significance in terms of the chemotaxonomy of C. stauntonii is discussed.
- Yu, Jin-Qian,Deng, An-Jun,Qin, Hai-Lin
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- Five new pregnane glycosides from the stems of Marsdenia tenacissima
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Activity-guided fractionation of the stems of Marsdenia tenacissima led to the isolation of five new pregnane glycosides, namely marstenacissides E (1), F (2), G (3), H (4), and I (5). Their structures were determined on the basis of 1H and 13C NMR, COSY, TOCSY, ROESY, and FABMS experiments.
- Xia, Zeng-Hua,Mao, Shi-Long,Lao, Ai-Na,Uzawa, Jun,Yoshida, Shigeo,Fujimoto, Yasuo
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experimental part
p. 477 - 485
(2011/07/08)
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- A new pregnane glycoside and oligosaccharide from Parabarium huaitingii
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Two new compounds, along with two known compounds, were isolated from the barks of Parabarium huaitingii, and their structures were determined as 5α-pregn-6-ene-3β,17α,20(S)-triol-20-O-β-D- digitoxopyranoside (1), cymaropyranurolactone 4-O-β-D-digitalopyranosyl-(1 → 4)-O-β-D-cymaropyranosyl-(1 → 4)-O-β-D-oleandropyranosyl-( 1 → 4)-O-β-D-cymaropyranoside (2), 3β,17α,20(S)- trihydroxy-5α-pregn-6-ene (3), and 5a-pregn-6-ene-3β,17α,20(S)- triol-3-O-β-D-digitalopyranoside (4) by spectroscopic methods.
- Lei, Ting,Zhang, Lei,Jiang, Hai-Yan,Hu, Ying,Hong, Ai-Hua,Cen, Ying-Zhou
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experimental part
p. 1030 - 1035
(2012/03/11)
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- Two new 5α-adynerin-type compounds from Parepigynum funingense
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A new 5α-adynerin-type cardenolide, named funingenoside U (1), together with its aglycone, (17R)-3β-hydroxy-4β-acetoxy-8, 14β-epoxy-5α-card-20(22)-enolide, was isolated from the roots of Parepigynum funingense. Their structures were established on the basis of spectral (MS, 1D and 2D NMR) measurements and chemical evidences.
- Hua, Yan,Liu, Hai Yang,Ni, Wei,Chen, Chang Xiang
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body text
p. 846 - 849
(2011/12/16)
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- C21 steroidal glycosides from Cynanchum wilfordii
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Eight new C21 steroidal glycosides, named wilfosides A-H (1 - 8, resp.), along with one known compound wilfoside KIN (9), were isolated from the roots of Cynanchum wilfordii. The structures of the new glycosides were determined on the basis of
- Xiang, Wen-Juan,Ma, Lei,Hu, Li-Hong
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experimental part
p. 2659 - 2674
(2010/04/04)
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- Pregnane glycosides from Hoodia gordonii
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Hoodia gordonii is a 'weight loss' herb, which has gained popularity in the western countries as an appetite suppressant dietary supplement. Phytochemical study of its aerial parts led to isolation of seven pregnane glycosides (hoodigosides W-Z, hoodistan
- Shukla, Yatin J.,Pawar, Rahul S.,Ding, Yuanqing,Li, Xing-Cong,Ferreira, Daneel,Khan, Ikhlas A.
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experimental part
p. 675 - 683
(2010/02/17)
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- Acylated-oxypregnane glycosides from the roots of asclepias syriaca
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Twenty new pregnane glycosides were obtained from the roots of Asclepias syriaca L. (Asclepiadaceae). These glycosides were confirmed to contain ikemagenin, 12-0-nicotinoyllineolon, 5α,6-dihydroikemagenin, and 12-O-tigloylisolineolon, as their aglycones,
- Warashina, Tsutomu,Noro, Tadataka
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experimental part
p. 177 - 184
(2009/10/02)
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- TWO PREGNANE ESTER GLYCOSIDES FROM PERGULARIA PALLIDA
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Two new pregnane ester glycosides designated as pallidine and pallidinide have been isolated from the dried twigs of Pergularia pallida.Chemical and spectroscopic evidences are consistent with the structure 12,20-di-O-benzoyl sarcostin-3-O-β-D-oleandroside and 12,20-di-O-benzoyl-sarcostin-3-O-β-D-cymaropyranosyl(1->4)-β-D-oleandropyranoside for pallidine and pallidinine respectively. Key Word Index - Pergularia pallida; Asclepiadaceae; pallidine; pallidinine; steroid; pregnane ester mono and diglycoside.
- Khare, Naveen K.,Khare, Maheshwari P.,Khare, Anakshi
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p. 2931 - 2936
(2007/10/02)
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