492-34-2Relevant academic research and scientific papers
Five new pregnane glycosides from Gymnema sylvestre and their α-glucosidase and &alphla;-amylase inhibitory activities
Kim, Seung Hyun,Kim, Sun Yeou,Lee, Jae Hyuk,Ngoc, Tran Minh,Nhiem, Nguyen Xuan,Park, Seon Ju,Tai, Bui Huu,Trang, Do Thi,Van Hung, Nguyen,Van Kiem, Phan,Van Minh, Chau,Yen, Duong Thi Hai,Yen, Pham Hai
, (2020/07/09)
Gymnema sylvestre, a medicinal plant, has been used in Indian ayurvedic traditional medicine for the treatment of diabetes. Phytochemical investigation of Gymnema sylvestre led to the isolation of five new pregnane glycosides, gymsylosides A-E (1-5) and four known oleanane saponins, 3β-O-β-D-glucopyranosyl (1→6)-β-D-glucopyranosyl oleanolic acid 28-O-β-D-glucopyranosyl ester (6), gymnemoside-W1 (7), 3β-O-β-D-xylopyranosyl-(1→6)-β-Dglucopyranosyl-(1→6)-β-D-glucopyranosyl oleanolic acid 28-O-β-D-glucopyranosyl ester (8), and alternoside XIX (9). Their structures were identified based on spectroscopic evidence and comparison with those reported in the literature. All compounds were evaluated for their α-glucosidase and α-amylase inhibitory activities. Compounds 2-4 showed significant α-amylase inhibitory activity, with IC50 values ranging from 113.0 to 176.2 μM.
New antimicrobial pregnane glycosides from the stem of Ecdysanthera rosea
Song, Chang-Wei,Lunga, Paul-Keilah,Qin, Xu-Jie,Cheng, Gui-Guang,Gu, Jian-Long,Liu, Ya-Ping,Luo, Xiao-Dong
, p. 267 - 275 (2015/02/19)
Phytochemical investigation on the stem of Ecdysanthera rosea led to the isolation of eight new C-21 pregnane glycoside ecdysosides A-H (1-8), together with one known pregnane glycoside ecdysantheroside A (9). Their structures were elucidated based on extensive spectroscopic data (MS, IR, 1D and 2D NMR) analysis, as well as comparison with the reported literature data. Antimicrobial activities of all the compounds were evaluated against bacteria and yeasts. Compounds 1, 9, 3 and 5 exhibited moderate antibacterial activities against respective Enterococcus faecalis and Providensia smartii, with MIC value of 12.5 μg/mL. Compound 8 showed significant anti-yeast activity against Cryptococcus neoformans with MIC value of 12.5 μg/mL.
Two new polyhydroxypregnane glycosides from the roots of Cynanchum otophyllum
Shi, Lin-Mei,Liu, Wen-Hong,Yu, Qing,Wan, Hai-Tong
, p. 404 - 405 (2013/09/12)
Two new polyhydroxypregnane glycosides, namely cynotophyllosides I-J, were isolated from the roots of Cynanchum otophyllum, together with three known steroids, namely deacetylmetaplexigenin, sarcostin and hemoside. Their structures were established by ext
Cynanauriculoside C-E, three new antidepressant pregnane glycosides from Cynanchum auriculatum
Yang, Qing-Xiong,Ge, Yong-Chang,Huang, Xiao-Yan,Sun, Qian-Yun
experimental part, p. 170 - 175 (2012/05/04)
Based on the bioactive screening results, three new pregnane glycosides named as cynanauriculoside C-E (1-3), were isolated from the roots of Cynanchum auriculatum Royle ex Wight (Asclepiadaceae), together with two known ones, otophylloside L (4) and cynauricuoside C (5). On the basis of detailed spectroscopic analysis and chemical method, the structures of new compounds were characterized to be qingyangshengenin 3-O-β-d-oleandropyranosyl-(1 → 4)-β-d-cymaropyranoside (1), qingyangshengenin 3-O-β-d-glucopyranosyl- (1 → 4)-β-d-glucopyranosyl-(1 → 4) -α-l-cymaropyranosyl-(1 → 4)-β-d-oleandropyranosyl-(1 → 4)-β-d-cymaropyranoside (2) and caudatin 3-O-β-d-glucopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 4)-β-d-cymaropyranosyl-(1 → 4)-β-d-oleandropyranosyl-(1 → 4)-β-d-digitoxopyranoside (3). In the despair mice models, these pregnane glycosides showed significant antidepressant activity at the dosage of 50 mg/kg (i.g.). The most potent one was cyanauriculatoisde D (2), which was close to the positive control fluoxetine (20 mg/kg).
Identification of new qingyangshengenin and caudatin glycosides from the roots of Cynanchum otophyllum
Ma, Xiao-Xia,Wang, Dong,Zhang, Ying-Jun,Yang, Chong-Ren
body text, p. 1003 - 1009 (2011/09/15)
HPLC analysis of the roots of Cynanchum otophyllum Scheind (Asclepiadaceae) led to the isolation of six new pregnane glycosides, specifically otophyllosides N-P (2-4) and otophyllosides Q-S (7-9), in addition to the identification of three known C-21 steroidal glycosides, otophylloside A (1), otophylloside B (5) and caudatin 3-O-β-d-glucopyranosyl-(1→4)-β- d-oleandropyranosyl-(1→4)-β-d-cymaropyranosyl-(1→4) -β-d-cymaropyranoside (6). The structure of each glycoside was determined by detailed spectroscopic analysis and chemical methods. All compounds contain qingyangshengenin or caudatin aglycones and a straight sugar chain consisting of 4-7 hexosyl moieties with the mode of 1→4 linkage. The optically isomeric monosaccharides, d- and l-cymarose, coexisted in both otophyllosides R (8) and S (9).
New pregnane saponins from Ecdysanthera rosea and their cytotoxicity
Zhu, Xiangdong,Wu, Guisheng,Xiang, Jianying,Luo, Huairong,Luo, Shide,Zhu, Hongmei,Wang, Yifen
experimental part, p. 632 - 636 (2011/11/06)
Two new pregnane saponins elucidated as ecdysantheroside A (1) and ecdysantheroside B (2) and six known compounds (3-8) based on spectral data (MS, IR, 1D and 2D NMR) were isolated from the stem bark of Ecdysanthera rosea. The cytotoxicity against six cell lines of these compounds was tested by MTT assay. The results revealed that compounds 5 and 7 showed cytotoxicity against all the cell lines. Compound 2 showed cytotoxicity against cells A549, MDA435, HepG2, and HUVEC, while compound 4 showed cytotoxicity against cells A549, CEM, and HUVEC. Compound 6 had cytotoxicity against the others except cell HepG2.
Amurensiosides A-K, 11 new pregnane glycosides from the roots of Adonis amurensis
Kuroda, Minpei,Kubo, Satoshi,Uchida, Shingo,Sakagami, Hiroshi,Mimaki, Yoshihiro
experimental part, p. 83 - 94 (2010/09/20)
Five new pregnane tetraglycosides, amurensiosides A-E (1-5), two new pregnane hexaglycosides, amurensiosides F (6) and I (9), two new 18-norpregnane hexaglycosides, amurensiosides G (7) and H (8), and two new pregnane octaglycosides, amurensiosides J (10) and K (11), were isolated from the MeOH extract of the roots of Adonis amurensis. The structures of the new compounds were determined on the basis of extensive spectroscopic analysis, including two-dimensional (2D) NMR data, and the results of hydrolytic cleavage. The isolated compounds were evaluated for their cytotoxic activity against HSC-2 human oral squamous cell carcinoma cells.
Steroidal glycosides from the aerial part of Asclepias incarnata
Warashina, Tsutomu,Noro, Tadataka
, p. 485 - 498 (2007/10/03)
The aerial part of Asclepias incarnata afforded 34 pregnane glycosides. These were confirmed to have lineolon, isolineolon, ikemagenin, 12-O- nicotinoyllineolon, deacylmetaplexigenin, metaplexigenin, rostratamine, 12-O- acetyllineolon, 15β-hydroxylineolon
THE PREGNANE GLYCOSIDE MARSDEKOISIDE A FROM MARSDENIA KOI
Yuan, Jin-Lan,Lu, Zhi-Zhen,Chen, Gui-Xian,Ding, Wei-Pei,Zhou, Bing-Nan,et al.
, p. 1058 - 1060 (2007/10/02)
A new pregnane glycoside, mardekoiside A was isolated from the stems of Marsdenia koi (Asclepiadaceae) and its structure was elucidated from chemical and spectral data as 12-cinnamoyl-dihydrosarcostin-3-O-methyl-6-deoxy-β-D-allopyranosyl-(1->4)-O-β-D-oleandropyranosyl-(1->4)-O-β-D-cymaropyranoside. Key words: Marsdenia koi; Asclepiadaceae; preganane glycoside; marsdekoiside A; structure elucidation.
PREGNANE GLYCOSIDES FROM BOUCEROSIA AUCHERIANA
Tanaka, Tsutomu,Tsukamoto, Sachiko,Hayashi, Koji
, p. 229 - 238 (2007/10/02)
Ten glycosides named bouceroside-ANC, -ADC, -ANO, -ADO, -BNO, -BDO, -BNC, -BDC, -CNO and -CNC were isolated from Boucerosia aucheriana and their structures deduced on the basis of the chemical and spectral evidence.The absolute configuration of cymarose, which was obtained by acidic hydrolysis of seven of the glycosides, was determined by means of HPLC analysis of its carbamoyl derivative on a chiral column as D cymarose.
