484-36-6Relevant articles and documents
New pregnane glycoside derivative from Caralluma retrospiciens (Ehrenb)
Elsebai, Mahmoud Fahmi,Mohamed, Ietidal El-Tahir
, p. 1426 - 1431 (2015)
Retrospinoside (1) is a new polyoxy pregnane glycoside which was isolated and characterised from the aerial parts of Caralluma retrospiciens (Ehrenb.) N. E. Br., family Apocynaceae. The structure was established as 3-O-[β-D-glucopyranosyl-(1 → 4)-β-D-(3-O-methyl-6-desoxygalactopyranosy)]-14,15,20-trihydroxy-4β-pregnane. Its structural elucidation was performed through extensive spectroscopic measurements including 1D- and 2D-NMR, and HRMS, in addition to chemical methods.
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 pregnane glycosides from Caralluma hexagona Lavranos and their in vitro α-glucosidase and pancreatic lipase inhibitory effects
Abdel-Sattar, Essam,Choucry, Mouchira A.,El Halawany, Ali M.,El-Sakhawy, Fatma S.,Ki, Dae-Won,Morita, Hiroyuki,Shalabi, Akram A.
, p. 49 - 57 (2020/01/28)
Three new pregnane glycosides in addition to four known compounds were isolated from the methylene chloride fraction of Caralluma hexagona Lavranos using bioassay-guided fractionation. The new compounds were identified as 12,20-di-O-benzoyl-3β,8β,12β,14β,20-pentahydroxy-(20R)-pregn-5-ene-3-O-β-D-glucopyranosyl-(1→4)-β-D-digitaloside (1), 3β,8β,14β,20-tetrahydroxy (20R)-pregn-5-ene-3-O-β-D-glucopyranosyl-(1→4)-O-β-D-digitaloside-20-O-β–D-glucopyranoside (2), 3β,8β,14β,20-tetrahydroxy-(20R)-pregn-5-ene-3-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranosyl-(1→4)-O-β-D-digitaloside-20-O-β–D-glucopyranoside (3), along with the known compounds luteolin 4`-O-neohesperidoside (4), apigenin-8-C-neohesperoside (5), β-sitosterol (6) and β-sitosterol glucoside (7). Preliminary studies of the crude methanolic extract and methylene chloride fraction showed inhibitory effects against α-glucosidase and pancreatic lipase. Among the isolated compounds, compound 5 showed the most potent α-glucosidase inhibition with IC50 value of 0.82 ± 2.50 μM compared to acarbose (0.81 ± 0.86 μM). Whereas compound 1 showed the highest inhibitory activity on pancreatic lipase with an IC50 value of 23.59 ± 2.49 μM compared to orlistat (7.41 ± 2.26 μM).
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.
Thermal Degradation of Glycosides, VI - Hydrothermolysis of Cardenolide and Flavonoid Glycosides
Kim, Youn Chul,Higuchi, Ryuichi,Komori, Tetsuya
, p. 575 - 580 (2007/10/02)
The hydrothermolysis of cardenolide and flavonoid glycosides is described.On heating with water or water/dioxane, cardenolide (1, 5, 11) and flavonoid glycosides (16, 20, 23, 27) are converted into their genuine aglycones and partially hydrolyzed products, together with saccharide components.Meanwhile, the glycosidic linkage of 2-deoxy sugar moieties in cardenolide glycosides is more readily cleaved than that of the common sugar moieties by means of hydrothermolysis.Therefore, hydrothermolysis of the uzarigenin triglycoside (13), bearing a 2-deoxy sugar moiety whichis directly attached to the aglycone, leads to selective cleavage of the sugar-aglycone linkage.The hydrothermolyzed products have been isolated by chromatography and their structures elucidated by spectroscopic methods. Key Words: Thermolysis / Degradation, thermal / Carbohydrates / Glycosides / Cardenolides / Steroids / Flavonoids