title: Pregnane-type steroidal glycosides from Gymnema griffithii Craib.
abstract: Eight pregnane-type steroidal glycosides substituted with ortho-acetate groups were isolated from the methanolic extract of the pericarp of Gymnema griffithii fruits, and named gymnemogriffithosides A-H. Their structures were determined by spectroscopic analysis (one and two dimensional nuclear magnetic resonance, high resolution electrospray ionization mass spectrometry and attenuated total reflectance-Fourier transformed infrared spectroscopy), while the absolute structure of the steroidal skeleton of one of these was additionally determined using Mosher's method. All compounds were evaluated for their in vitro (i) cytotoxic effects against five human tumor cell lines (BT 474, Chago, Hep-G2, KATO-III and SW620) and (ii) α-glucosidase inhibitory activity.
authors: Research Centre for Bioorganic Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Phayathai Road, Bangkok 10330, Thailand.
authors: Suphongphan
authors: S
authors: Srisurichan
authors: Institute of Biotechnology and Genetic Engineering, Chulalongkorn University, Bangkok 10330, Thailand.
authors: Songchan
authors: S
authors: Puthong
authors: Research Centre for Bioorganic Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Phayathai Road, Bangkok 10330, Thailand. Electronic address: psuracha@chula.ac.th.
authors: Surachai
authors: S
authors: Pornpakakul
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification; D045744:Cell Line, Tumor; D005638:Fruit / Q000737:chemistry*; D065089:Glycoside Hydrolase Inhibitors / Q000737:chemistry / Q000302:isolation & purification; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D031103:Gymnema / Q000737:chemistry*; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D011278:Pregnanes / Q000737:chemistry* / Q000302:isolation & purification; D021241:Spectrometry, Mass, Electrospray Ionization; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D065089:Glycoside Hydrolase Inhibitors; D006027:Glycosides; D011278:Pregnanes; C574437:pregnane glycoside
keywords: Apocynaceae; Gymnema griffithii Craib.; Ortho-acetate; Pregnane-type steroidal glycoside