Sylviside, a diterpene glucoside derivative from Gnaphalium sylvaticum.

Abstract

A new diterpene glucoside (1), named sylviside, was isolated from the aerial parts of Gnaphalium sylvaticum. Its structure was elucidated as 2beta,15alpha,20alpha-trihydroxy-19,20-dicarboxy-ent-kaur-16-ene 2beta-O-(2'-angelate)-beta-D-glucopyranoside, on the basis of spectroscopic analysis ((1)H NMR, (13)C NMR, HMQC, HMBC, NOESY), and was confirmed by X-ray crystallographic analysis. Sylviside (1) displayed weak cytotoxicity against HeLa WT (human epitheloid cervical carcinoma) cells and was also evaluated for its effects on reversing multidrug resistance in HeLa cells overexpressing MDR1.

• Authors: Mira M Konopleva, Irena Matławska, Małgorzata Wojcińska, Ahmed A Ahmed, Maria Rybczyńska, Anna Paszel, Shinji Ohta, Toshifumi Hirata, Wiesława Bylka, Tom J Mabry, John F Cannon
• Journal: Journal of natural products (J Nat Prod) Vol. 69 Issue 3 Pg. 394-6 (Mar 2006) ISSN: 0163-3864 [Print] United States
• PMID: 16562842 (Publication Type: Journal Article, Research Support, N.I.H., Extramural)

Chemical References

• Antineoplastic Agents, Phytogenic
• Diterpenes
• Glucosides
• sylviside

Topics

• Antineoplastic Agents, Phytogenic (chemistry, isolation & purification, pharmacology)
• Crystallography, X-Ray
• Diterpenes (chemistry, isolation & purification, pharmacology)
• Drug Resistance, Multiple
• Drug Screening Assays, Antitumor
• Genes, MDR (drug effects)
• Glucosides (chemistry, isolation & purification, pharmacology)
• Gnaphalium (chemistry)
• HeLa Cells
• Humans
• Molecular Conformation
• Molecular Structure
• Plants, Medicinal (chemistry)
• Republic of Belarus