Acetophenone glycosides from thyme (Thymus vulgaris L.)

M Wang; H Kikuzaki; C C Lin; A Kahyaoglu; M T Huang; N Nakatani; C T Ho

doi:10.1021/jf981282d

Acetophenone glycosides from thyme (Thymus vulgaris L.)

J Agric Food Chem. 1999 May;47(5):1911-4. doi: 10.1021/jf981282d.

Authors

M Wang¹, H Kikuzaki, C C Lin, A Kahyaoglu, M T Huang, N Nakatani, C T Ho

Affiliation

¹ Department of Food Science, Rutgers, The State University of New Jersey, New Brunswick, NJ 08901-8520, USA.

PMID: 10552470
DOI: 10.1021/jf981282d

Abstract

Four acetophenone glycosides were isolated from the butanol-soluble fraction of thyme extracts. Their structures were determined by spectral methods (MS, NMR, and 2D-NMR). Among them, two new compounds, 4-hydroxyacetophenone 4-O-[5-O-(3, 5-dimethoxy-4-hydroxybenzoyl)-beta-D-apiofuranosyl]-(1-->2)-beta-D -gl ucopyranoside (1) and 4-hydroxyacetophenone 4-O-[5-O-(4-hydroxybenzoyl)-beta-D-apiofuranosyl]-(1-->2)-beta-D-+ ++gluc opyranoside (2), were determined. Compound 1 showed weak cytotoxicity, inhibiting DNA synthesis of human leukemia cells.

MeSH terms

Acetophenones / chemistry*
Acetophenones / isolation & purification
Antineoplastic Agents, Phytogenic / chemistry*
Antineoplastic Agents, Phytogenic / isolation & purification
Antineoplastic Agents, Phytogenic / toxicity
Cell Division / drug effects
Cell Survival / drug effects
DNA, Neoplasm / biosynthesis
DNA, Neoplasm / drug effects
Glycosides / chemistry*
Glycosides / isolation & purification
HL-60 Cells
Humans
Lamiaceae / chemistry*
Magnoliopsida / chemistry*
Molecular Structure

Substances

Acetophenones
Antineoplastic Agents, Phytogenic
DNA, Neoplasm
Glycosides