Hydroxylated bisabolol oxides: evidence for secondary oxidative metabolism in Matricaria chamomilla.

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作   者：

Avonto, C.;  Wang, M.;  Chittiboyina, A. G.;  Avula, B.;  Zhao, J. P.;  Khan, I. A.; 

作者机构：

The University of Mississippi;  Department of Pharmacognosy;  School of Pharmacy;  National Center for Natural Products Research;  United States;  Mississippi 38677; 

关键词：

Chamomilla recutita;  essential oil crops;  insecticidal properties;  arthropods;  officinal plants;  drug plants;  phytochemicals;  Asterales;  Phasmida;  antiinflammatory properties;  secondary metabolites;  pathogens;  essential oil plants;  plants;  dicotyledons;  animals;  medicinal herbs;  medicinal plants;  Chamomilla;  Bacteria (Phasmida);  chemotypes;  eukaryotes;  flowers;  antibacterial properties;  insects;  chamomile;  anti-ulcer properties;  bactericidal properties;  angiosperms;  anti-inflammatory properties;  Asteraceae;  Hexapoda;  metabolism;  Spermatophyta;  antiulcer properties;  essential oils;  chemical composition;  invertebrates;  aroma;  Diapheromeridae; 

期刊名称：

Journal of natural products

i s s n：

0163-3864

年卷期：

2013 年 76 卷 10 期

页   码：

1848-1853

页   码：

摘   要：

German chamomile (Matricaria chamomilla) is one of the most popular medicinal plants used in Western herbal medicine. Among the various phytochemicals present in the essential oil of the flowers of German chamomile, bisabolol and its oxidized metabolites are considered as marker compounds for distinguishing different chemotypes. These compounds are influential in mediating the aroma of the essential oil of M. chamomilla and contribute to the therapeutic properties (anti-inflammatory, antibacterial, insecticidal, and antiulcer) of this species. In order to find other possible bisabolol derivatives as marker compounds for authentication of German chamomile in botanical and commercial products, an in-depth investigation using a GC-assisted fractionation procedure was performed on nonpolar fractions. As a result of this approach, three new hydroxylated derivatives of bisabolol oxides A and B (1-3) have been isolated from M. chamomilla. Plausible biogenetic pathways are presented.Digital Object Identifier http://dx.doi.org/10.