Vom Proazulen Zum Postazulen

Kunert, Gisbert

doi:10.1055/s-0028-1101684

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2006

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“…blaue und grUne Folgeprodukte unter den pH-Bedingungen des Magensaftes. Auch G. KUNERT[27] hatte beobachtet, daB frischer Kamillentee nach einer Verweildauer von 20 bis 30 Minuten irn Magen eine deutlich grunblaue Farbung annahm. F. JUNG und M. WENDLER [9] ma-Ben deshaib auch einem gereinigten Proazulen therapeutische Bedeutung bei.…”

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Pharmakologische Untersuchungen von Kamillen-Inhaltsstoffen

Jakovlev¹,

Isaac²,

Flaskamp³

1983

Planta Med

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Pharmakologische Untersuchungen von Kamillen-Inhaltsstoffen

Jakovlev¹,

Isaac²,

Flaskamp³

1983

Planta Med

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Chamazulene Carboxylic Acid and Matricin: A Natural Profen and Its Natural Prodrug, Identified through Similarity to Synthetic Drug Substances

et al. 2006

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Chamazulene carboxylic acid (1) is a natural profen with anti-inflammatory activity and a degradation product of proazulenic sesquiterpene lactones, e.g., matricin. Both 1 and proazulenes occur in chamomile (Matricaria recutita), yarrow (Achillea millefolium), and a few other Asteraceae species. It was isolated in improved yields, characterized physicochemically, and found to be an inhibitor of cyclooxygenase-2, but not of cyclooxygenase-1. It had anti-inflammatory activity in several animal models with local and systemic application. When human volunteers were given matricin orally, plasma levels of 1 were found to be in the micromolar range. Matricin was converted to 1 in artificial gastric fluid, but not in artificial intestinal fluid. Matricin and the yarrow proazulenes are proposed to be anti-inflammatory through conversion to 1. Intriguingly, the biological activity of the natural compound 1 was found because of its similarity to fully synthetic drug substances. This is the reverse process of the common lead function of natural compounds in drug discovery.

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Vom Proazulen Zum Postazulen

Cited by 2 publications

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Pharmakologische Untersuchungen von Kamillen-Inhaltsstoffen

Pharmakologische Untersuchungen von Kamillen-Inhaltsstoffen

Chamazulene Carboxylic Acid and Matricin: A Natural Profen and Its Natural Prodrug, Identified through Similarity to Synthetic Drug Substances

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