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10E,12Z-9-Hydroxy-10,12-Octadecadiensäure, ein Aromatase-Hemmstoff aus dem Wurzelextrakt von Urtica dioica

10E,12Z-9-Hydroxy-10,12-octadecadienoic acid, and aromatase inhibitor from roots of Urtica dioica
: Bartsch, W.; Kraus, R.; Spiteller, G.

Liebigs Annalen der Chemie (1991), No.4, pp.335-340 : Abb.
ISSN: 0170-2041
ISSN: 0947-3440
Journal Article
Fraunhofer ITA ( ITEM) ()
aromatase inhibition; Aromatasehemmung; Brennesselwurzelextrakt; hydroxy fatty acid; Hydroxyfettsäure; root extract; stinging mettle root extract; Urtica dioica; Wurzelextrakt

Aqueous-methanolic extracts from roots of Urtica dioica were fractionated and tested for aromatase- inhibition activity. After derivatization the most active fraction was separated by GC/ MS. Besides common fatty acids (10E,12Z)-9-hydroxy-10,12 octadecadienoic acid (1) was identified as a main component and confirmed to be the active principle. Lipoxygenase from tomatoes was used for synthesis of (9S)-1, which caused also inhibition of aromatase. Stereo models of the compound showed some structural similarity to steroidal natural substrates of aromatase. For that reason (IOE,12Z)-9-oxo-10,12- octadecadienoic acid (2) was also synthesized. It showed an about tenfold higher activity compared to 1.