Plant constituents interfering with human sex hormone-binding globulin. Evaluation of a test method and its application to Urtica dioica root extracts.
A test system is described, which allows the search for compounds interfering with human sex hormone-binding globulin (SHBG) even in complex plant extracts. The method has been evaluated and applied to Urtica dioica root extracts. The lignan secoisolariciresinol (5) as well as a mixture of isomeric (11 E)-9,10,13-trihydroxy-11-octadecenoic and (10 E)-9,12,13-trihydroxy-10-octadecenoic acids (3 and 4, resp.) were demonstrated to reduce binding activity of human SHBG. Methylation of the mixture of 3 and 4 increased its activity about 10-fold.
Gansser
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Lehrstuhl Organische Chemie I, Universität Bayreuth, Bundesrepublik, Deutschland.
Spiteller
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D013196:Dihydrotestosterone / Q000378:metabolism; D005260:Female; D006801:Humans; D006880:Hydroxy Acids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D007700:Kinetics; D008745:Methylation; D015394:Molecular Structure; D009829:Oleic Acids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D010936:Plant Extracts / Q000494:pharmacology*; D018517:Plant Roots; D010946:Plants, Medicinal; D011247:Pregnancy; D011263:Pregnancy Trimester, Third; D011485:Protein Binding; D012709:Serum Albumin / Q000302:isolation & purification / Q000378:metabolism; D012738:Sex Hormone-Binding Globulin / Q000037:antagonists & inhibitors* / Q000302:isolation & purification
D006880:Hydroxy Acids; D009829:Oleic Acids; D010936:Plant Extracts; D012709:Serum Albumin; D012738:Sex Hormone-Binding Globulin; D013196:Dihydrotestosterone; C092913:9,10,13-trihydroxy-11-octadecenoic acid