Schöttner, M.; Ganßer, D.; Spiteller, G.: Interaction of lignans with human sex hormone binding globulin (SHBG). In: Zeitschrift für Naturforschung - Section C Journal of Biosciences 52 (1997), Nr. 11-12, S. 834-843. DOI: https://doi.org/10.1515/znc-1997-11-1218
Abstract: | |
Lignans bind to sex hormone-binding globulin (SHBG). The lignan with the highest binding affinity is (±)-3,4-divanillyltetrahydrofuran. In a double Stobbe condensation - without use of protecting groups - a wide variety of lignans with different substitution pattern in the aromatic and aliphatic part of the molecule was synthesized. These lignans were tested in a SHBG-binding assay which allowed to deduce the following relationship between structure and activity: 1) (±)-diastereoisomers are more active than meso compounds 2.) the 4-hydroxy-3-methoxy (guajacyl) substitution pattern in the aromatic part is most effective 3.) the activity increases with the decline in polarity of the aliphatic part of the molecule. | |
License of this version: | CC BY-NC-ND 3.0 Unported |
Document Type: | Article |
Publishing status: | publishedVersion |
Issue Date: | 1997 |
Appears in Collections: | Naturwissenschaftliche Fakultät |
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