ofsolvent, and chromatography of the residue with light petroleum on S O z gives (3) (135mg, 22 %) as yellow crystals. Received: March 2, 1978 [Z 984a IE] German version: Angew. Chem. 90, 551 (1978) CAS Registry numbers: ( I ) , 36319-94-5; (2), 66808-99-9; ( 3 ) , 66809-00-5; (41, 66809-01-6; ( 5 ) , 66809-02-7 [ I ] Small Rings, Part 24. This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie. We are indebted to Ms. U . Stanior for experimental assistance.-Part 23: G. [4] U . Schollkopfin Houben/Weyl: Methoden der organischen Chemie, Vol. XIII/l. Thieme, Stuttgart 1970, pp. 3-25, 87-253; M. Schlosser: Struktur und Reaktivitat polarer Organometalle. Springer, Berlin 1973. [5] An analogous phenyl shift is considered as a possibility in the reaction of tetracyclone with phenyllithium: A. K . Youssef, M. A. Ogliaruso, J. Org. Chem. 37, 2601 (1972).

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New Aromadendrane Derivatives from Tolu BalsamFive new aromadendrane derivatives were isolated from tolu balsam by HPLC and their structures elucidated by NMR spectroscopy.Einleitung. -

Extracts from Pygeum africanum, Serenoa repens and Cucurbita pepo are used in the treatment of benign prostatic hyperplasia (BPH) and prostate cancer (PCa). The activity of the androgen receptor (AR) is known to control growth of the prostate. Here, we examined extracts of these plants for their antiandrogenic activity using an AR responsive reporter gene assay for drug discovery. A selective dichloromethane extract from the stem barks of Pygeum africanum revealed the highest antiandrogenic effect. Bioactivity-directed fractionation of this extract led to the isolation of N-butylbenzenesulfonamide (NBBS) indicating that extracts of the stem bark of P. africanum harbour androgen antagonistic activity. This compound may provide a novel approach for the prevention and treatment of BPH and human PCa.

IntroductionThe prostate gland is a part of the male reproductive system and is, normally, about the size of a walnut. Aging men will eventually develop a prostate disease at some stage of life. The most common of them are benign prostatic hyperplasia (BPH)