Planta Medica, Inhaltsverzeichnis Planta Med 2000; 66(1): 16-19DOI: 10.1055/s-2000-11114 Original Paper Georg Thieme Verlag Stuttgart · New York The 5α-Reductase Inhibitory Components from Heartwood of Artocarpus incisus: Structure-Activity Investigations Kuniyoshi Shimizu, Masayuki Fukuda, Ryuichiro Kondo*, and, Kokki Sakai Department of Forest Products, Faculty of Agriculture, Kyushu University, Fukuoka, Japan Artikel empfehlen Abstract Artikel einzeln kaufen Abstract The methanol extract of heartwood of Artocarpus incisus showed potent 5α-reductase inhibitory activity. We investigated the 5α-reductase inhibitory effects of nine compounds isolated from A. incisus. Chlorophorin (IC50 = 37 μM) and artocarpin (IC50 = 85 μM) showed more potent inhibitory effects than did α-linolenic acid, which is known as a naturally occurring potent inhibitor. Structure-activity investigations suggested that the presence of an isoprene substituent (prenyl and geranyl) would enhance 5α-reductase inhibitory effects. Key words Artocarpus incisus L. f. - Moraceae - heartwood - 5α-reductase inhibitor - structure-activity relationship Volltext Referenzen References 1 Anderson K M,, Liao S.. . Nature. 1968;; 219 277-279 2 Bruchovsky N,, Wilson J D.. . J. Biol. Chem.. 1968;; 243 2012-2021 3 Liao S,, Kokontis J,, Sai T,, Hiipakka R A.. . J. Steroid Biochem.. 1989;; 34 41-51 4 Russell D W,, Wilson J D.. . Annu. Rev. Biochem.. 1994;; 63 25-61 5 Hiipakka R A,, Liao S.. in Endocrinology, 3rd ed., (De Groot, LI, ed.) 2336-2351 W. B. Saunders Co., Philadelphia; 1995 6 Brooks J R,, Baptista E M,, Berman C,, Ham E A,, Hichens M,, Johnston D B,, Primka R L,, Rasmusson G H,, Reynolds G F,, Schmitt S M,, Arth G E.. . Endocrinol.. 1981;; 109 830-836 7 Liang T,, Cascieri M A,, Cheung A H,, Reynolds G F,, Rasmusson G H.. . Endocrinol.. 1985;; 117 571-579 8 Russell D W,, Wilson J D.. . Annu. Rev. Biochem.. 1994;; 63 25-61 9 Jones C D,, Audia J E,, Lawhorn D E,, McQuaid L A,, Neubauer B L,, Pike A J,, Pennington P A,, Stamm N B,, Toomev R E,, Hirsch K S.. . J. Med. Chem.. 1993;; 36 421-423 10 Liang T,, Liao S.. . Biochem. J.. 1992;; 285 557-562 11 Liao S,, Hiipakka R A.. . Biochem. Biophys. Res. Commun.. 1995;; 214 833-838 12 Christensen L P,, Lam J.. . Phytochemistry. 1989;; 29 917-918 13 Shimizu K,, Kondo R,, Sakai K,, Lee S H,, Sato H.. . Planta Med.. 1998;; 64 408-412 14 Nair P M,, Rao A VR,, Venkataraman K.. . Tetrahedron Lett.. 1964;; 2 125-128 15 Nomura T,, Hano Y,, Aida M.. . Heterocycles. 1998;; 47 1179-1205 16 Cooke G M,, Robaire B.. . J. Biol. Chem.. 1985;; 260 7489-7495 17 Wollenweber E.. Flavonoids with other substituents. In: The Flavonoids: Advances in Research. (Harbone JB and Mabry TJ, eds.), Chapman and Hall, New York, 1982; 219-229 Dr. Ryuichiro Kondo Department of Forest Products Faculty of Agriculture Kyushu University Fukuoka, 812-8581 Japan eMail: kondo@agr.kyushu-u.ac.jp Telefon: +81-92-642-2989