Planta Medica, Table of Contents 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 Recommend Article Abstract Buy Article 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 Full Text References 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 Phone: +81-92-642-2989
