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DOI: 10.1055/s-2003-37028
Inhibition of 5α-Reductase Activity by Diarylheptanoids from Alpinia officinarum
Publication History
Received: April 30, 2002
Accepted: August 13, 2002
Publication Date:
04 February 2003 (online)
Abstract
The acetone extract from the rhizomes of Alpinia officinarum was evaluated for activity against 5α-reductase which had been prepared from rat prostate. The fraction responsible for the inhibition of the enzyme was purified, analyzed, and the active constituents were identified as four diarylheptanoids, 1,7-diphenylhept-4-en-3-one, dihydroyashabushiketol (1,7-diphenyl-5-hydroxy-3-heptanone), 5-hydroxy-7-(4″-hydroxy-3″-methoxyphenyl)-1-phenyl-3-heptanone and 5-hydroxy-7-(4″-hydroxyphenyl)-1-phenyl-3-heptanone.
References
- 1 Russell D W, Wilson J D. Steroid 5α-reductase: two genes/two enzymes. Annu Rev Biochem. 1994; 63 25-61
- 2 Dukker E M, Kopanski L, Schweikert H U. Inhibition of 5α-reductase activity by extracts from Sabal serrulata . Planta Med. 1989; 55 587
- 3 Komoda Y. Isolation of flavonoids from Populus nigra as Δ4-3-ketosteroid (5α) reductase inhibitors. Chem Pharm Bull. 1989; 37 3128-30
- 4 Lesuisse D, Berjonneau J, Ciot C, Devaux P, Doucet B, Gourvest J F, Khemis B, Lang C, Legrand R, Lowinski M, Maquin P, Parent A, Schoot B, Teutsch G, Chodounska H, Kasal A. Determination of oenothein B as the active 5α-reductase-inhibiting principle of the folk medicine Epilobium parviflorum . J Nat Prod. 1996; 59 490-2
- 5 Ducrey B, Marston A, Gohring S, Hartmann R W, Hostettmann K. Inhibition of 5α-reductase and aromatase by the ellagitannins oenothein A and oenothein B from Epilobium species. Planta Med. 1997; 63 111-4
- 6 Kim Y, Kim C Y, Son H K, Song H K, Han J, Lee S S, Lee S K. Testosterone 5α-reductase inhibitors, menaquinone 7 produced by a Bacillus and phenazine methosulfate. Biol Pharm Bull. 1999; 22 1396-9
- 7 Ishiguro K, Oku H, Kato T. Testosterone 5α-reductase inhibitor bisnaphthoquinone derivative from Impatiens balsamina . Phytother Res. 2000; 14 54-6
- 8 Shimizu K, Kondo R, Sakai K, Buabarn S, Dilokkunanant U. A geranylated chalcone with 5α-reductase inhibitory properties from Artocarpus incisus . Phytochemistry. 2000; 54 737-9
- 9 Itokawa H, Morita M, Mihashi S. Two new diarylheptanoids from Alpinia officinarum Hance. Chem Pharm Bull. 1981; 29 2383-5
- 10 Suga T, Ohta S, Aoki T, Hirata T. An X-ray crystallographic study on the absolute configuration of dihydroyashabushiketol and the solvent-dependence of its optical rotation. Bull Chem Soc Jpn. 1983; 56 3353-7
- 11 Inoue T, Shinbori T, Fujioka M, Hashimoto K, Masada Y. Studies on the pungent principle of Alpinia officinarum Hance. Yakugaku Zasshi. 1978; 98 1255-7
- 12 Kiuchi F, Shibuya M, Sankawa U. Inhibitors of prostaglandin biosynthesis from Alpinia officinarum . Chem Pharm Bull. 1982; 30 2279-82
- 13 Liao S, Lin J, Dang M T, Zhang H, Kao Y H, Fukuchi J, Hiipakka R A. Growth suppression of hamster flank organs by topical application of catechins, alizarin, curcumin, and myristoleic acid. Arch Dermatol Res. 2001; 293 200-5
Prof. Dr. Seung Ki Lee
College of Pharmacy
Seoul National University
San 56-1
Sillim-dong
Gwanak-gu
Seoul 151-742
Republic of Korea
Fax: 82-2-889-0751
Email: sklcrs@plaza.snu.ac.kr