Title:
(置換フェニル)-プロペナール部分を伴う化合物、その誘導体、生物学的活性およびその使用
Document Type and Number:
Japanese Patent JP2010515685
Kind Code:
A
Abstract:
The present invention includes compounds, pharmaceuticals and cosmetics having at least one (substituted phenyl)-propenal moiety. The compounds and compositions of the present invention are useful in the treatment or prevention of many medical conditions such as androgen associated conditions. The present invention also includes methods of treating a medical condition including an androgen associated condition, using at least one of the disclosed compounds.
Inventors:
SHIH,Charles C.Y.
Shy chain
One, Hui-Kang
Sue, Ching-Yuan
Shy chain
One, Hui-Kang
Sue, Ching-Yuan
Application Number:
JP2009544955A
Publication Date:
May 13, 2010
Filing Date:
January 08, 2008
Export Citation:
Assignee:
ANDROSCIENCE CORPORATION
International Classes:
C07C49/255; A61K31/12; A61K31/122; A61P5/24; A61P17/00; A61P17/02; A61P17/10; A61P17/14; A61P35/00; C07C49/258; C07C49/577; C07C49/753; C07C49/84; C07C69/738; C07C225/16; C07C235/78
Domestic Patent References:
| JP2005534626A | 2005-11-17 | |||
| JPS62246535A | 1987-10-27 | |||
| JP2003073392A | 2003-03-12 | |||
| JP2000256259A | 2000-09-19 | |||
| JP2000504697A | 2000-04-18 | |||
| JPH0710872A | 1995-01-13 | |||
| JP2004506597A | 2004-03-04 | |||
| JPS6032756A | 1985-02-19 | |||
| JPH0390021A | 1991-04-16 | |||
| JP2002047195A | 2002-02-12 |
Foreign References:
| WO2006044379A2 | 2006-04-27 | |||
| WO2004080396A2 | 2004-09-23 | |||
| GB914047B | ||||
| US20060275516A1 | 2006-12-07 |
Other References:
JPN6013013139; ＬＩＮ，Ｌ． ｅｔ ａｌ．: 'Ａｎｔｉｔｕｍｏｒ Ａｇｅｎｔｓ． ２５０．Ｄｅｓｉｇｎ ａｎｄ Ｓｙｎｔｈｅｓｉｓ ｏｆ Ｎｅｗ Ｃｕｒｃｕｍｉｎ Ａｎａｌｏｇｕｅｓ ａｓ Ｐｏｔｅｎｔｉａｌ Ａｎｔｉ-Ｐｒｏｓｔａｔｅ Ｃａｎｃ' Ｊｏｕｒｎａｌ ｏｆ Ｍｅｄｉｃｉｎａｌ Ｃｈｅｍｉｓｔｒｙ ４９（１３）, 2006, ３９６３-３９７２
JPN6013013141; ＯＨＴＳＵ，Ｈ． ｅｔ ａｌ．: 'Ａｎｔｉｔｕｍｏｒ Ａｇｅｎｔｓ． ２１７．Ｃｕｒｃｕｍｉｎ Ａｎａｌｏｇｕｅｓ ａｓ Ｎｏｖｅｌ Ａｎｄｒｏｇｅｎ Ｒｅｃｅｐｔｏｒ Ａｎｔａｇｏｎｉｓｔｓ ｗｉｔｈ Ｐｏｔｅｎｔｉａｌ ａｓ Ａｎ' Ｊｏｕｒｎａｌ ｏｆ Ｍｅｄｉｃｉｎａｌ Ｃｈｅｍｉｓｔｒｙ ４５（２３）, 2002, ５０３７-５０４２
JPN6013013142; ＰＥＤＥＲＳＥＮ，Ｕ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ｏｆ ｎａｔｕｒａｌｌｙ ｏｃｃｕｒｒｉｎｇ ｃｕｒｃｕｍｉｎｏｉｄｓ ａｎｄ ｒｅｌａｔｅｄ ｃｏｍｐｏｕｎｄｓ' Ｃｈｅｍ． Ｉｎｓｔ．， Ｕｎｉｖ． Ａａｒｈｕｓ， Ａａｒｈｕｓ， ＤＫ-８０００， Ｄｅｎ． Ｌｉｅｂｉｇｓ Ａｎｎａｌｅｎ ｄｅｒ Ｃｈｅｍｉｅ （８）, 1985, １５５７-６９
JPN6013013144; ＭＡＴＴＨＥＳ，Ｈ．Ｗ．Ｄ． ｅｔ ａｌ．: 'Ｃｈｅｍｉｓｔｒｙ ａｎｄ Ｂｉｏｃｈｅｍｉｓｔｒｙ ｏｆ Ｃｈｉｎｅｓｅ ｄｒｕｇｓ． Ｐａｒｔ ＶＩ． Ｃｙｔｏｔｏｘｉｃ ｃｏｍｐｏｎｅｎｔｓ ｏｆ Ｚｉｎｇｉｂｅｒ ｚｅｒｕｍｂｅｔ， Ｃ' Ｐｈｙｔｏｃｈｅｍｉｓｔｒｙ （Ｅｌｓｅｖｉｅｒ） １９（１２）, 1980, ２６４３-５０
JPN6013013146; ＡＲＲＩＥＴＡ，Ａ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ａｎｄ ｐｒｏｔｏｎ ＮＭＲ ｓｐｅｃｔｒｏｓｃｏｐｉｃ ｉｎｖｅｓｔｉｇａｔｉｏｎｓ ｏｆ ｎｅｗ ｃｕｒｃｕｍｉｎ ａｎａｌｏｇｓ' Ｊｏｕｒｎａｌ ｆｕｅｒ Ｐｒａｋｔｉｓｃｈｅ Ｃｈｅｍｉｅ／Ｃｈｅｍｉｋｅｒ-Ｚｅｉｔｕｎｇ ３３４（８）, 1992, ６９６-７００
JPN6013013126; ＦＥＲＧＵＳＯＮ，Ｌ．Ｒ． ｅｔ ａｌ．: 'Ａｎｔｉｏｘｉｄａｎｔ ａｎｄ ａｎｔｉｇｅｎｏｔｏｘｉｃ ｅｆｆｅｃｔｓ ｏｆ ｐｌａｎｔ ｃｅｌｌ ｗａｌｌ ｈｙｄｒｏｘｙｃｉｎｎａｍｉｃ ａｃｉｄｓ ｉｎ ｃｕｌｔｕｒｅｄ ＨＴ-２９ ｃｅｌ' Ｍｏｌｅｃｕｌａｒ ａｎｄ Ｎｕｔｒｉｔｉｏｎ ａｎｄ Ｆｏｏｄ Ｒｅｓｅａｒｃｈ ４９, 2005, ５８５-５９３
JPN6013013128; ＦＡＮＧ，Ｈ． ｅｔ ａｌ．: 'Ｓｔｕｄｙ ｏｆ ２０２ Ｎａｔｕｒａｌ， Ｓｙｎｔｈｅｔｉｃ， ａｎｄ Ｅｎｖｉｒｏｎｍｅｎｔａｌ Ｃｈｅｍｉｃａｌｓ ｆｏｒ Ｂｉｎｄｉｎｇ ｔｏ ｔｈｅ Ａｎｄｒｏｇｅｎ Ｒｅｃｅｐｔｏｒ' Ｃｈｅｍｉｃａｌ Ｒｅｓｅａｒｃｈ ｉｎ Ｔｏｘｉｃｏｌｏｇｙ １６（１０）, 2003, １３３８-１３５８
JPN6013013130; ＲＯＳＥＮＢＥＲＧ，Ｒ．Ｓ． ｅｔ ａｌ．: 'Ｍｏｄｕｌａｔｉｏｎ ｏｆ ａｎｄｒｏｇｅｎ ａｎｄ ｐｒｏｇｅｓｔｅｒｏｎｅ ｒｅｃｅｐｔｏｒｓ ｂｙ ｐｈｙｔｏｃｈｅｍｉｃａｌｓ ｉｎ ｂｒｅａｓｔ ｃａｎｃｅｒ ｃｅｌｌ ｌｉｎｅｓ' Ｂｉｏｃｈｅｍｉｃａｌ ａｎｄ Ｂｉｏｐｈｙｓｉｃａｌ Ｒｅｓｅａｒｃｈ Ｃｏｍｍｕｎｉｃａｔｉｏｎｓ ２４８（３）, 1998, ９３５-９３９
JPN6013013132; ＭＩＹＡＺＡＷＡ，Ｍ． ｅｔ ａｌ．: 'Ｓｕｐｐｒｅｓｓｉｏｎ ｏｆ ＳＯＳ-Ｉｎｄｕｃｉｎｇ Ａｃｔｉｖｉｔｙ ｏｆ Ｃｈｅｍｉｃａｌ Ｍｕｔａｇｅｎｓ ｂｙ Ｃｉｎｎａｍｉｃ Ａｃｉｄ Ｄｅｒｉｖａｔｉｖｅｓ ｆｒｏｍ Ｓｃｒｏｐ' Ｊｏｕｒｎａｌ ｏｆ Ａｇｒｉｃｕｌｔｕｒａｌ ａｎｄ Ｆｏｏｄ Ｃｈｅｍｉｓｔｒｙ ４６（３）, 1998, ９０４-９１０
JPN6013013134; ＫＯＮＲＡＤ，Ｇ． ａｎｄ ＭＯＥＬＬＥＲ，Ｈ．: 'Ｎｅｗ ｓｕｎｓｃｒｅｅｎ ｓｕｂｓｔａｎｃｅｓ ｆｏｒ ｔｈｅ ＵＶ-Ａ ｒａｎｇｅ' Ｐａｒｆｕｅｍｅｒｉｅ ｕｎｄ Ｋｏｓｍｅｔｉｋ ６４（６）, 1983, ３１７-１８， ３２０-２
JPN6013013136; ＣＩＵＦＯＬＩＮＩ，Ｍ．Ａ． ａｎｄ ＲＯＳＣＨＡＮＧＡＲ，Ｆ．: 'Ａ Ｕｎｉｆｉｅｄ Ｓｔｒａｔｅｇｙ ｆｏｒ ｔｈｅ Ｓｙｎｔｈｅｓｉｓ ｏｆ Ｐｈｅｎａｎｔｈｒｏｉｚｉｄｉｎｅ Ａｌｋａｌｏｉｄｓ： Ｐｒｅｐａｒａｔｉｏｎ ｏｆ Ｓｔｅｒｉｃａｌｌｙ Ｃｏｎｇｅ' Ｊｏｕｒｎａｌ ｏｆ ｔｈｅ Ａｍｅｒｉｃａｎ Ｃｈｅｍｉｃａｌ Ｓｏｃｉｅｔｙ １１８（４８）, 1996, １２０８２-１２０８９
JPN6013013137; ＴＳＵＧＥ，Ｏ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ａｎｄ ａｃｉｄ-ｃａｔａｌｙｚｅｄ ｒｉｎｇ ｏｐｅｎｉｎｇ ｏｆ １-ａｌｋｅｎｙｌ ｃｙｃｌｏｐｒｏｐｙｌ ｋｅｔｏｎｅｓ' Ｂｕｌｌｅｔｉｎ ｏｆ ｔｈｅ Ｃｈｅｍｉｃａｌ Ｓｏｃｉｅｔｙ ｏｆ Ｊａｐａｎ ６１（８）, 1988, ２８９７-９０８
JPN6013013141; ＯＨＴＳＵ，Ｈ． ｅｔ ａｌ．: 'Ａｎｔｉｔｕｍｏｒ Ａｇｅｎｔｓ． ２１７．Ｃｕｒｃｕｍｉｎ Ａｎａｌｏｇｕｅｓ ａｓ Ｎｏｖｅｌ Ａｎｄｒｏｇｅｎ Ｒｅｃｅｐｔｏｒ Ａｎｔａｇｏｎｉｓｔｓ ｗｉｔｈ Ｐｏｔｅｎｔｉａｌ ａｓ Ａｎ' Ｊｏｕｒｎａｌ ｏｆ Ｍｅｄｉｃｉｎａｌ Ｃｈｅｍｉｓｔｒｙ ４５（２３）, 2002, ５０３７-５０４２
JPN6013013142; ＰＥＤＥＲＳＥＮ，Ｕ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ｏｆ ｎａｔｕｒａｌｌｙ ｏｃｃｕｒｒｉｎｇ ｃｕｒｃｕｍｉｎｏｉｄｓ ａｎｄ ｒｅｌａｔｅｄ ｃｏｍｐｏｕｎｄｓ' Ｃｈｅｍ． Ｉｎｓｔ．， Ｕｎｉｖ． Ａａｒｈｕｓ， Ａａｒｈｕｓ， ＤＫ-８０００， Ｄｅｎ． Ｌｉｅｂｉｇｓ Ａｎｎａｌｅｎ ｄｅｒ Ｃｈｅｍｉｅ （８）, 1985, １５５７-６９
JPN6013013144; ＭＡＴＴＨＥＳ，Ｈ．Ｗ．Ｄ． ｅｔ ａｌ．: 'Ｃｈｅｍｉｓｔｒｙ ａｎｄ Ｂｉｏｃｈｅｍｉｓｔｒｙ ｏｆ Ｃｈｉｎｅｓｅ ｄｒｕｇｓ． Ｐａｒｔ ＶＩ． Ｃｙｔｏｔｏｘｉｃ ｃｏｍｐｏｎｅｎｔｓ ｏｆ Ｚｉｎｇｉｂｅｒ ｚｅｒｕｍｂｅｔ， Ｃ' Ｐｈｙｔｏｃｈｅｍｉｓｔｒｙ （Ｅｌｓｅｖｉｅｒ） １９（１２）, 1980, ２６４３-５０
JPN6013013146; ＡＲＲＩＥＴＡ，Ａ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ａｎｄ ｐｒｏｔｏｎ ＮＭＲ ｓｐｅｃｔｒｏｓｃｏｐｉｃ ｉｎｖｅｓｔｉｇａｔｉｏｎｓ ｏｆ ｎｅｗ ｃｕｒｃｕｍｉｎ ａｎａｌｏｇｓ' Ｊｏｕｒｎａｌ ｆｕｅｒ Ｐｒａｋｔｉｓｃｈｅ Ｃｈｅｍｉｅ／Ｃｈｅｍｉｋｅｒ-Ｚｅｉｔｕｎｇ ３３４（８）, 1992, ６９６-７００
JPN6013013126; ＦＥＲＧＵＳＯＮ，Ｌ．Ｒ． ｅｔ ａｌ．: 'Ａｎｔｉｏｘｉｄａｎｔ ａｎｄ ａｎｔｉｇｅｎｏｔｏｘｉｃ ｅｆｆｅｃｔｓ ｏｆ ｐｌａｎｔ ｃｅｌｌ ｗａｌｌ ｈｙｄｒｏｘｙｃｉｎｎａｍｉｃ ａｃｉｄｓ ｉｎ ｃｕｌｔｕｒｅｄ ＨＴ-２９ ｃｅｌ' Ｍｏｌｅｃｕｌａｒ ａｎｄ Ｎｕｔｒｉｔｉｏｎ ａｎｄ Ｆｏｏｄ Ｒｅｓｅａｒｃｈ ４９, 2005, ５８５-５９３
JPN6013013128; ＦＡＮＧ，Ｈ． ｅｔ ａｌ．: 'Ｓｔｕｄｙ ｏｆ ２０２ Ｎａｔｕｒａｌ， Ｓｙｎｔｈｅｔｉｃ， ａｎｄ Ｅｎｖｉｒｏｎｍｅｎｔａｌ Ｃｈｅｍｉｃａｌｓ ｆｏｒ Ｂｉｎｄｉｎｇ ｔｏ ｔｈｅ Ａｎｄｒｏｇｅｎ Ｒｅｃｅｐｔｏｒ' Ｃｈｅｍｉｃａｌ Ｒｅｓｅａｒｃｈ ｉｎ Ｔｏｘｉｃｏｌｏｇｙ １６（１０）, 2003, １３３８-１３５８
JPN6013013130; ＲＯＳＥＮＢＥＲＧ，Ｒ．Ｓ． ｅｔ ａｌ．: 'Ｍｏｄｕｌａｔｉｏｎ ｏｆ ａｎｄｒｏｇｅｎ ａｎｄ ｐｒｏｇｅｓｔｅｒｏｎｅ ｒｅｃｅｐｔｏｒｓ ｂｙ ｐｈｙｔｏｃｈｅｍｉｃａｌｓ ｉｎ ｂｒｅａｓｔ ｃａｎｃｅｒ ｃｅｌｌ ｌｉｎｅｓ' Ｂｉｏｃｈｅｍｉｃａｌ ａｎｄ Ｂｉｏｐｈｙｓｉｃａｌ Ｒｅｓｅａｒｃｈ Ｃｏｍｍｕｎｉｃａｔｉｏｎｓ ２４８（３）, 1998, ９３５-９３９
JPN6013013132; ＭＩＹＡＺＡＷＡ，Ｍ． ｅｔ ａｌ．: 'Ｓｕｐｐｒｅｓｓｉｏｎ ｏｆ ＳＯＳ-Ｉｎｄｕｃｉｎｇ Ａｃｔｉｖｉｔｙ ｏｆ Ｃｈｅｍｉｃａｌ Ｍｕｔａｇｅｎｓ ｂｙ Ｃｉｎｎａｍｉｃ Ａｃｉｄ Ｄｅｒｉｖａｔｉｖｅｓ ｆｒｏｍ Ｓｃｒｏｐ' Ｊｏｕｒｎａｌ ｏｆ Ａｇｒｉｃｕｌｔｕｒａｌ ａｎｄ Ｆｏｏｄ Ｃｈｅｍｉｓｔｒｙ ４６（３）, 1998, ９０４-９１０
JPN6013013134; ＫＯＮＲＡＤ，Ｇ． ａｎｄ ＭＯＥＬＬＥＲ，Ｈ．: 'Ｎｅｗ ｓｕｎｓｃｒｅｅｎ ｓｕｂｓｔａｎｃｅｓ ｆｏｒ ｔｈｅ ＵＶ-Ａ ｒａｎｇｅ' Ｐａｒｆｕｅｍｅｒｉｅ ｕｎｄ Ｋｏｓｍｅｔｉｋ ６４（６）, 1983, ３１７-１８， ３２０-２
JPN6013013136; ＣＩＵＦＯＬＩＮＩ，Ｍ．Ａ． ａｎｄ ＲＯＳＣＨＡＮＧＡＲ，Ｆ．: 'Ａ Ｕｎｉｆｉｅｄ Ｓｔｒａｔｅｇｙ ｆｏｒ ｔｈｅ Ｓｙｎｔｈｅｓｉｓ ｏｆ Ｐｈｅｎａｎｔｈｒｏｉｚｉｄｉｎｅ Ａｌｋａｌｏｉｄｓ： Ｐｒｅｐａｒａｔｉｏｎ ｏｆ Ｓｔｅｒｉｃａｌｌｙ Ｃｏｎｇｅ' Ｊｏｕｒｎａｌ ｏｆ ｔｈｅ Ａｍｅｒｉｃａｎ Ｃｈｅｍｉｃａｌ Ｓｏｃｉｅｔｙ １１８（４８）, 1996, １２０８２-１２０８９
JPN6013013137; ＴＳＵＧＥ，Ｏ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ａｎｄ ａｃｉｄ-ｃａｔａｌｙｚｅｄ ｒｉｎｇ ｏｐｅｎｉｎｇ ｏｆ １-ａｌｋｅｎｙｌ ｃｙｃｌｏｐｒｏｐｙｌ ｋｅｔｏｎｅｓ' Ｂｕｌｌｅｔｉｎ ｏｆ ｔｈｅ Ｃｈｅｍｉｃａｌ Ｓｏｃｉｅｔｙ ｏｆ Ｊａｐａｎ ６１（８）, 1988, ２８９７-９０８
Attorney, Agent or Firm:
Keiichi Ota