Polyenylidine Thiazolidine Derivatives with Retinoidal Activities
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概要
- 論文の詳細を見る
Several polyenylidene thiazolidinedione or 2-thioxo-4-thiazolidinone derivatives were synthesized and their retinoidal activities were examined in terms of the differentiation-inducing ability towards human promyelocytic leukemia HL-60 cells and inhibitory effect on interleukin (IL)-1α-induced IL-6 production in MC3T3-E1 cells.Compounds containing a trimethylcyclohexenyl ring induced HL-60 cell differentiation with weaker activity than retinoic acid (1a) by one or two orders of magnitude. The thiazolidinedione derivatives (2,5,7) showed stronger activity than the corresponding 2-thioxo-4-thiazolidinone derivatives (3,6,8). The effects of a retinoid antagonist(LE540) and synerists (retinoid X receptor (RXR) agonists, HX600 or HX630) on the activities of thiazolidine derivatives indicate that these compounds elicit their activities through the nuclear retinoic acid receptors (RARs).All the thiazolidines examined also inhibited IL-1α-induced IL-6 production with IC_<50> values of 10 nM order. The retinoidal activities of the thiazolidines are significant, considering that replacement of the carboxylic acid in retinoid structures with bioisosteric functional groups is generally ineffective, as seen in the structure-activity relationships of retinoidal benzoic acids.
- 公益社団法人日本薬学会の論文
- 1997-11-15
著者
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FUKASAWA Hiroshi
Graduate School of Pharmaceutical Sciences, The University of Tokyo
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KAGECHIKA Hiroyuki
Graduate School of Pharmaceutical Sciences, The University of Tokyo
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Kagechika Hiroyuki
Graduate School Of Pharmaceutical Sciences The University Of Tokyo:research Foundation Itsuu Laborat
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Kagechika Hiroyuki
Graduate School Of Biomedical Sci. Tokyo Medical And Dental Univ.
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HASHIMOTO Yuichi
Institute of Molecular & Cellular Biosciences, The University of Tokyo
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Hashimoto Yuichi
Univ. Tokyo Tokyo Jpn
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Shudo Koichi
Graduate School Of Pharmaceutical Sciences The University Of Tokyo
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TSUJI Motonori
Graduate School of Pharmaceutical Sciences, University of Tokyo
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KAWACHI Emiko
Graduate School of Pharmaceutical Sciences, University of Tokyo
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Hashimoto Y
Graduate School Of Pharmaceutical Sciences Kyushu University
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TASHIMA Toshihiko
Graduate School of Pharmaceutical Sciences, University of Tokyo
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Shudo K
Research Foundation Itsuu Laboratory
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Fukasawa Hiroshi
Graduate School Of Pharmaceutical Sciences The University Of Tokyo
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Hashimoto Yuichi
Institute Of Molecular & Cellular Biosciences University Of Tokyo
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Tsuji M
Univ. Tokyo Tokyo Jpn
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Tsuji Motonori
Graduate School Of Pharmaceutical Sciences University Of Tokyo
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Fukasawa H
Graduate School Of Pharmaceutical Sciences The University Of Tokyo
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Kagechika H
Tokyo Medical And Dental Univ. Tokyo Jpn
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Tashima T
Graduate School Of Pharmaceutical Sciences University Of Tokyo
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Tashima Toshihiko
Graduate School Of Pharmaceutical Sciences The University Of Tokyo Laboratory Of Organic And Medicin
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