Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
A SYNTHESIS OF 2-ENDO-AMINO-2-EXO-HYDROXYMETHYLNORBORNENES HAVING INHIBITORY ACTIVITY AGAINST PROTEIN KINASE C
岩崎 為雄山崎 裕義西谷 喬佐藤 忠司
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1991 年 39 巻 2 号 p. 527-529

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2-endo-Hexadecylamino-2-exo-hydroxymethylnorbornene (1a) was synthesized from 2-acetamidonorbornene-2-carboxylic acid methyl ester (2) in a good overall yield. 2-endo-Hexadecylamino-2, 3-exo-bis(hydroxymethyl)norbornene (1b) was synthesized starting from dimethyl acetamidofumarate based on Diels-Alder strategy. 1a and 1b inhibited protein kinase C at the IC50 values of 2×10-5M and 1×10-5M, respectively, but not protein kinase A at a concentration of 1×10-3M. The structure-activity relationships are discussed.
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© The Pharmaceutical Society of Japan
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