Syntheses of cis-Zeatin and Its 9-(2-Deoxy-β-D-ribofuranosyl) Derivative : A Novel Synthetic Route to the Side Chain at C(6), and Cytokinin Activity

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概要

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• cis-Zeatin (3a) and its 9-(2-deoxy-β-D-ribofuranosyl) derivative (3c) have been synthesized from N-[(1,1-dimethylethoxy)carbonyl]glycine methyl ester (5) in 5 steps by adopting the "α-amino aldehyde/olefination" technology. The new cis-zeatin derivative (3c), its trans isomer (1c), and known trans-zeatin 9-β-D-riboside (1b) were tested for cytokinin activity in the stimulation of chlorophyll biosynthesis in etiolated cucumber cotyledons. The riboside 1b turned out to be the most active cytokinin among them, while the deoxyribosides 1c and 3c showed a marked decrease and a total loss, respectively, of cytokinin activity.

• 公益社団法人日本薬学会の論文
• 1992-07-25

著者

• 藤井 澄三

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 大場 正志

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 大場 正志

  Kanazawa Univ. Ishikawa Jpn

• 本田 圭

  Faculty of Pharmaceutical Sciences, Kanazawa University

• Ohba M

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 本田 圭

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 藤井 澄三

  Shinshu Univ. Nagano Jpn

• EVIDENTE Antonio

  Departmento di Scienze Chimico-Agrarie, Universita di Napoli "Federico II"

• PICCIALLI Gennaro

  Dipartimento di Chimica Organica e Biologica, Universita di Napoli "Federico II"

• SISTO Angelo

  Istituto Tossine e Micotossine da Parassiti Vegetali del CNR

• Evidente Antonio

  Departmento Di Scienze Chimico-agrarie Universita Di Napoli "federico Ii

• Piccialli Gennaro

  Dipartimento Di Chimica Organica E Biologica Universita Di Napoli "federico Ii

関連論文

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• Lactams. XI. Construction of Lactam Carbonyl Function in 1,3-Disubstituted Piperidines by Mercuric Acetate-EDTA Oxidation : Effects of Carbonyl and Related Groups at the 3-Position
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