Cytokinins: Synthesis and Biological Activity of Related Derivatives of 2iP, 3iP, and their Ribosides

N. J. Leonard, Sidney Hecht, F. Skoog, Ruth Y. Schmitz

Research output: Contribution to journalArticle

21 Scopus citations

Abstract

Chemical conversions of 6‐(3‐methyl‐2‐butenylamino)purine, 2iP, and 6‐(3‐methyl‐3‐butenylamino)purine, 3iP, to common products have been effected. A number of compounds related to these isomers and their ribosides have been synthesized, including 6‐(3‐hydroxy‐3‐methylbutylamino)‐9‐β‐D‐ribofuranosylpurine, 6‐(3‐chloro‐3‐methylbutylamino)purine, 6‐(3, 4‐dihydroxy‐3‐methylbutylamino) purine, and 6‐(3,4‐dihydroxy‐3‐methylbutylamino)‐9‐β‐D‐ribofuranosylpurine, and the cytokinin activities have been compared in the tobacco bioassay. The effect of 4‐hydroxyl substitution on the side chain has been noted. Diagnostic fragmentations of the side chains have been observed in the mass spectra.

Original languageEnglish (US)
Pages (from-to)539-550
Number of pages12
JournalIsrael Journal of Chemistry
Volume6
Issue number5
DOIs
StatePublished - 1968
Externally publishedYes

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ASJC Scopus subject areas

  • Chemistry(all)

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