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Cytokinins: Synthesis and Biological Activity of Related Derivatives of 2iP, 3iP, and their Ribosides
Author(s) -
Leonard N. J.,
Hecht S. M.,
Skoog F.,
Schmitz Ruth Y.
Publication year - 1968
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.196800073
Subject(s) - chemistry , purine , side chain , cytokinin , stereochemistry , organic chemistry , biochemistry , enzyme , auxin , gene , polymer
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.