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Effect of Cl-Substitution on Rooting- or Cytokinin-like Activity of Diphenylurea Derivatives

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Abstract

Twenty-eight Cl-substituted diphenylurea derivatives differing in either the number and the position of the substituents, or in the type of substitution, that is, symmetric or asymmetric, were synthesized. Their hypothetical enhancement of rooting activity was assayed using the mung bean shoot bioassay; their possible cytokinin-like activity was assessed using the betacyanin (so-called “amaranthin”) accumulation test and the tomato regeneration test. Seven Cl-substituted diphenylurea derivatives (2E, 4A, 4B, 4E, 4G, 6A, 6B) having two substituted phenyl rings showed the capacity to enhance adventitious root formation in mung bean shoots. Furthermore the presence of a halogen substituent was not sufficient to reach the adventitious rooting activities shown by the N,N ′-bis-(2,3-methylenedioxyphenylurea) and the N,N ′-bis-(3,4-methylenedioxyphenylurea), two diphenylurea derivatives for which an interaction with auxin was the first reported in enhancing adventitious root formation. Seven compounds (1B, 3E, 3D, 4B, 4E, 4F, 6B) showed cytokinin-like activity and three of them (4B, 4E, 6B) also evidenced rooting activity, once more demonstrating the wide action spectrum of diphenylurea derivatives.

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ACKNOWLEDGEMENTS

We thank Prof. C. Branca and Prof. C.A. Maggiali for their critical reading of the manuscript and helpful discussion. We also thank Dr. A. Scott-Monkhouse for her linguistic revision of the article.

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Authors and Affiliations

  1. Dipartimento di Biologia Evolutiva e Funzionale, Universitá di Parma, Parco Area delle Scienze 11/A, 43100, Parma, Italy

    Ada Ricci, Angela Carra, Enrico Rolli & Cristina Bertoletti

  2. Dipartimento Farmaceutico, Universitá di Parma, Parco Area delle Scienze 27/A, 43100, Parma, Italy

    Giovanni Morini, Matteo Incerti & Paola Vicini

Authors
  1. Ada Ricci
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  2. Angela Carra
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  3. Enrico Rolli
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  4. Cristina Bertoletti
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  5. Giovanni Morini
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  6. Matteo Incerti
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  7. Paola Vicini
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Correspondence to Ada Ricci.

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Ricci, A., Carra, A., Rolli, E. et al. Effect of Cl-Substitution on Rooting- or Cytokinin-like Activity of Diphenylurea Derivatives. J Plant Growth Regul 23, 261–268 (2004). https://doi.org/10.1007/s00344-004-0016-4

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  • DOI: https://doi.org/10.1007/s00344-004-0016-4

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