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Synthesis of chiral macrocycles: V. synthesis of some cyclo-(N a-dinicotinoyl)aromatic octapeptides and cyclo-(N a-dinicotinoyl)pentapeptide Lysine Schiff Bases

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Abstract

A series of octa bridged peptide and macrocyclic pentapeptide Schiff base derivatives were synthesized from tetrapeptide hydrazide and macrocyclic pentapeptide ester. Condensation of hydrazide with acid anhydrides upon refluxing in acetic acid afforded the corresponding 3,5-bis-tetraimide pyridine and macrocyclic octapeptide derivatives. Treatment of macrocyclic pentapeptide ester with hydrazine hydrate gave the corresponding acid hydrazide derivative. Condensation of the latter with aromatic aldehydes led to the corresponding cyclic pentapeptide Schiff bases.

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Authors and Affiliations

  1. Pharmaceutical Chemistry Department, Drug Exploration & Development Chair (DEDC), College of Pharmacy, King Saud University, Riyadh, 11451, Saudi Arabia

    A. M. Naglah, A. E. Amr, N. M. Khalifa & M. A. Al-Omar

  2. Peptide Chemistry Department, Chemical Industries Research Division, National Research Centre, 12622, Dokki, Cairo, Egypt

    A. M. Naglah

  3. Applied Organic Chemistry Department, National Research Center, Cairo, Dokki, 12622, Egypt

    A. E. Amr

  4. Theripeutical Chemistry Department, National Research Centre, 12622, Dokki, Cairo, Egypt

    N. M. Khalifa

Authors
  1. A. M. Naglah
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  2. A. E. Amr
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  3. N. M. Khalifa
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  4. M. A. Al-Omar
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Corresponding author

Correspondence to A. M. Naglah.

Additional information

For communication IV, see [1].

The text was submitted by the authors in English.

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Naglah, A.M., Amr, A.E., Khalifa, N.M. et al. Synthesis of chiral macrocycles: V. synthesis of some cyclo-(N a-dinicotinoyl)aromatic octapeptides and cyclo-(N a-dinicotinoyl)pentapeptide Lysine Schiff Bases. Russ J Gen Chem 85, 2833–2838 (2015). https://doi.org/10.1134/S1070363215120324

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  • DOI: https://doi.org/10.1134/S1070363215120324

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