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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Amr, A.E., Abd El-Salam, O.I., and Al-Omar, M.A., Russ. J. Gen. Chem., 2015, vol. 85, no. 8, p. 1952.
Park, H.S., Lin, Q., and Hamilton, A.D., J. Am. Chem. Soc. 1999, vol. 121, p. 8.
Dowden, J., Edwards, P.D., Flack, S.S., and Kilbnurn, J.D., Chem. Eur. J., 1999, vol. 5, p. 79.
Labanauskas, L., Udrenaite, E., Gaidelis, P., and Brukštus, A., Farmaco, 2004, vol. 59, p. 255.
Navidpour, L., Shafaroodi, H., Abdi, K., Amini, M., Ghahremani, M.H., Dehpour, A.R., Shafiee, A., Bioorg. Med. Chem., 2006, vol. 14, p. 2507.
Maxwell, J.R., Wasdahl, D.A., Wolfson, A.C., and Stenberg, V.I., J. Med. Chem., 1984, vol. 27, p. 1565.
Bayrak, H., Demirbas, A., Karaoglu, S.A., and Demirbas, N., Eur. J. Med. Chem., 2009, vol. 44, p. 1057.
Ashok, M., Holla, B.S., and Boojary, B., Eur. J. Med. Chem., 2007, vol. 42, p. 1095.
Karthikeyan, M.S., Prasad, D.J., Boojary, B., Bhat, K.S., Holla, B.S., and Kumari, N.S., Bioorg. Med. Chem., 2006, vol. 14, p. 7482.
Tozkoparan, B., Küpeli, E., Yesilada, E., and Ertan, M., Bioorg. Med. Chem., 2007, vol. 15, p. 1808.
Hassan, S.S.M., Abo-Ghalia, M.H., Amr, A.E., and Mohamed, A.H.K., Talanta, 2003, vol. 60, p. 81.
Hassan, S.S.M., Abo-Ghalia, M.H., Amr, A.E., and Mohamed, A.H.K., Anal. Chem. Acta, 2003, vol. 482, p. 9.
Khalifa, N. M., Naglah, A. M., Al-Omar, M. A., Abu-Ghalia, M. H., Amr, A. E., Z. Naturforsch. B, 2013, vol. 68, p. 351.
Abo-Ghalia, M. H., Abd El-Hamid, M., Zweil, M. A., Amr, A. E., Moafi, S. A., Z. Naturforsch. B, 2012, vol. 67, p. 806.
Khalifaa, N. M., Naglah, A. M., Al-Omar, M. A., and Amr, A. E., Z. Naturforsch. B, 2014, vol. 69, p. 728.
Khayyat, S. and Amr, A.E., Molecules, 2014, vol. 19, p. 10698.
Khayyat, S., Amr, A.E., Abd El-Salam, O.I., Al-Omar, M.A., and Abdalla, M.M., Int. J. Pharmacol., 2015, vol. 11(7), p. 806. DOI: 10.3923/ijp.2015.
Ibrahim, A.A., Mohamed, A.M., Amr, A.E., and Al-Omar, M. A., Russ. J. Gen. Chem., 2015, vol. 85, no. 6, p. 1506.
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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