Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 46, 2016 - Issue 24
548
Views
6
CrossRef citations to date
0
Altmetric
Original Articles

Microwave-assisted synthesis, characterization, and antimicrobial activity of some odorant Schiff bases derived from naturally occurring carbonyl compounds and anthranilic acid

, , , &
Pages 2053-2062 | Received 02 Jul 2016, Published online: 18 Oct 2016

References

  • Sell, C. S. The Chemistry of Fragrances: From Perfumer to Consumer, 2nd ed.; Royal Society of Chemistry: Cambridge, UK, 2006.
  • Seidel, Arza. Kirk–Othmer Chemical Technology of Cosmetics; John Wiley & Sons: New York, 2013.
  • Strub, D. J.; Kula, J.; Sikora, M.; Gibka, J.; Lochynski, S. Synthesis and olfactory evaluation of homologous series of (+)- and (–)-carvone oxime ethers. Flav. Frag. J. 2016, 31, 81–86.
  • Chohan, Z. H.; Kausar, S. Synthesis, characterization, and biological properties of tridentate NNO, NNS, and NNN donor thiazole-derived furanyl, thiophenyl, and pyrrolyl Schiff bases and their Co(II), Cu(II), Ni(II), and Zn(II) metal chelates. Met. Bas. Drugs. 2000, 7(1), 17–22.
  • Chohan, Z. H.; Rauf, A.; Supuran, T. Antibacterial Co(II) and Ni(II) complexes of N-(2-furylmethyene)-2-aminothiazole and role of SO4, NO3-, C2O4, and CH3CO2 anions on biological properties. Met. Bas. Drugs 2002, 8(5), 287–291.
  • Mishra, A. P.; Khare, M.; Gautam, S. K. Synthesis, physico-chemical characterization, and antibacterial studies of some bioactive Schiff bases and their metal chelates. Met. Org. Chem. 2002, 32(8), 1485–1500.
  • Wagner, E.; Al-Kadasi, K.; Zimecki, M.; Sawka, D. W. Synthesis and pharmacological screening of derivatives of isoxazolo[4,5-d] pyrimidine. Eur. J. Med. Chem. 2008, 43(11), 2498–2504.
  • Bacchi, A.; Carcelli, M.; Gabbam, L.; Lanelli, S.; Pelagatti, P.; Pelizzi, G.; Rogolino, D. Nickel(II) complexes of some Schiff base ligands. Inorg. Chim. Acta 2003, 342, 229–235.
  • Pandeya, S. N.; Sriram, D.; Nath, G.; de Clercq, E. Synthesis and pharmacological evaluations of some novel isatin derivatives for antimicrobial activity. Farmaco 1999, 54, 624–628.
  • Lashanizadegan, M.; Jamshidbeigi, M. Synthesis of N, N′-bis[4-(benzeneazo) salicylaldehyde]4-methyl-1,2-phenylenediamine and its transition metal complexes. Synth. React. Inorg. Met. Org. Nan. Met. Chem. 2012, 42, 507–512.
  • Hodnett, E. M.; Dunn, W. J. Synthesis of novel azo Schiff base bis [5-(4-methoxyphenylazo)-2-hydroxy-3-methoxy benzaldehyde]-1,2-phenylene diimine. J. Med. Chem. 1970, 13, 768–770.
  • Desai, S. B.; Desai, P. B.; Desai, K. R. Synthesis and spectroscopic studies of new Schiff bases. Hetro. Commun. 2001, 7, 83–90.
  • Mitu, L.; Ilis, M.; Raman, N.; Imran, M.; Ravichandran, S. Transition metal complexes of isonicotinoyl-hydrazone-4-diphenylaminobenzaldehyde: Synthesis, characterization, and antimicrobial studies. E. J. Chem. 2012, 9, 365–372.
  • Samadhiya, S.; Halve, A. 1-(4-{[(E)-(4-Diethylamino-2-hydroxyphenyl)methylene]amino}phenyl)ethanone. Orient. J. Chem. 2001, 17, 119–122.
  • Silva, D. C. M.; Silva, D. D. L.; Modolo, L. V.; Alves, R. B.; Resende, D. M. A.; Martins, C. V. B.; Fatima, D. A. Schiff bases: A short review of their antimicrobial activities. J. Adv. Res. 2011, 2, 1–8.
  • Arctander, S. Perfume and Flavor Chemicals; Montclair, NJ, 1969.
  • Blane, P. A.; Aschiero, R. Fragrance ingredient. US Patent No. 5,155,095, 1992.
  • Patei, S. The Chemistry of Carbon Nitrogen Double; Wiley: New York, 1970.
  • Clercq, B. D.; Verpoort, F. A new class of ruthenium complexes containing Schiff base ligands as promising catalysts for atom transfer radical polymerization and ring opening metathesis polymerization. J. Mol. Cat. A: Chem. 2002, 180(1–2), 67–76.
  • Venugopala, K. N.; Jayashree, B. S. Microwave-induced synthesis of Schiff bases of aminothiazolyl bromocoumarins as antibacterials. Ind. J Pharm. Sci. 2008, 70(1), 88–91.
  • Chakraborty, M.; Baweja, S.; Bhagat, S.; Chundawat, T. S. Microwave-assisted synthesis of Schiff bases: A green approach. Inter. J. Chem. Reac. Eng. 2012, 10(1), 1–12.
  • Satyanarayana, V. S. V.; Sreevani, P.; Sivakumar, A.; Vijayakumar, V. Synthesis and antimicrobial activity of new Schiff bases containing coumarin moiety and their spectral characterization. ARKIVOC 2008, 221–233.
  • Srivastava, K. P.; Singh, A.; Singh, S. K. Microwave-assisted synthesis, characterisation and antibacterial study of drug-based Schiff bases and their Zn(II) complexes. Am. Int. J. Res. Sci. Tech., Eng. Math. 2014, 286–292.
  • Naglah, A. M.; Awad, H. M.; Bhat, M. A.; Al-Omar, M. A.; Amr Abd El-Galil, E. Microwave-assisted synthesis and antimicrobial activity of some novel isatin Schiff bases linked to nicotinic acid via certain amino acid bridge. J. Chem. 2015, 1–8.
  • Peng, Y. L.; Liu, X. L.; Wang, X. H.; Zhao, Z. G. Microwave-assisted synthesis and antibacterial activity of derivatives of 3-[1-(4-fluorobenzyl)-1H-indol-3-yl]-5-(4-fluorobenzylthio)-4H-1,2,4-triazol-4-amine. Chem. Paper. 2014, 68(3), 401–408.
  • Surburg, H.; Panten, J. Common Fragrance and Flavor Materials Preparation: Properties and Uses; Wiley-VCH Verlag: Berlin, 2005.
  • Thangadurai, T. D.; Gowri, M.; Karuppannan, N. Synthesis and characterization of ruthenium(III)complexes containing monobasic bidentate Schiff bases and their biological acivities. Syn. React. Inorg. M. Org. Chem. 2002, 32(2), 329–343.
  • Sharma, V. K.; Pandey, O. P.; Sengupta, S. K. Studies on some iridium(III) complexes with Schiff bases derived from amino carboxylic acid. J. Inor. Biochem. 1988, 34(4), 253–263.
  • Rehina, K.; Parameswaran, G. Physicochemical studies and thermal decomposition kinetics of Co(II), Ni(II), Cu(II), and Zn(II) complexes of citronellal anthranilic acid. J. Ther. Anal. Calor. 1999, 55(3), 817–831.
  • Devi, K. A.; Parameswaran, G. Thermal spectral and magnetic studies of citral-anthranilic acid and citral-5-bromo-anthranilic acid complexes of Co(II), Ni(II), and Cu(II). Asia. J. Chem. 1999, 11(1), 49–54.
  • Bureau of Indian Standards (BIS). Method for olfactory assessment of natural and synthetic perfumery materials, IS: 2284–1988, 1–6.
  • Qin, W.; Long, S.; Panunzio, M.; Biondi, S. Schiff bases: A short survey on an evergreen chemistry tool. Mol. 2013, 18(10), 12264–12289.
  • Heinisch, L.; Roemer, E.; Jutten, P.; Haas, W.; Werner, W.; Mollmann, U. Semisynthetic derivatives of madurahydroxylactone and their antibacterial activities. J. Antibiot. 1999, 52, 1029–1041.
  • Guo, Z.; Xing, R.; Liu, S.; Zhong, Z.; Ji, X.; Wang, L. Antifungal properties of Schiff bases of chitosan, N-substituted chitosan, and quaternized chitosan. Carb. Res. 2007, 342, 1329–1332.
  • Largeron, M.; Fleury, M.-B. Bioinspired oxidation catalysts. Sci. 2013, 339, 43–44.
  • Domb, A. J.; Linden, G.; Polacheck, I.; Benita, S. Nystatin-dextran conjugates: Synthesis and characterization. J. Polym. Sci. Part A: Polym. Chem. 1996, 34(7), 1229–1236.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.