GREEN SYNTHESIS OF NEW AMINO ACID SCHIFF BASES AND THEIR BIOLOGICAL ACTIVITIES

Volume: 3 Number: 3 January 8, 2017
  • Cigdem Yorur-goreci
  • Zulal Demir
  • Nilay Altaş
EN

GREEN SYNTHESIS OF NEW AMINO ACID SCHIFF BASES AND THEIR BIOLOGICAL ACTIVITIES

Abstract

In this study, four new and two known amino acid Schiff base compounds derived from the condensation reaction of benzaldehyde, salicylaldehyde, pyrrole-2-carbaldehyde, pyridine-2-carbaldehyde, fluorene-2-carbaldehyde and terephthalaldehyde with 2-phenylglycine methyl ester hydrochloride have been synthesized by both conventional method and microwave irradiation protocol. The new compounds were characterized by FTIR, 1H-NMR, LC-MS and electronic spectral studies. A comparative study between conventional heating and microwave irradiation has also been reported. Based on these results, with the microwave synthesis, the yield of the products was increased from 37% upto 96% as compared to conventional method. By microwave, reactions were completed within 5.5-8.5 minutes and the products were obtained in good to high yields, with reduced time, waste, and formation byproduct. DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging effect were performed to determine antioxidant activities of the new compounds. All of the compounds exhibited significant activities in DPPH radical scavenging. 

References

  1. Panda J, Patro V, J, Sahoo B, M, Mishra J. Microwave mediated organic reaction: a convenient approach for rapid and efficient synthesis of biologically active substituted 1,3-dihydro-2h-indol-2-one derivatives. Journal of Nanoparticles, 2013; 549502: 1-5. http://dx.doi.org/10.1155/2013/272598.
  2. Abirami M, Nadaraj V. Synthesis of schiff base under solvent-free condition: as a green approach. International Journal of ChemTech Research. 2014; 6(4): 2534-2538. http://sphinxsai.com/2014/vol6pt4/5/(2534-2538)Jul-Aug14.
  3. Naglah A, M, Awad H, M, Bhat M, A, Al-Omar M, A. Amr A, G, E. Microwave assisted synthesis and antimicrobial activity of some novel isatin schiff bases linked to nicotinic acid via certain amino acid bridge. Journal of Chemistry. 2015; 364841: 1-8. DOI: 10.1155/2015/364841.
  4. Alavi H, Taheri M, Daryani M. Enantioselective synthesis of chiral alfa amino acids by phase transfer catalysts. Oriental Journal of Chemistry. 2013; 29(1): 135-143. http://orientjchem.org/dnload.
  5. Kaid R, S, Djafri A, Djafri F. The use of bentonite in heterogeneous medium as an efficient recyclable catalyst in the synthesis of iminoesters. Mediterranean Journal of Chemistry. 2011; 1: 1-7. DOI: 10.13171/mjc.1.1.2011.20.04.20.
  6. Bashiardes G, Cano C, Mauze B. Regio- and enantioselective synthesis of novel functionalized pyranopyrrolidines by, 1,3- dipolar cycloaddition of carbohydrates. Synlett. 2005; 4: 587-590. DOI: 10.1002/chin.200532134.
  7. Padwa A, Verlag T, G. Carbons with two carbon- heteroatom bonds: heteroatom analogues of aldehydes and ketones. Science of Synthesis; 2004. 1174 p. ISBN: 3-13-118781-6.
  8. Zheng Y, S, Jiang A. Asymmetric synthesis of 2,4-dihydroxymethylpyrrolidine derivatives and their inducing ability for epoxidation of olefins. Chinese Journal of Organic Chemistry 2003; 23(10): 1114-1119. http://siocjournal.cn/Jwk_yjhx/EN/Y2003/V23/I10/1114.

Details

Primary Language

English

Subjects

-

Journal Section

-

Authors

Cigdem Yorur-goreci This is me

Zulal Demir This is me

Nilay Altaş This is me

Publication Date

January 8, 2017

Submission Date

July 1, 2016

Acceptance Date

-

Published in Issue

Year 2016 Volume: 3 Number: 3

APA
Yorur-goreci, C., Demir, Z., & Altaş, N. (2017). GREEN SYNTHESIS OF NEW AMINO ACID SCHIFF BASES AND THEIR BIOLOGICAL ACTIVITIES. Journal of the Turkish Chemical Society Section A: Chemistry, 3(3), 15-24. https://doi.org/10.18596/jotcsa.14900
AMA
1.Yorur-goreci C, Demir Z, Altaş N. GREEN SYNTHESIS OF NEW AMINO ACID SCHIFF BASES AND THEIR BIOLOGICAL ACTIVITIES. JOTCSA. 2017;3(3):15-24. doi:10.18596/jotcsa.14900
Chicago
Yorur-goreci, Cigdem, Zulal Demir, and Nilay Altaş. 2017. “GREEN SYNTHESIS OF NEW AMINO ACID SCHIFF BASES AND THEIR BIOLOGICAL ACTIVITIES”. Journal of the Turkish Chemical Society Section A: Chemistry 3 (3): 15-24. https://doi.org/10.18596/jotcsa.14900.
EndNote
Yorur-goreci C, Demir Z, Altaş N (January 1, 2017) GREEN SYNTHESIS OF NEW AMINO ACID SCHIFF BASES AND THEIR BIOLOGICAL ACTIVITIES. Journal of the Turkish Chemical Society Section A: Chemistry 3 3 15–24.
IEEE
[1]C. Yorur-goreci, Z. Demir, and N. Altaş, “GREEN SYNTHESIS OF NEW AMINO ACID SCHIFF BASES AND THEIR BIOLOGICAL ACTIVITIES”, JOTCSA, vol. 3, no. 3, pp. 15–24, Jan. 2017, doi: 10.18596/jotcsa.14900.
ISNAD
Yorur-goreci, Cigdem - Demir, Zulal - Altaş, Nilay. “GREEN SYNTHESIS OF NEW AMINO ACID SCHIFF BASES AND THEIR BIOLOGICAL ACTIVITIES”. Journal of the Turkish Chemical Society Section A: Chemistry 3/3 (January 1, 2017): 15-24. https://doi.org/10.18596/jotcsa.14900.
JAMA
1.Yorur-goreci C, Demir Z, Altaş N. GREEN SYNTHESIS OF NEW AMINO ACID SCHIFF BASES AND THEIR BIOLOGICAL ACTIVITIES. JOTCSA. 2017;3:15–24.
MLA
Yorur-goreci, Cigdem, et al. “GREEN SYNTHESIS OF NEW AMINO ACID SCHIFF BASES AND THEIR BIOLOGICAL ACTIVITIES”. Journal of the Turkish Chemical Society Section A: Chemistry, vol. 3, no. 3, Jan. 2017, pp. 15-24, doi:10.18596/jotcsa.14900.
Vancouver
1.Cigdem Yorur-goreci, Zulal Demir, Nilay Altaş. GREEN SYNTHESIS OF NEW AMINO ACID SCHIFF BASES AND THEIR BIOLOGICAL ACTIVITIES. JOTCSA. 2017 Jan. 1;3(3):15-24. doi:10.18596/jotcsa.14900

Cited By