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Materials Today: Proceedings 14 (2019) 323–331 www.materialstoday.com/proceedings
2214-7853 © 2019 Elsevier Ltd. All rights reserved.
Selection and/or Peer-review under responsibility of 2nd International Conference On Recent Advances In Material Chemistry.
Antibacterial and antifungal activities of some novel imines
of tryptamine
B. Rajeswari
a,*
, R. Santhi
b
a
Research scholar, Seethalakshmi Ramaswami College, Trichy
b
Research Department of Chemistry, Seethalakshmi Ramaswami College, Trichy
Abstract
Novel Schiff bases such as N-cyclohexylidene-2(1H-indol-3-yl) ethanamine [TCH], 2-(1H-indol-3-yl)-N-((1R,4R)-
1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylidene)ethanamine [TC], 2-(1H-indol-3-yl)-N-(1-phenylethylidene)ethanamine [TAP]
were prepared by the condensation reaction of tryptamine with cyclo hexanone , camphor and aceto phenone. The imines were
characterised by UV-Visible, FT-IR and H
1
NMR spectral data. All the three Schiff bases were screened for antibacterial
(staphylococcus aureus, Bacillus substilis, salmoneila typhi and Proteus Vulgaris) and antifungal (candida alibicans, Aspergilus
niger) activities by disc diffusion method. The results indicate that all imines exhibit significant antimicrobial activity.
© 2019 Elsevier Ltd. All rights reserved.
Selection and/or Peer-review under responsibility of International Conference On Recent Advances In Material Chemistry.
Keywords: Tryptamine; Imines; antimicrobial activities
1. Introduction
Schiff bases are the important class of organic compounds
[1]
. They have been shown to exhibit a broad
range of biological activities
[2-7]
including antimalarial
[8]
, anticancer, antibacterial
[9]
, antifungal
[10]
, antitubercular,
anti-inflammatory antioxidant, antiviral, anticonvulsant, antitumor etc. Besides these activities some Schiff bases
are used as anti infertility and enzymatic agents. Several studies showed that the presence of a lone pair of
electrons in sp
2
hybridized orbital of nitrogen atom of the azomethine group plays an important role in chemical
and biological activity.Indole and its derivatives are secondary metabolites that are present in most plants such as
unripe bananas, broccoli, clove, almost all flower oils (Eg. Jasmine and orange blossoms) and coal tar
[11,12]
. In the
pharmaceutical field it has been discovered that it acts as an anti microbial and anti inflammatory
[13]
. A great deal
of information regarding the properties of synthetic Schiff bases of potential biological interest has come to light
during the last few years, as several of these compounds were characterized and used as models for a series of
systems
[14-22]
. This study focuses on the antibacterial and antifungal activities of Schiff bases derived from
tryptamine such as N-cyclohexylidene-2(1H-indol-3-yl)ethanamine [TCH] ,2-(1H-indol-3-yl)-N-((1R,4R)-1,7,7-
trimethylbicyclo[2.2.1]heptan-2-ylidene) ethanamine [TC], 2-(1H-indol-3yl)-N-(1-phenylethylidene) ethanamine
[TAP]. All the synthesized compounds were characterized by UV-visible, FT-IR and H
1
NMR spectra. They were
screened for their antibacterial and anti fungal activities.
* Corresponding author. Tel.: 0431 270 4855 ; Fax: 0431 - 2704596
E-mail address: b.rajeswari19@gmail.com