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Euro Pharma Chemistry & Future Pharma 2019
Volume 08
Research & Reviews: Journal ofPharmaceutical Analysis | ISSN : 2320-0812
June 27-28, 2019 | Amsterdam, Netherlands
12th World congress on
Joint Event
4
th
Pharmaceutical Chemistry Conference Future Pharma
Pharmaceutical Analysis 2019, Volume 08
Syntheses, characterization, antimicrobial and in-silico studies of schiff-bases of trans-
paramethoxycinnamaldehyde derivatives
Akachukwu Ibezim
1
, Kaior G U
1
, Obasi N L
1
, Oruma U S
1
, Michael Lutter
2
, Klaus Jurkschat
2
, Nwodo N J
1
and
Ponnadurai Ramasami
3, 4
1
University of Nigeria, Nsukka, Nigeria
2
Technical University, Dortmund, Germany
3
University of Mauritius, Mauritius
4
University of Johannesburg Doornfontein Campus, South Africa
A
series of new Schiff bases was prepared. The compounds were synthesized from the condensation reaction
of trans-p-methoxycinnamaldehyde and the primary amines 2, 4-diaminobenzoic acid, 2-aminophenol
and 1, 8-diamino-3, 6-dioxaoctane, respectively, in dry methanol and characterized by UV, FTIR, 1H and
13C NMR spectroscopy. Electronic spectra showed two absorption bands which were assigned to n-δ* and
n-π* transitions. Five vibrational modes were observed in the FT-IR spectra within range of 1598-1637 cm-1
v(C=N), 1613-1783 cm-1 v(C=C), 3504-3690 cm-1 v(O-H), 3117-3182 cm-1 v(C-H) aromatic and a sharp
peak at 1942 cm-1 which was assigned to C=O of CO2H. 1H NMR spectra identified H-C=N, H-C=C(H)-C,
CO2H, CH3-O, -OH and phenyl protons within range of δH 6.69-9.62 ppm, 5.99-6.98 ppm, 6.33 ppm, 2.09-
3.86 ppm, 8.39 ppm, 6.81-7.94 ppm, respectively. 13C NMR showed the presence of C=N, O-CH3, CO2H,
CH2-CH2, phenyl carbon resonance within range of δC 159.25-167.68 ppm, 55.87-5597 ppm, 174.24 ppm,
60.89-71.62 ppm and 115.49-162.50 ppm, respectively. Docking calculations and biological screening
against
Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus, Bacillus subtilis, Aspergillus
niger, Candida albican
were used to test for the antimicrobial activity. The computed dock-scores of the
compounds toward bacterial transpeptidase and fungal N-myristoyl transferase were within range of -8.33 to
-8.92 Kcal/mol and -11.24 to -12.99 Kcal/mol, respectively; all the compounds were active against
C. albican
at 1.6-5.0 mg/ml MIC range while only TPMC/DDE had activity against
P.
aeruginosa
and
E. coli
out the
studied bacteria at MIC range of 1.9-7.5 mg/ml which provides the bases to further consider TPMC/DDE in
effort to develop new antimicrobial agent.