TITLE:
Synthesis, Crystal Structure and Antimicrobial Activity of (E)-ethyl-4-(2-oxoacenaphthylen-1(2H)-ylideneamino) benzoate
AUTHORS:
Yi-Chen Chan, Abdussalam Salhin Mohamed Ali, Melati Khairuddean, Baharuddin Salleh
KEYWORDS:
Schiff Base; Acenaphthenequinone; Ethyl-4-aminobenzoate; Antimicrobial; Panama Disease
JOURNAL NAME:
Journal of Crystallization Process and Technology,
Vol.3 No.2,
April
30,
2013
ABSTRACT: A Schiff base, (E)-ethyl-4-(2-oxoacenaphthylen-1(2H)-ylideneamino)benzoate, (E4AB) had been synthesized in good yield
by the acid-catalyzed condensation reaction of acenaphthenequinone and
ethyl-4-aminobenzoate in methanolic solution. The synthesized compound was
elucidated by elemental analysis (CHN), FTIR, 1H-NMR, 13C-NMR
and single crystal X-ray diffraction. E4AB crystallized in the monoclinic
crystal system with space group P21/c, Z = 4, V = 1569.3(2) ?3 and unit
cell parameters a = 9.1589(8) , b = 21.2003(17)?, c =8.4502(7) ?, β= 106.972(2)°.
The crystal structure of the compound is stabilized by intermolecular C-H···O hydrogen bonds and weak intermolecular π···π interactions. The title compound had been tested for
the antimicrobial activity against Bacillus
subtilis (B. subtilis), Enterobacter and Fusarium oxysporum f. sp. Cubense (Foc) by disc-diffusion method.
E4AB is relatively active against Foc which is a pathogen that cause Wilt disease (also well known as Panama disease)
in banana plantation.