African Journal of Microbiology Research Vol. 4(22) pp. 2444-2450, 18 November, 2010
Available online http://www.academicjournals.org/ajmr
ISSN 1996-0808 ©2010 Academic Journals
Full Length Research Paper
Antimicrobial properties of 4-Carboxyl-2, 6-
dinitrophenylazohydroxynaphthalenes
Olajire A. Adegoke
1
*, Akinlabi O. Ogunleye
2
, Oluwafunmilayo T. Lawal
3
, Olakunle S. Idowu
1
and Mukaram A. Adeniyi-Akee
1
1
Faculty of Pharmacy, Department of Pharmaceutical Chemistry, University of Ibadan, Ibadan, Nigeria.
2
Faculty of Veterinary Medicine, Department of Veterinary Microbiology and Parasitology, University of Ibadan, Ibadan,
Nigeria.
3
Department of Pharmaceutical Microbiology, Faculty of Pharmacy, University of Ibadan, Ibadan, Nigeria.
Accepted 28 October, 2010
The antimicrobial screening of the monoazo dyes, 4-carboxyl-2, 6-dintropheylazohydroxynapththalene,
was carried out as a preliminary test for evaluating their biological potentials. Antimicrobial screening
was done with filter paper disc and gauze bandage fabric impregnated with the dyes using 7 microbial
isolates: Staphylococcus aureus 382, Candida albicans UBA7, Klebsiella species 864, Escherichia coli
V
3
, Salmonella enterica gallinarum 28 V
2
, Pseudomonas aeruginosa and Proteus species. Diameters of
zones of inhibitions were measured to evaluate the activities of the dyes. The minimum inhibitory
concentration of the four title dyes was thereafter estimated using two sensitive strains of S. aureus
and Candida albicans. AZ-01 and AZ-04 at a concentration of 5 mg/mL was found to have the highest
activities of 20 mm each on S. aureus, comparable to the positive control gentamicin (diameter of 20
mm), using paper disc. With the fabric screening using 5 mg/mL and 10 mg/mL concentration, only the
5 mg/mL AZ-01 and the 10 mg/mL AZ-01 had activities of 10 and 12 mm respectively on S. aureus. On C.
albicans, 5 mg/mL AZ-01 and 10 mg/mL AZ-01 had activities of 20 and 24 mm respectively and these
were found comparable to the positive control 1% tioconazole. 5 mg/mL AZ-02 and 10 mg/mL AZ-02 had
activities of 10 and 14 mm respectively, 5 mg/mL AZ-04 and 10 mg/mL AZ-04 had activities of 16 and 16
mm, respectively. The minimum inhibitory concentration (MIC) done using serial dilution on WHO
microtitre plate (96 wells), gave AZ-01 having the highest activity, both on S. aureus and C. albicans
with MIC of 15.63 μg/mL, and then AZ-04 with MIC of 23.44 μg/mL. The results of these microbial assays
suggest that the investigated monoazo dyes may be useful as potential antimicrobial agents, especially
against multidrug resistant S. aureus, in addition to their dyeing properties.
Key words: 4-carboxyl-2, 6-dinitrophenylazohydroxynaphthalenes, antimicrobial properties, multidrug resistant
Staphylococcus aureus, MIC.
INTRODUCTION
Antimicrobial properties of incorporated dyes in food,
beverages, cosmetics and fabrics become desirable as
that prolong the utility of such products by inhibiting
bacterial and fungal growth. Dixit B.C. Patel and Desai,
2007 worked on the antimicrobial and fabric-protective
*Corresponding author. E-mail: jireade@yahoo.com. Tel: +234
803 638 1625.
activities of naphthol- based azo dyes using 2,4-
dihydroxybenzophenone, an aromatic ketone (diphenyl
ketone), as an important starting material in organic
synthesis of dyes. They showed that the antimicrobial
properties of these azo dyes reduced and prevent
damages made to the mechanical strength of materials,
colour changes, stains and stale odour. Azo dyes
produced from naphthols and phenol has wide
applications as polymer additives (Yurteri et al., 2002).
Their hydroxyl groups are good UV light absorbers which