Synthesis of novel benzo[h]quinolines: wound healing, antibacterial, DNA binding and in vitro antioxidant activity.
We have characterized a new class of 2-mercapto/2-selenobenzo[h]quinoline-3-carbaldehyde (3/4). Antibacterial potential of these compounds against a wide range of gram-positive and gram-negative bacteria was studied. The selenium containing compound 4 showed significant inhibition zone on Staphylococcus aureus (22.76+/-0.14), Bacillus subtilis (20.63+/-0.24), and Streptococcus pyogenes (19.54+/-0.20) over sulfur containing compound 3. To validate the ethnotherapeutic claims of the synthetic compounds in skin diseases, wound healing activity was studied, besides antioxidant activity to understand the mechanism of wound healing. The interaction behavior of these compounds with DNA was investigated by absorption spectra (obtained K(b) constant for 3 is 2.7x10(5) and for 4 is 3.8x10(6)), viscosity, and thermal denaturation studies. Finally, the results show that the DNA intercalated 3/4 compounds are strong antioxidants; they show significant wound healing activity and protect oxidative DNA damage from harmful free radical reactions.
Naik
Halehatty R Prakash
HR
Department of Studies and Research in Industrial Chemistry, School of Chemical Sciences, Kuvempu University, Shankaraghatta, Bhadravati Taluk 577 451, Shimoga, Karnataka, India.
Naik
Halehatty S Bhojya
HS
Naik
Thangali R Ravikumar
TR
Naika
H Raja
HR
Gouthamchandra
K
K
Mahmood
Riaz
R
Ahamed
B M Khadeer
BM
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*; D000975:Antioxidants / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects; D004247:DNA / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D009691:Nucleic Acid Denaturation; D011804:Quinolines / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*; D051381:Rats; D017208:Rats, Wistar; D013211:Staphylococcus aureus / Q000187:drug effects; D013297:Streptococcus pyogenes / Q000187:drug effects; D014945:Wound Healing / Q000187:drug effects*
D000900:Anti-Bacterial Agents; D000975:Antioxidants; D011804:Quinolines; C039107:benzo(h)quinoline; D004247:DNA