P. Bogdanov et al., ANTIBACTERIAL EFFECT OF -DIMETHYL-5-ISOXAZOLYL)-1,4-NAPHTHOQUINONE-4-IMINE ON STAPHYLOCOCCUS-AUREUS, Experientia, 52(6), 1996, pp. 600-604
The mechanism by which a new naphthoquinone derivative, the -dimethyl-
5-isoxazolyl)-1,4-naphthoquinone-4-imine (INQI-E) has antibacterial ef
fect against Staphylococcus aureus was studied. The interaction of INQ
I-E with the bacteria was followed by absorption spectroscopy at 323 a
nd 490 nm. The absorption band of INQI-E at 490 nm undergoes a hypochr
omic shift with a decrease of intensity. This effect was found to be r
eversible by oxygenation during the first hours of incubation. The par
ticipation of an oxidation-reduction process related to the respirator
y chain was demonstrated by oxygen consumption. An increase in O-2 upt
ake and inhibition of S. aureus growth was observed. Experiments with
three inhibitors of the respiratory chain demonstrated that the pathwa
y induced by INQI-E was antimycin-resistant and KCN- and salicylhydrox
amic acid (SHAM)-sensitive, which suggests that INQI-E is capable of d
iverting the normal electron flow to an alternate superoxide-producing
route. On the other hand, experiments with Tiron, a specific scavenge
r of superoxide, hindered the effect of INQI-E against S. aureus, indi
cating that the inhibitory growth effect of this quinone-imine is main
ly due to the production of the cytotoxic superoxide radical.