Synthesis, antibacterial and antifungal evaluation of thio- or piperazinyl-substituted 1,4-naphthoquinone derivatives

ABSTRACT

A series of S-, S,S-, S,O-, N- and N,S-derivatives from 2,3-dichloro-1,4-naphthoquinone compound 1 were synthesized in different reaction media and evaluated for their antibacterial and antifungal activities. The structures of the novel products were characterized by spectroscopic methods, such as microanalysis, ¹H NMR, ¹³C NMR and MS. Among the tested compounds 9, 12 and 18 are the most effective compounds against Candida tenuis as potent antifungal compounds. Compound 9 is also the most effective compound against Staphylococcus aureus as a potent antifungal compound.

GRAPHICAL ABSTRACT

KEYWORDS:

• Piperazine
• thiol
• bipiperidine
• 1
• 4-naphthoquinone
• antibacterial
• antifungal activity

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

The financial support from TUBITAK for Ukraine–Turkey agreement is gratefully acknowledged [Project No. 109T617] and also from State Agency on Science, Innovations and Informatization of Ukraine [Project No. M/309-2011] is acknowledged.