Synthesis and Antibacterial Activity of 2-substitued-(3-pyridyl)-
Qin Chen, Xiao-Qin Li, Shou-Qun Wu, Jin-Lin Wan, and Gui-Ping Ouyang
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green
Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine
Chemicals, Guizhou University, Guiyang 550025, China
Received May 1, 2017
Published online 23 January 2018 in Wiley Online Library (wileyonlinelibrary.com).
A series of 2-substitued-(3-pyridyl)-quinazolinone derivatives were synthesized, characterized, and eval-
uated for bacteriostatic activity against three species of phytopathogenic bacteria (Xanthomonas oryzae pv.
oryzae, Xoo, Ralstonia solanacearum, and Xanthomonas axonopodis pv. citri, Xac). Biological evaluation
showed that compounds 4b, 4g, 4h, 4l, and 4m exhibited higher antibacterial activity than bismerthiazol,
the positive control, under conditions. In particular, compounds 4l and 4m exhibited signiﬁcant bacteriostatic
activity against Xac.
J. Heterocyclic Chem., 55, 743 (2018).
Quinazolinones possess simple and variable chemical
structure and perform various biological activities.
For example, in medicine, quinazolinones exhibit antitumor
[1–3], antimalarial , and anticancer [5,6] activities;
whereas as pesticides, quinazolinones are mainly used for
antimicrobial [7–11], insecticidal , herbicidal , and
antiviral [14,15] properties. Because quinazolinones
and their derivatives have excellent biological activity and
their structural advantages are widely used in various
applications, the synthesis of these compounds is
pharmaceutically important, and they have been a hot
research topic for many years. For example, Shi et al. 
described a novel strategy for the construction of
polyhalobenzonitrile quinazolin-4(3H)-one derivatives.
Among them, The minimum inhibitory concentration (0.8–
3.3 mg/mL) and minimum bactericidal concentration
(MBC) (2.6–7.8 mg/mL) for compound 1 (Fig. 1) exhibited
signiﬁcant activity towards Gram-positive, Gram-negative
bacterial, and the fungal strains, almost close to those of
norﬂoxacin, chlorothalonil, and ﬂuconazole, made it the
most potent antimicrobial agents. Saravanan and co-
workers  found that compound 2(Fig. 1) exhibited the
most signiﬁcant in vitro antibacterial and antifungal activity
with minimum inhibitory concentration value of 15.62 mg/
mL in the series of novel quinazolin-4(3H)-one derivatives.
Some sulfonamide derivatives were synthesized and
evaluated for their antibacterial activity against Gram-
positive bacteria Staphylococcus aureus (MTCC 96) and
Staphylococcus epidermis (MTCC 435) and Gram-
negative bacteria Pseudomonas aeruginosa (MTCC 741)
and Escherichia coli (MTCC443) at 100 mg/mL
concentration by Zayed and Hassan , which showed
good activities ranged from 61.91% up to 95.23% from
the activity of the standard against both of Gram-positive
and Gram-negative bacteria. Of course, the most potent
compounds were found to be 3 and 4 (Fig. 1) against
The pursuit of novel structures, with high biological
activity and efﬁcient selection of environmental friendly
green pesticides in recent years, has shifted the focus
on heterocyclic compounds. Pyridine is nitrogen-
containing heterocyclic compound with excellent
biological activity. It is an important intermediate in
organic synthesis and drug molecular design [19–21].
Pyridine compounds possess a variety of biological
activities such as antibacterial [22–25], insecticidal [26–
29], herbicidal [30–32], anticancer , anti-neuropathic
Three plant pathogens, Xanthomonas oryzae pv. Oryzae,
Xanthomonas axonopodis pv. Citri, and Ralstonia
solanacearum seriously impact crop growth. In this
study, quinazolinone was used as the lead compound, in
which a pyridine heterocyclic ring was introduced, to
generate a series of pyridine-containing compounds in an
attempt to develop compounds with high activity against
the above three plant pathogens.
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