title: Synthesis and biological evaluation of novel structural hybrids of benzofuroxan derivatives and fluoroquinolones.
abstract: A series of novel hybrids based on benzofuroxan derivatives and fluoroquinolones (4a-d-6a-d) have been synthesized. Unexpectedly, the reactions have resulted in salt products formation during the hydrolysis of benzofuroxans by water molecules being present in the solvent instead of usual substitution products. All the compounds have been screened for antimicrobial and toxic activities. All resulting compounds retain high activity characteristic for fluoroquinolones. Many of the salts based on benzofuroxans and fluoroquinolones have higher activity than starting fluoroquinolones against Bacillus cereus 8035. Among the screened compounds, the compound 4d has shown the best antibacterial activity against B. cereus 8035, 8 times higher than the original Lomefloxacin (MBC value 1.5 μg/mL).
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, Kazan, Tatarstan, 420088, Russia. Electronic address: chugunova.e.a@gmail.com.
authors.forename: Elena
authors.initials: E
authors.lastname: Chugunova
authors.affiliation: Kazan National Research Technological University, 68 Karl Marx St., Kazan, Tatarstan, 420015, Russia.
authors.forename: Nurgali
authors.initials: N
authors.lastname: Akylbekov
authors.affiliation: Kazan National Research Technological University, 68 Karl Marx St., Kazan, Tatarstan, 420015, Russia.
authors.forename: Adelya
authors.initials: A
authors.lastname: Bulatova
authors.affiliation: Kazan National Research Technological University, 68 Karl Marx St., Kazan, Tatarstan, 420015, Russia.
authors.forename: Nikolai
authors.initials: N
authors.lastname: Gavrilov
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, Kazan, Tatarstan, 420088, Russia.
authors.forename: Alexandra
authors.initials: A
authors.lastname: Voloshina
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, Kazan, Tatarstan, 420088, Russia.
authors.forename: Natalia
authors.initials: N
authors.lastname: Kulik
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, Kazan, Tatarstan, 420088, Russia.
authors.forename: Vladimir
authors.initials: V
authors.lastname: Zobov
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, Kazan, Tatarstan, 420088, Russia.
authors.forename: Alexey
authors.initials: A
authors.lastname: Dobrynin
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, Kazan, Tatarstan, 420088, Russia.
authors.forename: Victor
authors.initials: V
authors.lastname: Syakaev
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, Kazan, Tatarstan, 420088, Russia.
authors.forename: Alexander
authors.initials: A
authors.lastname: Burilov
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D001419:Bacteria / Q000187:drug effects; D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D060326:Chemistry Techniques, Synthetic; D015195:Drug Design; D024841:Fluoroquinolones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D006461:Hemolysis / Q000187:drug effects; D006801:Humans; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D008968:Molecular Conformation; D013329:Structure-Activity Relationship; D010069:Oxadiazoles
chemical_list: D000900:Anti-Bacterial Agents; D001583:Benzoxazoles; D024841:Fluoroquinolones; C014354:benzofuroxan; D010069:Oxadiazoles
keywords: Antibacterial activity; Benzofuroxan; Fluoroquinolone; Hemolysis