title: Antimycobacterial activity of novel hydrazide-hydrazone derivatives with 2H-chromene and coumarin scaffold.
abstract: This study reports the synthesis of new 2H-chromene or coumarin based acylhydrazones, which were evaluated for their in vitro antimycobacterial activity against reference strain Mycobacterium tuberculosis H37Rv and compared to the first-line antituberculosis drugs, isoniazid (INH) and ethambutol (EMB). The most active compounds 7m (MIC 0.13μM), 7o (MIC 0.15μM) and 7k (MIC 0.17μM) demonstrated antimycobacterial activity at submicromolar concentration level and remarkably minimal associated cytotoxicity in the human embryonic kidney cell line HEK-293T. Structure-activity relationship for this class of compounds has been established.
authors.affiliation: Department of Chemistry, Faculty of Pharmacy, Medical University of Sofia, 2, Dunav St., 1000 Sofia, Bulgaria. Electronic address: violina@pharmfac.net.
authors.forename: Violina T
authors.initials: VT
authors.lastname: Angelova
authors.affiliation: Institute of Microbiology, Bulgarian Academy of Sciences, 26, Acad. G. Bonchev St., 1113 Sofia, Bulgaria.
authors.forename: Violeta
authors.initials: V
authors.lastname: Valcheva
authors.affiliation: Laboratory of Nuclear Magnetic Resonance, Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 9, Acad. G. Bonchev St., 1113 Sofia, Bulgaria.
authors.forename: Nikolay G
authors.initials: NG
authors.lastname: Vassilev
authors.affiliation: Department of Chemistry, Faculty of Pharmacy, Medical University of Sofia, 2, Dunav St., 1000 Sofia, Bulgaria.
authors.forename: Rosen
authors.initials: R
authors.lastname: Buyukliev
authors.affiliation: Laboratory of Experimental Chemotherapy, Department of Pharmacology, Pharmacotherapy and Toxicology, Faculty of Pharmacy, Medical University-Sofia, 2, Dunav St., 1000 Sofia, Bulgaria.
authors.forename: Georgi
authors.initials: G
authors.lastname: Momekov
authors.affiliation: Department of Chemistry, Faculty of Pharmacy, Medical University of Sofia, 2, Dunav St., 1000 Sofia, Bulgaria.
authors.forename: Ivan
authors.initials: I
authors.lastname: Dimitrov
authors.affiliation: Department of Physiology and Pharmacology "Vittorio Erspamer", Sapienza University, P.le Aldo Moro 5, 00185 Rome, Italy.
authors.forename: Luciano
authors.initials: L
authors.lastname: Saso
authors.affiliation: Department for Toxicology, Faculty of Pharmacy, University of Belgrade, 450, Vojvode Stepe, St., 11221 Belgrade, Serbia.
authors.forename: Mirjana
authors.initials: M
authors.lastname: Djukic
authors.affiliation: Bulgarian Academy of Sciences, Institute of Mineralogy and Crystallography, 107, Acad. G. Bonchev St., 1113 Sofia, Bulgaria.
authors.forename: Boris
authors.initials: B
authors.lastname: Shivachev
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001578:Benzopyrans / Q000737:chemistry / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects; D003374:Coumarins / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D057809:HEK293 Cells; D006801:Humans; D006834:Hydrazines / Q000737:chemistry / Q000494:pharmacology*; D006835:Hydrazones / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: C412074:5,7-dimethoxy-2-methyl-2H-benzopyran; D000900:Anti-Bacterial Agents; D001578:Benzopyrans; D003374:Coumarins; D006834:Hydrazines; D006835:Hydrazones; C030123:coumarin
keywords: 2H-Chromene; Antitmycobacterial activity; Coumarin; Cytotoxicity; Hydrazide-hydrazone