title: Antimycobacterial activity generated by the amide coupling of (-)-fenchone derived aminoalcohol with cinnamic acids and analogues.
abstract: Aminoethyl substituted 2-endo-fenchol prepared from (-)-fenchone was used as scaffold for the synthesis of series of 31 amide structures by N-acylation applying cinnamic acids and analogues. The evaluation of their in vitro activity against Mycobacterium tuberculosis H37Rv showed for some of them promising activity-up to 0.2 μg/ml, combined with relatively low cytotoxicity of the selected active compounds.
authors.affiliation: Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, bl. 9, Acad. G. Bonchev str., Sofia 1113, Bulgaria.
authors.forename: Ivaylo
authors.initials: I
authors.lastname: Slavchev
authors.affiliation: Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, bl. 9, Acad. G. Bonchev str., Sofia 1113, Bulgaria. Electronic address: gmdob@orgchm.bas.bg.
authors.forename: Georgi M
authors.initials: GM
authors.lastname: Dobrikov
authors.affiliation: Stephan Angeloff Institute of Microbiology, Bulgarian Academy of Sciences, bl. 26, Acad. G. Bonchev str., Sofia 1113, Bulgaria.
authors.forename: Violeta
authors.initials: V
authors.lastname: Valcheva
authors.affiliation: Institute of Molecular Biology 'Roumen Tsanev', Bulgarian Academy of Sciences, bl. 21, Acad. G. Bonchev str., Sofia 1113, Bulgaria.
authors.forename: Iva
authors.initials: I
authors.lastname: Ugrinova
authors.affiliation: Institute of Molecular Biology 'Roumen Tsanev', Bulgarian Academy of Sciences, bl. 21, Acad. G. Bonchev str., Sofia 1113, Bulgaria.
authors.forename: Evdokia
authors.initials: E
authors.lastname: Pasheva
authors.affiliation: Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, bl. 9, Acad. G. Bonchev str., Sofia 1113, Bulgaria.
authors.forename: Vladimir
authors.initials: V
authors.lastname: Dimitrov
mesh_terms: D000215:Acylation; D000577:Amides / Q000737:chemistry*; D000605:Amino Alcohols / Q000737:chemistry*; D000995:Antitubercular Agents / Q000737:chemistry* / Q000494:pharmacology / Q000633:toxicity; D001892:Camphanes; D002470:Cell Survival / Q000187:drug effects; D002934:Cinnamates / Q000737:chemistry*; D057809:HEK293 Cells; D006801:Humans; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D009636:Norbornanes / Q000737:chemistry* / Q000494:pharmacology / Q000633:toxicity; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000577:Amides; D000605:Amino Alcohols; D000995:Antitubercular Agents; D001892:Camphanes; D002934:Cinnamates; D009636:Norbornanes; C027327:fenchone; C029010:cinnamic acid
keywords: Amides; Cinnamic acids; Fenchone; Tuberculosis