title: Cytotoxic and Antimicrobial Activity of Dehydrozingerone based Cyclopropyl Derivatives.
abstract: A small series of 1-acetyl-2-(4-alkoxy-3-methoxyphenyl)cyclopropanes was prepared, starting from dehydrozingerone (4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-one) and its O-alkyl derivatives. Their microbiological activities toward some strains of bacteria and fungi were tested, as well as their in vitro cytotoxic activity against some cancer cell lines (HeLa, LS174 and A549). All synthesized compounds showed significant antimicrobial activity and expressed cytotoxic activity against tested carcinoma cell lines, but they showed no significant influence on normal cell line (MRC5). Butyl derivative is the most active on HeLa cells (IC50= 8.63 μm), while benzyl one is active against LS174 and A549 cell lines (IC50= 10.17 and 12.15 μm, respectively).
authors.affiliation: Department of Chemistry, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, RS-34000, Kragujevac, Serbia.
authors.forename: Adrijana Z
authors.initials: AZ
authors.lastname: Burmudžija
authors.affiliation: Department of Chemistry, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, RS-34000, Kragujevac, Serbia.
authors.forename: Jovana M
authors.initials: JM
authors.lastname: Muškinja
authors.affiliation: Department of Biology and Ecology, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, RS-34000, Kragujevac, Serbia.
authors.forename: Marijana M
authors.initials: MM
authors.lastname: Kosanić
authors.affiliation: Department of Biology and Ecology, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, RS-34000, Kragujevac, Serbia.
authors.forename: Branislav R
authors.initials: BR
authors.lastname: Ranković
authors.affiliation: Vinča Institute of Nuclear Sciences, University of Belgrade, P.O. Box 522, RS-11001, Belgrade, Serbia.
authors.forename: Slađana B
authors.initials: SB
authors.lastname: Novaković
authors.affiliation: National Poison Control Centre, Military Medical Academy, Crnotravska 17, RS-11000, Belgrade, Serbia.
authors.forename: Snežana B
authors.initials: SB
authors.lastname: Đorđević
authors.affiliation: Institute of Oncology and Radiology of Serbia, Pasterova 14, RS-11000, Belgrade, Serbia.
authors.forename: Tatjana P
authors.initials: TP
authors.lastname: Stanojković
authors.affiliation: Center for Molecular Medicine and Stem Cell Research, Faculty of Medical Sciences, University of Kragujevac, Svetozara Markovića 67, RS-34000, Kragujevac, Serbia.|Public Health Institute Kragujevac, Nikole Paŝića 1, RS-34000, Kragujevac, Serbia.
authors.forename: Dejan D
authors.initials: DD
authors.lastname: Baskić
authors.affiliation: Department of Chemistry, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, RS-34000, Kragujevac, Serbia.
authors.forename: Zoran R
authors.initials: ZR
authors.lastname: Ratković
mesh_terms: D000072283:A549 Cells; D000890:Anti-Infective Agents / Q000737:chemistry* / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D018360:Crystallography, X-Ray; D003521:Cyclopropanes / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D005658:Fungi / Q000187:drug effects; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006367:HeLa Cells; D006801:Humans; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D013329:Structure-Activity Relationship; D013343:Styrenes / Q000737:chemistry* / Q000633:toxicity
chemical_list: D000890:Anti-Infective Agents; D003521:Cyclopropanes; D013343:Styrenes; C021985:cyclopropene; C052933:methyl-3-methoxy-4-hydroxystyryl ketone
keywords: Antimicrobial activities; Crystal structure elucidation; Cyclopropyl moiety; Cytotoxic activities; Dehydrozingerone