title: A study of cytotoxicity of novel chlorokojic acid derivatives with their antimicrobial and antiviral activities.
abstract: A series of 6-chloromethyl-3-hydroxy-2-substituted 4H-pyran-4-one derivatives were synthesized and tested for their antimicrobial and antiviral activities. Mannich base derivatives were prepared through the reaction of substituted piperazine or piperidine derivatives on chlorokojic acid and formaline. The structures of the synthesized compounds were confirmed by IR, (1)H and (13)C NMR, ESI-MS, and elemental analysis. According to the activity studies, compounds 2-7 (MIC: 1-2 microg/mL) were found to be highly active against Bacillus subtilis and Staphylococcus aureus, while compounds 3, 5 and 6 showed significant activity against Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae and Acinetobacter baumannii. Also, compounds 2-7 were more remarkably active against Candida albicans and Candida parapsilosis (MIC: 4-8 microg/mL). Additionally, compound 2 was the most active one against RNA virus PI-3.
authors.affiliation: Hacettepe University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, 06100 Sihhiye-Ankara, Turkey. mutlud@hacettepe.edu.tr
authors.forename: Mutlu Dilsiz
authors.initials: MD
authors.lastname: Aytemir
authors.forename: Berrin
authors.initials: B
authors.lastname: Ozçelik
mesh_terms: D000818:Animals; D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D001419:Bacteria / Q000187:drug effects; D002460:Cell Line; D002522:Chlorocebus aethiops; D004353:Drug Evaluation, Preclinical; D005658:Fungi / Q000187:drug effects; D018259:Herpesvirus 1, Human / Q000187:drug effects; D008352:Mannich Bases / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D010224:Parainfluenza Virus 3, Human / Q000187:drug effects; D011753:Pyrones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D013057:Spectrum Analysis; D014709:Vero Cells
chemical_list: D000890:Anti-Infective Agents; D000998:Antiviral Agents; D008352:Mannich Bases; D011753:Pyrones; C011890:kojic acid; C116986:2-chloromethyl-5-hydroxy-4-pyranone