title: Synthesis, Crystal Structure and Biological Activity Screening of Novel N-(α-Bromoacyl)-α-amino Esters Containing Valyl Moiety.
abstract: Three novel N-(α-bromoacyl)-α-amino esters: methyl 2-(2-bromo-3-methylbutanamido)pentanoate (1), methyl 2-(2-bromo-3-methylbutanamido)-2-phenylacetate (2) and methyl 2-(2-bromo-3-methylbutanamido)-3-phenylpropanoate (3) were synthesized. Single crystal X-ray diffraction data are reported for compounds 1 and 2. The cytotoxicity, antiinflammatory and antibacterial activity of compounds 1-3 were investigated. Additionally, the physico-chemical properties of studied compounds were calculated and an in silico toxicological study of compounds 1-3 was performed. The low level of cytotoxicity and absence of antibacterial and anti-inflammatory activity of 1-3 in tested concentrations might be a beneficial prerequisite for their incorporation in prodrugs.
authors.forename: Denista
authors.initials: D
authors.lastname: Yancheva
authors.forename: Emiliya
authors.initials: E
authors.lastname: Cherneva
authors.forename: Markus
authors.initials: M
authors.lastname: Quick
authors.forename: Bozhanka
authors.initials: B
authors.lastname: Mikhova
authors.forename: Boris
authors.initials: B
authors.lastname: Shivachev
authors.forename: Rosisa
authors.initials: R
authors.lastname: Nikolova
authors.forename: Aleksandra
authors.initials: A
authors.lastname: Djordjevic
authors.forename: Monika
authors.initials: M
authors.lastname: Untergehrer
authors.forename: Guido
authors.initials: G
authors.lastname: Jürgenliemk
authors.forename: Birgit
authors.initials: B
authors.lastname: Kraus
authors.forename: Andrija
authors.initials: A
authors.lastname: Smelcerovic
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D055598:Chemical Phenomena; D060326:Chemistry Techniques, Synthetic; D018360:Crystallography, X-Ray; D004952:Esters; D006367:HeLa Cells; D006801:Humans; D051379:Mice; D013329:Structure-Activity Relationship; D014631:Valerates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D000894:Anti-Inflammatory Agents, Non-Steroidal; D004952:Esters; D014631:Valerates