title: Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C.
abstract: The total synthesis of desmethylabyssomicin C analogue 1 was accomplished using diastereotopos-selective ring closing metathesis and Nozaki-Hiyama-Kishi cyclization as the key steps. The synthetic analogue retained its antibacterial activity against methicillin-resistant S. aureus strains, whereas its cytotoxicity decreased for three orders of magnitude, as compared to atrop-abyssomicin C.
authors.affiliation: ICTM-Center for Chemistry, Njegoseva 12, Belgrade.
authors.forename: R
authors.initials: R
authors.lastname: Matovic
authors.forename: F
authors.initials: F
authors.lastname: Bihelovic
authors.forename: M
authors.initials: M
authors.lastname: Gruden-Pavlovic
authors.forename: R N
authors.initials: RN
authors.lastname: Saicic
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D060326:Chemistry Techniques, Synthetic; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects; D008958:Models, Molecular; D008968:Molecular Conformation
chemical_list: D000900:Anti-Bacterial Agents; D019086:Bridged Bicyclo Compounds, Heterocyclic; D006576:Heterocyclic Compounds, 4 or More Rings; C509797:abyssomicin C; C000598070:atrop-O-benzyl-desmethylabyssomicin C