title: Modular strategies for structure and function employed by marine cyanobacteria: characterization and synthesis of pitinoic acids.
abstract: Novel bioactive lipids were identified from a Guamanian cyanobacterium, the Pseudomonas aeruginosa quorum sensing inhibitor pitinoic acid A (1) and the anti-inflammatory pitinoic acids B (2) and C. The structure of 2 was confirmed by synthesis, which also allowed for biological evaluation. Since 2 is an ester of pitinoic acids A and C, it represents a prodrug strategy to liberate dual biological activity for the management of P. aeruginosa infections and their associated inflammation.
authors.affiliation: Department of Medicinal Chemistry, University of Florida, Gainesville, Florida 32610, USA.
authors.forename: Rana
authors.initials: R
authors.lastname: Montaser
authors.forename: Valerie J
authors.initials: VJ
authors.lastname: Paul
authors.forename: Hendrik
authors.initials: H
authors.lastname: Luesch
mesh_terms: D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000458:Cyanobacteria / Q000737:chemistry* / Q000378:metabolism; D005227:Fatty Acids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D008055:Lipids / Q000737:chemistry*; D015394:Molecular Structure; D011550:Pseudomonas aeruginosa / Q000737:chemistry* / Q000187:drug effects* / Q000378:metabolism; D053038:Quorum Sensing
chemical_list: D000893:Anti-Inflammatory Agents; D005227:Fatty Acids; D008055:Lipids; C585702:pitinoic acid A; C585701:pitinoic acid B; C585700:pitinoic acid C
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