title: The application of formyl group activation of bromopyrrole esters to formal syntheses of lycogarubin C, permethyl storniamide A and lamellarin G trimethyl ether.
abstract: Lycogarubin C, permethyl storniamide A and lamellarin G trimethyl ether are pyrrole containing, natural products, which exhibit interesting biological properties. Such properties include anti-tumor activity on a variety of cancer cell lines including those that confer drug resistance, inhibition of HIV integrase and vascular disrupting activity. We now describe the use of methyl and ethyl 3-bromo-2-formylpyrrole-5-carboxylate as building blocks for the formal synthesis of these three highly functionalized, bioactive pyrroles. These new building blocks will now provide ready access to the natural products and many novel analogs due to the ability to easily modify positions 2,3,4 and 5 of the pyrrole core.
authors.affiliation: Department of Chemistry, University of Richmond, Richmond, VA 23173, USA.
authors.forename: John T
authors.initials: JT
authors.lastname: Gupton
authors.affiliation: Department of Chemistry, University of Richmond, Richmond, VA 23173, USA.
authors.forename: Nakul
authors.initials: N
authors.lastname: Telang
authors.affiliation: Department of Chemistry, University of Richmond, Richmond, VA 23173, USA.
authors.forename: Jon
authors.initials: J
authors.lastname: Patteson
authors.affiliation: Department of Chemistry, University of Richmond, Richmond, VA 23173, USA.
authors.forename: Kristin
authors.initials: K
authors.lastname: Lescalleet
authors.affiliation: Department of Chemistry, University of Richmond, Richmond, VA 23173, USA.
authors.forename: Scott
authors.initials: S
authors.lastname: Yeudall
authors.affiliation: Department of Chemistry, University of Richmond, Richmond, VA 23173, USA.
authors.forename: John
authors.initials: J
authors.lastname: Sobieski
authors.affiliation: Department of Chemistry, University of Richmond, Richmond, VA 23173, USA.
authors.forename: Andrew
authors.initials: A
authors.lastname: Harrison
authors.affiliation: Department of Chemistry, University of Richmond, Richmond, VA 23173, USA.
authors.forename: Will
authors.initials: W
authors.lastname: Curry
keywords: Marine Natural Products; Pyrrole; Suzuki Cross-Coupling