title: Preparation, gram-negative antibacterial activity, and hydrolytic stability of novel siderophore-conjugated monocarbam diols.
abstract: A novel series of monocarbam compounds exhibiting promising antibacterial activity against multidrug resistant Gram-negative microorganisms is reported, along with the synthesis of one such molecule MC-1 (1). Also reported are structure-activity relationships associated with the in vitro and in vivo efficacy of 1 and related analogues in addition to the hydrolytic stability of such compounds and possible implications thereof.
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Mark E
authors.initials: ME
authors.lastname: Flanagan
authors.affiliation: SJ Brickner Consulting, LLC, Ledyard, Connecticut 06339, United States.
authors.forename: Steven J
authors.initials: SJ
authors.lastname: Brickner
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Manjinder
authors.initials: M
authors.lastname: Lall
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Jeffrey
authors.initials: J
authors.lastname: Casavant
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Laura
authors.initials: L
authors.lastname: Deschenes
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Steven M
authors.initials: SM
authors.lastname: Finegan
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: David M
authors.initials: DM
authors.lastname: George
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Karl
authors.initials: K
authors.lastname: Granskog
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Joel R
authors.initials: JR
authors.lastname: Hardink
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Michael D
authors.initials: MD
authors.lastname: Huband
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Thuy
authors.initials: T
authors.lastname: Hoang
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Lucinda
authors.initials: L
authors.lastname: Lamb
authors.affiliation: Rib-X Pharmaceuticals, New Haven, Connecticut 06511, United States.
authors.forename: Andrea
authors.initials: A
authors.lastname: Marra
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Mark
authors.initials: M
authors.lastname: Mitton-Fry
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: John P
authors.initials: JP
authors.lastname: Mueller
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Lisa M
authors.initials: LM
authors.lastname: Mullins
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Mark C
authors.initials: MC
authors.lastname: Noe
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: John P
authors.initials: JP
authors.lastname: O'Donnell
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: David
authors.initials: D
authors.lastname: Pattavina
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Joseph B
authors.initials: JB
authors.lastname: Penzien
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Brandon P
authors.initials: BP
authors.lastname: Schuff
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Jianmin
authors.initials: J
authors.lastname: Sun
authors.affiliation: Del Shankel Structural Biology Center, University of Kansas, Lawrence, Kansas 66047, United States.
authors.forename: David A
authors.initials: DA
authors.lastname: Whipple
authors.affiliation: Worldwide Medicinal Chemistry, Pharmaceutical Sciences, Antibacterials Research Unit, and Pharmacokinetics, Dynamics and Metabolism, Pfizer Global Research and Development , Eastern Point Road, Groton, Connecticut 06340, United States.
authors.forename: Jennifer
authors.initials: J
authors.lastname: Young
authors.affiliation: Thomas Gootz Consulting, LLC, Estes Park, Colorado 80517, United States.
authors.forename: Thomas D
authors.initials: TD
authors.lastname: Gootz
keywords: MC-1; Monocarbam; antibiotic; monobactam; siderophore-conjugate; β-lactam