Your browser doesn't support javascript.
loading
Isolation, Structure, and Total Synthesis of the Marine Macrolide Mangrolide D.
Gong, Junyu; Li, Wei; Fu, Peng; MacMillan, John; De Brabander, Jef K.
Affiliation
  • Gong J; Department of Biochemistry , University of Texas Southwestern Medical Center , 5323 Harry Hines Boulevard , Dallas , Texas 75390-9038 , United States.
  • Li W; Department of Biochemistry , University of Texas Southwestern Medical Center , 5323 Harry Hines Boulevard , Dallas , Texas 75390-9038 , United States.
  • Fu P; Department of Biochemistry , University of Texas Southwestern Medical Center , 5323 Harry Hines Boulevard , Dallas , Texas 75390-9038 , United States.
  • MacMillan J; Department of Biochemistry , University of Texas Southwestern Medical Center , 5323 Harry Hines Boulevard , Dallas , Texas 75390-9038 , United States.
  • De Brabander JK; Department of Biochemistry , University of Texas Southwestern Medical Center , 5323 Harry Hines Boulevard , Dallas , Texas 75390-9038 , United States.
Org Lett ; 21(8): 2957-2961, 2019 04 19.
Article in En | MEDLINE | ID: mdl-30957503
ABSTRACT
The isolation, characterization, and total synthesis of the macrocyclic polyene mangrolide D is reported. A 16-step total synthesis relies on robust Suzuki and ring-closing metathesis reactions, and an iron-catalyzed hydroazidation of an exomethylene substituted tetrahydropyran as a key step for the synthesis of the appended 4- epi-vancosamine sugar. Although mangrolide D did not display antibiotic activity, this work should prove enabling toward the synthesis of the antitubercular tiacumicins which display a virtually identical macrocyclic backbone.
Subject(s)

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Polyenes / Macrolides / Anti-Bacterial Agents Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2019 Document type: Article Affiliation country: Estados Unidos

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Polyenes / Macrolides / Anti-Bacterial Agents Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2019 Document type: Article Affiliation country: Estados Unidos