Structure, Chemical Synthesis, and Biosynthesis of Prodiginine Natural Products.
The prodiginine family of bacterial alkaloids is a diverse set of heterocyclic natural products that have likely been known to man since antiquity. In more recent times, these alkaloids have been discovered to span a wide range of chemical structures that possess a number of interesting biological activities. This review provides a comprehensive overview of research undertaken toward the isolation and structural elucidation of the prodiginine family of natural products. Additionally, research toward chemical synthesis of the prodiginine alkaloids over the last several decades is extensively reviewed. Finally, the current, evidence-based understanding of the various biosynthetic pathways employed by bacteria to produce prodiginine alkaloids is summarized.
Department of Chemistry, Northwestern University , Evanston, Illinois 60208, United States.
Dennis X
DX
Hu
Department of Chemistry, University of Warwick , Coventry CV4 7AL, United Kingdom.
David M
DM
Withall
Department of Chemistry, University of Warwick , Coventry CV4 7AL, United Kingdom.
Gregory L
GL
Challis
Department of Chemistry, Northwestern University , Evanston, Illinois 60208, United States.
Regan J
RJ
Thomson
D000470:Alkaloids / Q000096:biosynthesis* / Q000138:chemical synthesis* / Q000302:isolation & purification; D001419:Bacteria / Q000378:metabolism*; D001688:Biological Products / Q000138:chemical synthesis* / Q000302:isolation & purification; D011353:Prodigiosin / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000138:chemical synthesis / Q000302:isolation & purification; D012706:Serratia marcescens / Q000378:metabolism
D000470:Alkaloids; D001688:Biological Products; C010307:prodiginine; D011353:Prodigiosin