title: Epidithiodioxopiperazines. occurrence, synthesis and biogenesis.
abstract: Epidithiodioxopiperazine alkaloids possess an astonishing array of molecular architecture and generally exhibit potent biological activity. Nearly twenty distinct families have been isolated and characterized since the seminal discovery of gliotoxin in 1936. Numerous biosynthetic investigations offer a glimpse at the relative ease with which Nature is able to assemble this class of molecules, while providing synthetic chemists inspiration for the development of more efficient syntheses. Herein, we discuss the isolation and characterization, proposed fungal biogeneses, and total syntheses of epidithiodioxopiperazines.
authors.affiliation: Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA. rmw@lamar.colostate.edu.
authors.forename: Timothy R
authors.initials: TR
authors.lastname: Welch
authors.forename: Robert M
authors.initials: RM
authors.lastname: Williams
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D001688:Biological Products / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D005658:Fungi / Q000737:chemistry / Q000378:metabolism; D015394:Molecular Structure; D010649:Phenylalanine / Q000378:metabolism*; D010879:Piperazines / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D013237:Stereoisomerism; D014443:Tyrosine / Q000378:metabolism*
chemical_list: D000470:Alkaloids; D001688:Biological Products; D010879:Piperazines; C583099:epidithiodioxopiperazine; D014443:Tyrosine; D010649:Phenylalanine