title: Emergence of diversity and stereochemical outcomes in the biosynthetic pathways of cyclobutane-centered marine alkaloid dimers.
abstract: Covering: up to 2016Dictazoles and sceptrins are singular metabolites of marine origin. The present dichotomic case study provides a comprehensive perspective on these cyclobutane-centered alkaloids and their respective families. Indeed, their upstream and downstream chemistry are both treated herein. Relevant isolation reports and bio-inspired total syntheses are used to decipher the currently admitted biosynthetic hypotheses as well as the emergence of diversity in the two series. This review proposes a transversal vision of the topic, where most aspects of natural product chemistry have a critical importance.
authors.affiliation: BioCIS, Univ. Paris-Sud, CNRS, Université Paris-Saclay, 92290, Châtenay-Malabry, France.
authors.forename: Mehdi A
authors.initials: MA
authors.lastname: Beniddir
authors.forename: Laurent
authors.initials: L
authors.lastname: Evanno
authors.forename: Delphine
authors.initials: D
authors.lastname: Joseph
authors.forename: Adam
authors.initials: A
authors.lastname: Skiredj
authors.forename: Erwan
authors.initials: E
authors.lastname: Poupon
mesh_terms: D001688:Biological Products / Q000737:chemistry*; D053898:Biosynthetic Pathways; D003503:Cyclobutanes / Q000737:chemistry*; D026121:Indole Alkaloids / Q000737:chemistry*; D008386:Marine Biology; D015394:Molecular Structure; D011758:Pyrroles / Q000737:chemistry*
chemical_list: D001688:Biological Products; D003503:Cyclobutanes; D026121:Indole Alkaloids; D011758:Pyrroles; C077210:sceptrin