Journal ArticleDOI
Intramolecular Pictet-Spengler reaction of N-alkoxytryptamines. 3. Stereoselective synthesis of (-)-debromoeudistomin L and (-)-O-methyldebromoeudistomin E and their stereoisomers
Pedro H. H. Hermkens,Jan H. van Maarseveen,Harry C. J. Ottenheijm,Chris G. Kruse,Hans W. Scheeren +4 more
TLDR
Conversion of N-hydroxytryptamines en derives N-alkoxy par protections successives avec le [2-(trimethysilyl)ethyl]chloroformate, reaction avec des sulfures de chloromethyle fonctionnalises and deprotection avec un florure.Abstract:
Conversion de N-hydroxytryptamines en derives N-alkoxy par protections successives avec le [2-(trimethysilyl)ethyl]chloroformate, reaction avec des sulfures de chloromethyle fonctionnalises et deprotection avec un florure. Cyclisation intramoleculaire, reduction du methyle ester par le DIBAL et traitement par le TFA pour obtenir la paire de diastereoisomeres (eudistomine) avec une legere selectivite pour l'isomere trans (cis/trans∼35/65)read more
Citations
More filters
Journal ArticleDOI
Synthetic approaches to 3-(2-nitroalkyl) indoles and their use to access tryptamines and related bioactive compounds.
Journal ArticleDOI
Synthesis of 3-substituted indoles via reactive alkylideneindolenine intermediates
TL;DR: This article highlights some recent developments of this synthetic approach for the preparation of functionalized indole derivatives that may react with a large variety of nucleophilic reagents.
Journal ArticleDOI
Novel angular benzophenazines: dual topoisomerase I and topoisomerase II inhibitors as potential anticancer agents.
Nigel Vicker,Luke Burgess,Irina S. Chuckowree,Rory Dodd,Adrian Folkes,David J. Hardick,Timothy C. Hancox,Warren Miller,John Milton,Sukhjit Sohal,Shouming Wang,Stephen Paul Wren,Peter Charlton,Wendy Dangerfield,Chris Liddle,Prakash Mistry,and Alistair J. Stewart,William A. Denny +17 more
TL;DR: The introduction of chirality into the carboxamide side chain of these novel benzophenazine carboxamides has resulted in the discovery of a potent enantiospecific series of cytotoxic agents, exemplified by 4-methoxy-benzo[a]phenazine-11-carboxylic acid (2-(dimethylamino)-1-(R)-methyl-ethyl)-amide, XR11576).
Journal ArticleDOI
I2-catalyzed Michael addition of indole and pyrrole to nitroolefins
TL;DR: An easy and efficient method to generate indolyl nitroalkane 5 and pyrrolyl n-alkane 7 in high yields using β-nitrostyrene and indole/pyrrole at room temperature in the presence of catalytic amount of iodine is reported in this article.
Journal ArticleDOI
Cloning and Biochemical Characterization of ToFZY, a Tomato Gene Encoding a Flavin Monooxygenase Involved in a Tryptophan-dependent Auxin Biosynthesis Pathway
Marino Exposito-Rodriguez,Andrés A. Borges,Andrés Borges-Pérez,Mercedes Hernández,José A. Pérez +4 more
TL;DR: A novel conserved amino acid motif is described that may be considered a hallmark potentially useful for the identification of new YUC-like FMOs, and evidence is provided suggesting that the ToFZY gene belongs to a multigenic family whose members may exhibit a temporal and spatial specialization similar to that described in A. thaliana.