1007893-80-2

Upstream product

• 79324-79-1 1-(3,5-dibromo-4-methoxyphenyl)ethanone 
• 2887-72-1 1-(3,5-dibromo-4-hydroxyphenyl)ethan-1-one 
• 96624-18-9 6-bromotryptamine 
• 222173-67-3 3-<(E)-2-nitroethenyl>-6-bromoindole 
• 89936-29-8 2-(3,5-dibromo-4-methoxyphenyl)acetic acid 
• 212688-03-4 3,5-dibromo-4-methoxy-phenyl acetic acid methyl ester 
• 104-01-8 4-Methoxyphenylacetic acid 
• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 
• 319493-08-8 6-bromo-3-(2-nitroethyl)-1H-indole 
• 74447-37-3 4-methylsulphonyloxyphenylacetaldehyde 
• 74447-38-4 4-(2-hydroxyethyl)phenyl methanesulfonate 
• 1435263-19-6 (7-bromo-9H-pyrido[3,4-b]indol-1-yl)(4-hydroxyphenyl)methanone 
• 1435263-88-9 4-(7-bromo-9H-pyrido[3,4-b]indole-1-carbonyl)phenyl methanesulfonate 
• 1435263-69-6 4-((7-bromo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)methyl)phenyl methanesulfonate 

Relevant academic research and scientific papers

Total synthesis and biological activity of marine alkaloid eudistomins Y1-Y7 and their analogues

Eudistomin Y class compounds are a series of β-carbolines which was originally isolated from a marine turnicate or ascidian near the South Korea Sea. These compounds contain bromo-substituted groups, which is one of the typical characters of marine natural products. We report herein the chemical synthesis and biological evaluation of seven new β-carboline-based metabolites, Eudistomins Y1-Y7, and their hydroxyl-methylated phenyl derivatives. Using bromo-substituted tryptamines and bromo-substituted phenylglyoxals as the key intermediates, Eudistomins Y 1-Y7 and their derivatives were synthesized via the acid-catalyzed Pictet-Spengler reaction and fully characterized by 1H- and 13C-NMR and mass spectroscopy. Biological studies revealed that all of the compounds showed moderate growth inhibitory activity against breast carcinoma cell line MDA-231 with IC50 of 15-63 μM and the inhibitory activities of hydroxyl-methylated phenyl products were higher than that of the corresponding natural products Eudistomins Y 1-Y7.

Total syntheses of eudistomins Y1-Y7 by an efficient one-pot process of tandem benzylic oxidation and aromatization of 1-benzyl-3,4-dihydro-β-carbolines

The first total synthesis of eudistomin Y7 (7) and total syntheses of eudistomins Y1-Y6 (1-6) are described. An efficient room-temperature conversion of 1-benzyl-3,4-dihydro-β-carbolines (11) into 1-benzoyl-β-carbolines (14) by a one-pot process of tandem benzylic oxidation and aromatization as the key step of these total syntheses was also studied in detail. The first total synthesis of eudistomin Y 7 (7) and total syntheses of eudistomins Y1-Y6 (1-6) are described. An efficient room-temperature conversion of 1-benzyl-3,4-dihydro-β-carbolines (11) into 1-benzoyl-β-carbolines (14) by a one-pot process of tandem benzylic oxidation and aromatization as the key step of these total syntheses was also studied in detail. Copyright

Tandem iodine-mediated oxidations of tetrahydro-β-carbolines: Total synthesis of eudistomins Y1-Y7

An efficient iodine-mediated oxidation of tetrahydro-β-carbolines is described to yield aromatic β-carboline products with tandem C-H oxidation. The utility of the method was demonstrated in total syntheses of the alkaloids eudistomins Y1-Y7. The Royal Society of Chemistry.