86788-50-3

Upstream product

• 100-39-0 benzyl bromide 
• 86788-49-0 7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid methyl ester 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 779-27-1 7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid 

Downstream Products

• 86654-26-4 7-hydroxy-3-(3-methy-2-butenyl)umbelliferone 
• 86788-55-8 3-(3-methyl-3-hydroxybutyl)-7-benzyloxycoumarin 
• 86788-54-7 3-(3-oxobutyl)-7-benzyloxycoumarin 
• 86788-53-6 3-(3-oxobut-1-enyl)-7-benzyloxycoumarin 
• 943991-18-2 7-Benzyloxy-2-oxo-2H-chromene-3-carbonyl chloride 
• 86788-52-5 7-Benzyloxy-2-oxo-2H-chromene-3-carbaldehyde 
• 86788-51-4 7-(benzyloxy)-2-oxo-2H-chromene-3-carboxylic acid 

Relevant academic research and scientific papers

Peptides N-connected to hydroxycoumarin and cinnamic acid derivatives: Synthesis and fluorescence spectroscopic, antioxidant and antimicrobial properties

The tripeptide Tyr-Gly-Ser and a series of conjugations to coumarin, cinnamic and gallic acid were synthesized in salt form and their antioxidant and antimicrobial activities were investigated. The N-connecting hydroxycoumarin, cinnamic and gallic acid derivatives to peptides and the use of BBr3 as a demethylating agent for peptides was reported. Their activities were investigated based on the conjugated moiety structures. Studies of their activities showed that conjugated tripeptides 7,8-dihydroxycoumarin-peptide (17), caffeic acid-peptide (22) and gallic acid-peptide (28) were found to be superior to ascorbic acid with respect to their antioxidant activity, and 12, 14, 24, and 25 exhibited the most antimicrobial activity in the series compared to amoxicillin. Additionally, the incredible florescence intensity and brightness of 17 in water and DMSO, compared to other synthesized compounds, qualified this peptide as a suitable probe in the human body.

Synthesis and pharmacological evaluation of carboxycoumarins as a new antitumor treatment targeting lactate transport in cancer cells

Under hypoxia, cancer cells consume glucose and release lactate at a high rate. Lactate was recently documented to be recaptured by oxygenated cancer cells to fuel the TCA cycle and thereby to support tumor growth. Monocarboxylate transporters (MCT) are the main lactate carriers and therefore represent potential therapeutic targets to limit cancer progression. In this study, we have developed and implemented a stepwise in vitro screening procedure on human cancer cells to identify new potent MCT inhibitors. Various 7-substituted carboxycoumarins and quinolinone derivatives were synthesized and pharmacologically evaluated. Most active compounds were obtained using a palladium-catalyzed Buchwald-Hartwig type coupling reaction, which proved to be a quick and efficient method to obtain aminocarboxycoumarin derivatives. Inhibition of lactate flux revealed that the most active compound 19 (IC 50 11 nM) was three log orders more active than the CHC reference compound. Comparison with warfarin, a conventional anticoagulant coumarin, further showed that compound 19 did not influence the prothrombin time which, together with a good in vitro ADME profile, supports the potential of this new family of compounds to act as anticancer drugs through inhibition of lactate flux.

BENZOPYRAN COMPOUNDS, PROCESS FOR PREPARING THE SAME AND THEIR USE

The invention relates to the benzopyran compounds of formula (I), or the salts thereof, in which, the bond between 3 and 4 positions is a single or double bond; R1 represents a hydrogen atom or a C1-6 alkyl that can be substituted; R

Synthesis of 3-(3,3-Dimethyl)xanthyletin

A convenient method for the construction of 3,3-dimethylallyl unit at C-3 of coumarin nucleus has been developed and utilized in the synthesis of the title compound (14).The synthetic strategy involves condensation of 3-formyl-7-benzyloxycoumarin with ace