26151-95-1

Upstream product

• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 18649-43-9 4-methoxyphenyllead(IV) triacetate 
• 5720-07-0 4-methoxyphenylboronic acid 
• 86795-49-5 3-(phenyl-λ³-iodanylidene)chromane-2,4-dione 
• 696-62-8 para-iodoanisole 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 119-36-8 methyl salicylate 
• 104-01-8 4-Methoxyphenylacetic acid 
• 1276694-79-1 p-methoxyphenylacetic acid 2-(methoxycarbonyl)phenyl ester 

Downstream Products

• 79744-47-1 1-(2-hydroxyphenyl)-2-(4-methoxyphenyl)ethanone 
• 64555-88-0 3-(4-methoxy-phenyl)-4-(2-morpholin-4-yl-ethoxy)-chromen-2-one 
• 952202-83-4 3-(4-methoxyphenyl)-2-oxo-2H-chromen-4-yl 4-methylbenzenesulfonate 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of novel 3-substituted 4-anilino-coumarin derivatives as antitumor agents

Various 3-substituted 4-anilino-coumarin derivatives have been designed, synthesized and their anti-proliferative properties have been studied. The in vitro cytotoxicity screening was performed against MCF-7, HepG2, HCT116 and Panc-1 cancer cell lines by MTT assay. Most of the synthesized compounds exhibited comparable anti-proliferative activity to the positive control 5-Fluorouracil against these four tested cancer cell lines. Among the different substituents at C-3 position of coumarin scaffold, 3-trifluoroacetyl group showed the most promising results. Especially, compounds 33d (IC50?=?16.57, 5.45, 4.42 and 5.16?μM) and 33e (IC50?=?20.14, 6.71, 4.62 and 5.62?μM) showed excellent anti-proliferative activities on MCF-7, HepG2, HCT116 and Panc-1 cell lines respectively. In addition, cell cycle analysis and apoptosis activation revealed that 33d induced G2/M phase arrest and apoptosis in MCF-7 cells in a dose-dependent manner. Low toxicity of compounds 33d and 33e was observed against human umbilical vein endothelial cells (HUVECs), suggesting their acceptable safety profiles in normal cells. Furthermore, the results of in silico ADME studies indicated that both 33d and 33e exhibited good pharmacokinetic properties.

3-aryl-4-arylamine-coumarin derivative and preparing method and medical application thereof

The invention relates to the field of medicinal chemistry, in particular to a series of 3-aryl-4-arylamine-coumarin derivatives and a preparing method and medical application thereof, especially medicine applied to curing cancer like breast cancer. A structural formula of a 3-aryl-4-arylamine-coumarin derivative compound is as follow, and definitions of all radical groups in the formula are shown in instructions in details. The structural formula is shown in the specification.

Metal-free C(3)-H arylation of coumarins promoted by catalytic amounts of 5,10,15,20-tetrakis(4-diethylaminophenyl)porphyrin

The metal-free C-H arylation of coumarins was achieved in the presence of catalytic amounts of 5,10,15,20-tetrakis(4-diethylaminophenyl)porphyrin. This mild and environmentally friendly Meerwein arylation provided facile access to a broad variety of 3-arylcoumarins in synthetically useful yields.

Coumestan inhibits radical-induced oxidation of DNA: Is hydroxyl a necessary functional group?

Coumestan is a natural tetracycle with a C - C bond shared by a coumarin moiety and a benzofuran moiety. In addition to the function of the hydroxyl group on the antioxidant activity of coumestan, it is worth exploring the influence of the oxygen-abundant

Coumestan inhibits radical-induced oxidation of dna: Is hydroxyl a necessary functional groupΔ

Coumestan is a natural tetracycle with a C=C bond shared by a coumarin moiety and a benzofuran moiety. In addition to the function of the hydroxyl group on the antioxidant activity of coumestan, it is worth exploring the influence of the oxygen-abundant s

Microwave-assisted efficient synthesis of 2-hydroxydeoxybenzoins from the alkali degradation of readily prepared 3-aryl-4-.hydroxycoumarins in water

This paper describes an operationally simple, green and efficient approach for the synthesis of 2-hydroxydeoxybenzoins bearing diverse substituents from the microwave-assisted alkali degradation of 3-aryl- 4-hydroxycoumarins in water. The latter compounds

Hydroxycoumarins as selective MAO-B inhibitors

A series of 3-aryl-4-hydroxycoumarin derivatives was synthesized with the aim to find out the structural features for the MAO inhibitory activity and selectivity. Methoxy and/or chloro substituents were introduced in the 3-phenyl ring, whereas the positio

Antitrypanosomal and antioxidant properties of 4-hydroxycoumarins derivatives

In the present communication we prepared a series of six 4-hydroxycoumarin derivatives, isosters of quercetin, recognized as an antioxidant natural compound, with the aim of evaluating the antitrypanosomal activity against Trypanosoma cruzi, the parasite

Synthesis and cytotoxic activity of non-naturally substituted 4-oxycoumarin derivatives

Coumarins are a large family of natural and synthetic compounds exerting different pharmacological effects, including cytotoxic, anti-inflammatory or antimicrobial. In the present communication we report the synthesis of a series of 12 diversely substituted 4-oxycoumarin derivatives including methoxy substituted 4-hydroxycoumarins, methyl, methoxy or unsubstituted 3-aryl-4-hydroxycoumarins and 4-benzyloxycoumarins and their anti-proliferative effects on breast adenocarcinoma cells (MCF-7), human promyelocytic leukemia cells (HL-60), human histiocytic lymphoma cells (U937) and mouse neuroblastoma cells (Neuro2a). The most potent bioactive molecule was the 4-hydroxy-5,7- dimethoxycoumarin (compound 1) which showed similar potency (IC50 0.2-2 μM) in all cancer cell lines tested. This non-natural product reveals a simple bioactive scaffold which may be exploited in further studies.

A different route to 3-aryl-4-hydroxycoumarins

We herein report the simple and direct arylation of 4-hydroxycoumarins by photoinduced reaction with aryl halides (iodobenzene, iodonaphthalene, 4-iodoanisole, 2-iodoanisole). Good yields of 3,4-disubstituted coumarins were obtained in these reactions (>60%). Extension of the procedure to the reaction with o-dihalobenzenes leads to the synthesis of ring closure products which bear a tetracyclic aromatic-condensed ring system, although in lower overall yields (≈45%).