ChemInform Abstract: Pechmann Reaction in the Synthesis of Coumarin Derivatives

ChemInform ◽  
2015 ◽  
Vol 46 (22) ◽  
pp. no-no
Author(s):  
Majid M. Heravi ◽  
Soheila Khaghaninejad ◽  
Manizhe Mostofi
Keyword(s):  
Coumarin Derivatives ◽  
Pechmann Reaction

Experiments on the synthesis of some coumarin derivatives

1973 ◽  
Vol 26 (4) ◽  
pp. 899 ◽  
Author(s):  
ER Krajniak ◽  
E Ritchie ◽  
WC Taylor
Keyword(s):  
Acetic Acid ◽  
Sulphuric Acid ◽  
Fumaric Acid ◽  
Potassium Acetate ◽  
Coumarin Derivative ◽  
Oxidative Cyclization ◽  
Coumarin Derivatives ◽  
Pechmann Reaction

Evidence has been obtained that the reaction between a phenol and maleic or fumaric acid in the presence of sulphuric acid to yield a coumarin derivative, the Ponndorf reaction, is a variant of the Pechmann reaction. The scopes of the two reactions appear to be similar. ��� Attempts to effect the oxidative cyclization of hydroxyaryl cinnamates to 4-arylcoumarins, a key step in Seshadri's scheme for the biogenesis of neoflavanoids, were unsuccessful. 4-Aryl-3,4- dihydrocoumarins, which are readily available, are smoothly converted into 4-arylcoumarins by iodine and potassium acetate in acetic acid.

Pechmann Reaction in the Synthesis of Coumarin Derivatives

2014 ◽  
pp. 1-50 ◽  
Author(s):  
Majid M. Heravi ◽  
Soheila Khaghaninejad ◽  
Manizhe Mostofi
Keyword(s):  
Coumarin Derivatives ◽  
Pechmann Reaction

ChemInform Abstract: Montmorillonite Clay as Condensing Agent in Pechmann Reaction for the Synthesis of Coumarin Derivatives.

ChemInform ◽  
2010 ◽  
Vol 23 (49) ◽  
pp. no-no
Author(s):  
G. K. BISWAS ◽  
K. BASU ◽  
A. K. BARUA ◽  
P. BHATTACHARYYA
Keyword(s):  
Montmorillonite Clay ◽  
Coumarin Derivatives ◽  
Pechmann Reaction

Coumarin derivatives from the roots of Heptaptera cilicica

Planta Medica ◽  
2016 ◽  
Vol 81 (S 01) ◽  
pp. S1-S381
Author(s):  
Z Güvenalp ◽  
H Özbek ◽  
G Yılmaz ◽  
C Kazaz
Keyword(s):  
Coumarin Derivatives

Pharmacologically potentials of different substituted coumarin derivatives

2019 ◽  
Author(s):  
Chem Int
Keyword(s):  
Benzene Ring ◽  
Bioactive Compounds ◽  
Biological Activities ◽  
Pharmacological Properties ◽  
Coumarin Derivatives ◽  
Wide Range ◽  
Anti Oxidant ◽  
Anti Inflammatory ◽  
Coumarin Compounds

Coumarin and its derivatives are widely spread in nature. Coumarin goes to agroup as benzopyrones, which consists of a benzene ring connected to a pyronemoiety. Coumarins displayed a broad range of pharmacologically useful profile.Coumarins are considered as a promising group of bioactive compounds thatexhibited a wide range of biological activities like anti-microbial, anti-viral,antiparasitic, anti-helmintic, analgesic, anti-inflammatory, anti-diabetic, anticancer,anti-oxidant, anti-proliferative, anti-convulsant, and antihypertensiveactivities etc. The coumarin compounds have immense interest due to theirdiverse pharmacological properties. In particular, these biological activities makecoumarin compounds more attractive and testing as novel therapeuticcompounds.

Fluorescenсе Properties of Complexes of Coumarin Derivatives/CdTe Quantum Dots under Interaction with Ammonia Molecules in Microconcentrations

2016 ◽  
Vol 8 (4(1)) ◽  
pp. 04032-1-04032-5
Author(s):  
V. P. Mitsai ◽  
◽  
A. G. Misyura ◽  
S. V. Kryvets ◽  
Ya. P. Lazorenko ◽  
...  
Keyword(s):  
Quantum Dots ◽  
Cdte Quantum Dots ◽  
Coumarin Derivatives

Recent Advances in the Synthesis of Coumarin Derivatives via Pechmann Condensation

2016 ◽  
Vol 20 (7) ◽  
pp. 798-828 ◽  
Author(s):  
Abhay S. Zambare ◽  
Firoz A. Kalam Khan ◽  
Sureshchandra P. Zambare ◽  
Shantanu D. Shinde ◽  
Jaiprakash N. Sangshetti
Keyword(s):  
Coumarin Derivatives ◽  
Pechmann Condensation ◽  
Recent Advances

Synthesis of Coumarin Derivatives as Versatile Scaffolds for GSK-3β Enzyme Inhibition

2020 ◽  
Vol 20 (2) ◽  
pp. 153-160 ◽  
Author(s):  
Carla S. Francisco ◽  
Clara L. Javarini ◽  
Iatahanderson de S. Barcelos ◽  
Pedro A.B. Morais ◽  
Heberth de Paula ◽  
...  
Keyword(s):  
Kinase Inhibitors ◽  
Glycogen Synthase ◽  
Synthetic Methods ◽  
Kinase Assay ◽  
Crystallographic Structure ◽  
Coumarin Derivatives ◽  
Enzymatic Production ◽  
Docking Simulations ◽  
In Silico Studies ◽  
Gsk 3Β

Background: Glycogen synthase kinase-3 (GSK-3) is involved in the phosphorylation and inactivation of glycogen synthase. GSK-3 inhibitors have been associated with a variety of diseases, including Alzheimer´s disease (AD), diabetes type II, neurologic disorders, and cancer. The inhibition of GSK-3β isoforms is likely to represent an effective strategy against AD. Objective: The present work aimed to design and synthesize coumarin derivatives to explore their potential as GSK-3β kinase inhibitors. Method: The through different synthetic methods were used to prepare coumarin derivatives. The GSK-3β activity was measured through the ADP-Glo™ Kinase Assay, which quantifies the kinasedependent enzymatic production of ADP from ATP, using a coupled-luminescence-based reaction. A docking study was performed by using the crystallographic structure of the staurosporine/GSK-3β complex [Protein Data Bank (PDB) code: 1Q3D]. Results: The eleven coumarin derivatives were obtained and evaluated as potential GSK-3β inhibitors. Additionally, in silico studies were performed. The results revealed that the compounds 5c, 5d, and 6b inhibited GSK-3β enzymatic activity by 38.97–49.62% at 1 mM. The other coumarin derivatives were tested at 1 mM, 1 µM, and 1 nM concentrations and were shown to be inhibitor candidates, with significant IC50 (1.224–6.875 µM) values, except for compound 7c (IC50 = 10.809 µM). Docking simulations showed polar interactions between compound 5b and Lys85 and Ser203, clarifying the mechanism of the most potent activity. Conclusion: The coumarin derivatives 3a and 5b, developed in this study, showed remarkable activity as GSK-3β inhibitors.

Application of a Validated QSTR Model for Repurposing COX-2 Inhibitor Coumarin Derivatives as Potential Antitumor Agents

2019 ◽  
Vol 19 (13) ◽  
pp. 1121-1128 ◽  
Author(s):  
Gulcin Tugcu ◽  
Hande Sipahi ◽  
Ahmet Aydin
Keyword(s):  
Antitumor Activity ◽  
Drug Development ◽  
Linear Model ◽  
Cell Lines ◽  
Cyclooxygenase 2 ◽  
Large Set ◽  
Coumarin Derivatives ◽  
Antitumor Compounds ◽  
Cyclooxygenase 2 Inhibitors ◽  
Potential Antitumor

Background: The discovery of novel potent molecules for both cancer prevention and treatment has been continuing over the past decade. In recent years, identification of new, potent, and safe anticancer agents through drug repurposing has been regarded as an expeditious alternative to traditional drug development. The cyclooxygenase-2 is known to be over-expressed in several types of human cancer. For this reason cyclooxygenase-2 inhibition may be useful tool for cancer chemotherapy. Objective: The first aim of the study was to develop a validated linear model to predict antitumor activity. Subsequently, applicability of the model for repurposing these cyclooxygenase-2 inhibitors as antitumor compounds to abridge drug development process. Method: We performed a quantitative structure-toxicity relationship (QSTR) study on a set of coumarin derivatives using a large set of molecular descriptors. A linear model predicting growth inhibition on leukemia CCRF cell lines was developed and consequently validated internally and externally. Accordingly, the model was applied on a set of 143 cyclooxygenase-2 inhibitor coumarin derivatives to explore their antitumor activity. Results: The results indicated that the developed QSAR model would be useful for estimating inhibitory activity of coumarin derivatives on leukemia cell lines. Electronegativity was found to be a prominent property of the molecules in describing antitumor activity. The applicability domain of the developed model highlighted the potential antitumor compounds. Conclusion: The promising results revealed that applied integrated in silico approach for repurposing by combining both the biological activity similarity and the molecular similarity via the computational method could be efficiently used to screen potential antitumor compounds among cyclooxygenase-2 inhibitors.

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