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Synthesis and biological evaluation of 4-aza-2,3-dihydropyridophenanthrolines as tubulin polymerization inhibitors

A series of novel 4-aza-2,3-dihydropyridophenanthrolines 12(a-t) were synthesized by a one-step three component condensation of 1,10-phenanthroline amine, tetronic acid and various aromatic aldehydes. These were evaluated for their antiproliferative activity against three human cancer cell lines (MIAPACA, MCF-7 and HeLa) using SRB assay. Majority of the tested compounds exhibited significant anticancer activity on these cell lines and interestingly compounds 12h and 12i were more potent than etoposide and podophyllotoxin against all three tested cancer cell lines with GI50 values in the range of 0.01-0.5 muM. Furthermore, these compounds showed significant inhibition of tubulin polymerization which is comparable to that of podophyllotoxin and disrupted microtubule network by accumulating tubulin in the soluble fraction. The flow cytometry analysis confirmed that the synthesized compounds led to cell cycle arrest at the G2/M phase. Moreover, the structure activity relationship studies in this series are also discussed.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

A new application about 4971-56-6

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 4971-56-6, name is Furan-2,4(3H,5H)-dione, introducing its new discovery. COA of Formula: C4H4O3

Chapter 3: Catalyst-free Organic Reactions with Conventional Heating

This chapter covers catalyst-free synthetic strategies occurring under conventional heating/refluxing conditions for the generation of carbon-carbon and carbon-heteroatom bonds resulting in a wide variety of organic compounds of synthetic and pharmaceutical interests.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Treasures old and new: What we can learn regarding the macrocyclic problem from past and present efforts in natural product total synthesis

In this review the strategies leading to successful macrocyclization, in the context of total synthesis are discussed. These synthetic endeavors will be discussed paying particular attention to the methods employed, and including the type of reactive intermediates that could play a key role in key cyclization steps. In many cases “simple” macrocyclization methods were found to be inadequate, and alternative creative approaches were required. For example, we describe Boger’s imaginative development of the intramolecular version of the Larock annulation which yielded the chloropeptin 1 DEF macrocycle. Peptide coupling approaches were unsuccessful. In another example, a key macrocyclic domain within diazonamide was beautifully installed (Nicolaou, et al.) by single electron oxidation/reduction (Witkop reaction), thereby establishing a crucial biaryl functionality. In contrast, oxidative methodologies failed to deliver the distorted biaryl found in haouamine, and Baran, et al. subsequently exploited a spectacular pyrone N-butyne intramolecular Diels-Alder reaction to install this biaryl moiety. Other unexpected and mechanistically intriguing observations will be described throughout the review.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Archives for Chemistry Experiments of Furan-2,4(3H,5H)-dione

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The cycloaddition way to novel deoxy disaccharide analogs

A novel heterocycloaddition merges 2-thiono-3-ketolactones with carbohydrate glycals to afford materials which resemble disaccharides with an O-glycosidic linkage at the anomeric center and a thioether linking both C-2 and C-2?, thus creating a third heterocyclic ring. Upon desulfurization, these novel cycloadducts afford materials which are models for 2-deoxydisaccharides. Studies with two keto lactones and seven glycals are described.

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Tetrahydrofuran – Wikipedia,
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Part II: Diastereoselective Reactions Involving beta-Mono- and beta,beta?-Disubstituted Alkylidene Oxindoles: Pondering Alkene Geometry

Part II encompasses synthetic efforts towards the construction of acyclic and cyclic structures that contain carbon and heteroatoms by employing diastereoselective reactions of beta,beta?-disubstituted alkylidene oxindole as the primary substrate. In addition to the construction of acyclic structures, carbocyclic and heterocyclic rings that contain three-, five-, six-, and seven-membered spirocycles or fused-rings are also described. A few examples of the arylative cyclization of dienes have also been presented.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

New explortion of Furan-2,4(3H,5H)-dione

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Furanosesterterpenes from the Guangxi sponge Biemna fortis Topsent

Chemical investigation of the acetone extract of the sponge Biemna fortis Topsent, collected from Weizhou Island, Guangxi Autonomous Region, China, afforded a new minor furanosesterterpene, (12E,18R, 20E) – 8- hydroxyvariabilin (4), together with four known analogues (1?3 and 5). The structure of the new compound was elucidated by detailed analysis of spectroscopic data, including 1D and 2D NMR (1H and 13C NMR, 1H?1H COSY, HSQC, and HMBC), as well as by comparison with reported data. This is the first report of furanosesterterpenes from the species B. fortis and from the family Desmacellidae as well. The chemotaxonomic significance of these isolated furanosesterterpenes has been discussed.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Progress of trifluoroacetoacetate in the synthesis of agrochemicals and medicines with fluorine

Fluorinated medicines have become research emphasis in the fields of pesticides and medicines due to their advanced properties. Trifluoroacetoacetate (TFAAE) is an important intermediate for the synthesis of pesticide, medicine and other fluorine compounds. As a useful building block containing trifluoromethyl, TFAAE is widely used in the synthesis of heterocyclic drugs, insecticides and herbicides. In this paper, the preparation methods of TFAAE and the advanced applications in agrochemicals and medicines with fluorine are introduced in detail.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of Furan-2,4(3H,5H)-dione

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. HPLC of Formula: C4H4O3, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 4971-56-6, in my other articles.

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, HPLC of Formula: C4H4O3, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 4971-56-6, Name is Furan-2,4(3H,5H)-dione, molecular formula is C4H4O3

Recent advances in nucleophile-triggered CO2-incorporated cyclization leading to heterocycles

Carbon dioxide (CO2) has emerged as a sustainable, feasible, abundant one-carbon synthon and displays great potential in the synthesis of heterocycles such as lactones, lactams, and 2-oxazolidinones, which are privileged motifs in pharmaceutical chemistry demonstrating bioactivities. Although the fixation of CO2 is restricted due to its thermodynamic stability and kinetic inertness, multiple breakthroughs have been realized in annulation chemistry. This review concentrates on the advances made in the last five years in CO2-incorporated cyclization triggered by N-, O-, and C-nucleophiles. Three transformation modes of CO2 including carboxylative cyclization, carbonylative cyclization, and reductive cyclization have been summarized. Moreover, typical mechanisms and significant applications of these reactions are also described.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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4-AZAPODOPHYLOTOXINS COMPOUNDS

The present disclosure relates to 4-azapodophylotoxins compounds, pharmaceutical compositions comprising such compounds, kits, and methods for using such compounds or pharmaceutical compositions.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Final Thoughts on Chemistry for Furan-2,4(3H,5H)-dione

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A new rational hypothesis for the pharmacophore of the active metabolite of leflunomide, a potent immunosuppressive drug

Leflunomide is one of the most promising disease-modifying antirheumatic drug now in clinical trials for the treatment of rheumatoid arthritis. Metabolic studies have indicated that leflunomide is rapidly processed in vivo to an active metabolite, A771726 (2). To identify the chemical characteristics necessary for the immunosuppressive activity of 2, configurational and conformational studies were carried out on the latter and its inactive analogues (ethyl 3-hydroxy-2-((4- (trifluoromethyl)phenyl)carbamoyl)but-2-enoate, 3a, and 3-hydroxy-2-nitro-N- (4-(trifluoromethyl)phenyl)but-2-enamide, 3b). These studies suggested that the pharmacophore responsible for the immunosuppressive activity of 2 is a beta-keto amide with the enolic hydroxy group cis to the amidic moiety. To verify this hypothesis, a new class of immunosuppressive agents was designed and synthesized. Their testing in vitro and in vivo identified compounds which were more potent than both leflunomide and 2 and above all confirmed our hypothesis as to the key structural and chemical determinants for the immunosuppressive properties of 2 and our compounds.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem