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The present work describes sustainable, catalyst free and bio-oriented multicomponent synthesis of 2-amino-3-cynospiro (5H-indeno[1,2-b]pyran-4,3?-indoline)-2?5,-dione using isatin, malononitrile and 1,3-indandione. This study provides a facile synthesis of indeno-spiro compounds and is further supported with molecular docking, physico-chemical parameter and cytotoxicity study. The synthesized compounds were screened against breast carcinoma cell lines (MCF7, MDA-MB-435) and normal Vero monkey cell lines. Among all the tested compounds, the bromo- and chloro- substituted indeno-fused spirooxindole derivatives (entry B and D) were found to show selective potency against the MDA-MB-435 cancer cell lines exhibiting GI50 value of 1.8 and 2.1 muM respectively. The selected compounds were also screened against the normal Vero monkey cell line, which showed good to excellent selectivity against inhibition of cancer cells. Furthermore, the in vitro confocal microscopy cell imaging of selected compounds showed cellular shrinkage and apoptosis in the cancer cells suggesting that the indeno-fused spirooxindoles can be explored as selective estrogen negative receptors with a safety profile.

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

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A mild, efficient and novel pseudo three-component condensation reaction approach has been designed for straightforward synthesis of 3,3?-bis-substitued-2-oxindole derivatives. The products were prepared through one-pot and pseudo three-component condensation reactions of anilinolactones, isatin derivatives, and cyclohexyl isocyanide in acetonitrile solvent. The key features of this approach include using cyclohexyl isocyanide, which unpredictably has not participated in the condensation reaction and instead of that, plays a fascinating catalytic role. The 3,3?-bis-substitued-2-oxindoles have been afforded in excellent isolated yields, with high purity, straightforward work-up procedure and short reaction times.

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Tetrahydrofuran – Wikipedia,
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An intriguing conversion of arylglyoxal, cyclic dicarbonyl compounds and phenols to diverse furan analogues under FeCl3 or MeSO3H catalysis is reported. Utilizing this synthetic protocol, a variety of furan analogues could be easily obtained in moderate to good yields with different substituted patterns by varying the reaction medium. Atom-economical characteristics and mild conditions of this method are in accord with the concept of modern green chemistry.

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

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Introduction: More than 50% of the clinically established antibiotics are either genuine natural products or derivatives thereof, featuring a mode of action decisively depending on their metal affinity and suitability as metal complex ligands. As their structural diversity and harvest from renewable sources is well-nigh inexhaustible, any future quest for affordable new antibiotics will have to concentrate on natural drugs with obvious metal ligating properties. Areas covered: The authors provide an overview of the promising developments in the field of antibiotic natural products with metal-binding properties with a specific focus on metal binders such as polyphenols, quinones, 3-acyltetramic and -tetronic acids. Works published by the authors are discussed in this manuscript as well as articles derived from PubMed and Scifinder. Expert opinion: Natural products with metal-binding properties possess a great potential for the development of drugs against various bacteria. There are many derivatives with great potential against multidrug-resistant bacteria as well. Synthetic approaches to structurally complex and/or rare natural products have added significantly to the cracking of synthetic problems. Thus, this field of scientific research appears attractive both to chemists and to clinicians.

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

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An environmentally benign multicomponent strategy for the synthesis of fused pyrazole derivatives has been developed. The present strategy provides a rapid access to construct a diversity-oriented library of fused pyrazoles by using three simple and readily available substrates viz. aromatic aldehyde, tetronic acid and aryl hydrazine as amine source. Further, the employment of molecular iodine, phase transfer catalyst and water altogether served as a ?green attribute? to the present protocol.

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

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A series of pyrido[2,3-d]pyrimidine derivatives and related compounds were synthesized via the condensation reaction of an aldehyde, 2,6-diaminopyrimidine-4(3H)-one and either tetronic acid or 1,3-indanedione under ultrasonic irradiation without catalyst. This protocol has the advantages of higher yields, lower cost and convenient procedure.

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Tetrahydrofuran – Wikipedia,
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An efficient, clean, atom-economical and simple method for the one-pot synthesis of novel spirooxindole derivatives via a three-component reaction of isatins, dimedone and anilinolactones was reported. This reaction was performed by using MnFe2O4 nanoparticles (5 mol%) as an efficient magnetically heterogeneous catalyst in water as green solvent. Prominent among the advantages of this method is the use of magnetically recoverable and reusable catalyst, simple work up procedure, good to high product yields and use of water as a solvent that is considered to be relatively environmentally benign.

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

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Saffron is one of the most expensive spices of the world. Since this spice is triploid and meiosis is unusual, it cannot reproduce sexually like other plants; rather, it is propagated vegetatively via an underground corm, which can withstand a long dry dormant period before sprouting. Thus, corms are indispensable to saffron propagation. To identify and analyse signature metabolites associated with the ‘dormancy-sprouting’ process, non-targeted GC-MS was performed at different stages of corm development. Comparative metabolite profiling reflected dissimilar profiles among the stages as portrayed by differential cluster patterns of metabolites in the PCA and PLS-DA analysis. Correlation analysis revealed the interdependencies of individual metabolites and metabolic pathway. At the onset of stage 2, characterized by the initiation and differentiation of leaf primordia, a shift from dormancy to active metabolism occurred as derived from the increased abundance of sugars and other metabolites involved in the tricarboxylic acid cycle, glycolytic, amino acid and fatty acid pathways. These changes contribute to sprouting and vegetative growth of the corm. The present study provides new insights into saffron corm composition and metabolite changes associated with various stages of corm development and may pave the way for achieving agronomical improvements in this economically important spice.

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Tetrahydrofuran – Wikipedia,
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An efficient and facile synthesis of 4-substituted 2(5H)-furanones using palladium catalyzed cross-coupling reactions between 4-tosyl-2(5H)-furanone and boronic acids is reported herein.

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

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4-Methyleneoxetan-2-one (Diketene or DK) consists of a four-membered lactone ring adjacent to a methylene function. It can be used as a versatile precursor for the syntheses of wide range of heterocycles including fused and spiral biheterocycles. In this chapter, we try to cover the structural features and reactivity of DK, and underscore its applications as a flexible and useful synthon in the syntheses of four- and five-membered heterocycles as well as a wide variety of fused or spiro heterocycles. This chapter as part 1 is divided in accordance with the ring sizes and subdivided according to types, numbers, and arrangements of heteroatoms.

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