The Experts below are selected from a list of 360 Experts worldwide ranked by ideXlab platform
Teresa Pinho M V D E Melo - One of the best experts on this subject based on the ideXlab platform.
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reactivity of sarcosine and 1 3 Thiazolidine 4 carboxylic acid towards salicylaldehyde derived alkynes and allenes
ChemInform, 2014Co-Authors: Fernanda Ribeiro M Laia, Clara S B Gomes, Teresa Pinho M V D E MeloAbstract:The reactivity of sarcosine (II) and 1,3-Thiazolidine-4-carboxylic acid (XI) towards salicylaldehyde-derived alkynes [(I) and (V)] and allenes [(VII) and (IX)] is explored as a strategy to obtain new chromeno[4,3-b]pyrrole derivatives.
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reactivity of sarcosine and 1 3 Thiazolidine 4 carboxylic acid towards salicylaldehyde derived alkynes and allenes
Tetrahedron, 2013Co-Authors: Fernanda Ribeiro M Laia, Clara S B Gomes, Teresa Pinho M V D E MeloAbstract:Abstract The reaction of sarcosine and 1,3-Thiazolidine-4-carboxylic acid with salicylaldehyde-derived alkynes and allenes opened the way to new chromeno[4,3-b]pyrrole and chromeno[2,3-b]pyrrole derivatives. Tetrahydro-chromeno[4,3-b]pyrroles were obtained from the reaction of these secondary amino acids with O-propargylsalicylaldehyde. Interestingly, sarcosine reacted with ethyl 4-(2-formylphenoxy)but-2-ynoate to give a monocyclic pyrrole resulting from rearrangement of the initially formed 1,3-dipolar cycloadduct. Decarboxylative condensation of ethyl 4-(2-formylphenoxy)but-2-ynoate with 1,3-Thiazolidine-4-carboxylic acid afforded in a stereoselective fashion the expected chromeno-pyrrolo[1,2-c]thiazole, which structure was unambiguously established by X-ray crystallography. However, the 1H,3H-pyrrolo[1,2-c]thiazole resulting from the opening of the pyran ring was also isolated. The reaction with O-buta-2,3-dienyl salicylaldehyde afforded 3-methylene-hexahydrochromeno[4,3-b]pyrrole. O-Allenyl salicylaldehyde reacted with sarcosine and 1,3-Thiazolidine-4-carboxylic acid to give a new type of chromeno-pyrroles. A mechanism proposal for the synthesis of these chromeno[2,3-b]pyrroles has been presented.
Roman Lesyk - One of the best experts on this subject based on the ideXlab platform.
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Thiopyrano[2,3-d]Thiazoles as New Efficient Scaffolds in Medicinal Chemistry
Österreichische Apotheker-Verlagsgesellschaft m. b. H., 2018Co-Authors: Anna Kryshchyshyn, Olexandra Roman, Andrii Lozynskyi, Roman LesykAbstract:This review presents the up to date development of fused thiopyranothiazoles that comprise one of the Thiazolidine derivatives classes. Thiazolidine and thiazolidinone-related compounds belong to the widely studied heterocycles from a medicinal chemistry perspective. From the chemical point of view, they are perfect heterodienes to undergo hetero-Diels–Alder reaction with a variety of dienophiles, yielding regio- and diastereoselectively thiopyranothiazole scaffolds. The annealing of thiazole and thiopyran cycles in condensed heterosystem is a precondition for the “centers conservative” creation of the ligand-target binding complex and can promote a potential selectivity to biotargets. The review covers possible therapeutic applications of thiopyrano[2,3-d]thiazoles, such as anti-inflammatory, antibacterial, anticancer as well as aniparasitic activities. Thus, thiopyrano[2,3-d]thiazoles may be used as powerful tools in the development of biologically active agents and drug-like molecules
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synthetic approaches structure activity relationship and biological applications for pharmacologically attractive pyrazole pyrazoline Thiazolidine based hybrids
European Journal of Medicinal Chemistry, 2016Co-Authors: Dmytro Havrylyuk, Olexandra Roman, Roman LesykAbstract:The features of the chemistry of 4-thiazolidinone and pyrazole/pyrazolines as pharmacologically attractive scaffolds were described in a number of reviews in which the main approaches to the synthesis of mentioned heterocycles and their biological activity were analyzed. However, the pyrazole/pyrazoline-Thiazolidine-based hybrids as biologically active compounds is poorly discussed in the context of pharmacophore hybrid approach. Therefore, the purpose of this review is to summarize the data about the synthesis and modification of heterocyclic systems with Thiazolidine and pyrazoline or pyrazole fragments in molecules as promising objects of modern bioorganic and medicinal chemistry. The description of biological activity was focused on SAR analysis and mechanistic insights of mentioned hybrids.
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a facile synthesis and anticancer activity evaluation of spiro thiazolidinone isatin conjugates
Scientia Pharmaceutica, 2011Co-Authors: Danylo Kaminskyy, Dmytro Khyluk, Olexandr Vasylenko, Lucjusz Zaprutko, Roman LesykAbstract:The synthesis and evaluation of the anticancer activity of 3’-aryl-5’-arylidenespiro[3H-indole-3,2’-Thiazolidine]-2,4’(1H)-diones and spiro[3H-indole-3,2’-Thiazolidine]-2,4’(1H)-dione-3’-alkanoic acid esters were described. The structure of the compounds was determined by 1 H and 13 C NMR and their in vitro anticancer activity was tested in the National Cancer Institute. Among the tested compounds, (5'Z)-5'-(benzylidene)-3'-(4-chlorophenyl)spiro[3H-indole-3,2'-Thiazolidine]-2,4'(1H)-dione (IIa) and (5'Z)-3'-(4-chlorophenyl)-5'-[4-(1-methylethyl)benzylidene]spiro[3H-indole-3,2'-Thiazolidine]-2,4'(1H)-dione (IIb) were superior to other related compounds.
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synthesis and anticancer activity of novel nonfused bicyclic thiazolidinone derivatives
Phosphorus Sulfur and Silicon and The Related Elements, 2009Co-Authors: Dmytro Havrylyuk, Borys Zimenkovsky, Roman LesykAbstract:A series of new 2-{4-oxo-2-[(4-oxothiazolidin-2-ylidene)-hydrazono]-thiazolidin-5-yl}-N-arylacetamides ( 4a–e ), 5-(2-oxo-2-aryl-ethyl)-2-[(4-oxothiazolidin-2-ylidene)-hydrazono]-Thiazolidine-4-ones ( 5a–d ), 2-(4-oxo-2-[(2-oxothiazolidin-4-ylidene)-hydrazono]-thiazolidin-5-yl)-N-arylacetamides ( 7a–e ), and 5-(2-oxo-2-aryl-ethyl)-2-[(2-oxothiazolidin-4-ylidene)-hydrazono]-Thiazolidine-4-ones ( 8a–d ) have been synthesized starting from 2-thioxothiazolidin-4-one and 4-thioxothiazolidin-2-one through a multistep reaction sequence. 2-Thioxothiazolidin-4-one was alkylated via the intermediate formation of the triethylammonium salt 1 by ethyl chloroacetate. Compound 2 and 4-thioxothiazolidin-2-one reacted with thiosemicarbazides to give the 1-(4-thiazolidinone-2-ylidene)-4-R-thiosemicarbazones ( 3a,b ) and 1-(2-thiazolidinone-4-ylidene)thiosemicarbazones ( 6a,b ), respectively. Following [2+3]-cyclization of thiazolidinone-substituted thiosemicarbazones ( 3a,b and 6a,b) with N-arylmaleimides and aroylacrylic ...
Abbas Shafiee - One of the best experts on this subject based on the ideXlab platform.
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2h chromene derivatives bearing Thiazolidine 2 4 dione rhodanine or hydantoin moieties as potential anticancer agents
European Journal of Medicinal Chemistry, 2013Co-Authors: Mohammad Azizmohammadi, Mehdi Khoobi, Ali Ramazani, Saeed Emami, Abdolhossein Zarrin, Omidreza Firuzi, Ramin Miri, Abbas ShafieeAbstract:A variety of (Z)-[(2H-chromen-3-yl)methylene]azolidinones 6a-t bearing Thiazolidine-2,4-dione, rhodanine or hydantoin scaffolds were designed and synthesized as potential anticancer agents. Inhibitory effect of synthesized compounds 6a-t on the viability of cancer and non-cancer cells was assessed using MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) reduction assay. The SAR study revealed that the N-substitution of azolidinone moiety cannot improve the activity but S/NH replacement (Thiazolidine-2,4-dione/hydantoin) and S/O alteration (rhodanine/Thiazolidine-2,4-dione) enable us to modulate the growth inhibition activity against various cell lines. Moreover, 6-bromo and 2-methyl substituents on chromene ring had positive effects on growth inhibitory activity depending on the tumor cell lines. Among the synthesized compounds, hydantoin derivative 6o with a 6-bromo-2-methyl-2H-chromene substructure showed the best profile of cytotoxicity comparable to that of cisplatin as standard anticancer agent.
Maryam Alyari - One of the best experts on this subject based on the ideXlab platform.
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synthesis of thioalkyne substituted Thiazolidine 2 thiones using tris tri methylsilyl methyllithium and carbon disulfide
Synthesis, 2014Co-Authors: Kazem D. Safa, Maryam AlyariAbstract:An efficient, environmentally benign, and simple one-pot approach to the synthesis of 5-(iodomethyl)Thiazolidine-2-thiones via multicomponent reaction of allylamines, carbon disulfide, and iodine under solvent-free conditions is presented. The obtained 5-(iodomethyl)Thiazolidine-2-thiones were converted into silyl-protected terminal [(ethynylthio)methyl]-substituted Thiazolidine-2-thiones by treatment with lithium 2,2,2-tris(trimethylsilyl)ethanedithioate, produced by the reaction of tris(trimethylsilyl)methyllithium with carbon disulfide.
Sanjay Kumar Bharti - One of the best experts on this subject based on the ideXlab platform.
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Thiazolidine 2 4 diones as multi targeted scaffold in medicinal chemistry potential anticancer agents
European Journal of Medicinal Chemistry, 2014Co-Authors: Vivek Asati, Debarshi Kar Mahapatra, Sanjay Kumar BhartiAbstract:A variety of substituents on the Thiazolidine-2,4-dione(TZD) nucleus have provided a wide spectrum of biological activities by the using of different mechanism on various target sites. PPARγ ligands have recently been demonstrated to affect cell proliferation, differentiation and apoptosis of different cell types. Currently, some of the TZDs are designed for the treatment of human cancers expressing high levels of PPARγ because it is assumed that activation of PPARγ mediates their anticancer activity. Another site for TZDs is survival signaling pathways under growth factor loops have been implicated in cancer development, progression, and metastasis. The Raf/MEK/ERK, Wnt and PI3K/Akt signalling cascades are the most commonly up-regulated in human cancers. In the present review, various derivatives of Thiazolidine-2,4-diones its SAR and different signaling pathways involved to produce anticancer activity been highlighted.
