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Relevant bibliographies by topics / Thiazolidine Derivative

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Academic literature on the topic 'Thiazolidine Derivative'

Author: Grafiati

Published: 4 June 2021

Last updated: 2 February 2022

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Journal articles on the topic "Thiazolidine Derivative"

1

Fawzi, Mourad, Aziz Auhmani, Moulay Youssef Ait Itto, Abdelkhalek Riahi, Sylviane Chevreux, and El Mostafa Ketatni. "Crystal structure of methyl (Z)-2-[(Z)-3-methyl-2-({(E)-1-[(R*)-4-methylcyclohex-3-en-1-yl]ethylidene}hydrazinylidene)-4-oxothiazolidin-5-ylidene]acetate." Acta Crystallographica Section E Crystallographic Communications 73, no. 11 (October 13, 2017): 1626–29. http://dx.doi.org/10.1107/s2056989017014311.

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The new title 4-thiazolidinone derivative, C16H21N3O3S, was obtained from the cyclization reaction of 4-methyl-3-thiosemicarbazone and dimethyl acetylenedicarboxylate (DMAD). The cyclohexylidene ring has an envelope conformation with the stereogenic centre C atom as the flap. Its mean plane makes a dihedral angle of 56.23 (9)° with the thiazolidine ring mean plane. In the crystal, molecules are linked by C—H...O hydrogen bonds forming chains propagating in the [001] direction. Within the chains there are offset π–π interactions between the thiazolidine rings of inversion-related molecules [centroid–centroid distance = 3.703 (1) Å]. The chains are linked by further C—H...O hydrogen bonds, forming slabs parallel to theacplane.

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Almeida, Marcel L., Douglas C. F. Viana, Valécia C. M. da Costa, Flaviana A. dos Santos, Michelly C. Pereira, Maira G. R. Pitta, Moacyr J. B. de Melo Rêgo, Ivan R. Pitta, and Marina G. R. Pitta. "Synthesis, Antitumor Activity and Molecular Docking Studies on Seven Novel Thiazacridine Derivatives." Combinatorial Chemistry & High Throughput Screening 23, no. 5 (July 9, 2020): 359–68. http://dx.doi.org/10.2174/1386207323666200319105239.

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Aim and Objective: In the last decades, cancer has become a major problem in public health all around the globe. Chimeric chemical structures have been established as an important trend on medicinal chemistry in the last years. Thiazacridines are hybrid molecules composed of a thiazolidine and acridine nucleus, both pharmacophores that act on important biological targets for cancer. By the fact it is a serious disease, seven new 3-acridin-9-ylmethyl-thiazolidine-2,4-dione derivatives were synthesized, characterized, analyzed by computer simulation and tested in tumor cells. In order to find out if the compounds have therapeutic potential. Materials and Methods: Seven new 3-acridin-9-ylmethyl-thiazolidine-2,4-dione derivatives were synthesized through Michael addition and Knoevenagel condensation strategies. Characterization was performed by NMR and Infrared spectroscopy techniques. Regarding biological activity, thiazacridines were tested against solid and hematopoietic tumoral cell lines, namely Jurkat (acute T-cell leukemia); HL-60 (acute promyelocytic leukemia); DU 145 (prostate cancer); MOLT-4 (acute lymphoblastic leukemia); RAJI (Burkitt's lymphoma); K562 (chronic myelogenous leukemia) and normal cells PBMC (healthy volunteers). Molecular docking analysis was also performed in order to assess major targets of these new compounds. Cell cycle and clonogenic assay were also performed. Results: Compound LPSF/AA-62 (9f) exhibited the most potent anticancer activity against HL-60 (IC50 3,7±1,7 μM), MOLT-4 (IC50 5,7±1,1 μM), Jurkat (IC50 18,6 μM), Du-145 (IC50 20±5 μM) and Raji (IC50 52,3±9,2 μM). While the compound LPSF/AA-57 (9b) exhibited anticancer activity against the K562 cell line (IC50 51,8±7,8 μM). Derivative LPSF/AA-62 (9f) did not interfere in the cell cycle phases of the Molt-4 lineage. However, the LPSF/AA-62 (9f) derivative significantly reduced the formation of prostate cancer cell clones. The compound LPSF/AA-62 (9f) has shown strong anchorage stability with enzymes topoisomerases 1 and 2, in particular due the presence of chlorine favored hydrogen bonds with topoisomerase 1. Conclusion: The 3-(acridin-9-ylmethyl)-5-((10-chloroanthracen-9-yl)methylene)thiazolidine-2,4-dione (LPSF/AA-62) presented the most promising results, showing anti-tumor activity in 5 of the 6 cell types tested, especially inhibiting the formation of colonies of prostate tumor cells (DU-145).

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PAYNE, David J., John H. BATESON, David TOLSON, Brian GASSON, Teresa KHUSHI, Philippe LEDENT, and Jean-Marie FRÈRE. "Phosphonamidate analogues of dipeptides with carboxypeptidase A and β-lactamase-inhibitory activity: elucidation of the mechanism of β-lactamase inhibition by electrospray mass spectrometry." Biochemical Journal 314, no. 2 (March 1, 1996): 457–61. http://dx.doi.org/10.1042/bj3140457.

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A series of phosphonamidate compounds with different P1´ amino acid residues have been shown to be irreversible inactivators of the serine β-lactamase from Enterobacter cloacae P99. The efficiency of inhibition (based on k2/K values) of P99 by these derivatives, ordered in decreasing potency, is: β-phenyl-β-Ala> L-Phe> β-Ala> Gly>D-Phe>D-Pro> D-thiazolidine. The D- and L-Phe compounds also inhibit carboxypeptidase A. The proline and thiazolidine derivatives were phosphonamidate methyl esters, whereas the others were salts of diacids. Electrospray mass spectrometry showed that equimolar mixtures of the P99 enzyme with each of the following derivatives, Gly, D-Phe, L-Phe, β-Ala and β-phenyl-β-Ala, effected efficient adduct formation (70–95% of enzyme modified), illustrating the particularly active nature of some of these compounds. All the primary amino acid derivatives gave a similar mass increment, which suggests the displacement of the variable P1´ part of the molecule. This observation provides evidence that the compounds phosphonylate the active-site serine, with the phosphonamidate bond as the scissile bond and the amino acid as the leaving group. The thiazolidine derivative (phosphonamidate methyl ester) also appeared to work by the same mechanism. The comparable proline derivatives caused lower than expected mass shifts of 227–229, and therefore it is proposed that with these compounds both the amino acid and the phosphonamidate ester methoxy group were displaced at the phosphorus atom during the inhibition process. Therefore, electrospray mass spectrometry has provided both a measure of potency and a rationale for the mechanism of inhibition of P99 by these compounds.

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Moreno-Fuquen, Rodolfo, Juan C. Castillo, Rodrigo Abonia, Javier Ellena, and Carlos A. De Simone. "Crystal structure of (±)-3-[(benzo[d][1,3]dioxol-5-yl)methyl]-2-(3,4,5-trimethoxyphenyl)-1,3-thiazolidin-4-one." Acta Crystallographica Section E Structure Reports Online 70, no. 12 (November 5, 2014): o1235—o1236. http://dx.doi.org/10.1107/s160053681402340x.

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In the title thiazolidine-4-one derivative, C20H21NO6S, the central thiazolidine ring is essentially planar (r.m.s. deviation for all non-H atoms = 0.0287 Å) and forms a dihedral angle of 88.25 (5)° with the methoxy-substituted benzene ring and 74.21 (4)° with the 1,3-benzodioxole ring. The heterocyclic ring (with two O atoms) fused to benzene ring adopts an envelope conformation with the non-ring-junction C atom as the flap. In the crystal, the molecules are linked into chains along [001] through weak C—H...O interactions, formingR44(28) edge-fused rings.

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Cambie, RC, GR Clark, TC Jones, PS Rutledge, GA Strange, and PD Woodgate. "vic-Iodo Thiocyanates and Iodo Isothiocyanates. IX. A Synthesis of Penam and Other Polycyclic Β-Lactams." Australian Journal of Chemistry 38, no. 5 (1985): 745. http://dx.doi.org/10.1071/ch9850745.

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Penam (4-thia-1-azabicyclo[3.2.0]heptan-7-one) and 2,3-disubstituted penams are prepared conveniently from vic-iodo isothiocyanates beginning with the facile cyclization of the latter with di -t-butyl sodiomalonates. Treatment of the resulting di -t-butyl 2-(thiazolidin-2- ylene ) malonates with trifluoroacetic acid gives t-butyl 2-thiazolin-2- ylacetate derivatives which are reduced to the corresponding thiazolidines with aluminium amalgam. Cleavage of these t-butyl esters with hydrogen chloride affords β-amino acid hydrochlorides, which are cyclized to penam and its derivatives with 1-[3-( dimethylamino ) propyl ]- 3-ethylcarbodiimide hydrochloride. The structures of the (2α,3aβ,7aβ)- thiazolidine (5) and of the tricyclic β- lactam (41) have been confirmed by X-ray crystallography.

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Hayashi, Tateki, Clayton A. Reece, and Takayuki Shibamoto. "Gas Chromatographic Determination of Formaldehyde in Coffee Via Thiazolidine Derivative." Journal of AOAC INTERNATIONAL 69, no. 1 (January 1, 1986): 101–5. http://dx.doi.org/10.1093/jaoac/69.1.101.

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Abstract Thiazolidine formed from trace quantities of formaldehyde in an aqueous solution containing cysteamine at pH 8 was extracted with chloroform and subsequently analyzed by a gas chromatograph equipped with a fused silica capillary column and a thermionic nitrogen-phosphorus specific detector. Recoveries of formaldehyde from the aqueous solutions at levels lower than 1 ppm were slightly over 100%. Quantitative analysis of formaldehyde in commercial brewed and instant coffees showed 3.4-4.5 ppm in the brewed and 10-16.3 ppm in the instant coffee.

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Chande, Madhukar S., and Vijay Suryanarayan. "Synthesis of Spirocyclohexanone Ring Containing Thiazolidine Nucleus: A Regioselective Approach." Journal of Chemical Research 2005, no. 6 (June 2005): 345–47. http://dx.doi.org/10.3184/0308234054506749.

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The paper highlights the Michael addition reactions of 2-arylimino-3-aryl-thiazolidin-4-one 1 with acceptors like methyl acrylate and acrylonitrile to furnish the diadducts 5 and 8. Dieckmann condensation of 5 affords the spirocyclohexanone derivative. Also discussed is the interaction of 1 with 1,5-diarylpenta-1,4-dien-3-ones 9.

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Gyertyán, István, Lujza Petöcz, István Gacsályi, Márton I. K. Fekete, Kornélia Tekes, and László Kápolnai. "Psychopharmacological effects of an imino-thiazolidine derivative antidepressant candidate, EGYT-4201." Drug Development Research 22, no. 4 (1991): 385–99. http://dx.doi.org/10.1002/ddr.430220410.

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Norisada, Nobuyoshi, Hiroaki Masuzaki, Muneya Fujimoto, Gen Inoue, Kiminori Hosoda, Tatsuya Hayashi, Mayumi Watanabe, Shizuko Muraoka, Fumio Yoneda, and Kazuwa Nakao. "Antidiabetic and adipogenic properties in a newly synthesized thiazolidine derivative, FPFS-410." Metabolism 53, no. 12 (December 2004): 1532–37. http://dx.doi.org/10.1016/j.metabol.2004.06.020.

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Journal, Baghdad Science. "Synthesis of Some Heterocyclic Compounds derived from 2-mercapto pyrimidine." Baghdad Science Journal 7, no. 2 (June 6, 2010): 1014–22. http://dx.doi.org/10.21123/bsj.7.2.1014-1022.

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In this work 2-hydrazino pyrimidine (1) was prepared from 2-mercapto pyrimidine with hydrazine hydrate. Treatment of (1) with active methylene compounds gave 2-(3,5-dimethyl -1 H – Pyrazole-1-yl) pyrimidine , whereas the reaction of (1) with carboxylic anhydride namely maleic anhydride or 1,2,3,6-tetra hydro phthalic anhydride yielded 1-Pyrimidine-2-yl-1,2-dihydro pyridazine-3,6-dione (3) and 2 – Pyrimidin -2-yl -2,3,4 a ,5,8 a – hexahydro phthalazine 1,4 – dione (4) . Reaction of (1) with phenyl isothiocyanate and ethyl chloro acetate afforded 3-Phenyl-1,3-thiazolidine-2,4-dione-2( pyrimidine -2- yl hydrazone (6) Azomethine (7-10) were prepared through condensation of (1) with aromatic aldehydes or ketones, then compounds (7-9) are converted into a number of tetrazole derivatives (11-13). Treatment of (1) with acetic acid afforded the derivative (14) . The reaction of 2-mercapto pyrimidine with ethyl chloro acetate afforded (15),whereas the reaction of (15) with thiosemicarbazide and 4% sodum hydroxide leads to ring closure giving 1,2,4 triazole derivative (17). Moreover the reaction of 2-mercapto pyrimidine with chloro acetic acid gave (18) followed by refluxing (18) with o- amino aniline to give the benzimidazole derivative (19).the structure of these compounds were characterized by FR-IR, UV spectra and some of them were characterized by element analysis.

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Dissertations / Theses on the topic "Thiazolidine Derivative"

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Norisada, Nobuyoshi. "Antidiabetic and adipogenic properties in a newly-synthesized thiazolidine derivative, FPFS-410." Kyoto University, 2007. http://hdl.handle.net/2433/135906.

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Novo, Fernández Olalla. "New contributions to the preparation of compounds derived from L-cysteine with biological activity." Doctoral thesis, Universitat de Lleida, 2017. http://hdl.handle.net/10803/440527.

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Una gran varietat de productes naturals i fàrmacs que inclouen sofre en les seves estructures presenten diverses activitats biològiques i aplicacions. Un exemple és la L-cisteïna, un aminoàcid essencial necessari en processos bioquímics dels éssers vius. D’una banda, aquest treball es centra en l’obtenció de tiazolidines a partir de la L-cisteïna amb un grau de qualitat alimentària. La metodologia es basa en un procés de síntesi en continu i en un sistema d’assecatge d’atomització. A més, es va realitzar un estudi per investigar el rol de la tiazolidina derivada de la D-ribosa com a agent quimioprotector i modulador de glutatió en un model AOM/DSS de carcinogènesi en ratolins. Addicionalment, es van modificar les tiazolidines per tal d'augmentar les seves propietats lipòfiles en vista al seu ús com additius alimentaris en una àmplia varietat de matrius d'aliments. D’altra banda, es van sintetitzar compostos tipus capsaicinoid que incorporaven L-cisteïna i anàlogs en la seva estructura i es avaluar la seva activitat en el receptor TRPV1, que exerceix un paper important com a nexe en la transmissió del dolor. La síntesi, la relació estructura-activitat i els resultats biològics es descriuen en aquest document.
Una gran variedad de productos naturales y fármacos que incluyen azufre en sus estructuras presentan diversas actividades biológicas y aplicaciones. Un ejemplo es la L-cisteína, un aminoácido esencial requerido en ciertos procesos bioquímicos de los seres vivo. De una banda, este trabajo se centra en la obtención de tiazolidinas a partir de L-cisteína con grado de calidad alimentaria. La metodología se basa en un proceso de síntesis en continuo y en un sistema de secado por polvorización. También se realizó un estudio para investigar el efecto de la tiazolidina derivada de la D-ribosa como agente quimioprotector y modulador del glutatión en un modelo AOM/DSS de carcinogénesis en ratones i. Adicionalmente, se modificaron las tiazolidines para aumentar sus propiedades lipófilas con objectivo de su uso com aditivos alimentarios en una amplia variedad de matrices alimentarias. Por otra parte, se sintetizaron compuestos tipo capsaicinoide que incorporavan L-cisteína y análogos en su estructura y se evaluó su actividad en el receptor TRPV1, que ejerce un papel importante como a nexo en la transmisión del dolor. La síntesis, la relación estructura-actividad y los resultados biológicos se describen en este documento.
A wide variety of sulphur-containing compounds that exist in natural products and drugs present different biological activities and applications. One example is the L-cysteine, an amino acid required for essential biochemical processes in living organisms. On the one hand, this work focuses on the production of thiazolidine-4(R)-carboxylates derived from L-cysteine with food grade quality. The methodology was based on combining a continuous flow reaction and a spray-drying system. Additionally, an study was performed to investigate the role of thiazolidine derived from D-ribose as chemoprotector agent and modulator of glutathione status in a mouse model of AOM/DSS-induced carcinogenesis. Moreover, the highly soluble thiazolidines-4(R)-carboxylic acid derivatives were modified to increase their lipophilicity wih interests to use these thiazolidine derivatives as food ingredients in a wide variety of food matrices. On the other hand, it has been synthesized new capsaicinoid-like compounds incorporating L-cysteine and analogues and it was evaluated their activity on TRPV1, which plays an important role as a nexus in pain transmission. Their synthesis, the structure-activity relationships and biological results are presented.

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Huber-Villaume, Sophie. "Impact des ligands de PPARs, et leurs dérivés, sur les cellules cancéreuses coliques humaines : modifications des statuts redox et glycolytique." Thesis, Université de Lorraine, 2014. http://www.theses.fr/2014LORR0217/document.

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La Pioglitazone appartient à la famille des thiazolidinédiones et le Fénofibrate à la famille des fibrates. Ces molécules sont, respectivement, des agonistes synthétiques du récepteur activable par les proliférateurs de peroxysomes γ (PPARγ) et PPARα, membres de la famille des récepteurs nucléaires aux hormones. Le traitement de cellules cancéreuses humaines par ces molécules limite la croissance et peut induire leur apoptose. Cependant, l’impact de ces traitements sur les cellules cancéreuses est en partie dû à une action indépendante de l’activation du récepteur et met en cause la génération d'un stress oxydant. Au cours de ces travaux, un analogue de la Pioglitazone, la ΔPioglitazone, qui ne permet pas l’activation de PPARγ, a été synthétisé. Les effets de ces molécules ont été testés sur deux lignées cellulaires établies à partir de cancer colique, HT29 et HCT116. Ces traitements limitent la croissance des cellules cancéreuses sans induire de processus apoptotique. La production d’espèces réactives est responsable d’une diminution du contenu en glutathion intracellulaire. Le stress oxydant généré suite au traitement par la Pioglitazone et la ΔPioglitazone induit l’activation de la voie de signalisation antioxydante Nrf2/Keap1 et l’expression de ses gènes-cibles HO-1 et NQO1. En revanche, bien qu’il induise la production d’un stress oxydant, le Fénofibrate n’entraîne aucune activation de cette voie. De plus, ces trois composés sont responsables d’une modification du métabolisme cellulaire en faveur de la glycolyse. Parallèlement, l’impact de dérivés 4-thiazolidinones, analogues des thiazolidinédione, synthétisés au laboratoire, a été testé. L’effet de ces molécules a été évalué sur la survie cellulaire et le statut redox des cellules HT29. Plusieurs composés présentent une activité antiproliférative et sont capables de générer un stress oxydant sans activer la voie Nrf2/Keap1
Peroxisome Proliferator-activated Receptors (PPAR) are members of the nuclear receptor family. Pioglitazone and Fenofibrate belong respectively to the thiazolidinedione and fibrate family. Pioglitazone is an agonist of PPARγ isotype whereas Fenofibrate is an agonist of PPARα isotype. Cancer cell exposure to each ligand inhibits cell growth and triggers apoptosis cell death. However, the effects of respective PPAR ligand on cell survival were found to be independent of receptor activation and were associated to redox changes within the cells. In order to discriminate PPAR independent from PPAR dependent activation, an analogue of Pioglitazone, Δ-Pioglitazone was synthesized. The molecule binds to PPARγ without activating it. Two cancer cell lines established from human colon adenocarcinoma, HT29 and HCT116 were tested. Cell exposure to each molecule inhibited cell growth but cells did not undergo apoptosis cell death. Cell treatment induced the production of reactive species and the decrease of intracellular glutathione content. Pioglitazone or [delta]-Pioglitazone-mediated oxidative stress triggered the activation of the Nrf2/Keap1 pathway as assessed by the increases of Nrf2 target genes expression such as HO-1 and NQO1. In contrast, Fenofibrate treatment increased reactive species production but did no activate this pathway. Moreover, cell exposure to Pioglitazone, Δ-Pioglitazone or Fenofibrate modulated cell metabolism, notably by enhancing glycolysis. In parallel, impact of 4-thiazolidinone derivatives synthesized in the laboratory was tested. These molecules are analogues of thiazolidinedione. Effect of 4-thiazolidinone treatments was assessed to cell growth arrest and redox changes within the HT29 cells. Several molecules have anti-proliferative effect and are able to generate oxidative stress without Nrf2/Keap1 pathway activation

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Wang, Hui-Min, and 王惠民. "Utilization of derivatives of thiazolidine-2-thione." Thesis, 1988. http://ndltd.ncl.edu.tw/handle/57766773753850809928.

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Lu, Hsueh-Yuan, and 呂學遠. "(I) Multicomponent Reaction Synthesis of Thiazolidine-Linked Benzimidazole Derivatives (II) Synthesis of Tetrahydroisoquinoline Heterocyclic Small Molecule Derivatives via Radical Pictet-Spengler Reaction." Thesis, 2019. http://ndltd.ncl.edu.tw/handle/feduqz.

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Book chapters on the topic "Thiazolidine Derivative"

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Cordero, F. M., and S. Cicchi. "Reaction of Thiazolidin-4-ones with Nitrosobenzene." In Three Carbon-Heteroatom Bonds: Amides and Derivatives; Peptides; Lactams, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-022-00380.

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Conference papers on the topic "Thiazolidine Derivative"

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Sankar, P. Siva, K. Divya, G. Dinneswara Reddy, V. Padmavathi, and Grigory V. Zyryanov. "Synthesis, characterization and antimicrobial activity of azetidinone and thiazolidinone derivatives." In PROCEEDINGS OF THE 3RD INTERNATIONAL CONFERENCE ON AUTOMOTIVE INNOVATION GREEN ENERGY VEHICLE: AIGEV 2018. Author(s), 2019. http://dx.doi.org/10.1063/1.5087379.

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Szymanowski, Wojciech, Kamila Buzun, Anna Szymanowska, Agnieszka Gornowicz, Roman Lesyk, Krzysztof Bielawski, and Anna Bielawska. "The cytotoxic potential of a novel 2-thioxo-4-thiazolidinone derivative used with anti-HER2 antibodies in AGS gastric cancer cells." In RAD Conference. RAD Centre, 2021. http://dx.doi.org/10.21175/rad.abstr.book.2021.8.2.

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Buzun, Kamila, Agnieszka Gornowicz, Robert Czarnomysy, Roman Lesyk, Krzysztof Bielawski, and Anna Bielawska. "The pro-apoptotic effect of new 2-thioxo-4-thiazolidinone derivative Les-3331 on MCF-7 and MDA-MB-231 cell lines." In RAD Conference. RAD Centre, 2021. http://dx.doi.org/10.21175/rad.abstr.book.2021.8.4.

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Kobylinska, L., B. Zimenkovsky, R. Panchuk, N. Skorohyd, N. Boiko, R. Stoika, and A. Zaichenko. "Complex of synthetic 4-thiazolidinone derivatives with PEG-containing polymeric nanocarrier improve of biocompatibility and protects against toxicity in laboratory rats." In 2017 IEEE 7th International Conference "Nanomaterials: Application & Properties" (NAP). IEEE, 2017. http://dx.doi.org/10.1109/nap.2017.8190321.

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Nikalje, Anna Pratima. "Synthesis and Anti-Inflammatory Evaluation of 2-(3-(2-(1,3-Dioxoisoindolun-2-YL) Acetamido)-4-OXO-2-Substituted Thiazolidin-5-YL) Acetic Acid Derivatives." In The 18th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2014. http://dx.doi.org/10.3390/ecsoc-18-c010.

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