10078-55-4Relevant academic research and scientific papers
Straightforward synthesis of highly hydroxylated phloroglucinol-type 3-deoxyanthocyanidins
Kueny-Stotz, Marie,Isorez, Géraldine,Chassaing, Stefan,Brouillard, Raymond
, p. 1223 - 1226 (2007)
Phloroglucinol-type 3-deoxyanthocyanidins were synthesized through the interaction between phloroglucinol derivatives and arylethynylketones in acetic acid in the presence of aqueous hexafluorophosphoric acid. This methodology was applied to achieve the synthesis of natural apigeninidin, luteolinidin and tricetanidin with high yields. Georg Thieme Verlag Stuttgart.
2-Arylaminobenzothiazole-arylpropenone conjugates as tubulin polymerization inhibitors
Subba Rao,Rao, Bala Bhaskara,Sunkari, Satish,Shaik, Siddiq Pasha,Shaik, Bajee,Kamal, Ahmed
, p. 924 - 941 (2017/07/12)
A new series of 2-arylaminobenzothiazole-arylpropenone conjugates 5-6(a-r) was designed, synthesized and investigated for their cytotoxic potency against the various human cancer cell lines. Most of these conjugates exhibited cytotoxic activity and inhibi
2,4,6-TRIALKOXYSTRYL ARYL SULFONES, SULFONAMIDES AND CARBOXAMIDES, AND METHODS OF PREPARATION AND USE
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Page/Page column 58, (2017/02/28)
Compounds according to Formula (I) are provided and salts thereof, wherein R1, R2, R33, R4, R5, R6, R13, A, X and Y are as defined herein. Methods for preparing compounds of Form
Design and Synthesis of Aminostilbene-Arylpropenones as Tubulin Polymerization Inhibitors
Kamal, Ahmed,Kumar, G. Bharath,Polepalli, Sowjanya,Shaik, Anver Basha,Reddy, Vangala Santhosh,Reddy, M. Kashi,Reddy, Ch. Ratna,Mahesh, Rasala,Kapure, Jeevak Sopanrao,Jain, Nishant
, p. 2565 - 2579 (2015/08/24)
A series of aminostilbene - arylpropenones were designed and synthesized by Michael addition and were investigated for their cytotoxic activity against various human cancer cell lines. Some of the investigated compounds exhibited significant antiproliferative activity against a panel of 60 human cancer cell lines of the US National Cancer Institute, with 50% growth inhibition (GI50) values in the range from 50 value of 50) values ranging from 0.011 to 8.56μM. A cell cycle assay revealed that these compounds arrested the G2/M phase of the cell cycle. Two compounds exhibited strong inhibitory effects on tubulin assembly with IC50 values of 0.71 and 0.79μM. Moreover, dot-blot analysis of cyclinB1 demonstrated that some of the congeners strongly induced cyclinB1 protein levels. Molecular docking studies indicated that these compounds occupy the colchicine binding site of tubulin.
(Z)-1-Aryl-3-arylamino-2-propen-1-ones, highly active stimulators of tubulin polymerization: Synthesis, structure-activity relationship (SAR), tubulin polymerization, and cell growth inhibition studies
Reddy, M. V. Ramana,Akula, Balaiah,Cosenza, Stephen C.,Lee, Clement M.,Mallireddigari, Muralidhar R.,Pallela, Venkat R.,Subbaiah, D. R. C. Venkata,Udofa, Andrew,Reddy, E. Premkumar
, p. 5174 - 5187 (2012/08/28)
Tubulin, the major structural component of microtubules, is a target for the development of anticancer agents. A series of (Z)-1-aryl-3-arylamino-2- propen-1-one (10) were synthesized and evaluated for antiproliferative activity in cell-based assay. The most active compound (Z)-1-(2-bromo-3,4,5- trimethoxyphenyl)-3-(3-hydroxy-4-methoxyphenylamino)prop-2-en-1-one (10ae) was tested in 20 tumor cell lines including multidrug resistant phenotype and was found to induce apoptosis in all these cell lines with similar GI50 values. Flow cytometry studies showed that 10ae arrested the cells in G2/M phase of cell cycle. In addition to G2/M block, these compounds caused microtubule stabilization like paclitaxel and induced apoptosis via activation of the caspase family. The observations made in this investigation demonstrate that (Z)-1-Aryl-3-arylamino-2-propen-1-one (10) represents a new class of microtubule-stabilizing agents.
Straightforward synthesis of highly hydroxylated phloroglucinol-type 3-deoxyanthocyanidins
Kueny-Stotz, Marie,Isorez, Géraldine,Chassaing, Stefan,Brouillard, Raymond
, p. 1067 - 1070 (2008/02/13)
Phloroglucinol-type 3-deoxyanthocyanidins were synthesized through the interaction between phloroglucinol derivatives and arylethynylketones in acetic acid in the presence of aqueous hexafluorophosphoric acid. This methodology was applied to achieve the synthesis of natural apigeninidin, luteolinidin and tricetanidin with high yields. Georg Thieme Verlag Stuttgart.
Rapid preparation of 3-deoxyanthocyanidins and novel dicationic derivatives: New insight into an old procedure
Chassaing, Stefan,Kueny-Stotz, Marie,Isorez, Geraldine,Brouillard, Raymond
, p. 2438 - 2448 (2008/03/13)
Common 3-deoxyanthocyanidins and original dicationic flavylium- benzopyrylium derivatives are easily and efficiently synthesized through reactions between the corresponding phenols and aryl ethynyl ketones in the presence of aqueous hexafluorophosphoric acid. The mechanism of the reaction is discussed and two competitive pathways are consistent with our results. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Anti-tumor compounds
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Page/Page column 13, (2008/06/13)
Compounds of the following formula: wherein A, D, Q, T, U, V, W, X, Y, Z, R1, and ---- are as defined herein. This invention also relates to a method of inhibiting tubulin polymerization, or treating cancer or an angiogenesis-related disorder w
