135950-59-3Relevant academic research and scientific papers
in silico design, ADME prediction, molecular docking, synthesis of novel triazoles, indazoles & aminopyridines and in vitro evaluation of antitubercular activity
Triveni,Naresh Babu,Bhargav,Vijaya Jyothi
, p. 2713 - 2721 (2020/11/23)
To design and synthesize novel triazoles, indazoles and aminopyridines from various (thiophene-2-yl)prop-2-en-1-one derivatives as antitubercular leads by in silico and in vitro methods. in silco Drug design, ADME prediction and molecular docking studies
Studies of NMR Chemical Shifts of Chalcone Derivatives of Five-membered Monoheterocycles and Determination of Aromaticity Indices
Jeong, Eun Jeong,Lee, In-Sook Han
, p. 668 - 673 (2019/07/12)
A series of the chalcone derivatives of the five-membered monoheterocyclic compounds, (E)-1-aryl-3-heteroarylpropen-1-ones, were prepared by aldol condensation of the corresponding aldehydes of thiophene, pyrrole, and furan with m- and p-substituted acetophenones. Similar condensation of the acetyl compounds of the heterocycles with m- and p-substituted benzaldehydes gave another series of the chalcone derivatives, (E)-1-heteroaryl-3-arylpropen-1-ones. The 13C chemical shift values (δC) of the chalcone derivatives were determined in order to find if they correlated with the Hammett σ values. A good correlation, especially for the β-C for both series, was found for the 13C chemical shift values (δC) of the chalcone derivatives with the Hammett σ values. The chemical shift values of the β-C of the heterocyclic compounds were plotted against those of the benzene derivatives. The resulting slopes were found to be close to the values of the aromaticity indices.
Selective Horner-Wittig/Nazarov vsKnoevenagel/Nazarov Reactions in the Synthesis of Biologically Active 3-Aryl-Substituted 1-Indanones
Szczesna, Dorota,Koprowski, Marek,Ró?ycka-Soko?owska, Ewa,Marciniak, Bernard,Ba?czewski, Piotr
, p. 113 - 116 (2016/12/26)
3-Aryl-1-indanones and a previously unknown group of 3-aryl-2-phosphoryl-1-indanones have been synthesized from β-ketophosphonates and aromatic aldehydes via corresponding chalcones, in a selective Horner-Wittig or Knoevenagel olefination, followed by a Nazarov cyclization. In preliminary tests, the final compounds and the intermediate chalcones revealed anticancer activity against HeLa and K562 at the μM level.
ALLOSTERIC INHIBITORS OF ATYPICAL PROTEIN KINASES C
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Paragraph 0090; 0108; 0139, (2015/06/08)
The invention provides specific small molecule compounds that allosterically regulate the activity of atypical protein kinase C, their use as a medicament, and their use in the treatment and prevention of allergic, inflammatory and autoimmune disorders, cancer, hyperproliferation, sepsis, viral and protozoan infections, dementing diseases, metabolic, sclerotic and osteoporotic disorders.
Inhibitory potential of some chalcones on cathepsins B, H and L
Garg, Shweta,Raghav, Neera
, p. 72937 - 72949 (2015/09/15)
Cathepsins, intracellular proteases, are known to be involved in a number of physiological processes such as degradation of extracellular proteins, prohormone processing, progressions of atherosclerosis etc. High levels of cathepsins have also been indica
Design and synthesis of spiro derivatives containing a thiophene ring and evaluation of their anti-microbial activity
Kanagaraju, Geethanjali,Thangamani, Arumugam
, p. 1619 - 1630 (2015/04/22)
Synthesis of a series of novel spiro pyrrolidines has been accomplished by 1, 3-dipolar cycloaddition reaction of azomethine ylide generated from phenylalanine and isatin with dipolarophiles in good yield. The reaction proceeded with high regio and stereoselectivity. The products have been characterized by elemental analyses and spectroscopic techniques, namely IR, 1H NMR and 13C NMR spectroscopies. Single crystal analysis of compounds 4k 2D-NMR analysis of compound 4k confirmed the structures of spiropyrrolidine derivatives. These compounds were evaluated for their antimicrobial activity. Most of the synthetic compounds exhibited good activity against microorganisms.
Synthesis and biological activity of heterocycles from chalcone
Al-Ghulikah
experimental part, p. 1631 - 1637 (2012/09/07)
The reaction between aromatic or heteroaromatic ortho-diamines and chalcone 1a,b is a convenient and versatile method for the preparation of condensed 1,4-diazepines 2a,b and 4a,b. 2,4-Diaryl-2,3-dihydro[1,5]benzothiazepines 5a,b were obtained from the condensation of chalcone 1a,b with 2-aminothiophenol in presence of catalytic amount of acid. The reaction of 2,3-diaminopyridine with chalcone dibromides 6a,b afforded the corresponding enaminoketones 7a,b, which cyclized to 6,8-diaryl-7,8-dihydro-9H-pyrido[4,5-b][1,4]diazepine 9a,b under acid condition. All synthesized compounds were characterized using IR, 1H NMR, 13C NMR, MS and elemental analysis. The compounds were screened for their antibacterial and antifungal activities. The synthesized compounds have shown activity against all the bacterial and fungal strains.
Regiospecific synthesis and biological evaluation of spirooxindolopyrrolizidines via [3+2] cycloaddition of azomethine ylide
Thangamani, Arumugam
experimental part, p. 6120 - 6126 (2011/01/13)
Reaction of (E)-3-aryl-1-(thiophen-2-yl)prop-2-en-1-ones with azomethine ylide (generated in situ via decarboxylative condensation of isatin with l-proline) in refluxing methanol afforded 1′-(aryl)-2′-(2- thienylcarbonyl)-spiro[3H-indole-3,3′-[3H]pyrrolizin]-2-ones as the sole product in a regiospecific manner. The synthesized compounds have been characterized by their elemental, analytical and spectral studies. The synthesized compounds were screened for their antibacterial and antifungal activities against a spectrum of microbial organisms. These studies proved that compounds 1′-(p-chlorophenyl)-2′-(2-thienylcarbonyl)-spiro[3H- indole-3,3′-[3H]pyrrolizin]-2-one (4b), 1′-(p-fluorophenyl)- 2′-(2-thienylcarbonyl)-spiro[3H-indole-3,3′-[3H]pyrrolizin]-2-one (4d) and 1′-(p-methoxyphenyl)-2′-(2-thienylcarbonyl)-spiro[3H- indole-3,3′-[3H]pyrrolizin]-2-one (4h) against Staphylococcus aureus, 1′-(p-chlorophenyl)-2′-(2-thienylcarbonyl)-spiro[3H-indole-3, 3′-[3H]pyrrolizin]-2-one (4b), 1′-(p-methylphenyl)-2′-(2- thienylcarbonyl)-spiro[3H-indole-3,3′-[3H]pyrrolizin]-2-one (4c) and 1′-(p-fluorophenyl)-2′-(2-thienylcarbonyl)-spiro[3H-indole-3, 3′-[3H]pyrrolizin]-2-one (4d) against Salmonella typhi show maximum inhibition potency at low concentration (6.25 μg/mL) whereas 4d against Candida albicans and 4b and 4d against Rhizopus sp. showed beneficial antifungal activity at minimum concentration.
Hybrid α-bromoacryloylamido chalcones. Design, synthesis and biological evaluation
Romagnoli, Romeo,Baraldi, Pier Giovanni,Carrion, Maria Dora,Cruz-Lopez, Olga,Cara, Carlota Lopez,Balzarini, Jan,Hamel, Ernest,Canella, Alessandro,Fabbri, Enrica,Gambari, Roberto,Basso, Giuseppe,Viola, Giampietro
supporting information; experimental part, p. 2022 - 2028 (2009/11/30)
Research into the anti-tumor properties of chalcones has received significant attention over the last few years Two novel large series of α-bromoacryloylamido chalcones 1a-m and 2a-k containing a pair of Michael acceptors in their structures, corresponding to the α-bromoacryloyl moiety and the α,β-unsaturated ketone system of the chalcone framework, were synthesized and evaluated for antiproliferative activity against five cancer cell lines. Such hybrid derivatives demonstrated significantly increased anti-tumor activity compared with the corresponding amino chalcones. The most promising lead molecules were 1k, 1m and 2j, which had the highest activity toward the five cell lines. Flow cytometry with K562 cells showed that the most active compounds resulted in a large proportion of the cells entering in the apoptotic sub-G0-G1 peak. Moreover, compound 1k induced apoptosis through the mitochondrial pathway and activated caspase-3.
The effects of pendant vs. fused thiophene attachment upon the luminescence lifetimes and electrochemistry of tris(2,2′-bipyridine)ruthenium(II) complexes
Nurkkala, Lasse J.,Steen, Robert O.,Friberg, Henrik K. J.,Haeggstroem, Johanna A.,Bernhardt, Paul V.,Riley, Mark J.,Dunne, Simon J.
experimental part, p. 4101 - 4110 (2009/02/07)
The electrochemical and photophysical properties for a range of tris(2,2′-bipyridine)ruthenium(II) complexes in which a thiophene substituent is attached to one of the bipyridine ligands by either a pendant or a fused mode have been determined. The fused mode of attachment eliminates torsional movement between the thiophene unit and the chelating bipyridine, thereby offering optimal overlap between the ?-systems of the chelating unit and the attached thiophene unit. The electrochemical properties of these complexes were found to be similar; however, the luminescence lifetimes and intensities (in CH3CN at room temperature) were found to be correlated to the mode of attachment. The longest luminescence lifetime was observed for the complex [Ru(bpy)2{4-(thiophen-2-yl)-2,2′-bipyridine}] 2+ (3000 ns), as compared to the prototypic [Ru(bpy) 3]2+ (1745 ns). This complex also had the highest quantum yield (0.045). In the four isomeric complexes, where the thiophene ring was fused to the b or c face of the pyridine ring, the lifetimes fell in the interval 275-1510 ns, and the quantum yield ranged between 0.0047 and 0.014. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
