22141-31-7Relevant academic research and scientific papers
Synthesis and structural characterization of facile ruthenium(II) hydrazone complexes: Efficient catalysts in α-alkylation of ketones with primary alcohols via hydrogen auto transfer
Kalaiarasi, Chinnasamy,Murugan, Kaliyappan,Vijayan, Paranthaman,Vijayapritha, Subbarayan,Viswanathamurthi, Periasamy
supporting information, (2020/08/06)
As a immersion for development of new complexes, new Ru(II) complexes (1–3) supported by benzothiazole hydrazine Schiff bases of the type [Ru(SAL-HBT)(CO)(AsPh3)2], [Ru(VAN-HBT)(CO)(AsPh3)2] and [Ru(NAP-HBT)(CO)Cl(AsPh3)2] [SAL-HBT = (salicyl((2-(benzothiazol-2yl)hydrazono)methylphenol)), VAN-HBT = 2-((2-(benzothiazol-2-yl)hydrazono)methyl)-6 methoxyphenol) and NAP-HBT = naphtyl-2-((2-(benzothiazol-2-yl)hydrazono)methyl phenol)] were synthesized. Their identities have been established by satisfactory elemental analyses, various spectroscopic techniques (IR, (1H, 13C) NMR) and also mass spectrometry. The ruthenium(II) ion exhibits a hexa coordination with distorted octahedral geometry. In complexes 1 and 2, the ligand coordinated as dianionic tridentate fashion by forming N^N donor five member and N^O donor six member chelate rings. However, in complex 3, the ligand coordinated as monoanionic bidentate fashion by forming N^N donor five-membered ring. The new ruthenium(II) carbonyl complexes were successfully applied as catalysts in α -alkylation of aliphatic and aromatic ketones with alcohols via borrowing hydrogen strategy. Various parameters such as base, solvent, temperature, time and catalyst loading on the catalytic activity were analyzed. From the results, the catalyst 1 was found to be the best catalyst for α-alkylation reaction to obtain excellent yield. The catalytic system has a broad substrate scope, which allows the synthesis of α-alkylated ketones in mild reaction conditions with low catalyst loading under air atmosphere.
Versatile formation of Ru(II) hydrazone complexes: Structure, theoretical studies and catalytic activity in α-alkylation
Kavitha, Venkatachalam,Murugan, Kaliyappan,Vijayapritha, Subbarayan,Viswanathamurthi, Periasamy
, (2020/09/11)
New 1-(anthracen-10-yl)methylene)-2-(benzo[d]thiazol-2-yl)hydrazine (BHA) and 1-(anthracen-10-yl)methylene)-2-(quinolin-2-yl)hydrazine (QHA) ligands were reacted with [RuHCl(CO)(E)3] (E = PPh3 or AsPh3) or [RuCl2(AsPh3)3] in a 1:1 mol ratio in chloroform-ethanol medium to synthesis new ruthenium complexes. All the new ruthenium complexes were analyzed by elemental analysis, IR, NMR (1H, 13C and 31P) spectroscopy, ESI-Mass spectrometry and single crystal XRD techniques. The single crystal XRD study reveals the octahedral geometry around the ruthenium ion. The study also shows that the ligands coordinate with the Ru metal as monoanionic bidentate N^N donors in complexes 1, 3 and 4 and as a neutral bidentate N^N donor in complex 2 by forming five or four member chelate rings. The intramolecular interactions in the crystal lattices were studied by Hirshfeld surface analysis. The results indicate that π-stacking contacts play an important role in the crystal lattices. DFT calculations were carried out to explain the solid structures of complexes 1–3. Moreover, the synthesized complexes were screened as catalysts for the α-alkylation of ketones with alcohols. The effect of various parameters, such as base, solvent, temperature, time, substituents and also catalyst loading, on the catalytic activity were analyzed. The results depict that the complex 3 was found to be an efficient catalyst for the synthesis of α-alkylation products.
Design, synthesis and QSAR study of 2′-hydroxy-4′-alkoxy chalcone derivatives that exert cytotoxic activity by the mitochondrial apoptotic pathway
Marquina, Silvia,Maldonado-Santiago, Maritza,Sánchez-Carranza, Jessica Nayelli,Antúnez-Mojica, Mayra,González-Maya, Leticia,Razo-Hernández, Rodrigo Said,Alvarez, Laura
, p. 43 - 54 (2018/11/27)
Eleven 4′-alkoxy chalcones were synthesized and biologically evaluated for their antiproliferative activity against four human tumor cell lines (PC-3, MCF-7, HF-6, and CaSki). Compounds 3a-3d and 3f were selective against PC-3, with IC50 values ranging from 8.08 to 13.75 μM. In addition, chalcones 3a-3c did not affect the normal fibroblasts BJ cells. The most active and selective compounds were further evaluated for their effect on the progression of cell cycle in PC-3 cells, and chalcones 3a and 3c induced a G2/M phase arrest. Furthermore, it was found that these three chalcones induced the mitochondrial apoptotic pathway by regulating Bax and Bcl-2 transcripts and by increasing caspase 3/7 activation. Otherwise, the QSAR model indicates that the double bond of the α,β-unsaturated carbonyl, as well as the planar structure geometry, are important to the biological activity of the synthetized chalcones. Based on these studies, it was concluded that withdrawing substituents in ring A, decrease the antiproliferative activity. This is related to the possible mechanism of action of these compounds, where a Michael addition needs to take place in order to be a potent anticancer agent.
Synthesis and biological evaluation of some novel 4H-benzopyran-4-one derivatives as nonsteroidal antiestrogens
Ismail, Khadiga Ahmed,Abd El Aziem, Tarek
, p. 243 - 253 (2007/10/03)
The preparation and characterization of some novel 2- and 3-substituted-7-methoxy-4H-1-benzopyran-4-one are presented. The synthesized compounds were evaluated for their uterotrophic, antiuterotrophic and antiimplantation activities in mature female albino rats. 3-Benzyl-7-methoxy-4H-1-benzopyran-4-one (14) showed the highest uterotrophic activity (87%) based on dry uterine weight gain. The antifertility activity, as assessed by the post-coital antiimplantation activity test, was of weak potency for most compounds (14-29%). Among the products, the 2-(4′-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one (19) exhibited the highest antiestrogenic activity of 65%. It also elicited 31% of the uterotrophic activity of estradiol.
A simple and efficient conversion of chalcones to dihydrochalcones
De, Shantanu,Jain, Vimal Niveta,Krishnamurty, H. G.
, p. 163 - 165 (2007/10/02)
The remarcable efficiency of catalytic transfer hydrogenation of chalcones to dihydrochalcones using cyclohexene-Pd/C and ammonium formate-Pd/C is demonstrated.The method is preparatively simple and useful.
Facile reduction of chalcones to dihydrochalcones with NaBH4/Ni2+ system
Dhawan,Grover
, p. 2405 - 2409 (2007/10/02)
Chalcones have been found to undergo facile reduction on treatment with sodium borohydride-nickel chloride system in dioxan-methanol medium to afford dihydrochalcones.
Selective Reduction in 2'-Hydroxychalcones
Makrandi, J.K.,Kumari, Vandna
, p. 1885 - 1888 (2007/10/02)
The selective reduction of double bond in 2'-hydroxychalcones with sodium dithionite under phase transfer catalysed conditions is described.
Synthesis and angioprotective, antiallergic and antihistaminic activities of 3-benzyl-chromones (homoisoflavones)
Kirkiacharian, Serge,Tongo, Hubert G.,Bastide, Janine,Bastide, Pierre,Grenie, Marie Magdeleine
, p. 541 - 546 (2007/10/02)
Various 3-benzyl-chromones were prepared and their angioprotective antiallergic and antihistaminic activities were studied. - 3-benzyl-chromones / antiallergic / antihistaminic / angioprotective
Aminopropanol derivatives of 2-hydroxy-β-phenyl-propiophenones, pharmaceutical compositions and use
-
, (2008/06/13)
Novel aminopropanol derivatives of 2-hydroxy-β-phenyl-propiophenones and their physiologically acceptable acid addition compounds, processes for their preparation and therapeutic agents which contain these derivatives and are useful as antiarrhythmic drug
THE BIRCH REDUCTION OF SOME OXYGEN HETEROCYCLES
Major, A.,Nagy, Z.,Nogradi, M.
, p. 85 - 88 (2007/10/02)
On reduction with lithium-ammonia the chromone derivatives 1-5 and the aurone 6 gave by reductive ring opening the corresponding 2-hydroxyacetophenone derivatives 7-11.
