- Synthesis, molecular properties prediction and anticancer, antioxidant evaluation of new edaravone derivatives
-
A series of new edaravone derivatives 3-7 have been synthesized, characterised using various spectroscopic techniques and screened for their in vitro anti-cancer, antioxidant activities. Structure of 5d was further substantiated through single crystal X-ray diffraction. Among the tested, 5l exhibited pronounced activity against PC3 cancer cells. Compounds 5i, 5l, 7c showed potent activity against A549 cancer cells. Products 5k, 6, 7c demonstrated good antioxidant activity with MIC values of 18.60, 16.27, 16.07 μg/mL respectively. Further the reported analogues were also tested on normal HEK293T cells and displayed low to good safer profiles. Derivatives 5l and 7c have come out to be safer potent anticancer, antioxidant agents. Additionally, the target products were subjected to their molecular properties prediction and drug likeness by employing Molinspiration and Osiris property explorer toolkits. None of them violated Lipinski's boundaries classifying the title compounds as potential anticancer and antioxidant agents.
- Polkam, Naveen,Ramaswamy, Venkat Ragavan,Rayam, Parsharamulu,Allaka, Tejeswara Rao,Anantaraju, Hasitha Shilpa,Dharmarajan, Sriram,Perumal, Yogeeswari,Gandamalla, Durgaiah,Yellu, Narsimha Reddy,Balasubramanian, Sridhar,Anireddy, Jaya Shree
-
-
Read Online
- Correlation of spectroscopically determined ligand donor strength and nucleophilicity of substituted pyrazoles
-
The relative ligand donor strengths of 10 pyrazole-derived ligands has been determined with great accuracy, making use of the interdependence between the donor strength of the co-ligand and the 13C NMR chemical shift of the iPr2-bimy carbene signal in trans-[PdBr2( iPr2-bimy)L] complexes (iPr2-bimy = 1,3-diisopropylbenzimidazolin-2-ylidene; L = pyrazole-derived ligand). Even subtle variations in the substitution pattern of the pyrazole backbone up to three bonds away from the coordinating nitrogen could be detected reliably using this methodology. Alkylation experiments conducted on the pyrazoles using electrophiles of varied reactivity (ethyl bromide, ethyl iodide, and trimethyloxonium tetrafluoroborate) served as a benchmark to rank the pyrazoles in three groups of gradually increasing nucleophilicity, which correlated well with their determined donor strength.
- Bernhammer, Jan Christopher,Huynh, Han Vinh
-
supporting information; experimental part
p. 8600 - 8608
(2012/10/07)
-
- A regioselective synthesis of 5-pyrazolones and pyrazoles from phosphazenes derived from hydrazines and acetylenic esters
-
Efficient and regioselective syntheses of 1-phenyl-5-pyrazolones substituted with a phosphoranylidene group in the 3-position and of 3- alkoxycarbonyl-5-methoxy-1-phenyl pyrazoles are described. The key step is the formation of functionalized hydrazones b
- Palacios, Francisco,Ochoa De Retana, Ana M.,Pagalday, Jaione
-
p. 14451 - 14458
(2007/10/03)
-
- Alkylation of pyrazolones via the mitsunobu reaction
-
The reaction of 3-methyl-1-phenyl-2-pyrazolin-5-one and 4-acyl derivatives thereof (R4 = COPh, 2-thienoyl, COCH2CH2Ph, COCH=CHPh) with various alcohols under 'Mitsunobu'-conditions was studied. In many cases selective O-alkylation could be achieved.
- Holzer, Wolfgang,Plagens, Brigitte,Lorenz, Karin
-
p. 309 - 314
(2007/10/03)
-