1H-1,2,3-Triazole tethered
imidazole–isatin and imidazole–isatin–thiosemicarbazone
conjugates were synthesized and evaluated against MCF-7 and MDA-MB-231
cell lines. Antiproliferative activities of the synthesized conjugates
revealed an optimum combination of longer alkyl chain length as spacer
and a halogen-substituent on the isatin ring as a pre-requisite for
good activity. The compound 6g with an optimum combination
of chloro-substituent at C-5 position of isatin ring and a butyl chain
length proved to be most active and noncytotoxic with IC50s of 54.25 and 26.12 μM against MCF-7 and MDA-MB-231 cell lines,
respectively.
We investigate the dependence of proton affinity values of the side chains of amino acids such as Asp, Glu, His, Ser, and Thr on confinement in a single-walled carbon nanotube. The proton affinity values, estimated using the density functional theories (PW91/dnp and BLYP/dnp), are found to be highly sensitive toward confinement. We find that for both Asp and Glu, the proton affinity, while suspended inside the carbon nanotube, becomes much less in comparison to their respective gas phase values. In the case of His, Ser, and Thr side chains, on the other hand, the proton affinity inside the carbon nanotube becomes negative. Hydrogen bonding with neighboring polar groups is found to result in a marked increase in proton affinity inside the tube in all of the cases reported in this article. The increase is most remarkable in the case of His, Ser, and Thr side chains where the presence of polar neighboring groups within a hydrogen-bonding distance is found to augment the proton affinity value by more than 100 kcal mol(-1).
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