Abstract:
Interesting biological profile of dapsone (dap) has encouraged
us to derivatize it further into a novel series of diamines 4,4’-bis
(2-(alkylamino) acetamido) diphenylsulfone L1
-L3 and their
ensuing metallomacrocyclic complexes of the type [M2-m2
-bis-
{(k2
S,S-S2CN(R)CH2CONHC6H4)2SO2}] {R=Cy, M=NiII 1 a, CuII 1 b,
ZnII 1 c; R=i
Pr, M=NiII 2 a, CuII 2 b, ZnII 2 c; R=n
Bu, M=NiII 3 a,
CuII 3 b, ZnII 3 c}. These compounds were characterized by
standard spectroscopic methods. A DFT level calculation has
been performed on selected compounds. In vitro anticancer
activity against Hep G2 (hepatoma) and C6 (Glioblastoma) cell
lines suggests specificity of these compounds for cancer cells
over normal liver cells. Interestingly, complex 2c holding zinc(II)
and Ni
Pr substituents shows nearly 3 fold better cytotoxic
activity against both Hep G2 (8.470.016 mg/mL) and C6 (4.3
0.019 mg/mL) cell lines, compared to the reference drug
Cisplatin. The morphological changes and moderate to heavy
DNA laddering clearly demonstrate the induction of apoptotic
cell death, required for major chemical therapeutic implications.
Description:
2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, ChemistrySelect 2017, 2, 4382 – 4391