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    Siang Teoh

    Six new nickel(II) complexes of thiosemicarbazone Schiff base with isatin moiety [Ni(L1)2–Ni(L6)2] were synthesized through reaction of Ni(II) with (Z)-2-(2-oxoindolin-3-ylidene)-N-phenylhydrazinecarbothioamide (L1H),... more
    Six new nickel(II) complexes of thiosemicarbazone Schiff base with isatin moiety [Ni(L1)2–Ni(L6)2] were synthesized through reaction of Ni(II) with (Z)-2-(2-oxoindolin-3-ylidene)-N-phenylhydrazinecarbothioamide (L1H), (Z)-2-(5-methyl-2-oxoindolin-3-ylidene)-N-phenylhydrazinecarbothioamide (L2H), (Z)-2-(5-fluoro-2-oxoindolin-3-ylidene)-N-phenylhydrazinecarbothioamide (L3H), (Z)-N-methyl-2-(5-nitro-2-oxoindolin-3-ylidene)hydrazinecarbothioamide (L4H), (Z)-N-methyl-2-(5-methyl-2-oxoindolin-3-ylidene)hydrazinecarbothioamide (L5H), and (Z)-N-ethyl-2-(5-methyl-2-oxoindolin-3-ylidene)hydrazinecarbothioamide (L6H). The structures of the Ni complexes were characterized through elemental analysis, infrared, and mass spectral data. The structure of the NiL2 complex was further characterized through single-crystal X-ray diffraction. The interaction of these complexes with calf thymus (CT-DNA) exhibited high intrinsic binding constants (Kb = 1.4 × 105–2.4 × 106 M−1), which reflected their intercalative activity toward CT-DNA. This result was also confirmed by viscosity data. Electrophoresis studies revealed that these complexes could cleave the DNA through the oxidative pathway. The in vitro anti-proliferative study establishes the anticancer potency of these compounds against human colorectal carcinoma cell line. Graphical Abstract
    ABSTRACT Six new Cu(II) complexes of thiosemicarbazone Schiff base with isatin moiety were synthesized through the reaction of Cu(II) with (Z)-2-(2-oxoindolin-3-ylidene)-N-phenylhydrazinecarbothioamide (CuL1),... more
    ABSTRACT Six new Cu(II) complexes of thiosemicarbazone Schiff base with isatin moiety were synthesized through the reaction of Cu(II) with (Z)-2-(2-oxoindolin-3-ylidene)-N-phenylhydrazinecarbothioamide (CuL1), (Z)-2-(5-methyl-2-oxoindolin-3-ylidene)-N-phenylhydrazinecarbothioamide (CuL2), (Z)-2-(5-fluoro-2-oxoindolin-3-ylidene)-N-phenylhydrazinecarbothioamide (CuL3), (Z)-N-methyl-2-(5-nitro-2-oxoindolin-3-ylidene)hydrazinecarbothioamide (CuL4), (Z)-N-methyl-2-(5-methyl-2-oxoindolin-3-ylidene)hydrazinecarbothioamide (CuL5), and (Z)-N-ethyl-2-(5-methyl-2-oxoindolin-3-ylidene)hydrazinecarbothioamide (CuL6). The structures of the Schiff bases and their copper complexes were characterized based on the elemental analysis, and on the infrared, UV–Vis, 1H and 13C NMR and ESI-mass spectral data. The structures of the CuL2 and CuL3 complexes were further characterized by single-crystal X-ray diffraction. The interaction of these complexes with calf thymus (CT)-DNA exhibited high intrinsic binding constant (Kb = 1.6 × 105–14.6 × 105 M−1), which reflected intercalative activity of these complexes toward CT-DNA. This result was also confirmed by the viscosity data. Electrophoresis studies revealed that the CuL1 and CuL2 complexes were able to cleave the DNA via oxidative pathway, whereas CuL3, CuL4, CuL5, and CuL6 induced DNA cleavage via oxidative and hydrolytic pathways. The in vitro anti-proliferative study establishes the anticancer potency of these compounds against the human colorectal carcinoma cell line.
    In the title molecule, C20H16N2O2, the benzimidazole mean plane forms dihedral angles of 56.55 (3) and 81.65 (4)° with the two benzene rings. In the crystal structure, intermolecular O—H...O and O—H...N hydrogen bonds link the molecules... more
    In the title molecule, C20H16N2O2, the benzimidazole mean plane forms dihedral angles of 56.55 (3) and 81.65 (4)° with the two benzene rings. In the crystal structure, intermolecular O—H...O and O—H...N hydrogen bonds link the molecules into layers parallel to the (101) plane. The crystal packing also exhibits weak intermolecular C—H...O and C—H...π interactions.
    Six novel palladium(II) complexes of a thiosemicarbazone Schiff base with isatin moiety (PdL1 to PdL6) were synthesized by the reaction of palladium(II) with the following: (Z)‐2‐(2‐oxoindolin‐3‐ylidene)‐N‐phenylhydrazinecarbothioamide... more
    Six novel palladium(II) complexes of a thiosemicarbazone Schiff base with isatin moiety (PdL1 to PdL6) were synthesized by the reaction of palladium(II) with the following: (Z)‐2‐(2‐oxoindolin‐3‐ylidene)‐N‐phenylhydrazinecarbothioamide (L1H), (Z)‐2‐(5‐methyl‐2‐oxoindolin‐3‐ylidene)‐N‐phenylhydrazinecarbothioamide (L2H), (Z)‐2‐(5‐fluoro‐2‐oxoindolin‐3‐ylidene)‐N‐phenylhydrazinecarbothioamide (L3H), (Z)‐N‐methyl‐2‐(5‐nitro‐2‐oxoindolin‐3‐ylidene)hydrazinecarbothioamide (L4H), (Z)‐N‐methyl‐2‐(5‐methyl‐2‐oxoindolin‐3‐ylidene)hydrazinecarbothioamide (L5H) and (Z)‐N‐ethyl‐2‐(5‐methyl‐2‐oxoindolin‐3‐ylidene)hydrazinecarbothioamide (L6H). The structures of these complexes were characterized using elemental analysis and infrared, UV–visible, 1H NMR and mass spectroscopies. The structure of PdL5 was further characterized using single‐crystal X‐ray diffraction. The interaction of these complexes with calf thymus DNA was characterized with a high intrinsic binding constant (Kb = 5.78 × 104 to 1.79 × 106 M−1), which reflected the intercalative activity of these complexes towards calf thymus DNA. This result was also confirmed from viscosity data. Electrophoresis studies revealed that complexes PdL1 to PdL6 could cleave DNA via an oxidative pathway in the presence of an external agent. Data obtained from an in vitro anti‐proliferative study clearly established the anticancer potency of these compounds against the human colorectal carcinoma cell line HCT 116.
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    ABSTRACT A series of Zn(II) ferrocenylthiosemicarbazones complexes derived from thiosemicarbazide and 4-methyl-, 4-ethyl-, and 4-phenyl-3-thiosemicarbazide were evaluated for their DNA binding propensity and chemical nuclease activity.... more
    ABSTRACT A series of Zn(II) ferrocenylthiosemicarbazones complexes derived from thiosemicarbazide and 4-methyl-, 4-ethyl-, and 4-phenyl-3-thiosemicarbazide were evaluated for their DNA binding propensity and chemical nuclease activity. The equilibrium binding constants, K b, of the complexes for binding with calf thymus DNA (CT DNA) were in the range of 0.68 × 103 to 2.8 × 104 M−1. The complexes do not intercalate into the nucleobases of CT DNA, as evident from viscosity measurements. They exhibit efficient nuclease activity in the absence of an activating agent and cleave supercoiled DNA into nicked and linear circular forms of DNA at very low concentrations.
    ... Mel** Pure 0 3.097 3.134 3.340 Cr 0.5 3.037 3.144 3.023 1.0 3.001 3.214 3.001 5.0 3.019 3.216 3.095 Mn 0.5 3.035 3.257 3.105 1.0 2.953 3.025 3.205 5.0 3.241 3.049 3.331 Fe 1.0 3.468 3.180 3.169 Co 1.0 3.007 3.169 3.234 Ni 1.0 3.068... more
    ... Mel** Pure 0 3.097 3.134 3.340 Cr 0.5 3.037 3.144 3.023 1.0 3.001 3.214 3.001 5.0 3.019 3.216 3.095 Mn 0.5 3.035 3.257 3.105 1.0 2.953 3.025 3.205 5.0 3.241 3.049 3.331 Fe 1.0 3.468 3.180 3.169 Co 1.0 3.007 3.169 3.234 Ni 1.0 3.068 2.834 2.828 Page 3. 3822 TS Yeoh, ...

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