Palladium(II) and platinum(II) complexes of derivatives of 2-(4′-aminophenyl)benzothiazole as potential anticancer agents

Mavroidi, Barbara; Sagnou, Marina; Stamatakis, Kostas; Paravatou-Petsotas, Maria; Pelecanou, Maria; Methenitis, Constantinos

doi:10.1016/j.ica.2016.01.012

Cited by 41 publications

(24 citation statements)

References 77 publications

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“…Upon co-incubation of increasing concentrations of compound 6 with CT-DNA (5 × 10 -5 M), a concentration-dependent rise of Tm values was recorded reaching a ΔTm value of 3.53 ± 0.11 °C at the highest [compound 6]/[DNA] ratio of R = 0.5 (Figure 2A). As in the literature an increase in melting temperature with ΔTm values ranging from +3 °C to +14 °C is associated with intercalative binding [20], the observed ΔΤm value suggests that compound 6 may interact with DNA through intercalation. To further investigate the nature of this interaction with CT-DNA, viscosity measurements were carried out.…”

Section: Dna Binding Studiessupporting

confidence: 72%

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(E)-(1-(4-Ethoxycarbonylphenyl)-5-(3,4-dimethoxyphenyl)-3-(3,4-dimethoxystyryl)-2-pyrazoline: Synthesis, Characterization, DNA-Interaction, and Evaluation of Activity Against Drug-Resistant Cell Lines

Matiadis

Mavroidi

Panagiotopoulou

et al. 2020

Molbank

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(E)-1-(4-Ethoxycarbonylphenyl)-5-(3,4-dimethoxyphenyl)-3-(3,4-dimethoxystyryl)-2-pyrazoline was synthesized via the cyclization reaction between the monocarbonyl curcuminoid (2E,6E)-2,6-bis(3,4-dimethoxybenzylidene)acetone and ethyl hydrazinobenzoate in high yield and purity (>95% by High-performance liquid chromatography (HPLC)). The compound has been fully characterized by 1H, 13C NMR, FTIR, UV-Vis and HRMS and its activity was evaluated in terms of its potential interaction with DNA as well as its cytotoxicity against resistant and non-resistant tumor cells. Both DNA thermal denaturation and DNA viscosity measurements revealed that a significant intercalation binding takes place upon treatment of the DNA with the synthesized pyrazoline, causing an increase in melting temperature by 3.53 ± 0.11 °C and considerable DNA lengthening and viscosity increase. However, neither re-sensitisation of Doxorubicin (DO X)-resistant breast cancer and multidrug resistance (MDR) reversal nor synergistic activity with DOX by potentially increasing the DOX cell killing ability was observed.

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Section: Dna Binding Studiessupporting

confidence: 72%

“…The CT-DNA solution was sufficiently free of protein as evidenced by the ratio of its UV absorbance at 260 and 280 nm that was approx. 1.9:1 [20]. The DNA concentration per nucleotide was determined spectrophotometrically by using the molar absorption coefficient of ε = 6600 M -1 •cm -1 per nucleotide at 260 nm.…”

Section: Preparation Of Dna Samplesmentioning

confidence: 99%

(E)-(1-(4-Ethoxycarbonylphenyl)-5-(3,4-dimethoxyphenyl)-3-(3,4-dimethoxystyryl)-2-pyrazoline: Synthesis, Characterization, DNA-Interaction, and Evaluation of Activity Against Drug-Resistant Cell Lines

Matiadis

Mavroidi

Panagiotopoulou

et al. 2020

Molbank

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“…Mavroidi et al synthesized 2‐(4′‐aminophenyl)benzothiazole‐based ligands and their corresponding Pd(II) and Pt(II) complexes (compounds 8a – d ). The in vitro cytotoxicity and cell uptake studies in human breast carcinoma cell line (MCF‐7 and MDA‐MB‐231) as well as in healthy human skin fibroblasts (DSF) showed uptake of the intact complexes by cancer cells and increased activity against cancer cell lines.…”

Section: Biological Applications Of Benzothiazole Derivativesmentioning

confidence: 99%

Therapeutic advancement of benzothiazole derivatives in the last decennial period

Tariq

Kamboj

Amir

2018

Arch. Pharm. Chem. Life Sci.

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Benzothiazole, a fused heterocyclic moiety, has attracted synthetic and medicinal chemists for good reasons. It is a valuable scaffold that possesses diverse biological activities, such as anticancer, anti-inflammatory, antimicrobial, antiviral, antimalarial, and anticonvulsant effects. This review mainly focusses on the recent research work on the different biological activities of benzothiazole-based compounds.

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“…Recently, there have been various approaches to study the role of the benzothiazole moiety as antimicrobial [20][21][22][23], anticancer [24][25][26][27] and antifungal agents [22,[28][29][30]. It has been shown that some benzothiazole dimers were free from irritation, teratogenicity and sensitivity properties compared to monomers and that the increase in the hydrogen donor count is conductive for cytotoxic activity of derivatives against the HL-60 cell lines [31].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological activity of novel benzoazoles, benzoazines and other analogs functionalized by 2,4-dihydroxyphenyl moiety

et al. 2018

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Novel benzoazoles, benzoazines, benzothiazoles, benzothiazines and other related compounds possessing a 2,4-dihydroxyphenyl moiety were prepared. The compounds were obtained by the reaction of sulfinylbis[(2,4-dihydroxyphenyl)methanethione]s with the appropriate heterocyclic amines or hydrazines. The structures of the compounds were proved by IR, 1 H NMR, and mass spectral data. Human cancer lines, Candida species and phytopathogenic fungi were used for the evaluation of biological potency of compounds. Additionally, drug-like properties were estimated in silico.

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Palladium(II) and platinum(II) complexes of derivatives of 2-(4′-aminophenyl)benzothiazole as potential anticancer agents

Cited by 41 publications

References 77 publications

(E)-(1-(4-Ethoxycarbonylphenyl)-5-(3,4-dimethoxyphenyl)-3-(3,4-dimethoxystyryl)-2-pyrazoline: Synthesis, Characterization, DNA-Interaction, and Evaluation of Activity Against Drug-Resistant Cell Lines

(E)-(1-(4-Ethoxycarbonylphenyl)-5-(3,4-dimethoxyphenyl)-3-(3,4-dimethoxystyryl)-2-pyrazoline: Synthesis, Characterization, DNA-Interaction, and Evaluation of Activity Against Drug-Resistant Cell Lines

Therapeutic advancement of benzothiazole derivatives in the last decennial period

Synthesis and biological activity of novel benzoazoles, benzoazines and other analogs functionalized by 2,4-dihydroxyphenyl moiety

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