Synthesis, crystal structures and cytotoxic activity of two zinc(II) complexes derived from benzimidazole derivatives

Su, Wenyi; Pan, Rong‐Kai; Song, Jiangli; Li, Guo-Bi; Liu, Sheng-Gui

doi:10.1016/j.poly.2019.01.012

Cited by 19 publications

(11 citation statements)

References 34 publications

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“…Components with a series of concentration (62.5, 125, 250 and 500 μL/mL) and positive control at the concentrations (25, 50 and 100 μL/mL) were added and incubated for 48 h. After incubation using cell counting Kit-8 (CCK-8), a non-radioactive colorimetric Cell Proliferation and Cytotoxicity assay kit (Sigma-Aldrich, USA) was used for measuring cell viability. Duplicate wells were used for each sample [ 21 ].…”

Section: Methodsmentioning

confidence: 99%

Isolation of phytochemical constituents from Stevia rebaudiana (Bert.) and evaluation of their anticancer, antimicrobial and antioxidant properties via in vitro and in silico approaches

Khatun

Muhit

Hossain

et al. 2021

Heliyon

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The current study was designed to isolate and characterize some bioactive secondary metabolites by using repeated chromatographic and spectroscopic techniques, targeting their anticancer, antimicrobial, and antioxidant properties through in vitro and in silico approaches. Six compounds were isolated and analyzed by thin layer chromatographic technique and the compounds were identified as 5- O -caffeoyl quinic acid ( 1 ), syringin ( 2 ), luteolin ( 3 ), apigenin ( 4 ), jhanol ( 5 ), and jhanidiol ( 6 ) based on spectroscopic methods. The cytotoxic effect of each compound was dose-dependent, and compound 1 showed a higher anti-proliferative effect (IC 50 = 181.3 μg/ml) than other compounds (compound 2 , 4 , 5 , and 6 ). Besides, compound 1 showed the most promising antibacterial activity with a zone of inhibition ranges from 12–15 mm against different strains compared to ciprofloxacin (14–22 mm). In contrast, compound 3 exerted the highest scavenging property against DPPH free radical. Finally, the in vitro bioactivities were also supported by molecular docking studies. The computational study demonstrated that the isolated compounds exerted stronger affinity compared to the standard drugs towards the binding sites of dihydrofolate reductase (DHFR), glutathione reductase, and urase oxidase.

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Section: Methodsmentioning

confidence: 99%

Isolation of phytochemical constituents from Stevia rebaudiana (Bert.) and evaluation of their anticancer, antimicrobial and antioxidant properties via in vitro and in silico approaches

Khatun

Muhit

Hossain

et al. 2021

Heliyon

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“…A copper (II) complex ( 276 ) of benzimidazole derivatives showed excellent potency at 72 h post treatment against prostate cancer cell line (DU145) with IC 50 10 µM ( Kacar et al, 2020 ). Besides, two zinc (II) complexes with 2-[2-(benzimidazol-2-yl)-phenyl]-1-methyl-benzimidazole and 1,2-bis(1-methyl-benzimidazol-2-yl)-benzene exerted both dose and time dependent cytotoxicity against breast cancer cell lines (MB-MDA-231) ( Su et al, 2019 ). In another study ( Yılmaz et al, 2019 ), 18 complexes of zinc (II) and cobalt (II) containing 1-benzyl and 2-phenyl moieties showed in vitro potency against human prostate (DU-145) and human ovarian (A-2780) cancer cell lines.…”

Section: Biological Activitiesmentioning

confidence: 99%

A Comprehensive Account on Recent Progress in Pharmacological Activities of Benzimidazole Derivatives

et al. 2021

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Nowadays, nitrogenous heterocyclic molecules have attracted a great deal of interest among medicinal chemists. Among these potential heterocyclic drugs, benzimidazole scaffolds are considerably prevalent. Due to their isostructural pharmacophore of naturally occurring active biomolecules, benzimidazole derivatives have significant importance as chemotherapeutic agents in diverse clinical conditions. Researchers have synthesized plenty of benzimidazole derivatives in the last decades, amidst a large share of these compounds exerted excellent bioactivity against many ailments with outstanding bioavailability, safety, and stability profiles. In this comprehensive review, we have summarized the bioactivity of the benzimidazole derivatives reported in recent literature (2012–2021) with their available structure-activity relationship. Compounds bearing benzimidazole nucleus possess broad-spectrum pharmacological properties ranging from common antibacterial effects to the world’s most virulent diseases. Several promising therapeutic candidates are undergoing human trials, and some of these are going to be approved for clinical use. However, notable challenges, such as drug resistance, costly and tedious synthetic methods, little structural information of receptors, lack of advanced software, and so on, are still viable to be overcome for further research.

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“…The free ligands and the related complexes exhibited lower cytotoxic activities compared to the reference drug cisplatin (IC 50 = 9.92 µM). The better cytotoxicity of complex 30b (IC 50 = 38.65 µM) compared to that of complex 30a (IC 50 > 50 µM) could be related to its higher lipophilicity (log p values for complexes 30a and 30b are 0.74 and 1.84, respectively) [ 171 ].…”

Section: Imidazoles and Analogous Imidazole-based Systemsmentioning

confidence: 99%

Zinc Complexes with Nitrogen Donor Ligands as Anticancer Agents

et al. 2020

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The search for anticancer metal-based drugs alternative to platinum derivatives could not exclude zinc derivatives due to the importance of this metal for the correct functioning of the human body. Zinc, the second most abundant trace element in the human body, is one of the most important micro-elements essential for human physiology. Its ubiquity in thousands of proteins and enzymes is related to its chemical features, in particular its lack of redox activity and its ability to support different coordination geometries and to promote fast ligands exchange. Analogously to other trace elements, the impairment of its homeostasis can lead to various diseases and in some cases can be also related to cancer development. However, in addition to its physiological role, zinc can have beneficial therapeutic and preventive effects on infectious diseases and, compared to other metal-based drugs, Zn(II) complexes generally exert lower toxicity and offer few side effects. Zinc derivatives have been proposed as antitumor agents and, among the great number of zinc coordination complexes which have been described so far, this review focuses on the design, synthesis and biological studies of zinc complexes comprising N-donor ligands and that have been reported within the last five years.

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Synthesis, crystal structures and cytotoxic activity of two zinc(II) complexes derived from benzimidazole derivatives

Cited by 19 publications

References 34 publications

Isolation of phytochemical constituents from Stevia rebaudiana (Bert.) and evaluation of their anticancer, antimicrobial and antioxidant properties via in vitro and in silico approaches

Isolation of phytochemical constituents from Stevia rebaudiana (Bert.) and evaluation of their anticancer, antimicrobial and antioxidant properties via in vitro and in silico approaches

A Comprehensive Account on Recent Progress in Pharmacological Activities of Benzimidazole Derivatives

Zinc Complexes with Nitrogen Donor Ligands as Anticancer Agents

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