Berberine derivatives as heteroatom induced hydrophobic sensor: An analytical approach for the selective and sensitive fluorometric detection and discrimination of serum albumins

Nayim, Sk; Jana, Gopal Chandra; Aktara, Mt Nasima; Khatun, Munira; Das, Somnath; Islam, Md. Maidul; Jha, Pradeep K.; Hossain, Maidul

doi:10.1016/j.aca.2019.03.026

Cited by 14 publications

(6 citation statements)

References 43 publications

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“…All docking studies were done using MOE 2009 software as earlier. [ 61–64 ] As the actual sequence of CT DNA is unavailable, a DNA crystal (6elb.pdb) was downloaded for further study as a model. For docking with HSA, crystal structure of HSA complex was downloaded (pdb id 1AO6).…”

Section: Discussionmentioning

confidence: 99%

Development of DNA intercalative, HSA binder pyridine‐based novel Schiff base Cu(II), Ni(II) complexes with effective anticancer property: A combined experimental and theoretical approach

Satapathi¹,

Das²,

Rajak

et al. 2021

Applied Organom Chemis

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The two novel Cu(II) complexes [Cu(L)(CH 3 COO)] and [Cu(L)(N 3 )] (1, 2) and one Ni(II) complex [Ni(L)(N) 3 ] (3) have been developed by using the ligand HL, obtained by the condensation of 2 amino methyl pyridine and 5-bromo salicylaldehyde. All the three complexes are spectroscopically characterized along with molar conductance measurement. With the help of EPR, density functional theory (DFT) studies, the occupants of distorted square planer geometry with azide (2 and 3), acetate (1) as a secondary anionic residue, and the presence of +2 oxidation state on metal center of the complexes have been documented. After structural determination, all the complexes have been exposed to inspect their DNA and human serum albumin (HSA) binding efficacy. Initially, the higher binding constants, obtained from electronic titration among complexes and DNA, the impressive reduction of fluorescence intensities of the HSA and Ethidium Bromide (EtBr)-DNA adduct, after incremental addition of complexes separately, assure the high binding ability of complexes 2 and 3 in compare with 1. The time-dependent fluorescence study, isothermal titration calorimetry (ITC), and circular dichroism (CD) spectral titration provide the additional support to get affirmation about the binding potentiality of the aforementioned complexes with DNA/HSA. The molecular docking study authenticates the experimental approach. Furthermore, the anticancer study of all the complexes has been checked by implementing the MTT assay method on two cancer cell lines and one normal cell line. The MTT assay results explore the better anticancer property of complex 2 in comparison with complexes 1 and 3 with low toxicity to the normal cell, and this fact may be correlated with the impressive DNA and HSA binding efficacy of complex 2.Finally, the nuclear staining study by AO/PI dual sensor discloses the nuclear morphological change of cancer cells along with the opening of cell death mechanism, suggesting the apoptotic pathway.

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Section: Discussionmentioning

confidence: 99%

Development of DNA intercalative, HSA binder pyridine‐based novel Schiff base Cu(II), Ni(II) complexes with effective anticancer property: A combined experimental and theoretical approach

Satapathi¹,

Das²,

Rajak

et al. 2021

Applied Organom Chemis

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“…The probable binding sites in each macromolecule were identified using a site finder. The ligand (quercetin) was placed in sites, and MD simulation upto100 picosecond (interval of 0.5 ps) at 300 K was run to get the most stable complex (lowest energy). , The binding score with the lowest root means square deviation was taken as the free energy of binding.…”

Section: Methodsmentioning

confidence: 99%

DNA/Protein Binding and Apoptotic-Induced Anticancer Property of a First Time Reported Quercetin–Iron(III) Complex Having a Secondary Anionic Residue: A Combined Experimental and Theoretical Approach

Bera¹,

Das²,

Dolai³

et al. 2022

ACS Omega

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A new quercetin-based iron(III) cationic complex [Fe(Qr)Cl(H2O)(MeO)] (complex 1) is created in the current study by condensation of quercetin with ferric chloride in the presence of Et3N. Comprehensive spectroscopic analysis and conductometric measurement are used to pinpoint complex 1. The generated complex’s +3-oxidation state has been verified by electron paramagnetic resonance (EPR) research. Density functional theory analysis was used to structurally optimize the structure of complex 1. Before biomedical use, a variety of biophysical studies are implemented to evaluate the binding capacity of complex 1 with DNA and human serum albumin (HSA) protein. The findings of the electronic titration between complex 1 and DNA, as well as the stunning fall in the fluorescence intensities of the HSA and EtBr-DNA/DAPI-DNA domain after complex 1 is gradually added, give us confidence that complex 1 has a strong affinity for both macromolecules. It is interesting to note that the displacement experiment confirms partial intercalation as well as the groove binding mechanism of the title complex with DNA. The time-dependent fluorescence analysis indicates that after interaction with complex 1, HSA will exhibit static quenching. The thermodynamic parameter values in the HSA–complex 1 interaction provide evidence for the hydrophobicity-induced pathway leading to spontaneous protein–complex 1 interaction. The two macromolecules’ configurations are verified to be preserved when they are associated with complex 1, and this is done via circular dichroism spectral titration. The molecular docking investigation, which is a theoretical experiment, provides complete support for the experimental findings. The potential of the investigated complex to be an anticancer drug has been examined by employing the MTT assay technique, which is carried out on HeLa cancer cell lines and HEK-293 normal cell lines. The MTT assay results validate the ability of complex 1 to display significant anticancer properties. Finally, by using the AO/PI staining approach, the apoptotic-induced cell-killing mechanism as well as the detection of cell morphological changes has been confirmed.

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“…All docking studies were performed using MOE 2009 software as mentioned earlier. − As the actual sequence of ctDNA is unavailable, a DNA crystal (6elb.pdb) was downloaded for further study as a model. For docking with HSA, the crystal structure of the HSA–warfarin complex was downloaded (2bxd.pdb).…”

Section: Experimental Sectionmentioning

confidence: 99%

Response of Ancillary Azide Ligand in Designing a 1D Copper(II) Polymeric Complex along with the Introduction of High DNA- and HAS-Binding Efficacy, Leading to Impressive Anticancer Activity: A Compact Experimental and Theoretical Approach

Das¹,

Mukherjee

Islam

et al. 2022

ACS Omega

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A new versatile azide-bridged polymeric Cu(II) complex, namely, [Cu(L)(μ 1,3 -N 3 )] ∞ ( 1 ), was synthesized utilizing an N,N,O-donor piperidine-based Schiff base ligand ( E )-4-bromo-2-((2-(-1-yl)imino)methyl)phenol ( HL ), obtained via the condensation reaction of 1-(2-aminoethyl) piperidine and 5-bromo salicylaldehyde. The single-crystal X-ray diffraction analysis reveals that complex 1 consists of an end-to-end azido-bridged polymeric network, which is further rationalized with the help of a density functional theory (DFT) study. After routine characterization with a range of physicochemical studies, complex 1 is exploited to evaluate its biomedical potential. Initially, theoretical inspection with the help of a molecular docking study indicated the ability of complex 1 to effectively bind with macromolecules such as DNA and the human serum albumin (HSA) protein. The theoretical aspect was further verified by adopting several spectroscopic techniques. The electronic absorption spectroscopic analysis indicates a remarkable binding efficiency of Complex 1 with both DNA and HSA. The notable fluorescence intensity reduction of the ethidium bromide (EtBr)–DNA adduct, 4′,6-diamidino-2-phenylindole (DAPI)–DNA adduct, and HSA after the gradual addition of complex 1 authenticates its promising binding potential with the macromolecules. The retention of the canonical B form of DNA and α form of HSA during the association of complex 1 was confirmed by implementing a circular dichroism spectral study. The association ability of complex 1 with macromolecules further inspired us to inspect its impact on different cell lines such as HeLa (cervical cancer cell), PA1 (ovarian cancer cell), and HEK (normal cell). The dose-dependent and time-dependent in vitro 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay suggests an effective antiproliferative property of complex 1 with low toxicity toward the normal cell line. Finally, the anticancer activity of complex 1 toward carcinoma cell lines was analyzed by nuclear and cellular staining techniques, unveiling the cell death mechanism.

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Berberine derivatives as heteroatom induced hydrophobic sensor: An analytical approach for the selective and sensitive fluorometric detection and discrimination of serum albumins

Cited by 14 publications

References 43 publications

Development of DNA intercalative, HSA binder pyridine‐based novel Schiff base Cu(II), Ni(II) complexes with effective anticancer property: A combined experimental and theoretical approach

Development of DNA intercalative, HSA binder pyridine‐based novel Schiff base Cu(II), Ni(II) complexes with effective anticancer property: A combined experimental and theoretical approach

DNA/Protein Binding and Apoptotic-Induced Anticancer Property of a First Time Reported Quercetin–Iron(III) Complex Having a Secondary Anionic Residue: A Combined Experimental and Theoretical Approach

Response of Ancillary Azide Ligand in Designing a 1D Copper(II) Polymeric Complex along with the Introduction of High DNA- and HAS-Binding Efficacy, Leading to Impressive Anticancer Activity: A Compact Experimental and Theoretical Approach

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