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Journal ArticleDOI

Novel dibenzosuberene substituted aroyl selenoureas: Synthesis, crystal structure, DFT, molecular docking and biological studies

TL;DR: In vitro antibacterial action of aroyl selenourea dibenzosuberene derivatives was evaluated against chosen gram-negative and gram-positive bacteria for their antifungal activity and the binding modes were understood along with the mechanism in opposing the target protein MurB.
Abstract: A series of aroyl selenourea dibenzosuberene (1–3) derivatives were synthesized and characterized by different analytical methods and single crystal X-ray crystallography. Quantum chemical computat...
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Journal ArticleDOI
TL;DR: A series of N-dibenzosuberene substituted aroyl selenourea ligands L1,L3 and their Ru(II) (η6-p-cymene) complexes 1-3 were synthesized and characterized by single-crystal XRD method as mentioned in this paper.
Abstract: A series of N-dibenzosuberene substituted aroyl selenourea ligands L1–L3 and their Ru(II) (η6-p-cymene) complexes 1–3, [Ru(II) (η6-p-cymene) L] (L = monodentate aroyl selenourea ligand) were synthesized and characterized. The molecular structures of the ligand L3 and complex 3 were confirmed by single-crystal XRD method. The single-crystal XRD study results revealed that aroyl selenourea ligand coordinates with ruthenium via Se neutral monodentate atom. In vitro DNA interaction studies were investigated by UV–Visible and fluorescence spectroscopic methods which showed that the intercalative mode of binding is in the order of 3 > 2 > 1 with the Ru(II) (η6-p-cymene) complexes. The binding affinity of the bovine serum albumin with complexes was calculated using spectroscopic methods. Quantum chemical computations were made using DFT (density functional theory), BL3YP; LANL2DZ basis set in order to determine the frontier molecular orbital parameters and MESP for the newly synthesized complexes. The complexes 1–3 have shown intensive cytotoxicity against the cancer lines HepG-2 and A549 under in vitro conditions. Complex 3 (IC50 = 62 μM) has shown significant cytotoxic activity against HepG-2 compared to cisplatin standard drug. The complexes also examined for their antimicrobial activity. The complex 2 exhibited good activity against B. subtilis (MIC: 13.60 μg/mL), E. coli (MIC: 8.01 μg/mL) and A. flavus (MIC = 15.60 μg/mL), respectively, compared to reference drugs Streptomycin and Ketoconazole.

10 citations

Journal ArticleDOI
TL;DR: Thirty-three new structures of unsymmetrical selenoureas including three chiral examples and eight cycloselenouReas were achieved in one-pot with only the assistance of a base under mild conditions.
Abstract: An efficient and practical method for the straightforward construction of unsymmetrical selenoureas and cycloselenoureas via the combination of selenium powder, chloroform, and two different amines...

7 citations

Journal ArticleDOI
TL;DR: The docking results strongly support the protein binding studies of the complexes and the single-crystal XRD study showed that aroyl selenourea ligand coordinates with Ru via Se novel neutral monodentate atom.
Abstract: A sequence of aroyl selenourea ligands (L1–L3) substituted by aniline and their Ru(II) (η6-p-cymene) complexes (1-3), [Ru(II) (η6-p-cymene) L] (L = monodentate aroyl selenourea ligand) have been sy

6 citations


Cites background from "Novel dibenzosuberene substituted a..."

  • ...…of a wide range, including anticancer, antifungal, anti-tuberculosis, insecticide and other diseases, we were aiming at working on aroyl selenourea ligands (Alcolea et al., 2016; Barbosa et al., 2018; Campos Jr. et al., 2018; Hussain et al., 2014; Musthafa et al., 2019; Olsen et al., 2016)....

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  • ...The stretching frequencies observed in the range of 1663–1675 cm 1 for C¼O and 1262–1274 cm 1 for C¼ Se, respectively (Musthafa et al., 2019, 2020)....

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Journal ArticleDOI
TL;DR: In this paper, the X-ray analysis conducted for studied compounds proved that interatomic distances and bond angles in their crystal structures lie within normal values, and the most reactive parts of the compounds appear to be the indole and double bond located in tetrahydropyridine moiety.

2 citations

Journal ArticleDOI
TL;DR: In this article , the porosity study reveals that the doped sol-gel contains pores which are responsible for the adsorption of metal ions, besides pores present in the material, the ligand possesses active sites (NH, = O, = Se) readily available for coordination with metal ions.
Abstract: 3-(2-naphthoyl)-1,1-dibutylselenourea was prepared and Sol-gel silica was doped with it. The selenourea organic derivative was characterised in solid state by single-crystal X-ray diffraction, and doped sol-gel materials were characterised by FT-IR and SEM. The doping results were verified from their characteristic prominent bands v(cm−1) = 1753 and 1199 predominantly assigned to C = O and C = Se, respectively. The processed sol-gel was used as adsorbent to investigate its efficiency for removal of M(II) ions from aqueous solution using batch techniques (M = Pb and Zn). The porosity study reveals that the doped sol-gel contains pores which are responsible for the adsorption of metal ions, besides pores present in the material, the ligand possesses active sites (-NH, = O, = Se) readily available for coordination with metal ions, and the material thus acts as efficient chelating agent. Adsorption kinetics, isotherm, effect of equilibration time, initial concentration of adsorbate, and pH on the metal extraction were studied and conditions were optimised. Metal remediation capacity of the hybrid material i.e. sol-gel is pH dependent, and maximum removal was obtained at pH 5 (Pb) and pH 6 (Zn) with in 35 and 15 minutes, respectively. The prepared adsorbent shows rapid equilibrium and enough stability at elevated temperature in the given medium. Desorption of metal ions was carried out in 0.1 M HNO3 solution, and thereafter, sol-gel silica adsorbent was successfully regenerated and reused.

1 citations

References
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Journal ArticleDOI
TL;DR: In this paper, Fock's Naherungsmethode zur Behandung des quantenmechanischen Mehrelektronenproblems aufgestellten Gleichungen werden auf etwas allgemeinerer Grundlage diskutiert.

5,844 citations

Journal ArticleDOI
TL;DR: The crucial factor that needs to be emphasised with regard to the health effects of selenium is the inextricable U-shaped link with status; whereas additional seenium intake may benefit people with low status, those with adequate-to-high status might be affected adversely and should not take selenum supplements.

2,297 citations


"Novel dibenzosuberene substituted a..." refers background in this paper

  • ...Selenium is known as a biological trace element for the development and well-being of animals and humans.([1]) Health benefits have attracted the most attention to selenium, as it is a cancer prevention agent....

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Journal ArticleDOI
Kenichi Fukui1
19 Nov 1982-Science
TL;DR: It can be said to be the concept by Lewis of the sharing of electrons that has given a firm basis to the electronic theory, and the electron density was a concept easily acceptable even to empirical chemists as having a tolerably realistic meaning.
Abstract: Since the 3rd century for more than a thousand years chemistry has been thought of as a complicated, hard-to-predict science. Efforts to improve even a part of its unpredictable character are said to have born fruit first of all in the success of the \" electronic theory \". This was founded mainly by organic chemists , such as Fry, Stieglitz, Lucas, Lapworth and Sidgwick, brought to a completed form by Robinson and Ingold, and developed later by many other chemists. 1 In the electronic theory, the mode of migration of electrons in molecules is noted and is considered under various judgements. For that purpose, a criterion is necessary with respect to the number of electrons which should originally exist in an atom or a bond in a molecule. Therefore, it can be said to be the concept by Lewis of the sharing of electrons that has given a firm basis to the electronic theory. 2 In the organic electronic theory, the chemical concepts such as acid and base, oxidation and reduction and so on, have been conveniently utilized from a long time ago. Furthermore, there are terms centring closer around the electron concept, such as electrophilicity and nucleophilicity, and electron donor and acceptor both being pairs of relative concepts. One may be aware that these concepts can be connected qualitatively to the scale of electron density or electric charge. In the electronic theory, the static and dynamic behaviours of molecules are explained by the electronic effects which are based on nothing but the distribution of electrons in a molecule. The mode of charge distribution in a molecule can be sketched to some extent by the use of the electronegativity concept of atoms through organic chemical experience. At the same time, it is given foundation, made quantitative , and supported by physical measurements of electron distribution and theoretical calculations based on quantum theory. The distribution of electrons or electric charge-with either use the result is unchanged-in a molecule is usually represented by the total numbers (generally not integer) of electrons in each atom and each bond, and it was a concept easily acceptable even to empirical chemists as having a tolerably realistic meaning. Therefore, chemists employed the electron density as a fundamental concept to explain or to comprehend various phenomena. In particular, for the purpose of promoting chemical investigations, researchers usually rely upon the analogy through experience, and the electron density …

1,971 citations


"Novel dibenzosuberene substituted a..." refers methods in this paper

  • ...Furthermore, the LUMO energy is directly related to electron affinity.([34,35]) This is used to estimate frontier electron density predict the most reactive position in p-electron systems....

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Journal ArticleDOI
Gökhan Gece1
TL;DR: In this paper, a review of quantum chemical methods for corrosion inhibitor studies is presented, with a concise summary of the most used quantum chemical parameters and methods and then summarizes the results of research articles in corrosion science over the past 20 years.

1,034 citations


"Novel dibenzosuberene substituted a..." refers methods in this paper

  • ...Furthermore, the LUMO energy is directly related to electron affinity.([34,35]) This is used to estimate frontier electron density predict the most reactive position in p-electron systems....

    [...]

Journal ArticleDOI
TL;DR: The article reviews the progress in basic research of selenium and cancer prevention during the past decade and special emphasis is placed on the following four major areas of discussion: chemical forms of seenium and anticarcinogenic activity; 2)selenium-enriched food; 3) in vitro effects of se lenite vs. monomethylated selenum; and 4) aromatic selenarium compounds.
Abstract: The article reviews the progress in basic research of selenium and cancer prevention during the past decade. Special emphasis is placed on the following four major areas of discussion: 1) chemical forms of selenium and anticarcinogenic activity; 2) selenium-enriched food; 3) in vitro effects of selenite vs. monomethylated selenium; and 4) aromatic selenium compounds. It is clear that basic research has contributed new knowledge to our understanding of selenium biochemistry, anticancer efficacy and regulation of cell growth. Some of this information could be ready for incorporation into the design of a second-generation selenium trial in humans.

673 citations


"Novel dibenzosuberene substituted a..." refers background in this paper

  • ...Health benefits have attracted the most attention to selenium, as it is a cancer prevention agent.([2,3]) Over the past four decades, epidemiological studies have shown low mortality rates in areas with high levels of selenium....

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