Application of theoretical calculations to interpretation of the chemical reactivity and biological activity of the syn and anti diolepoxides of benzo[a]pyrene

Topological index is a numerical representation of a chemical structure. Based on these indices, physicochemical properties, thermodynamic behavior, chemical reactivity, and biological activity of chemical compounds are calculated. Acetaminophen is an essential drug to prevent/treat various types of viral fever, including malaria, flu, dengue, SARS, and even COVID-19. This paper computes the sum and multiplicative version of various topological indices such as General Zagreb, General Randić, General OGA, AG, ISI, SDD, Forgotten indices M-polynomials of Acetaminophen. To the best of our knowledge, for the Acetaminophen drugs, these indices have not been computed previously.

Download Full-text

Acyl Glucuronides: Biological Activity, Chemical Reactivity, and Chemical Synthesis

ChemInform ◽

10.1002/chin.200714257 ◽

2007 ◽

Vol 38 (14) ◽

Author(s):

Andrew V. Stachulski ◽

John R. Harding ◽

John C. Lindon ◽

James L. Maggs ◽

B. Kevin Park ◽

...

Keyword(s):

Biological Activity ◽

Chemical Synthesis ◽

Chemical Reactivity ◽

Acyl Glucuronides

Download Full-text

One-Electron Reduction Potentials: Calibration of Theoretical Protocols for Morita–Baylis–Hillman Nitroaromatic Compounds in Aprotic Media

Molecules ◽

10.3390/molecules23092129 ◽

2018 ◽

Vol 23 (9) ◽

pp. 2129 ◽

Cited By ~ 1

Author(s):

Amauri Francisco da Silva ◽

Antonio João da Silva Filho ◽

Mário Vasconcellos ◽

Otávio Luís de Santana

Keyword(s):

Cyclic Voltammetry ◽

Biological Activity ◽

Chemical Structure ◽

Reduction Potential ◽

Chemical Reactivity ◽

Nitroaromatic Compounds ◽

Reduction Potentials ◽

Electron Reduction ◽

The One ◽

Antileishmanial Activities

Nitroaromatic compounds—adducts of Morita–Baylis–Hillman (MBHA) reaction—have been applied in the treatment of malaria, leishmaniasis, and Chagas disease. The biological activity of these compounds is directly related to chemical reactivity in the environment, chemical structure of the compound, and reduction of the nitro group. Because of the last aspect, electrochemical methods are used to simulate the pharmacological activity of nitroaromatic compounds. In particular, previous studies have shown a correlation between the one-electron reduction potentials in aprotic medium (estimated by cyclic voltammetry) and antileishmanial activities (measured by the IC50) for a series of twelve MBHA. In the present work, two different computational protocols were calibrated to simulate the reduction potentials for this series of molecules with the aim of supporting the molecular modeling of new pharmacological compounds from the prediction of their reduction potentials. The results showed that it was possible to predict the experimental reduction potential for the calibration set with mean absolute errors of less than 25 mV (about 0.6 kcal·mol−1).

Download Full-text

Multilayered stable 2D nano-sheets of Ti2NTx MXene: synthesis, characterization, and anticancer activity

Journal of Nanobiotechnology ◽

10.1186/s12951-019-0545-4 ◽

2019 ◽

Vol 17 (1) ◽

Cited By ~ 10

Author(s):

A. Szuplewska ◽

A. Rozmysłowska-Wojciechowska ◽

S. Poźniak ◽

T. Wojciechowski ◽

M. Birowska ◽

...

Keyword(s):

Biological Activity ◽

Mammary Epithelial Cells ◽

Theoretical Calculations ◽

Experimental Studies ◽

Reactive Oxygen ◽

Decisive Role ◽

Max Phase ◽

Mechanisms Of Toxicity ◽

Biological Studies

Abstract Background The biological activity of MXenes has been studied for several years because of their potential biomedical applications; however, investigations have so far been limited to 2D titanium carbides. Although monolayered Ti2NTx MXene has been expected to have biological activity, experimental studies revealed significant difficulties due to obstacles to its synthesis, its low stability and its susceptibility to oxidation and decomposition. Results In this paper, we report our theoretical calculations showing the higher likelihood of forming multilayered Ti2NTx structures during the preparation process in comparison to single-layered structures. As a result of our experimental work, we successfully synthesized multilayered Ti2NTx MXene that was suitable for biological studies by the etching of the Ti2AlN MAX phase and further delamination. The biocompatibility of Ti2NTx MXene was evaluated in vitro towards human skin malignant melanoma cells, human immortalized keratinocytes, human breast cancer cells, and normal human mammary epithelial cells. Additionally, the potential mode of action of 2D Ti2NTx was investigated using reactive oxygen tests as well as SEM observations. Our results indicated that multilayered 2D sheets of Ti2NTx showed higher toxicity towards cancerous cell lines in comparison to normal ones. The decrease in cell viabilities was dose-dependent. The generation of reactive oxygen species as well as the internalization of the 2D sheets play a decisive role in the mechanisms of toxicity. Conclusions We have shown that 2D Ti2NTx in the form of multilayered nanoflakes exhibits fair stability and can be used for in vitro studies. These results show promise for its future applications in biotechnology and nanomedicine.

Download Full-text

Green synthesis, characterization, structure, biological activity, theoretical calculations and drug-likeness analysis of coumarins

Chemical Data Collections ◽

10.1016/j.cdc.2020.100341 ◽

2020 ◽

Vol 25 ◽

pp. 100341 ◽

Cited By ~ 1

Author(s):

Nassima Khaldi-Khellafi ◽

Djamila Oukacha-Hikem ◽

Souhila Terrachet Bouaziz ◽

Amar Abdoun ◽

Malika Makhloufi-Chebli ◽

...

Keyword(s):

Biological Activity ◽

Green Synthesis ◽

Theoretical Calculations

Download Full-text

Carcinogenicity of Epoxides, Lactones, and Peroxy Compounds. III. Biological Activity and Chemical Reactivity

Journal of Medicinal Chemistry ◽

10.1021/jm00319a020 ◽

1966 ◽

Vol 9 (1) ◽

pp. 77-79 ◽

Cited By ~ 29

Author(s):

B. L. Van Duuren ◽

B. M. Goldschmidt

Keyword(s):

Biological Activity ◽

Chemical Reactivity ◽

Peroxy Compounds

Download Full-text

Rutile Molecular Model and its EUC Determination by PM7

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.976.260 ◽

2014 ◽

Vol 976 ◽

pp. 260-264

Author(s):

C.H. Rios-Reyes ◽

Luis Humberto Mendoza Huizar ◽

Juan Coreño-Alonso

Keyword(s):

Band Gap ◽

Electronic Properties ◽

Chemical Potential ◽

Molecular Model ◽

Theoretical Calculations ◽

Chemical Reactivity ◽

Total Hardness ◽

Physical Parameters ◽

Reactivity Descriptors ◽

Cluster Properties

Rutile surface has been modeled in order to study its electronic properties as well as to determine its surface chemical reactivity. There have been constructed 10 different rutile structures, from a 6 atoms cluster (for the smallest) to a 356 atoms cluster (for the biggest). It was calculated for each cluster some physical parameters which are related to the electronic properties, such as work function, band gap, and density of states (DOS), in order to analyze the tendency of the cluster properties with the increase of atoms. From the data obtained, it was determined the Electronic Unit Cell (EUC), which refers to the modeled structure for what the electronic and reactivity properties of the system does no change, from clusters with different number of atoms. From the rutile EUC cluster it was determined its band gap with a value of 3.28 eV, which agreed with the experimental value of 3.0-3.1 eV. Furthermore, it was performed a reactivity surface study, which comprised the analysis of reactivity descriptors such as ionization potential, electronic affinity, total hardness, electronic chemical potential, electrophilicity and electronegativity. All theoretical calculations were performed using the semiempirical PM7 included in the 2012 version of MOPAC and the surfaces were modeled from crystallographic data.

Download Full-text

The axial coordination in subphthalocyanines: Geometrical and electronic aspects

Journal of Porphyrins and Phthalocyanines ◽

10.1002/jpp.338 ◽

2001 ◽

Vol 05 (06) ◽

pp. 491-499 ◽

Cited By ~ 21

Author(s):

V. R. FERRO ◽

J. M. GARCÍA DE LA VEGA ◽

C. G. CLAESSENS ◽

L. A. POVEDA ◽

R. H. GONZÁLEZ-JONTE

Keyword(s):

Molecular Structure ◽

Theoretical Calculations ◽

Chemical Reactivity ◽

Ring Expansion ◽

Axial Ligand ◽

Apical Position ◽

Axial Coordination ◽

Small Influence ◽

Reactive Center ◽

Half Wave

Theoretical calculations were performed for studying the electronic molecular structure of axial subphthalocyanine (SubPc) derivatives. The intermolecular SubPc interactions were also investigated at theoretical level using adequate models. These models represent the interaction of one Cl (OR)-SubPc with the surrounding molecules through the Cl atom as well as the interaction of the Cl -SubPc with an incoming diiminoisoindole group in the first steps of the open ring reaction. The SubPc complexes with more electronegative atoms than Cl heteroatoms in apical positions are more pyramidal than Cl -SubPc. The B–X and B–Np are the most sensitive macrocycle positions with respect to the axial substitutions in SubPcs. The B–X bond has an elevated polarity and seems to correlate with the chemical reactivity of these compounds. The theoretical calculations of the near-frontier orbitals reveal an outstanding energetic and structural homogeneity along the studied series which is in correspondence with the fact that the axial ligand has only a small influence on the position of the maximum bands in UV-vis spectra as well as in the first half-wave potentials for oxidative processes. The study of the intermolecular interactions give information about their influence on the molecular structure of the axial complexes of the SubPcs. The characterization of the interaction of one Cl -SubPc with a pyrrol containing group may be useful in the understanding of the mechanism of the ring expansion reactions. In general, the present results indicate that the apical position may be a critical reactive center both for redox and axial substitution processes.

Download Full-text