How to improve antifungal bioactivity: POM and DFT study of some chiral amides derivatives of diacetyl-L-tartaric acid and amines

Mabkhot, Yahia N.; Arfan, Muhammad; Zgou, H.; Genç, Zuhal Karagöz; Genç, Murat; Rauf, Abdur; Bawazeer, Saud; Hadda, Taïbi Ben

doi:10.1007/s11164-016-2578-8

Cited by 24 publications

(5 citation statements)

References 29 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The POM is a new and dynamic bioinformatics-platform [63] used to predict the pharmacophore sites with antitumor/antimicrobial efficiency. The POM analysis postulated that the compounds which have different charges (δ̅ ‫)+‪δ‬ـــــــ‬ between two-heteroatoms in the same dipolar pharmacophoric site might inhibit tumor or bacterial growth over fungal strains [63][64][65]. For antifungal efficiency, the molecules should possess the same type of charge (δ̅ ‫̅‪δ‬ـــــــ‬ ) in a pharmacophore site [54,55].…”

Section: Admet and Bioactivity Profile In Silicomentioning

confidence: 99%

Synthesis, Cytotoxic Activity, Crystal Structure, DFT Studies and Molecular Docking of 3-Amino-1-(2,5-dichlorophenyl)-8-methoxy-1H-benzo[f]chromene-2-carbonitrile

et al. 2021

View full text Add to dashboard Cite

The target compound 3-amino-1-(2,5-d ichlorophenyl)-8-methoxy-1H-benzo[f]- chromene-2-carbonitrile (4) was synthesized via a reaction of 6-methoxynaphthalen-2-ol (1), 2,5-dichlorobenzaldehyde (2), and malononitrile (3) in ethanolic piperidine solution under microwave irradiation. The newly synthesized β-enaminonitrile was characterized by FT-IR, 1H NMR, 13C NMR, mass spectroscopy, elemental analysis and X-ray diffraction data. Its cytotoxic activity was evaluated against three different human cancer cell lines MDA-MB-231, A549, and MIA PaCa-2 in comparison to the positive controls etoposide and camptothecin employing the XTT cell viability assay. The analysis of the Hirshfeld surface was utilized to visualize the reliability of the crystal package. The obtained results confirmed that the tested molecule revealed promising cytotoxic activities against the three cancer cell lines. Furthermore, theoretical calculations (DFT) were carried out with the Becke3-Lee-Yang-parr (B3LYP) level using 6-311++G(d,p) basis. The optimization geometry for molecular structures was in agreement with the X-ray structure data. The HOMO-LUMO energy gap of the studied system was discussed. The intermolecular-interactions were studied through analysis of the topological-electron-density(r) using the QTAIM and NCI methods. The novel compound exhibited favorable ADMET properties and its molecular modeling analysis showed strong interaction with DNA methyltransferase 1.

show abstract

Section: Admet and Bioactivity Profile In Silicomentioning

confidence: 99%

Synthesis, Cytotoxic Activity, Crystal Structure, DFT Studies and Molecular Docking of 3-Amino-1-(2,5-dichlorophenyl)-8-methoxy-1H-benzo[f]chromene-2-carbonitrile

et al. 2021

View full text Add to dashboard Cite

show abstract

“…To access the pharmacokinetic profile of the tested compounds, we employed Petra/Osiris/Molinspiration (POM) analyses. The results of theoretical toxicity risks of compounds 1a-1f, which are calculated with the aid of the Petra/Osiris/Molinspiration (POM) program are shown in Table 3 [30][31][32]. Our findings reveal that all synthesized compounds 1a-1f, are not toxic and can be utilized as therapeutic agents.…”

Section: Pom Analyses Of Compounds (1a-1f)mentioning

confidence: 82%

DFT Study, POM Analyses and Molecular Docking of Novel Oxazaphosphinanes: Identification of Antifungal Pharmacophore Site

et al. 2020

View full text Add to dashboard Cite

A computational Petra/Osiris/Molinspiration/DFT(POM/DFT) based model has been developed for the identification of physico-chemical parameters governing the bioactivity of series of oxazaphosphinanes derivatives 1a-1f containing potential antifungal O,N-pharmacophore. A molecular docking study was performed in order to evaluate synthesized compounds, their possible antifungal properties, and their interactions in the binding site. Molecular docking studies revealed that the compounds 1a-1f have the potential to become lead molecules in the drug discovery process. The six compounds 1a-1f analyzed here were previously synthesized by our group.

show abstract

“…The invention of POM Theory leads us to identify each type of pharmacophore sites with real success, on the basis of semi-empirical data of about 7.000 antibacterial, antifungal, antitumor and antiviral commercial and new drugs. All details of therapeutic applications of POM Theory are given in the literature and the identification of different and various types of pharmacophore sites is well established [22] , [23] , [24] , [25] , [26] , [27] , [28] , [29] , [30] , [31] , [32] , [33] , [34] , [35] , [36] , [37] , [38] , [39] , [40] , [41] , [42] , [43] , [44] , [45] , [46] , [47] , [48] , [49] , [50] , [51] , [52] , [53] , [54] , [55] , [56] , [57] , [58] , [59] , [60] , [61] , [62] , [63] , [64] , [65] , [66] , [67] , [68] , [69] , [70] , [71] , [72] , [73] , [74] , [75] , [76] , [77] , [78] , [79] , [80] , [81] , [82] ,…”

Section: Resultsmentioning

confidence: 99%

In vitro potential antiviral SARS-CoV-19- activity of natural product thymohydroquinone and dithymoquinone from Nigella sativa

Esharkawy

Almalki

Hadda

2022

Bioorganic Chemistry

View full text Add to dashboard Cite

show abstract

How to improve antifungal bioactivity: POM and DFT study of some chiral amides derivatives of diacetyl-L-tartaric acid and amines

Cited by 24 publications

References 29 publications

Synthesis, Cytotoxic Activity, Crystal Structure, DFT Studies and Molecular Docking of 3-Amino-1-(2,5-dichlorophenyl)-8-methoxy-1H-benzo[f]chromene-2-carbonitrile

Synthesis, Cytotoxic Activity, Crystal Structure, DFT Studies and Molecular Docking of 3-Amino-1-(2,5-dichlorophenyl)-8-methoxy-1H-benzo[f]chromene-2-carbonitrile

DFT Study, POM Analyses and Molecular Docking of Novel Oxazaphosphinanes: Identification of Antifungal Pharmacophore Site

In vitro potential antiviral SARS-CoV-19- activity of natural product thymohydroquinone and dithymoquinone from Nigella sativa

Contact Info

Product

Resources

About