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Publications (5 of 5) Show all publications
Taj, M. B., Raheel, A., Ayub, R., Alnajeebi, A. M. M., Abualnaja, M., Habib, A. H., . . . Alshater, H. (2023). Exploring novel fluorine-rich fuberidazole derivatives as hypoxic cancer inhibitors: Design, synthesis, pharmacokinetics, molecular docking, and DFT evaluations. PLOS ONE, 18(2), Article ID e0262790.
Open this publication in new window or tab >>Exploring novel fluorine-rich fuberidazole derivatives as hypoxic cancer inhibitors: Design, synthesis, pharmacokinetics, molecular docking, and DFT evaluations
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2023 (English)In: PLOS ONE, E-ISSN 1932-6203, Vol. 18, no 2, article id e0262790Article in journal (Refereed) Published
Abstract [en]

Sixteen fuberidazole derivatives as potential new anticancer bioreductive prodrugs were prepared and characterized. The in vitro anticancer potential was examined to explore their cytotoxic properties by employing apoptosis, DNA damage, and proliferation tests on chosen hypoxic cancer cells. Eight substances (Compound 5a, 5c, 5d, 5e, 5g, 5h, 5i, and 5m) showed promising cytotoxicity values compared to the standard control. The potential of compounds was also examined through in silico studies (against human serum albumin), including chem-informatics, to understand the structure-activity relationship (SAR), pharmacochemical strength, and the mode of interactions responsible for their action. The DFT calculations revealed that only the 5b compound showed the lowest ΔET (2.29 eV) while 5i showed relatively highest βtot (69.89 x 10–31 esu), highest αave (3.18 x 10–23 esu), and dipole moment (6.49 Debye). This study presents a novel class of fuberidazole derivatives with selectivity toward hypoxic cancer cells.

National Category
Pharmacology and Toxicology
Identifiers
urn:nbn:se:su:diva-216976 (URN)10.1371/journal.pone.0262790 (DOI)000974715300001 ()36730213 (PubMedID)2-s2.0-85147319348 (Scopus ID)
Available from: 2023-05-10 Created: 2023-05-10 Last updated: 2023-05-10Bibliographically approved
Witthayolankowit, K., Rakkijakan, T., Ayub, R., Kumaniaev, I., Pourchet, S., Boni, G., . . . Placet, V. (2023). Use of a fully biobased and non-reprotoxic epoxy polymer and woven hemp fabric to prepare environmentally friendly composite materials with excellent physical properties. Composites Part B: Engineering, 258, Article ID 110692.
Open this publication in new window or tab >>Use of a fully biobased and non-reprotoxic epoxy polymer and woven hemp fabric to prepare environmentally friendly composite materials with excellent physical properties
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2023 (English)In: Composites Part B: Engineering, ISSN 1359-8368, E-ISSN 1879-1069, Vol. 258, article id 110692Article in journal (Refereed) Published
Abstract [en]

In the future, materials will need to be biobased and produced sustainably without compromising mechanical properties. To date, in many cases, the advantages of the bio-origin of the raw material are overridden by the environmental impact of the process. In the present study, we have developed a novel composite material based on woven hemp fabric which reinforce a thermoset polymer produced from birch bark, a low-value forestry byproduct. Results show that this fully biobased composite has specific stiffness and strength equivalent to those of flax fibre-reinforced petroleum-based epoxy composites and slightly lower than glass fibre-reinforced petroleum-based epoxy composites. The sustainability of the material was also evaluated by life-cycle assessment from cradle to gate and showed significantly superior performance with respect to the potential global warming impact than commercial benchmark materials. Furthermore, toxicology studies showed no endocrine disruptive activities. This is an important proof of concept study demonstrating that biobased structural materials can be produced sustainably.

Keywords
Polymer-matrix composites (PMCs), Cure behaviour, Mechanical properties, Bio-based composites
National Category
Other Engineering and Technologies Composite Science and Engineering
Identifiers
urn:nbn:se:su:diva-230167 (URN)10.1016/j.compositesb.2023.110692 (DOI)001042572400001 ()2-s2.0-85151522923 (Scopus ID)
Available from: 2024-06-05 Created: 2024-06-05 Last updated: 2024-06-05Bibliographically approved
Ahmad, F., Alkahtani, M. D. F., Taj, M. B., Alnajeebi, A. M., Alzahrani, S. O., Babteen, N. A., . . . Alshater, H. (2021). Synthesis of New Naphthyl Aceto Hydrazone-Based Metal Complexes: Micellar Interactions, DNA Binding, Antimicrobial, and Cancer Inhibition Studies. Molecules, 26(4), Article ID 1044.
Open this publication in new window or tab >>Synthesis of New Naphthyl Aceto Hydrazone-Based Metal Complexes: Micellar Interactions, DNA Binding, Antimicrobial, and Cancer Inhibition Studies
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2021 (English)In: Molecules, ISSN 1431-5157, E-ISSN 1420-3049, Vol. 26, no 4, article id 1044Article in journal (Refereed) Published
Abstract [en]

In the present study, naphthyl acetohydrazide (HL) ligand was prepared and used for the synthesis of new six amorphous transition metal (Co(II), Ni(II), Cu(II), Zn(II), Pb(II), Cd(II)) complexes. All the compounds were characterized by elemental analysis, UV-vis, FT-IR, 1H- and 13C-NMR, and Matrix-Assisted Laser Desorption Ionization (MALDI). The solubilization study was carried out by estimating the interaction between the metal complexes with surfactants viz. sodium stearate (SS) and Cetyltrimethylammonium bromide (CTAB). UV-Visible spectroscopy was employed to determine partitioning and binding parameters, whereas electrical conductivity measurements were employed to estimate critical micellar concentration (CMC), the extent of dissociation, and free energy of micellization. The CT-DNA interaction of synthesized compounds with DNA represents the major groove binding. The synthesized ligand and metal complexes were also tested against bacterial and fungal strains and it has been observed that Cu(II) complex is active against all the strains except Candida albicans, while Cd(II) complex is active against all bacterial and fungal strains except Pseudomonas. Among all compounds, only the Pd(II) complex shows reasonable activity against cervical cancer HeLa cell lines, representing 97% inhibition.

Keywords
hydrazones, DNA interaction, MALDI, micellar interaction, microbial inhibition, anti-cancer activity
National Category
Chemical Sciences
Identifiers
urn:nbn:se:su:diva-193279 (URN)10.3390/molecules26041044 (DOI)000624180800001 ()33671247 (PubMedID)
Available from: 2021-05-21 Created: 2021-05-21 Last updated: 2023-08-28Bibliographically approved
Watile, R. A., Bunrit, A., Margalef, J., Akkarasamiyo, S., Ayub, R., Lagerspets, E., . . . Samec, J. S. M. (2019). Intramolecular substitutions of secondary and tertiary alcohols with chirality transfer by an iron (III) catalyst. Nature Communications, 10, Article ID 3826.
Open this publication in new window or tab >>Intramolecular substitutions of secondary and tertiary alcohols with chirality transfer by an iron (III) catalyst
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2019 (English)In: Nature Communications, E-ISSN 2041-1723, Vol. 10, article id 3826Article in journal (Refereed) Published
Abstract [en]

Optically pure alcohols are abundant in nature and attractive as feedstock for organic synthesis but challenging for further transformation using atom efficient and sustainable methodologies, particularly when there is a desire to conserve the chirality. Usually, substitution of the OH group of stereogenic alcohols with conservation of chirality requires derivatization as part of a complex, stoichiometric procedure. We herein demonstrate that a simple, inexpensive, and environmentally benign iron(III) catalyst promotes the direct intramolecular substitution of enantiomerically enriched secondary and tertiary alcohols with O-, N-, and S-centered nucleophiles to generate valuable 5-membered, 6-membered and aryl-fused 6-membered heterocyclic compounds with chirality transfer and water as the only byproduct. The power of the methodology is demonstrated in the total synthesis of (+)-lentiginosine from D-glucose where iron-catalysis is used in a key step. Adoption of this methodology will contribute towards the transition to sustainable and bio-based processes in the pharmaceutical and agrochemical industries.

National Category
Chemical Sciences
Identifiers
urn:nbn:se:su:diva-173116 (URN)10.1038/s41467-019-11838-x (DOI)000482398900028 ()31444355 (PubMedID)
Available from: 2019-10-04 Created: 2019-10-04 Last updated: 2023-03-28Bibliographically approved
Raheel, A., Imtiaz-ud-Din, D., Taj, M. B., Ayub, R., Tahir, M. N., Raftery, J. & Al-Shakban, M. (2019). Synthesis, Characterization and DFT Study of Bioactive 2-[(2-Methylpropanoyl)amino]propanoic Acid and Its Polymeric Tributyltin(IV) Derivative. ChemistrySelect, 4(29), 8638-8644
Open this publication in new window or tab >>Synthesis, Characterization and DFT Study of Bioactive 2-[(2-Methylpropanoyl)amino]propanoic Acid and Its Polymeric Tributyltin(IV) Derivative
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2019 (English)In: ChemistrySelect, E-ISSN 2365-6549, Vol. 4, no 29, p. 8638-8644Article in journal (Refereed) Published
Abstract [en]

Tributyltin(IV) derivative (1) was synthesized by reacting the ligand (A(1)) {2-[(2-methylpropanoyl)amino]propanoic acid} with tributyltin(IV)chloride in presence of potassium hydroxide. The compounds were characterized by elemental analysis, FTIR and multinuclear (H-1, C-13 and Sn-119) NMR spectroscopy. The Sn-119 NMR data for (1) suggest that tin is five coordinated having trigonal bipyramidal molecular geometry. Molecular structures for (1) and (A(1)) were determined by single crystal X-ray analysis. Some new and novel structural features of the compounds, are reported first time. Tributyltin(IV) complex has distorted trigonal bipyramidal molecular geometry around tin in the solid state exhibiting single chain tetramer which may be ascribed as tetra-nuclear cage structure that is constructed from four tributyltin units and four ligand moieties. The tributyltin(IV) entities are bridged by one oxygen of the carboxylic group of one ligand and another oxygen of the amidic carbonyl of next ligand. The nature of Sn horizontal ellipsis O bond was analyzed with the help of natural bond orbital (NBO) analysis. The compounds were also screened in vitro for their anti-microbial and urease inhibition activities, and found some encouraging results.

Keywords
DFT, Organotin(IV), Urease inhibition
National Category
Chemical Sciences
Identifiers
urn:nbn:se:su:diva-173172 (URN)10.1002/slct.201900869 (DOI)000479139200041 ()
Available from: 2019-09-23 Created: 2019-09-23 Last updated: 2024-08-30Bibliographically approved
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Identifiers
ORCID iD: ORCID iD iconorcid.org/0000-0003-2128-6733

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