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result(s) for
"Benabbes, Redouane"
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An Insight into All Tested Small Molecules against Fusarium oxysporum f. sp. Albedinis: A Comparative Review
by
Ouahhoud, Sabir
,
Hammouti, Belkheir
,
Kaddouri, Yassine
in
amino acid
,
Antifungal agents
,
Antifungal Agents - chemistry
2022
Bayoud disease affects date palms in North Africa and the Middle East, and many researchers have used various methods to fight it. One of those methods is the chemical use of synthetic compounds, which raises questions centred around the compounds and common features used to prepare targeted molecules. In this review, 100 compounds of tested small molecules, collected from 2002 to 2022 in Web of Sciences, were divided into ten different classes against the main cause of Bayoud disease pathogen Fusarium oxysporum f. sp. albedinis (F.o.a.) with structure–activity relationship (SAR) interpretations for pharmacophore site predictions as (δ−···δ−), where 12 compounds are the most efficient (one compound from each group). The compounds, i.e., (Z)-1-(1.5-Dimethyl-1H-pyrazole-3-yl)-3-hydroxy but-2-en-1-one 7, (Z)-3-(phenyl)-1-(1,5-dimethyl-1H-pyrazole-3-yl)-3-hydroxyprop-2-en-1-one 23, (Z)-1-(1,5-Dimethyl-1H-pyrazole-3-yl)-3-hydroxy-3-(pyridine-2-yl)prop-2-en-1-one 29, and 2,3-bis-[(2-hydroxy-2-phenyl)ethenyl]-6-nitro-quinoxaline 61, have antifungal pharmacophore sites (δ−···δ−) in common in N1---O4, whereas other compounds have only one δ− pharmacophore site pushed by the donor effect of the substituents on the phenyl rings. This specificity interferes in the biological activity against F.o.a. Further understanding of mechanistic drug–target interactions on this subject is currently underway.
Journal Article
Coordination Complexes Built from a Ditopic Triazole-Pyrazole Ligand with Antibacterial and Antifungal Performances
by
Wolff, Mariusz
,
Bahjou, Yousra
,
El Massaoudi, Mohamed
in
Antibacterial agents
,
Antifungal agents
,
Bacteria
2023
Four mononuclear complexes (H3O)[NiL3](ClO4)3 (1), [CoL3](ClO4)2·2H2O (2), [CdL2Cl2] (3) and [CuL3](NO3)2 (4) have been prepared employing a newly synthesized 1,2,4-triazole ligand: 3-(3,5-dimethyl-1H-pyrazol-1-yl)-1H-1,2,4-triazole (L). The structures of the complexes, which crystallized in P63/m (1), P-1 (2), P1 (3), and P21/c (4), are reviewed within the context of the cooperative effect of the hydrogen bonding network and counter anions on the supramolecular formations. Moreover, within the framework of biological activity examination, these compounds showed favorable antibacterial performances compared to those of various species of bacteria, including both Gram-positive and Gram-negative strains. Significant antifungal inhibitory activity towards Fusarium oxysporum f. sp. albedinis fungi was recorded for 3 and 4 over the ligand L.
Journal Article
Optimization of antibacterial and antifungal activities in Moroccan saffron by-products using mixture design and simplex centroid methodology
by
Asehraou, Abdeslam
,
Al-Maaqar, Saleh M.
,
Saalaoui, Ennouamane
in
631/326/1320
,
631/326/193
,
631/326/22
2025
The health risks associated with synthetic preservatives have intensified the search for natural antimicrobial alternatives.
Crocus sativus
L. (saffron) generates abundant by-products, such as tepals and leaves, which are rich in bioactive compounds with demonstrated antimicrobial potential. Compared to other natural alternatives, saffron by-products offer distinct advantages, including a unique combination of phenolic compounds (e.g., ellagic acid, rutin) and carotenoids (e.g., crocin) that act synergistically against both Gram-positive and Gram-negative bacteria, as well as fungi. Additionally, these by-products represent a sustainable solution, with approximately 63 kg of agricultural waste generated per kg of saffron spice. This study optimized the antibacterial and antifungal efficacy of saffron extracts using a simplex centroid mixture design. Phytochemical analysis using high-performance liquid chromatography with diode-array detection (HPLC–DAD) identified key antimicrobial compounds, including ellagic acid (68.43% in leaves, 50.31% in tepals) and crocin (9.59% in stigmas). Antimicrobial assays against
Staphylococcus aureus
,
Escherichia coli
,
Candida albicans
, and
Geotrichum candidum
revealed that stigma extracts exhibited superior antibacterial activity (MIC = 25 mg/mL for
S. aureus
and
E. coli
), while tepal and leaf extracts showed promising antifungal effects (MIC = 12.5 mg/mL for
G. candidum
). The mixture design approach uncovered synergistic interactions, with an equimolar combination of stigma, tepal, and leaf extracts (33:33:33) demonstrating the strongest antibacterial activity (MIC = 25 mg/mL) and a ternary mixture (34% stigma, 30% leaf, 36% tepal) achieving the lowest antifungal MIC (6.25 mg/mL). These findings highlight saffron by-products as highly effective and sustainable natural antimicrobials, providing a cost-efficient (40–60% reduction compared to conventional extracts) and multi-functional alternative to synthetic preservatives. Their dual functionality (antimicrobial + natural coloring) and agricultural waste origin make them particularly valuable for industrial applications in food preservation, pharmaceuticals, and biopharmaceuticals. The integration of statistical modeling maximizes their potential, meeting the growing demand for safe, natural antimicrobial solutions with clear competitive advantages
Journal Article
Synthesis, Crystal Structures, Genotoxicity, and Antifungal and Antibacterial Studies of Ni(II) and Cd(II) Pyrazole Amide Coordination Complexes
by
Bentouhami, Nour Eddine
,
Asehraou, Abdeslam
,
Saalaoui, Ennouamane
in
amide
,
antibacterial and antifungal activity
,
Antibiotics
2024
In this study, we synthesized two coordination complexes based on pyrazole-based ligands, namely 1,5-dimethyl-N-phenyl-1H-pyrazole-3-carboxamide (L1) and 1,5-dimethyl-N-propyl-1H-pyrazole-3-carboxamide (L2), with the aim to investigate bio-inorganic properties. Their crystal structures revealed a mononuclear complex [Ni(L1)2](ClO4)2 (C1) and a dinuclear complex [Cd2(L2)2]Cl4 (C2). Very competitive antifungal and anti-Fusarium activities were found compared to the reference standard cycloheximide. Additionally, L1 and L2 present very weak genotoxicity in contrast to the observed increase in genotoxicity for the coordination complexes C1 and C2.
Journal Article
Synthesis, crystal structure, DFT studies and biological activity of (Z)-3-(3-bromophenyl)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxyprop-2-en-1-one
by
Haboubi, Khadija
,
Tighadouini, Said
,
Eddike, Driss
in
Biological activity
,
Biomolecules
,
Chemical synthesis
2018
BackgroundNowadays, is emerging a new generation of highly promising inhibitors bearing the β-ketoenol functionality. The present work relates to the first synthesis, the structure determination, the DFT studies and the use of a new biomolecule designed with a β-ketoenol group bounded to a pyrazolic moiety.ResultA novel β-ketoenol-pyrazole has been synthesized, well characterized and its structure was confirmed by single crystal X-ray diffraction. The electron densities and the HOMO–LUMO gap have been calculated using the DFT method with BLYP, PW91, PWC functionals and 6-31G* basis set. An evaluation of the molecule stability is provided by a NBO analysis and the calculated Fukui and Parr functions have been used to locate the reactive electrophile and nucleophile centers in the molecule. The synthesized compound, screened for its in vitro antifungal behavior against the Fusarium oxysporum f.sp. albedinis FAO fungal strains, shows a moderate activity with an inhibition percentage of 46%. The product was also tested against three bacterial strains (Escherichia coli, Bacillus subtilis and Micrococcus luteus), but no significant effect was observed against these organisms.ConclusionsDensity functional calculations are used to evaluate the HOMO–LUMO energy gap, the molecular electrostatic potential and to provide a natural bond orbital analysis. The measured antimicrobial activities encourage us to continue searching for other structures, likely to be good antifungal candidates.
Journal Article
Phytochemistry, Biological Activities, Molecular Mechanisms, and Toxicity of Saffron (Crocus sativus L.): A Comprehensive Overview
by
Choi, Min
,
Asehraou, Abdeslam
,
Saalaoui, Ennouamane
in
1-Phosphatidylinositol 3-kinase
,
AKT protein
,
Analysis
2025
Saffron (Crocus sativus L.), known as the world’s most valuable spice, has long been appreciated for its culinary, medicinal, and cultural significance. In recent years, increasing scientific attention has been directed toward its unique phytochemical profile and wide-ranging therapeutic potential. This review provides a comprehensive synthesis of current evidence regarding saffron’s chemical composition, molecular mechanisms of action, pharmacological activities, and safety aspects. The stigmas of saffron contain a rich array of bioactive constituents, notably crocin, crocetin, picrocrocin, and safranal, which collectively contribute to its antioxidant, anti-inflammatory, immunomodulatory, cardioprotective, hepatoprotective, neuroprotective, anti-obesity, antidiabetic, and anticancer properties. Evidence from in vitro and in vivo models, as well as clinical studies, suggests that saffron primarily exerts its beneficial effects through the modulation of oxidative stress, apoptosis, autophagy, lipid metabolism, and the regulation of key molecular pathways, including the NF-κB, PI3K/Akt/mTOR, and Nrf2/HO-1 pathways. Furthermore, recent advances in nanotechnology-based formulations have demonstrated improved bioavailability and enhanced therapeutic efficacy, thereby opening up promising avenues for clinical applications. While saffron is generally regarded as safe, challenges remain concerning its high cost, limited availability, and variability in quality due to geographic and environmental factors. Collectively, the accumulated body of evidence highlights saffron as a promising natural agent for the prevention and management of chronic diseases. However, further translational and large-scale clinical investigations are needed to fully establish its therapeutic value and optimize its integration into modern pharmacological and nutraceutical strategies.
Journal Article
Antioxidant Activity, Metal Chelating Ability and DNA Protective Effect of the Hydroethanolic Extracts of Crocus sativus Stigmas, Tepals and Leaves
by
Asehraou, Abdeslam
,
Saalaoui, Ennouamane
,
Lahmass, Iliass
in
Acids
,
antioxidant activity
,
Antioxidants
2022
The present study investigated the antioxidant activity, metal chelating ability and genoprotective effect of the hydroethanolic extracts of Crocus sativus stigmas (STG), tepals (TPL) and leaves (LV). We evaluated the antioxidant and metal (Fe2+ and Cu2+) chelating activities of the stigmas, tepals and leaves of C. sativus. Similarly, we examined the genotoxic and DNA protective effect of these parts on rat leukocytes by comet assay. The results showed that TPL contains the best polyphenol content (64.66 µg GA eq/mg extract). The highest radical scavenging activity is shown by the TPL (DPPH radical scavenging activity: IC50 = 80.73 µg/mL). The same extracts gave a better ferric reducing power at a dose of 50 µg/mL, and better protective activity against β-carotene degradation (39.31% of oxidized β-carotene at a 100 µg/mL dose). In addition, they showed a good chelating ability of Fe2+ (48.7% at a 500 µg/mL dose) and Cu2+ (85.02% at a dose of 500 µg/mL). Thus, the antioxidant activity and metal chelating ability in the C. sativus plant is important, and it varies according to the part and dose used. In addition, pretreatment with STG, TPL and LV significantly (p < 0.001) protected rat leukocytes against the elevation of percent DNA in the tail, tail length and tail moment in streptozotocin- and alloxan-induced DNA damage. These results suggest that C. sativus by-products contain natural antioxidant, metal chelating and DNA protective compounds, which are capable of reducing the risk of cancer and other diseases associated with daily exposure to genotoxic xenobiotics.
Journal Article
Synthesis of Novel β-Keto-Enol Derivatives Tethered Pyrazole, Pyridine and Furan as New Potential Antifungal and Anti-Breast Cancer Agents
by
Bouakka, Mohammed
,
Tighadouini, Said
,
Benabbes, Redouane
in
Antifungal Agents - chemical synthesis
,
Antifungal Agents - pharmacology
,
Antineoplastic Agents - chemical synthesis
2015
Recently, a new generation of highly promising inhibitors bearing β-keto-enol functionality has emerged. Reported herein is the first synthesis and use of novel designed drugs based on the β-keto-enol group embedded with heterocyclic moieties such as pyrazole, pyridine, and furan, prepared in a one-step procedure by mixed Claisen condensation. All the newly synthesized compounds were characterized by FT-IR, 1H-NMR, 13C-NMR, ESI/LC-MS, elemental analysis, and evaluated for their in vitro antiproliferative activity against breast cancer (MDA-MB241) human cell lines and fungal strains (Fusarium oxysporum f.sp albedinis FAO). Three of the synthesized compounds showed potent activity against fungal strains with IC50 values in the range of 0.055–0.092 µM. The results revealed that these compounds showed better IC50 values while compared with positive controls.
Journal Article
Optimized formulation of a three-component extract mixture from Moroccan Crocus sativus L. (Stigmas, leaves, and Tepals) for enhanced antioxidant activity
by
Asehraou, Abdeslam
,
Saalaoui, Ennouamane
,
Mothana, Ramzi A.
in
ABTS
,
Acids
,
Antioxidant activity
2025
This study evaluated the antioxidant potential of a three-component mixture derived from
Crocus sativus L.
stigmas, leaves, and tepals, aiming to valorize these underutilized by-products. Hydroethanolic extracts were chemically profiled using High-Performance Liquid Chromatography with Diode-Array Detection (HPLC-DAD), identifying major bioactive compounds including crocin (11.04%), rutin (22.32%), and ellagic acid (62.47%). Antioxidant capacity was assessed using DPPH and ABTS assays, yielding IC
50
values ranging from 88.67 ± 0.83
µ
g/mL to 291.41 ± 0.91
µ
g/mL for DPPH, and from 116.76 ± 1.31
µ
g/mL to 286.87 ± 0.25
µ
g/mL for ABTS. A simplex-centroid mixture design was employed to determine optimal component ratios. The best-performing DPPH mixture (43% stigmas, 35% leaves, 22% tepals) achieved an IC
50
of 97.36 ± 1.23
µ
g/mL, closely matching the predicted 95.96
µ
g/mL. Similarly, the optimal ABTS blend (45% stigmas, 35% leaves, 20% tepals) reached an IC
50
of 110.59 ± 6.82
µ
g/mL, aligning with the predicted 106.31
µ
g/mL. Both combinations outperformed standard antioxidants like BHT and ascorbic acid. These findings support the synergistic use of saffron by-products in food preservation, nutraceuticals, and biopharmaceuticals, offering an eco-friendly, cost-effective solution aligned with circular economy principles.
Graphical Abstract
Journal Article
Micro-morphological characterisation of date palm ( Phoenix datylifera L.) pollen and study of the effect of temperature on their germination in vitro
2025
The date palm ( Phoenix dactylifera L .) is a dioecious monocotyledonous plant belonging to the Arecaceae family. The pollen grains of different male date palms exhibit distinct characteristics that influence their pollination potential. This study aims to select high-performing males and determine the optimal temperature for pollen grain germination. Seven male pollinators GP1 to GP7 were selected based on the evaluations of the date palm farmers in the Figuig oasis. The micromorphological parameters and the viability of the pollen grains were determined in vitro. At the turgescence stage of the pollen grains, a significant difference was detected regarding their diameters with maximum and minimum values ranging between 36.4 and 27.6 μm respectively for GP4 and GP6. Regarding the study of pollen grain germination, three incubation temperatures were tested: 25°C, 27°C, and 30°C. The temperatures of 27°C and 30°C were considered the most favorable for germination. All temperatures included, the types GP1, GP6, and GP3 exhibited the highest germination rates.
Journal Article