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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 46, 2016 - Issue 24
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Original Articles

Unprecedented stereoselective synthesis of 3-methylisoxazolidine-5-aryl-1,2,4-oxadiazoles via 1,3-dipolar cycloaddition and study of their in vitro antioxidant activity

Jihed BrahmiLaboratory of Heterocyclic Chemistry, Natural Products and Reactivity, Faculty of Sciences of Monastir, University of Monastir, Monastir, Tunisia
,
Siwar GhannayLaboratory of Heterocyclic Chemistry, Natural Products and Reactivity, Faculty of Sciences of Monastir, University of Monastir, Monastir, Tunisia
,
Sana BakariLaboratory of Plant Biotechnology Applied to Crop Improvement, Faculty of Science of Sfax, University of Sfax, Sfax, Tunisia
,
Kaïss AouadiLaboratory of Heterocyclic Chemistry, Natural Products and Reactivity, Faculty of Sciences of Monastir, University of Monastir, Monastir, TunisiaCorrespondence[email protected]
,
Adel KadriLaboratory of Plant Biotechnology Applied to Crop Improvement, Faculty of Science of Sfax, University of Sfax, Sfax, Tunisia;College of Science and Arts in Baljurashi, Al Baha University, Al Baha, Saudi Arabia
,
Moncef MsaddekLaboratory of Heterocyclic Chemistry, Natural Products and Reactivity, Faculty of Sciences of Monastir, University of Monastir, Monastir, Tunisia
&
Sébastien VidalUniversity of Lyon 1, Institute of Molecular and Supramolecular Chemistry and Biochemistry, UMR CNRS 5246, Organic Chemistry 2: Glycochemistry, Villeurbanne, France
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Pages 2037-2044 | Received 03 Jul 2016, Published online: 18 Oct 2016

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Pravin S. Kulkarni, Swapnil R. Sarda, Amol U. Khandebharad, Mazahar Farooqui & Brijmohan R. Agrawal. (2023) Pyrazole Linked-1,2,4-Oxadiazole Derivatives as Potential Pharmacological Agent: Design, Synthesis and Antimicrobial Study. Polycyclic Aromatic Compounds 43:4, pages 3502-3521.
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Articles from other publishers (22)

Afnan Alotayeq, Siwar Ghannay, Ibrahim A. Alhagri, Iqrar Ahmed, Bechir Hammami, Abuzar E. A. E. Albadri, Harun Patel, Sabri Messaoudi, Adel Kadri, Sadeq M. Al-Hazmy & Kaiss Aouadi. (2024) Synthesis, optical properties, DNA, β-cyclodextrin interaction, hydrogen isotope sensor and computational study of new enantiopure isoxazolidine derivative (ISoXD). Heliyon 10:4, pages e26341.
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Siwar Ghannay, Budur Saleh Aldhafeeri, Iqrar Ahmad, Abuzar E.A.E. Albadri, Harun Patel, Adel Kadri & Kaiss Aouadi. (2024) Identification of dual-target isoxazolidine-isatin hybrids with antidiabetic potential: Design, synthesis, in vitro and multiscale molecular modeling approaches. Heliyon 10:4, pages e25911.
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Nilesh Raghunath Khedkar, Milind Sindkhedkar & Alex Joseph. (2024) Computational design, synthesis, and assessment of 3-(4-(4-(1,3,4-oxadiazol-2-yl)-1 H -imidazol-2-yl)phenyl)-1,2,4-oxadiazole derivatives as effective epidermal growth factor receptor inhibitors: a prospective strategy for anticancer therapy . RSC Medicinal Chemistry.
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Adel Kadri. (2023) Comprehensive phytochemical analysis of various Plantago albicans solvent extracts and their potential antioxidant and antimicrobial effects. Biocatalysis and Agricultural Biotechnology 53, pages 102886.
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Abdul Latif N. Shaikh, Manish Bhoye, Yogesh Nandurkar, Hari R. Pawar, Vivek Bobade & Pravin C. Mhaske. (2023) An efficient synthesis of new 3,5‐bis(2‐arylthiazol‐4‐yl)‐1,2,4‐oxadiazole derivatives and their antimicrobial evaluation. Journal of Heterocyclic Chemistry 60:6, pages 976-986.
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Manel Ben Hammouda, Iqrar Ahmad, Assia Hamdi, Amal Dbeibia, Harun Patel, Nouha Bouali, Walid Sabri Hamadou, Karim Hosni, Siwar Ghannay, Fahad Alminderej, Emira Noumi, Mejdi Snoussi, Kaïss Aouadi & Adel Kadri. (2022) Design, synthesis, biological evaluation and in silico studies of novel 1,2,3-triazole linked benzoxazine-2,4-dione conjugates as potent antimicrobial, antioxidant and anti-inflammatory agents. Arabian Journal of Chemistry 15:11, pages 104226.
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Nouha Bouali, Manel Ben Hammouda, Iqrar Ahmad, Siwar Ghannay, Amira Thouri, Amal Dbeibia, Harun Patel, Walid Sabri Hamadou, Karim Hosni, Mejdi Snoussi, Mohd Adnan, Md Imtaiyaz Hassan, Emira Noumi, Kaïss Aouadi & Adel Kadri. (2022) Multifunctional Derivatives of Spiropyrrolidine Tethered Indeno-Quinoxaline Heterocyclic Hybrids as Potent Antimicrobial, Antioxidant and Antidiabetic Agents: Design, Synthesis, In Vitro and In Silico Approaches. Molecules 27:21, pages 7248.
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Tejas M. Dhameliya, Shrddhaba J. Chudasma, Tanvi M. Patel & Bhavarth P. Dave. (2022) A review on synthetic account of 1,2,4-oxadiazoles as anti-infective agents. Molecular Diversity 26:5, pages 2967-2980.
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Hyam A. Radwan, Iqrar Ahmad, Ismail M.M. Othman, Mohamed A.M. Gad-Elkareem, Harun Patel, Kaïss Aouadi, Mejdi Snoussi & Adel Kadri. (2022) Design, synthesis, in vitro anticancer and antimicrobial evaluation, SAR analysis, molecular docking and dynamic simulation of new pyrazoles, triazoles and pyridazines based isoxazole. Journal of Molecular Structure 1264, pages 133312.
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Manel Ben Hammouda, Sarra Boudriga, Khaled Hamden, Moheddine Askri, Michael Knorr, Carsten Strohmann, Lukas Brieger, Anna Krupp, El Hassane Anouar, Mejdi Snoussi, Kaïss Aouadi & Adel Kadri. (2022) New spiropyrrolothiazole derivatives bearing an oxazolone moiety as potential antidiabetic agent: Design, synthesis, crystal structure, Hirshfeld surface analysis, ADME and molecular docking studies. Journal of Molecular Structure 1254, pages 132398.
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Franca M. Cordero, Donatella Giomi & Fabrizio Machetti. 2022. Comprehensive Heterocyclic Chemistry IV. Comprehensive Heterocyclic Chemistry IV 308 434 .
Ismail M.M. Othman, Mahmoud H. Mahross, Mohamed A.M. Gad-Elkareem, Mithun Rudrapal, Neelutpal Gogoi, Dipak Chetia, Kaïss Aouadi, Mejdi Snoussi & Adel Kadri. (2021) Toward a treatment of antibacterial and antifungal infections: Design, synthesis and in vitro activity of novel arylhydrazothiazolylsulfonamides analogues and their insight of DFT, docking and molecular dynamic simulations. Journal of Molecular Structure 1243, pages 130862.
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Ismail M.M. Othman, Mohamed A.M. Gad-Elkareem, El Hassane Anouar, Kaïss Aouadi, Mejdi Snoussi & Adel Kadri. (2021) New substituted pyrazolones and dipyrazolotriazines as promising tyrosyl-tRNA synthetase and peroxiredoxin-5 inhibitors: Design, synthesis, molecular docking and structure-activity relationship (SAR) analysis. Bioorganic Chemistry 109, pages 104704.
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Siwar Ghannay, Mejdi Snoussi, Sabri Messaoudi, Adel Kadri & Kaïss Aouadi. (2020) Novel enantiopure isoxazolidine and C-alkyl imine oxide derivatives as potential hypoglycemic agents: Design, synthesis, dual inhibitors of α-amylase and α-glucosidase, ADMET and molecular docking study. Bioorganic Chemistry 104, pages 104270.
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A. A. Shetnev, V. E. Pankratieva, A. S. Kunichkina, A. S. Vlasov, I. K. Proskurina, A. D. Kotov & M. K. Korsakov. (2020) Synthesis of 3,5-Disubstituted 1,2,4-Oxadiazoles from Amidoximes and Aldehydes in the Superbasic System NaOH/DMSO. Russian Journal of Organic Chemistry 56:7, pages 1181-1186.
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Ameni Ghabi, Jihed Brahmi, Fahad Alminderej, Sabri Messaoudi, Sébastien Vidal, Adel Kadri & Kaïss Aouadi. (2020) Multifunctional isoxazolidine derivatives as α-amylase and α-glucosidase inhibitors. Bioorganic Chemistry 98, pages 103713.
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Siwar Ghannay, Adel Kadri & Kaïss Aouadi. (2020) Synthesis, in vitro antimicrobial assessment, and computational investigation of pharmacokinetic and bioactivity properties of novel trifluoromethylated compounds using in silico ADME and toxicity prediction tools. Monatshefte für Chemie - Chemical Monthly 151:2, pages 267-280.
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Richard Washington Denton, Abigail Kempf, Jaffarguriqbal Singh & Dina C. Merrer. (2020) A Facile Synthesis of 4-Substituted Glutamate Derivative via 1,3-Dipolar Cycloaddition of Dimethyl 2- Methyleneglutarate and Nitrone Derived (-)-Menthone. HETEROCYCLES 100:2, pages 241.
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Siwar Ghannay, Sana Bakari, Moncef Msaddek, Sébastien Vidal, Adel Kadri & Kaïss Aouadi. (2020) Design, synthesis, molecular properties and in vitro antioxidant and antibacterial potential of novel enantiopure isoxazolidine derivatives. Arabian Journal of Chemistry 13:1, pages 2121-2131.
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Mousa Soleymani & Zeinab Kazemi Chegeni. (2019) A molecular electron density theory study on the [3+2] cycloaddition reaction of 5,5-dimethyl-1-pyrroline N-oxide with 2-cyclopentenone. Journal of Molecular Graphics and Modelling 92, pages 256-266.
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Habib Mosbah, Hassiba Chahdoura, Asma Mannai, Mejdi Snoussi, Kaïss Aouadi, Rui M. V. Abreu, Ali Bouslama, Lotfi Achour & Boulbaba Selmi. (2018) Biological Activities Evaluation of Enantiopure Isoxazolidine Derivatives: In Vitro, In Vivo and In Silico Studies. Applied Biochemistry and Biotechnology 187:3, pages 1113-1130.
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André C. Sauer, Lucas Wolf, Natália Quoos, Mariele B. Rodrigues, Antônio L. Braga, Oscar E. D. Rodrigues & Luciano Dornelles. (2019) A Straightforward and High-Yielding Synthesis of 1,2,4-Oxadiazoles from Chiral N -Protected α -Amino Acids and Amidoximes in Acetone-Water: An Eco-Friendly Approach . Journal of Chemistry 2019, pages 1-9.
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