title: Application of the Triazolization Reaction to Afford Dihydroartemisinin Derivatives with Anti-HIV Activity.
abstract: Artemisinin and synthetic derivatives of dihydroartemisinin are known to possess various biological activities. Post-functionalization of dihydroartemisinin with triazole heterocycles has been proven to lead to enhanced therapeutic potential. By using our newly developed triazolization strategy, a library of unexplored fused and 1,5-disubstituted 1,2,3-triazole derivatives of dihydroartemisinin were synthesized in a single step. All these newly synthesized compounds were characterized and evaluated for their anti-HIV (Human Immunodeficiency Virus) potential in MT-4 cells. Interestingly; three of the synthesized triazole derivatives of dihydroartemisinin showed activities with half maximal inhibitory concentration (IC50) values ranging from 1.34 to 2.65 µM.
authors.affiliation: Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium. sampad.jana@kuleuven.be.
authors.forename: Sampad
authors.initials: S
authors.lastname: Jana
authors.affiliation: Department of Plant Biotechnology, Atta-Ur-Rahman School of Applied Biosciences (ASAB), National University of Sciences and Technology (NUST), H-12 Islamabad, Pakistan. shabinairam@hotmail.com.
authors.forename: Shabina
authors.initials: S
authors.lastname: Iram
authors.affiliation: Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium. joicetk2003@gmail.com.
authors.forename: Joice
authors.initials: J
authors.lastname: Thomas
authors.affiliation: Department of Plant Biotechnology, Atta-Ur-Rahman School of Applied Biosciences (ASAB), National University of Sciences and Technology (NUST), H-12 Islamabad, Pakistan. mqasimhayat@hotmail.com.
authors.forename: Muhammad Qasim
authors.initials: MQ
authors.lastname: Hayat
authors.affiliation: Department of Microbiology and Immunology, Laboratory of Virology and Chemotherapy, Rega Institute for Medical Research, KU Leuven, Herestraat 49, B-3000 Leuven, Belgium. christophe.pannecouque@kuleuven.be.
authors.forename: Christophe
authors.initials: C
authors.lastname: Pannecouque
authors.affiliation: Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium. wim.dehaen@kuleuven.be.
authors.forename: Wim
authors.initials: W
authors.lastname: Dehaen
mesh_terms: D000588:Amines / Q000737:chemistry; D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D037621:Artemisinins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002384:Catalysis; D002460:Cell Line; D006678:HIV / Q000187:drug effects*; D006801:Humans; D020128:Inhibitory Concentration 50; D007659:Ketones / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000588:Amines; D019380:Anti-HIV Agents; D037621:Artemisinins; D007659:Ketones; D014230:Triazoles; C039060:artenimol; C031327:artemisinin
keywords: artemisinin; multicomponent reaction; organocatalytic; triazole; triazolization