title: Design, synthesis and biological evaluation of chalconyl blended triazole allied organosilatranes as giardicidal and trichomonacidal agents.
abstract: A series of chalconyl blended triazole allied silatranes (7a-g/8a-g/9a-g) were synthesized in good yields using a simple, economical and biocompatible synthetic route. The blend of three different pharmacologically active moieties into a single scaffold resulted into synergistic effect in their bio-activity. Various substitutions were tried to study the structure activity relationship (SAR) of the synthesized compounds on the basis of biological results. All the newly synthesized compounds were well characterized by IR, (1)H and (13)C NMR, low resolution mass spectroscopy and elemental analysis. The structures of 7a and 7c were authenticated by single crystal X-ray crystallography. These compounds were screened by using Molinspiration software for their physicochemical properties and all the compounds showed good oral bioavailability. The antiparasitic activity of the newly synthesized compounds was evaluated against unicellular parasites (Giardia lamblia and Trichomonas vaginalis) in comparison to standard drug (metronidazole) by 3-(4,5-dimethylthiazol-yl)-diphenyl tetrazolium bromide (MTT) assay. All the compounds displayed significant activity against G. lamblia and T. vaginalis with IC50 values ranging from 19.58-131.2 μM to 18.24-101.26 μM respectively. The entire library of compounds was found to be more active than metronidazole except 9a, 9f and 9g. Notably, 9e and 7e were found to be most significant against G. lamblia and T. vaginalis respectively.
authors.affiliation: Department of Chemistry and Centre of Advanced Studies, Panjab University, Chandigarh, 160014, India. Electronic address: gjpsingh@pu.ac.in.
authors.forename: Gurjaspreet
authors.initials: G
authors.lastname: Singh
authors.affiliation: Department of Chemistry and Centre of Advanced Studies, Panjab University, Chandigarh, 160014, India.
authors.forename: Aanchal
authors.initials: A
authors.lastname: Arora
authors.affiliation: Department of Chemistry and Centre of Advanced Studies, Panjab University, Chandigarh, 160014, India.
authors.forename: Satinderpal Singh
authors.initials: SS
authors.lastname: Mangat
authors.affiliation: Department of Chemistry and Centre of Advanced Studies, Panjab University, Chandigarh, 160014, India.
authors.forename: Sunita
authors.initials: S
authors.lastname: Rani
authors.affiliation: Department of Medical Parasitology, Post Graduate Institute of Medical Education and Research, Chandigarh, 160024, India.
authors.forename: Hargobinder
authors.initials: H
authors.lastname: Kaur
authors.affiliation: Department of Medical Parasitology, Post Graduate Institute of Medical Education and Research, Chandigarh, 160024, India.
authors.forename: Kapil
authors.initials: K
authors.lastname: Goyal
authors.affiliation: Department of Medical Parasitology, Post Graduate Institute of Medical Education and Research, Chandigarh, 160024, India.
authors.forename: Rakesh
authors.initials: R
authors.lastname: Sehgal
authors.affiliation: Department of Microbial Biotechnology, Panjab University, Chandigarh, 160014, India.
authors.forename: Indresh Kumar
authors.initials: IK
authors.lastname: Maurya
authors.affiliation: Department of Microbial Biotechnology, Panjab University, Chandigarh, 160014, India.
authors.forename: Rupinder
authors.initials: R
authors.lastname: Tewari
authors.affiliation: Laboratorio de Estudios Cristalográficos, IACT-CSIC, Avda. de las Palmeras 4, 18100, Armilla (Granada), Spain.
authors.forename: Duane
authors.initials: D
authors.lastname: Choquesillo-Lazarte
authors.affiliation: Department of Chemistry and Centre of Advanced Studies, Panjab University, Chandigarh, 160014, India.
authors.forename: Subash
authors.initials: S
authors.lastname: Sahoo
authors.affiliation: Centre for Nano-science and Nano-technology, Panjab University, Chandigarh, 160014, India.
authors.forename: Navneet
authors.initials: N
authors.lastname: Kaur
mesh_terms: D000977:Antiparasitic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D016829:Giardia lamblia / Q000187:drug effects*; D008958:Models, Molecular; D015394:Molecular Structure; D017646:Organosilicon Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D021261:Parasitic Sensitivity Tests; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D014246:Trichomonas vaginalis / Q000187:drug effects*
chemical_list: D000977:Antiparasitic Agents; D017646:Organosilicon Compounds; D014230:Triazoles
keywords: 1,2,3-Triazole; 3-(4,5-Dimethylthiazol-yl)-diphenyl tetrazolium bromide (MTT); Chalcone; Giardicidal activity; Metronidazole; Silatrane; Trichomonacidal activity