title: Solution-phase microwave assisted parallel synthesis of N,N'-disubstituted thioureas derived from benzoic acid: biological evaluation and molecular docking studies.
abstract: An efficient and facile microwave-assisted solution phase parallel synthesis for a 26-member library of N,N'-disubstituted thiourea analogs were accomplished successfully. The reaction time for synthesis of analogs was drastically reduced from a reported 8-12 h to only 10 min. Compounds were more than 95% pure, as characterized by modern analytical techniques, i.e. (1)H &(13)C NMR and FT-IR. The solid phase structural analysis has also been performed by single crystal XRD analysis. Synthesized compounds were preliminary screened for their in vitro urease inhibition and antifungal activity. Most of the compounds were found to be potent inhibitors of urease. However, the most significant activity was found for 11 with IC₅₀ of 1.67 μM. The docking scores correlate with the IC₅₀ values of inhibitors.
authors.affiliation: Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan.
authors.forename: Muhammad Khawar
authors.initials: MK
authors.lastname: Rauf
authors.forename: Ammara
authors.initials: A
authors.lastname: Talib
authors.forename: Amin
authors.initials: A
authors.lastname: Badshah
authors.forename: Sumera
authors.initials: S
authors.lastname: Zaib
authors.forename: Khurram
authors.initials: K
authors.lastname: Shoaib
authors.forename: Mohammad
authors.initials: M
authors.lastname: Shahid
authors.forename: Ulrich
authors.initials: U
authors.lastname: Flörke
authors.lastname: Imtiaz-ud-Din
authors.forename: Jamshed
authors.initials: J
authors.lastname: Iqbal
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001230:Aspergillus / Q000187:drug effects; D019817:Benzoic Acid / Q000737:chemistry*; D041022:Candida tropicalis / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D008872:Microwaves; D008958:Models, Molecular; D015394:Molecular Structure; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D012996:Solutions; D013329:Structure-Activity Relationship; D013890:Thiourea / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*; D014510:Urease / Q000378:metabolism*
chemical_list: D000935:Antifungal Agents; D000975:Antioxidants; D004791:Enzyme Inhibitors; D012996:Solutions; D019817:Benzoic Acid; D014510:Urease; D013890:Thiourea
keywords: Antifungal; DPPH radical scavenging; Microwave synthesis; N,N′-Disubstituted thioureas; Single crystal XRD; Urease inhibition