title: Synthesis, Biological Evaluation and Molecular Docking Studies of 6-Aryl-2-Styrylquinazolin-4(3H)-Ones.
abstract: Suzuki-Miyaura cross-coupling of 6-bromo-2-styrylquinazolin-4(3H)-ones with arylboronic acids afforded a series of novel 6-aryl-2-styrylquinazolin-4(3H)-ones. These compounds were evaluated for potential anticancer properties against the human renal (TK-10), melanoma (UACC-62) and breast cancer (MCF-7) cell lines. Their antimicrobial properties were also evaluated against six Gram-positive and four Gram-negative bacteria, as well as two strains of fungi. Molecular docking studies (in silico) were conducted on compounds 5a, b, d and 6a, b, d-f to recognize the hypothetical binding motif of the title compounds within the active site of the dihydrofolate reductase and thymidylate synthase enzymes.
authors.affiliation: Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, P. O. Box 392, Pretoria 0003, South Africa. tagboen@unisa.ac.za.
authors.forename: Emmanuel Ndubuisi
authors.initials: EN
authors.lastname: Agbo
authors.affiliation: Department of Life and Consumer Sciences, College of Agriculture and Environmental Sciences, University of South Africa, Private Bag X06, Florida 1710, South Africa. makhat@unisa.ac.za.
authors.forename: Tshepiso Jan
authors.initials: TJ
authors.lastname: Makhafola
authors.affiliation: Institute for Research in Molecular Medicine (INFORMM), Universiti Sains Malaysia, 11800 Minden, Penang, Malaysia. yeesiew@usm.my.
authors.forename: Yee Siew
authors.initials: YS
authors.lastname: Choong
authors.affiliation: Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, P. O. Box 392, Pretoria 0003, South Africa. mphahmj@unisa.ac.za.
authors.forename: Malose Jack
authors.initials: MJ
authors.lastname: Mphahlele
authors.affiliation: Computational Chemistry Group, Department of Chemistry, Faculty of Science, University of Mauritius, Réduit 80837, Mauritius. ramchemi@intnet.mu.
authors.forename: Ponnadurai
authors.initials: P
authors.lastname: Ramasami
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D020134:Catalytic Domain / Q000187:drug effects; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D006801:Humans; D061986:MCF-7 Cells; D008958:Models, Molecular; D062105:Molecular Docking Simulation; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013762:Tetrahydrofolate Dehydrogenase / Q000737:chemistry / Q000378:metabolism; D013940:Thymidylate Synthase / Q000737:chemistry / Q000378:metabolism
chemical_list: D000890:Anti-Infective Agents; D000970:Antineoplastic Agents; D011799:Quinazolines; D013762:Tetrahydrofolate Dehydrogenase; D013940:Thymidylate Synthase
keywords: 6-aryl-2-styrylquinazolin-4(3H)-ones; 6-bromo-2-styrylquinazolin-4(3H)-ones; Suzuki-Miyaura cross-coupling; antimicrobial activity; docking studies; in vitro cytotoxicity