title: Cytotoxicity of synthesized 1,4-naphthoquinone analogues on selected human cancer cell lines.
abstract: In an effort to establish new candidates with enhanced anticancer activity of 5-hydroxy-7-methyl-1,4-naphthoquinone scaffold (7-methyljuglone) previously isolated from the root extract of Euclea natalensis, a series of 7-methyljuglone derivatives have been synthesized and assessed for cytotoxicity on selected human cancer lines. These compounds were screened in vitro for anticancer activity on MCF-7, HeLa, SNO and DU145 human cancer cell lines by MTT assay. Most of them exhibited significant toxicity on cancer cell lines with lower IC50 values. The most potent derivative (19) exhibited the toxicity on HeLa and DU145 cell lines with IC50 value of 5.3 and 6.8μM followed by compound (5) with IC50 value of 10.1 and 9.3μM, respectively. Structure-activity relationship reveals that the fluoro substituents at position C-8 while hydroxyl substituents at C-2 and C-5 positions played an important role in toxicity.
authors: Department of Plant Science, Plant Sciences Complex, University of Pretoria, Pretoria 0002, South Africa.
authors: Navneet
authors: N
authors: Kishore
authors: Department of Plant Science, Plant Sciences Complex, University of Pretoria, Pretoria 0002, South Africa.
authors: Brigitte
authors: B
authors: Binneman
authors: Department of Plant Science, Plant Sciences Complex, University of Pretoria, Pretoria 0002, South Africa; Department of Natural Products, National Institute of Pharmaceutical Education and Research, Ahmedabad 380054, India.
authors: Anita
authors: A
authors: Mahapatra
authors: Department of Biochemistry and Microbiology, Nelson Mandela Metropolitan University, Summerstrand Campus, Port Elizabeth 6031, South Africa.
authors: Maryna
authors: M
authors: van de Venter
authors: Department of Biochemistry and Microbiology, Nelson Mandela Metropolitan University, Summerstrand Campus, Port Elizabeth 6031, South Africa.
authors: Debbie
authors: D
authors: du Plessis-Stoman
authors: Department of Biochemistry and Microbiology, Nelson Mandela Metropolitan University, Summerstrand Campus, Port Elizabeth 6031, South Africa.
authors: Gerhardt
authors: G
authors: Boukes
authors: Department of Plant Science, Plant Sciences Complex, University of Pretoria, Pretoria 0002, South Africa; Pharmaceutical Sciences Division, King's College London, Franklin-Wilkins Building, 150 Stamford Street, London SE1 9NN, UK.
authors: Peter
authors: P
authors: Houghton
authors: Department of Plant Science, Plant Sciences Complex, University of Pretoria, Pretoria 0002, South Africa.
authors: J J
authors: JJ
authors: Marion Meyer
authors: Department of Plant Science, Plant Sciences Complex, University of Pretoria, Pretoria 0002, South Africa. Electronic address: namritaup14@gmail.com.
authors: Namrita
authors: N
authors: Lall
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002453:Cell Cycle / Q000187:drug effects; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D006801:Humans; D061986:MCF-7 Cells; D015394:Molecular Structure; D009285:Naphthoquinones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured; D020298:U937 Cells
chemical_list: D000970:Antineoplastic Agents; D009285:Naphthoquinones; C035342:1,4-naphthoquinone
keywords: 7-Methyljuglone derivatives; Cell apoptosis; Cell cycle analysis; Cytotoxicity; Euclea natalensis