title: Anthracene-9, 10-dione derivatives induced apoptosis in human cervical cancer cell line (CaSki) by interfering with HPV E6 expression.
abstract: A new series of anthracene-9, 10-dione derivatives have been synthesized to increase cytotoxic activity against human papillomavirus (HPV) positive cancer cell line, CaSki. The highest cytotoxicity was achieved by 4-(benzylamino)-9,10-dioxo-4a,9,9a,10-tetrahydroanthracen-1-yl 4-ethylbenzenesulfonate (5) with the inhibitory concentration 50 (IC50) of 0.3 μM which is 20 times lower than that of cisplatin (CDDP; IC50 = 8.0 μM). The toxicity against non-cancerous cell line, WI-38, was low with the IC50 > 10 μM. Treatment with this compound resulted in decreasing HPV E6 expression. Furthermore, increasing p53 and decreasing Bcl-2 expression were noted. Cell cycle profiles revealed an accumulation of cells in the G2/M phase.
authors.affiliation: Program of Biotechnology, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.
authors.forename: Supranee
authors.initials: S
authors.lastname: Sangthong
authors.affiliation: Medical Microbiology Interdisciplinary Program, Graduate School, Chulalongkorn University, Payathai Road, Pathumwan, Bangkok 10330, Thailand.
authors.forename: Naunpun
authors.initials: N
authors.lastname: Sangphech
authors.affiliation: Department of Microbiology, Faculty of Science, Chulalongkorn University, 254 Phayathai Road, Phatumwan, Bangkok 10330, Thailand. Electronic address: Tanapat.p@chula.ac.th.
authors.forename: Tanapat
authors.initials: T
authors.lastname: Palaga
authors.affiliation: Biomaterials and Bioorganic Chemistry Research Group, Department of Chemistry, Faculty of Science, Chulalongkorn University, 254 Phayathai Road, Phatumwan, Bangkok 10330, Thailand.
authors.forename: Nattaya
authors.initials: N
authors.lastname: Ngamrojanavanich
authors.affiliation: The Institute of Biotechnology and Genetic Engineering, Chulalongkorn University, 254 Phayathai Road, Bangkok 10330, Thailand.
authors.forename: Songchan
authors.initials: S
authors.lastname: Puthong
authors.affiliation: Department of Chemistry, Chulalongkorn University, 254 Phayathai Road, Bangkok 10330, Thailand.
authors.forename: Tirayut
authors.initials: T
authors.lastname: Vilaivan
authors.affiliation: Biomaterials and Bioorganic Chemistry Research Group, Department of Chemistry, Faculty of Science, Chulalongkorn University, 254 Phayathai Road, Phatumwan, Bangkok 10330, Thailand. Electronic address: Nongnuj.j@chula.ac.th.
authors.forename: Nongnuj
authors.initials: N
authors.lastname: Muangsin
mesh_terms: D000880:Anthraquinones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects*; D002453:Cell Cycle / Q000187:drug effects; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008958:Models, Molecular; D015394:Molecular Structure; D009856:Oncogene Proteins, Viral / Q000096:biosynthesis* / Q000172:deficiency / Q000235:genetics; D012097:Repressor Proteins / Q000096:biosynthesis* / Q000172:deficiency / Q000235:genetics; D013329:Structure-Activity Relationship
chemical_list: D000880:Anthraquinones; D000970:Antineoplastic Agents; C068651:E6 protein, Human papillomavirus type 16; D009856:Oncogene Proteins, Viral; D012097:Repressor Proteins; C042834:9,10-anthraquinone
keywords: 10-Dione; Anthracene-9; Apoptosis; Cell cycle; Cervical cancer; HPV E6; p53