title: New antitumoral agents I: In vitro anticancer activity and in vivo acute toxicity of synthetic 1,5-bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one and derivatives.
abstract: This paper describes a new method for the preparation of 1,5-bis(4-hydroxy-3-methoxyphenyl)-1,4-pentadien-3-one 1 and its derivatives 2-5. This set of synthetic compounds exhibited high antitumoral activities regarding in vitro screening against several human tumor cell lines as lung carcinoma NCI-460, melanoma UACC-62, breast MCF-7, colon HT-29, renal 786-O, ovarian OVCAR-03 and ovarian expressing the resistance phenotype for adriamycin NCI-ADR/RES, prostate PC-3, and leukemia K-562. Compounds were also tested against murine tumor cell line B16F10 melanoma and lymphocytic leukemia L1210 as well as to their effect toward normal macrophages. Specific activity against colon cancer cells HT-29 was observed for all tested compounds and suggests further studies with models of colon cancer. Compounds 1, 2, and 4 showed significant cytotoxic activity with IC(50) values 2.3 microM for all human cancer cell lines. Intraperitoneal acute administration of compound 1 and 2 showed very low toxicity rate.
authors.affiliation: Laboratory of Organic Synthesis, Universidade Bandeirante de São Paulo (UNIBAN), São Paulo, Brazil. quinco99@hotmail.com
authors.forename: José Agustín
authors.initials: JA
authors.lastname: Quincoces Suarez
authors.forename: Daniela Gonçales
authors.initials: DG
authors.lastname: Rando
authors.forename: Reginaldo Pereira
authors.initials: RP
authors.lastname: Santos
authors.forename: Carolina Passarelli
authors.initials: CP
authors.lastname: Gonçalves
authors.forename: Elizabeth
authors.initials: E
authors.lastname: Ferreira
authors.forename: João Ernesto
authors.initials: JE
authors.lastname: de Carvalho
authors.forename: Luciana
authors.initials: L
authors.lastname: Kohn
authors.forename: Durvanei Augusto
authors.initials: DA
authors.lastname: Maria
authors.forename: Fernanda
authors.initials: F
authors.lastname: Faião-Flores
authors.forename: Dirk
authors.initials: D
authors.lastname: Michalik
authors.forename: Maria Cristina
authors.initials: MC
authors.lastname: Marcucci
authors.forename: Christian
authors.initials: C
authors.lastname: Vogel
mesh_terms: D000818:Animals; D000840:Anisoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051379:Mice; D013329:Structure-Activity Relationship
chemical_list: C543314:1,5-bis(4-acetoxy-3-methoxyphenyl)-1,4-pentadien-3-one; D000840:Anisoles; D000970:Antineoplastic Agents; D007659:Ketones