title: Structure-based design, synthesis and antitumoral evaluation of enulosides.
abstract: Enulosides, carbohydrate derivatives containing an α,β-unsaturated carbonyl unit, were designed and obtained in high yields and isomeric purity. All synthesized compounds exhibited antitumoral activity in micromolar range against four tested tumor cells lines, being the best results observed for HL-60 cells. These compounds open new possibilities to prepare an array of more active, site-specific or selective antitumor agents. 2016 Elsevier Ltd. All rights reserved.
authors.affiliation: Departamento de Química, Universidade Federal Rural de Pernambuco, Rua Dom Manoel de Medeiros s/n, 52171-900, Recife, PE, Brazil; Departamento de Química, Universidade Federal de Pernambuco, Av. Jornalista Anibal Fernandes s/n, 50670-901, Recife, PE, Brazil.
authors.forename: Jonh A M
authors.initials: JAM
authors.lastname: Santos
authors.affiliation: Departamento de Química, Universidade Federal Rural de Pernambuco, Rua Dom Manoel de Medeiros s/n, 52171-900, Recife, PE, Brazil; Departamento de Química, Universidade Federal de Pernambuco, Av. Jornalista Anibal Fernandes s/n, 50670-901, Recife, PE, Brazil.
authors.forename: Cosme S
authors.initials: CS
authors.lastname: Santos
authors.affiliation: Departamento de Química, Universidade Federal Rural de Pernambuco, Rua Dom Manoel de Medeiros s/n, 52171-900, Recife, PE, Brazil; Departamento de Química, Universidade Federal de Pernambuco, Av. Jornalista Anibal Fernandes s/n, 50670-901, Recife, PE, Brazil.
authors.forename: Claudia L A
authors.initials: CLA
authors.lastname: Almeida
authors.affiliation: Departamento de Fisiologia e Farmacologia, Universidade Federal de Pernambuco, Av. Prof. Moraes Rego, 1235, 50670-901, Recife, PE, Brazil.
authors.forename: Thiago D S
authors.initials: TDS
authors.lastname: Silva
authors.affiliation: Departamento de Química, Universidade Federal Rural de Pernambuco, Rua Dom Manoel de Medeiros s/n, 52171-900, Recife, PE, Brazil.
authors.forename: João R
authors.initials: JR
authors.lastname: Freitas Filho
authors.affiliation: Departamento de Fisiologia e Farmacologia, Universidade Federal de Pernambuco, Av. Prof. Moraes Rego, 1235, 50670-901, Recife, PE, Brazil.
authors.forename: Gardenia C G
authors.initials: GCG
authors.lastname: Militão
authors.affiliation: Departamento de Antibióticos, Universidade Federal de Pernambuco, Av. Prof. Moraes Rego, 1235, 50670-901, Recife, PE, Brazil.
authors.forename: Teresinha G
authors.initials: TG
authors.lastname: da Silva
authors.affiliation: Departamento de Química, Universidade Federal de Pernambuco, Av. Jornalista Anibal Fernandes s/n, 50670-901, Recife, PE, Brazil.
authors.forename: Carlos H B
authors.initials: CHB
authors.lastname: da Cruz
authors.affiliation: Departamento de Química, Universidade Federal Rural de Pernambuco, Rua Dom Manoel de Medeiros s/n, 52171-900, Recife, PE, Brazil; Centro de Educação e Saúde, Universidade Federal de Campina Grande, Acesso Professora Maria Anita Furtado Coelho, s/n, 58175-000, Cuité, PB, Brazil. Electronic address: julianocrufino@yahoo.com.br.
authors.forename: Juliano C R
authors.initials: JCR
authors.lastname: Freitas
authors.affiliation: Departamento de Química, Universidade Federal de Pernambuco, Av. Jornalista Anibal Fernandes s/n, 50670-901, Recife, PE, Brazil. Electronic address: paulo.menezes@pq.cnpq.br.
authors.forename: Paulo H
authors.initials: PH
authors.lastname: Menezes
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology*; D001688:Biological Products / Q000737:chemistry / Q000494:pharmacology*; D002241:Carbohydrates / Q000737:chemistry*; D049109:Cell Proliferation / Q000187:drug effects*; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy / Q000473:pathology; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D001688:Biological Products; D002241:Carbohydrates
keywords: Antitumoral; CRM-1; Enulosides; Pseudoglycosides