Literature DB >> 19947600

3-arylamino and 3-alkoxy-nor-beta-lapachone derivatives: synthesis and cytotoxicity against cancer cell lines.

Eufrânio N da Silva1, Clara F de Deus, Bruno C Cavalcanti, Cláudia Pessoa, Letícia V Costa-Lotufo, Raquel C Montenegro, Manoel O de Moraes, Maria do Carmo F R Pinto, Carlos A de Simone, Vitor F Ferreira, Marilia O F Goulart, Carlos Kleber Z Andrade, Antônio V Pinto.   

Abstract

Several 3-arylamino and 3-alkoxy-nor-beta-lapachone derivatives were synthesized in moderate to high yields and found to be highly potent against cancer cells SF295 (central nervous system), HCT8 (colon), MDA-MB435 (melanoma), and HL60 (leukemia), with IC(50) below 2 microM. The arylamino para-nitro and the 2,4-dimethoxy substituted naphthoquinones showed the best cytoxicity profile, while the ortho-nitro and the 2,4-dimethoxy substituted ones were more selective than doxorubicin and similar to the precursor lapachones, thus emerging as promising new lead compounds in anticancer drug development.

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Year:  2010        PMID： 19947600     DOI： 10.1021/jm900865m

Source DB:  PubMed          Journal:  J Med Chem        ISSN： 0022-2623            Impact factor:   8.039


  7 in total

1.  Synthesis of quinone imine and sulphur-containing compounds with antitumor and trypanocidal activities: redox and biological implications.

Authors:  Renata G Almeida; Wagner O Valença; Luísa G Rosa; Carlos A de Simone; Solange L de Castro; Juliana M C Barbosa; Daniel P Pinheiro; Carlos R K Paier; Guilherme G C de Carvalho; Claudia Pessoa; Marilia O F Goulart; Ammar Kharma; Eufrânio N da Silva Júnior
Journal:  RSC Med Chem       Date:  2020-07-13

2.  Encapsulation of nor-β-lapachone into poly(d,l)-lactide-co-glycolide (PLGA) microcapsules: full characterization, computational details and cytotoxic activity against human cancer cell lines.

Authors:  Marcília P Costa; Anderson C S Feitosa; Fátima C E Oliveira; Bruno C Cavalcanti; Gleiston G Dias; Ewerton W S Caetano; Francisco A M Sales; Valder N Freire; Stefano Di Fiore; Rainer Fischer; Luiz O Ladeira; Eufrânio N da Silva Júnior; Claudia Pessoa
Journal:  Medchemcomm       Date:  2017-09-07       Impact factor: 3.597

3.  Antimony(V) and bismuth(V) complexes of lapachol: synthesis, crystal structure and cytotoxic activity.

Authors:  Ludmila G de Oliveira; Meiriane M Silva; Flávia C S de Paula; Elene C Pereira-Maia; Cláudio L Donnici; Carlos A de Simone; Frédéric Frézard; Eufrânio N da Silva; Cynthia Demicheli
Journal:  Molecules       Date:  2011-12-13       Impact factor: 4.411

4.  Synthesis, Characterization and In-vitro Evaluation of Novel Naphthoquinone Derivatives and Related Imines: Identification of New Anticancer Leads.

Authors:  Sima Golmakaniyoon; Vahid Reza Askari; Khalil Abnous; Afshin Zarghi; Razieh Ghodsi
Journal:  Iran J Pharm Res       Date:  2019       Impact factor: 1.696

5.  Synthetic 1,4-pyran naphthoquinones are potent inhibitors of dengue virus replication.

Authors:  Emmerson C B da Costa; Raquel Amorim; Fernando C da Silva; David R Rocha; Michelle P Papa; Luciana B de Arruda; Ronaldo Mohana-Borges; Vitor F Ferreira; Amilcar Tanuri; Luciana J da Costa; Sabrina B Ferreira
Journal:  PLoS One       Date:  2013-12-20       Impact factor: 3.240

6.  Efficient Catalytic Oxidation of 3-Arylthio- and 3-Cyclohexylthio-lapachone Derivatives to New Sulfonyl Derivatives and Evaluation of Their Antibacterial Activities.

Authors:  Mariana F do C Cardoso; Ana T P C Gomes; Caroline Dos S Moreira; Mário M Q Simões; Maria G P M S Neves; David R da Rocha; Fernando de C da Silva; Catarina Moreirinha; Adelaide Almeida; Vitor F Ferreira; José A S Cavaleiro
Journal:  Molecules       Date:  2017-02-16       Impact factor: 4.927

7.  Synthesis and antitumor activity of selenium-containing quinone-based triazoles possessing two redox centres, and their mechanistic insights.

Authors:  Eduardo H G da Cruz; Molly A Silvers; Guilherme A M Jardim; Jarbas M Resende; Bruno C Cavalcanti; Igor S Bomfim; Claudia Pessoa; Carlos A de Simone; Giancarlo V Botteselle; Antonio L Braga; Divya K Nair; Irishi N N Namboothiri; David A Boothman; Eufrânio N da Silva Júnior
Journal:  Eur J Med Chem       Date:  2016-06-14       Impact factor: 6.514
  7 in total

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