Literature DB >> 18829316

Semisynthesis and antitumoral activity of 2-acetylfuranonaphthoquinone and other naphthoquinone derivatives from lapachol.

Kenneth O Eyong1, Ponminor S Kumar, Victor Kuete, Gabriel N Folefoc, Ephriam A Nkengfack, Sundarababu Baskaran.   

Abstract

Ozonolysis of lapachol (1), resulting in an unusual formation of a potent antitumor agent 2-acetylfuranonaphthoquinone (3) along with the expected aldehyde 6, is described. The reaction of lapachol (1) with CAN in dry acetonitrile leading to biologically active furanonaphthoquinones is also reported. The antitumoral activity of the tested compounds on human DU-145 prostate carcinoma cells was evaluated following XTT assay. The results revealed that 2-(1-methylethenyl)-2,3-dihydronaphtho[2,3-b]furan-4,9-dione (5), beta-lapachone (10) and dehydro-beta-lapachone diacetate (11) showed 100% inhibition at 25 microg/ml. All the tested samples showed dose-dependent activity.

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Year:  2008        PMID: 18829316     DOI: 10.1016/j.bmcl.2008.09.053

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  8 in total

1.  Cameroonian medicinal plants: pharmacology and derived natural products.

Authors:  Victor Kuete; Thomas Efferth
Journal:  Front Pharmacol       Date:  2010-10-25       Impact factor: 5.810

2.  A new and efficient procedure for the synthesis of hexahydropyrimidine-fused 1,4-naphthoquinones.

Authors:  Marcelo Isidoro P Reis; Vinícius R Campos; Jackson A L C Resende; Fernando C Silva; Vitor F Ferreira
Journal:  Beilstein J Org Chem       Date:  2015-07-22       Impact factor: 2.883

3.  Cytotoxicity of Plumbagin, Rapanone and 12 other naturally occurring Quinones from Kenyan Flora towards human carcinoma cells.

Authors:  Victor Kuete; Leonidah K Omosa; Viviane R Sipowo Tala; Jacob O Midiwo; Armelle T Mbaveng; Sauda Swaleh; Oğuzhan Karaosmanoğlu; Hülya Sivas
Journal:  BMC Pharmacol Toxicol       Date:  2016-12-21       Impact factor: 2.483

4.  Repurposing Napabucasin as an Antimicrobial Agent against Oral Streptococcal Biofilms.

Authors:  Xinyi Kuang; Tao Yang; Chenzi Zhang; Xian Peng; Yuan Ju; Chungen Li; Xuedong Zhou; Youfu Luo; Xin Xu
Journal:  Biomed Res Int       Date:  2020-11-20       Impact factor: 3.411

Review 5.  Impact of natural resources and research on cancer treatment and prevention: A perspective from Cameroon.

Authors:  Barnabas Bessem Orang-Ojong; Jose Edward Munyangaju; Ma Shang Wei; Miao Lin; Fan Guan Wei; Charles Foukunang; Yan Zhu
Journal:  Mol Clin Oncol       Date:  2013-05-27

6.  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

7.  Antifungal activity of hypocrellin compounds and their synergistic effects with antimicrobial agents against Candida albicans.

Authors:  Shihao Song; Xiuyun Sun; Lili Meng; Qianhua Wu; Ke Wang; Yinyue Deng
Journal:  Microb Biotechnol       Date:  2020-06-08       Impact factor: 5.813

8.  Enhanced antitumor efficacy of lapachol-loaded nanoemulsion in breast cancer tumor model.

Authors:  Sued Eustáquio Mendes Miranda; Janaína de Alcântara Lemos; Renata Salgado Fernandes; Juliana de Oliveira Silva; Flaviano M Ottoni; Danyelle M Townsend; Domenico Rubello; Ricardo José Alves; Geovanni Dantas Cassali; Lucas Antônio Miranda Ferreira; Andre Luis Branco de Barros
Journal:  Biomed Pharmacother       Date:  2020-11-27       Impact factor: 6.529

  8 in total

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