Monoarylhydrazones of α‐Lapachone: Synthesis, Chemical Properties and Antineoplastic Activity.

Renou, Sergio G.; Asís, Silvia Elizabeth; Abasolo, M. I.; Bekerman, Diana; Bruno, Ana M.

doi:10.1002/chin.200406220

Cited by 8 publications

(8 citation statements)

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“…Although β-lapachone can bind to DNA in vitro, its affinity for DNA does not seem to correlate to its antineoplasic activity. 31 On the other hand, enzymes involved in DNA metabolism have been reported to be inhibited in vitro by β-lapachone. 20 DNA topoisomerases were good candidate targets to be tested because: 1) β-lapachone inhibits topoisomerases I and IIα in vitro, 22,30 and 2) β-lapachone induces topoisomerase II mediated DNA damage in vitro.…”

Section: Discussionmentioning

confidence: 99%

β-lapachone Activates a Mre11p-Tel1p G1/S Checkpoint in Budding Yeast

Menacho‐Marquez¹,

Murguía²

2006

Cell Cycle

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Section: Discussionmentioning

confidence: 99%

β-lapachone Activates a Mre11p-Tel1p G1/S Checkpoint in Budding Yeast

Menacho‐Marquez¹,

Murguía²

2006

Cell Cycle

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“…13 O lapachol (1) e seus derivados, como, por exemplo, a α-xiloidona (deidro-α-lapachona) (2) e a deidro-iso-α-lapachona (3), são naftoquinonas naturais isoladas das cascas das árvores da família Bignoneacea, como a Tabebuia spp., [1][2][3] Haplophragma adenophylum, 14 Oroxylum indicum (L.) Vent, 15 Newbouldia laevis Seem., 16 Radermachera sinica Hemsl 17 e mais recentemente da Catalpa ovata; 18 enquanto a rinacantina-A (4) foi isolada em 1988 da Rhinacanthus nasutus (L.) Kurz (Acanthaceae). 19 Lapachol (1), α-xiloidona (2) e a deidro-iso-α-lapachona (3) possuem atividades biológicas comuns a esta classe de substâncias, como as descritas acima, [1][2][3][4][5][6][7][8][9][10][11][12][13]18,[20][21][22]23 e a rinacantina-A (4) não apresentou citotoxicidade 19 (Figura 1). Devido às atividades biológicas dos derivados cíclicos do lapachol (1), muitos grupos de pesquisa vêm estudando suas preparações.…”

Section: Introductionunclassified

Ciclização do lapachol induzida por sais de tálio III

Ribeiro¹,

Souza²,

Ferreira³

et al. 2008

Quím. Nova

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Recebido em 29/11/07; aceito em 7/3/08; publicado na web em 9/4/08 CYCLIZATION OF LAPACHOL INDUCED BY THALLIUM SALTS. This work describes the cyclization of lapachol (1) induced by thallium triacetate (TTA) and thallium trinitrate (TTN) in several solvents using magnetic stirring and under microwave irradiation. α-Xyloidone (2) -dehydro-α-lapachone -was obtained as the main product in these reactions in 20 -75% yield. However, rhinacanthin-A (4) was isolated as main product in a 40% yield, using TTA and acetic anhydride:water (1:1) as solvent, and dehydroiso-α-lapachone (3) in 21% yield, using TTA and dichloromethane as solvent. The reaction time decreased drastically under microwave conditions, but the yields of these reactions were not the expected.

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“…This study only found aberrant crypt foci of hyperplastic and dysplastic types; the first type was found in all animals with histopathological changes, and the second was uncommon in all groups. Most of the work makes only descriptive evaluation of histopathology slides stained by using hematoxylin and eosin, and present evaluation results with immunohistochemistry, genetics (DNA) or biochemicals 1,10,11,13,15,16,22 . Only one animal in group V showed no pathological changes, which brought no significant changes in reducing aberrant crypt foci in mice that were induced with azoxymethane colon tumor and treated with β-lapachone.…”

Section: Groupsmentioning

confidence: 99%

Study of the antineoplastic action of Tabebuia avellanedae in carcinogenesis induced by azoxymethane in mice

Higa¹,

Aydos²,

Silva³

et al. 2011

Acta Cir. Bras.

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Purpose: To study the antitumor action of Tabebuia avellanedae in experimentally induced colon carcinogenesis by azoxymethane in mice. Methods: Fifty (n=50) mice were divided into five groups: in group I azoxymethane (AOM) was administered, in Group II -β-lapachone, in group III -vehicle (diluent) and in group IV -vehicle + AOM and finally in group V -β-lapachone + AOM. Results: It was observed the presence of aberrant crypt foci in all animals of groups I and IV, 50% in group II and 90% in group V. Conclusion: The β-lapachone extracted from the Tabebuia avellanedae showed no protective effect of lesions induced by azoxymethane in colon of mice. Key words: Carcinogens. Colorectal Neoplasms. Azoxymethane. Tabebuia. Naphthoquinones. Mice. RESUMOObjetivo: Estudar a ação antitumoral da Tabebuia avellanedae (Ipê-Roxo) na carcinogênese colônica induzida experimentalmente pelo azoximetano em camundongos. Métodos: Foram utilizados 50 camundongos divididos em 5 grupos: grupo I administrado Azoximetano (AOM); grupo II -β-lapachona; grupo III -veículo (diluente); grupo IV -veículo + AOM; e grupo V -β-lapachona + AOM. Resultados: Observou-se presença de focos de criptas aberrantes em todos os animais dos grupos I e IV, 50% no grupo II e 90% no grupo V. Conclusão: A β-lapachona extraída da Tabebuia avellanedae não apresentou efeito protetor das lesões induzidas pelo azoximetano em cólon de camundongos. Descritores: Carcinógenos. Neoplasias Colorretais. Azoximetano. Ipê-Roxo. Naftoquinonas. Camundongos. -Acta Cirúrgica Brasileira -Vol. 26 (2) 2011Aydos RD et al.

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Monoarylhydrazones of α‐Lapachone: Synthesis, Chemical Properties and Antineoplastic Activity.

Abstract: Monoarylhydrazones of α-Lapachone: Synthesis, Chemical Properties and Antineoplastic Activity. -(RENOU*, S. G.; ASIS, S. E.; ABASOLO, M. I.; BEKERMAN, D. G.; BRUNO, A. M.; Pharmazie 58 (2003) 10, 690-695; Dep. Quim.

Cited by 8 publications

References 0 publications

β-lapachone Activates a Mre11p-Tel1p G1/S Checkpoint in Budding Yeast

β-lapachone Activates a Mre11p-Tel1p G1/S Checkpoint in Budding Yeast

Ciclização do lapachol induzida por sais de tálio III

Study of the antineoplastic action of Tabebuia avellanedae in carcinogenesis induced by azoxymethane in mice

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