Metabolism of resveratrol in breast cancer cell lines: Impact of sulfotransferase 1A1 expression on cell growth inhibition

Murias, Marek; Miksits, Michaela; Aust, Sylvia; Spatzenegger, Margit; Thalhammer, Theresia; Szekeres, Thomas; Jaeger, Walter

doi:10.1016/j.canlet.2007.11.008

Cited by 55 publications

(54 citation statements)

References 33 publications

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“…One explanation is that SULT1A1 inactivated both E2 and RES via sulfation. These results corroborate those recently presented for SULT1A1-mediated RES sulfation in different breast cancer cell lines (Murias et al 2008).…”

Section: Discussionsupporting

confidence: 94%

“…Thus, the stable cell lines utilized in the present study depict an artificial system which allows for an evaluation of the effects of sulfation on substrate metabolism and hormone-responsive cellular growth. A recent study utilized a similar model to demonstrate the SULT1A1-mediated sulfation of RES in breast cancer cells where MDA-MB-231 cells were stably transfected to express human SULT1A1 (Murias et al 2008).…”

Section: Discussionmentioning

confidence: 98%

“…Human sulfotransferases (SULT) 1A1 and SULT1E1 catalyse the sulfation of RES (Miksits et al 2005;Ung & Nagar 2007), while it is glucuronidated predominantly via human uridine diphosphoglucuronosyltransferase (UGT) 1A1 and UGT1A9 isozymes (Aumont et al 2001;Iwuchukwu & Nagar 2008). A recent study has shown efficient sulfation of RES in breast cancer ZR-75 and SULT1A1-transfected MDA-MB-213 cells (Murias et al 2008).…”

Section: Introductionmentioning

confidence: 98%

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Trans-resveratrol-mediated inhibition of β-oestradiol conjugation in MCF-7 cells stably expressing human sulfotransferases SULT1A1 or SULT1E1, and human liver microsomes

Ung

Nagar

2009

Xenobiotica

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Section: Discussionsupporting

confidence: 94%

Section: Discussionmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 98%

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Trans-resveratrol-mediated inhibition of β-oestradiol conjugation in MCF-7 cells stably expressing human sulfotransferases SULT1A1 or SULT1E1, and human liver microsomes

Ung

Nagar

2009

Xenobiotica

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“…Sulfates were the predominant metabolites in Caco-2 human colon carcinoma cells; however, its formation could be inhibited by resveratrol itself (8). Sulfotransferase 1A1 (SULT 1A1) expression is responsible for the conversion of resveratrol to 3-O-sulfates; high activity reduced the anticancer activity of resveratrol in human breast cancer cells, indicating that, depending on the metabolism of resveratrol, either active metabolites, such as piceatannol, or less active intermediates, such as sulfates, can be formed (9).…”

Section: Metabolism Of Resveratrolmentioning

confidence: 99%

Resveratrol and Resveratrol Analogues—Structure—Activity Relationship

et al. 2010

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Resveratrol (3,4',5-trihydroxy-trans-stilbene) is a compound found in wine and is held responsible for a number of beneficial effects of red wine. Besides the prevention of heart disease and significant anti-inflammatory effects, resveratrol might inhibit tumor cell growth and even play a role in the aging process. We here describe the structure-activity relationship of resveratrol and analogues of resveratrol regarding the free radical scavenging and antitumor effects of this exciting natural compound. In addition, we have synthesized a number of analogues of resveratrol with the aim to further improve the beneficial effects of resveratrol. Our studies were based on the analysis of structural properties, which were responsible for the most important effects of this compound. Striking in vivo effects can be observed with hexahydroxystilbene (M8), the most effective synthetic analogue of resveratrol. We could show that M8 inhibits tumor as well as metastasis growth of human melanoma in two different animal models, alone and in combination with dacarbacine.

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“…Cascas de uvas, Vitis vinifera L. (Vitaceae), contêm cerca de 50 a 100 µg de resveratrol por grama de peso seco, o que contribui para a alta concentração relativa desse componente em vinhos tintos e sucos de uva. 96 Como agente quimiopreventivo e quimioterapêutico, o resveratrol atua na inibição da carcinogênese mamária 97 e, aparentemente, age por diferentes mecanismos que não estão totalmente elucidados. O efeito de inibição do crescimento de células cancerosas, exercido por essa substância, parece estar relacionado com ação nas enzimas DNA polimerase e ribonucleotídeo redutase, que estão envolvidas na profliferação celular.…”

Section: Figura 6 Representação Estrutural Da α-Tubulina (Verde) E βunclassified

Química e farmacologia de quimioterápicos antineoplásicos derivados de plantas

Brandão¹,

David²,

Couto³

et al. 2010

Quím. Nova

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Recebido em 11/9/09; aceito em 2/2/10; publicado na web em 18/6/10 CHEMISTRY AND PHARMACOLOGY OF ANTINEOPLASIC CHEMOTERAPEUTICAL DERIVATIVES FROM PLANTS. This review demonstrates the importance of plants as sources of molecules used in anticancer therapies. The approach is performed by relating the active molecules to their origins, details, mechanisms of action, structure-activity relationship and chemical characteristics of chemotherapeutical medicines. It was also described the development of anticancer agents from plants by the pharmaceutical industry and the difficulties to release these compounds as a trademark. These include the well known paclitaxel, docetaxel, vincristine, vinblastine, vinorelbine, vindesine, etoposide, teniposide, and other molecules that are undergoing clinical trials.Keywords: plant antineoplasics; chemotherapic; cancer. INTRODUÇÃOSubstâncias orgânicas originadas de fontes naturais há muito tempo são utilizadas no tratamento de inúmeras enfermidades no ser humano. Grande parte dos medicamentos encontrados no mercado é derivada direta ou indiretamente de vegetais, micro-organismos, organismos marinhos, vertebrados e invertebrados terrestres.1,2 Analisando os medicamentos disponibilizados no mercado entre 1981 e 2002, observa-se que 28% destes possuem princípios ativos isolados de produtos naturais ou semissintéticos, ao passo que 24% são sintéticos com grupos farmacofóricos baseados em estruturas de produtos naturais. Portanto, mais da metade dos novos medicamentos lançados no referido período são derivados de produtos naturais, mostrando que essa fonte é muito importante nos estudos de desenvolvimento de novos medicamentos. 1,3 Os vegetais representam as maiores fontes de substâncias ativas que podem ser usadas na terapêutica, devido à grande diversidade estrutural de metabólitos produzidos e, talvez, a fonte mais antiga de medicamentos para o homem. Na busca de novos medicamentos originados de plantas são envolvidos diversos conhecimentos que vão desde aspectos agronômicos, botânicos, químicos, farmacológicos e toxicológicos. 4 Metodologias recentes cada vez mais modernas de isolamento e identificação de compostos de fontes naturais têm propiciado aumento no número de novas estruturas químicas bioativas para inúmeras indicações terapêuticas. Paralelo a esse progresso, desenvolveram-se métodos de screening biológicos automatizados (High Throughput Screening -HTS) que permitem testar in vitro milhares de substân-cias frente a alvos biológicos específicos em curto espaço de tempo.De acordo com Newman, 3 medicamentos derivados de produtos naturais são capazes de tratar 87% das enfermidades humanas categorizadas, incluindo as indicadas como antibacterianas, anticoagulantes, antiparasitárias, imunossupresoras e anticancerígenas. Esta última classe de medicamentos teve 1/3 do mercado em 2002 representado apenas por dois grupos de quimioterápicos derivados de produtos naturais, sendo que os taxanos e derivados da camptotecina representam cerca de U$ 3 bilhões de dólares. 2,5,6A busca por me...

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Metabolism of resveratrol in breast cancer cell lines: Impact of sulfotransferase 1A1 expression on cell growth inhibition

Cited by 55 publications

References 33 publications

Trans-resveratrol-mediated inhibition of β-oestradiol conjugation in MCF-7 cells stably expressing human sulfotransferases SULT1A1 or SULT1E1, and human liver microsomes

Trans-resveratrol-mediated inhibition of β-oestradiol conjugation in MCF-7 cells stably expressing human sulfotransferases SULT1A1 or SULT1E1, and human liver microsomes

Resveratrol and Resveratrol Analogues—Structure—Activity Relationship

Química e farmacologia de quimioterápicos antineoplásicos derivados de plantas

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