Discodermolide (original) (raw)

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La (+)-discodermolida es un policétido descubierto recientemente, que se ha encontrado que es un potente inhibidor del crecimiento de células tumorales. El esqueleto de carbono de la molécula está hecho por ocho unidades de poli y cuatro de acetato, con 13 estereocentros.

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dbo:abstract (+)-Discodermolide is a polyketide natural product found to stabilize microtubules. (+)-discodermolide was isolated by Gunasekera and his co-workers at the Harbor Branch Oceanographic Institute from the deep-sea sponge Discodermia dissoluta in 1990. (+)-Discodermolide was found to be a potent inhibitor of tumor cell growth in several MDR cancer cell lines. (+)-discodermolide also shows some unique characters, including a linear backbone structure, immunosuppressive properties both in vitro and in vivo, potent induction of an accelerated senescence phenotype, and synergistic antiproliferative activity in combination with paclitaxel. Discodermolide was recognized as one of the most potent natural promoters of tubulin assembly. A large number of efforts toward the total synthesis of (+)-discodermolide were directed by its interesting biological activities and extreme scarcity of natural sources (0.002% w/w from frozen marine sponge). The compound supply necessary for complete clinical trials cannot be met by harvesting, isolation, and purification. As of 2005, attempts at synthesis or semi-synthesis by fermentation have proven unsuccessful. As a result, all discodermolide used in preclinical studies and clinical trials has come from large-scale total synthesis. (en) La (+)-discodermolida es un policétido descubierto recientemente, que se ha encontrado que es un potente inhibidor del crecimiento de células tumorales. El esqueleto de carbono de la molécula está hecho por ocho unidades de poli y cuatro de acetato, con 13 estereocentros. (es) Le discodermolide est un polycétide naturel qui intervient dans la stabilisation des microtubules. Il a été isolé en 1990 par Gunasekera et al. à partir de Discodermia dissoluta, une éponge vivant en eaux profondes. Il agit comme immunosuppresseur à la fois in vitro et in vivo, comme puissant inducteur d'un phénotype de sénescence accélérée, et comme cytostatique en synergie avec le paclitaxel. C'est l'un des plus puissants promoteurs de l'assemblage de la tubuline. Ses propriétés biologiques intéressantes et son extrême rareté dans le milieu naturel (à peine 20 ppm pondéral dans l'éponge marine congelée) ont poussé à réaliser sa synthèse totale, qui fournit à présent la totalité du discodermolide des études cliniques et précliniques. (fr) (+)-Diskodermolida adalah produk alami poliketida yang baru-baru ini ditemukan berpotensi sebagai inhibitor pertumbuhan sel tumor. Kerangka karbon molekul ini terdiri dari delapan unit poli dan empat unit asetat dengan 13 stereopusat. (in) A (+)-discodermolida é um policetídeo descoberto recentemente (1990), que se tem descoberto que é um potente inibidor de crescimento de células tumorais. O esqueleto de carbono da molécula é constituído de oito unidades de polipropionato e quatro de acetato, com 13 estereocentros. (pt)
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rdfs:comment La (+)-discodermolida es un policétido descubierto recientemente, que se ha encontrado que es un potente inhibidor del crecimiento de células tumorales. El esqueleto de carbono de la molécula está hecho por ocho unidades de poli y cuatro de acetato, con 13 estereocentros. (es) Le discodermolide est un polycétide naturel qui intervient dans la stabilisation des microtubules. Il a été isolé en 1990 par Gunasekera et al. à partir de Discodermia dissoluta, une éponge vivant en eaux profondes. Il agit comme immunosuppresseur à la fois in vitro et in vivo, comme puissant inducteur d'un phénotype de sénescence accélérée, et comme cytostatique en synergie avec le paclitaxel. C'est l'un des plus puissants promoteurs de l'assemblage de la tubuline. Ses propriétés biologiques intéressantes et son extrême rareté dans le milieu naturel (à peine 20 ppm pondéral dans l'éponge marine congelée) ont poussé à réaliser sa synthèse totale, qui fournit à présent la totalité du discodermolide des études cliniques et précliniques. (fr) (+)-Diskodermolida adalah produk alami poliketida yang baru-baru ini ditemukan berpotensi sebagai inhibitor pertumbuhan sel tumor. Kerangka karbon molekul ini terdiri dari delapan unit poli dan empat unit asetat dengan 13 stereopusat. (in) A (+)-discodermolida é um policetídeo descoberto recentemente (1990), que se tem descoberto que é um potente inibidor de crescimento de células tumorais. O esqueleto de carbono da molécula é constituído de oito unidades de polipropionato e quatro de acetato, com 13 estereocentros. (pt) (+)-Discodermolide is a polyketide natural product found to stabilize microtubules. (+)-discodermolide was isolated by Gunasekera and his co-workers at the Harbor Branch Oceanographic Institute from the deep-sea sponge Discodermia dissoluta in 1990. (+)-Discodermolide was found to be a potent inhibitor of tumor cell growth in several MDR cancer cell lines. (+)-discodermolide also shows some unique characters, including a linear backbone structure, immunosuppressive properties both in vitro and in vivo, potent induction of an accelerated senescence phenotype, and synergistic antiproliferative activity in combination with paclitaxel. Discodermolide was recognized as one of the most potent natural promoters of tubulin assembly. A large number of efforts toward the total synthesis of (+)-disco (en)
rdfs:label Discodermolide (en) Discodermolida (es) Diskodermolida (in) Discodermolide (fr) Discodermolida (pt)
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