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About: Yuremamine

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Yuremamine is a phytoindole alkaloid which was isolated from the bark of Mimosa tenuiflora in 2005, and erroneously assigned a pyrrolo[1,2-a]indole structure that was thought to represent a new class of indole alkaloids. However, in 2015, the bioinspired total synthesis of yuremamine revealed its structure to be a flavonoid derivative. It was also noted in the original isolation of yuremamine that the alkaloid occurs naturally as a purple solid, but total synthesis revealed that yuremamine as a free base is colorless, and the formation of a trifluoroacetate salt during HPLC purification is what led to the purple appearance.

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dbo:abstract
  • Yuremamina es un fitoindole alcaloide que se aisló e identificó a partir de la corteza de Mimosa tenuiflora en 2005.​ Como un compuesto puro, yuremamina es un sólido amorfo de color púrpura. Representa una nueva familia de derivados de indol. (es)
  • La yuremamina è un composto fitochimico alcaloide che è stato isolato dalla corteccia della Mimosa tenuiflora nel 2005, proponendone la struttura riportata in figura 1. Nel 2015 è stata proposta una nuova struttura del composto (figura 2). Nella nuova formulazione la yuremamina è un indolo flavonoide. La yuremamina è un composto incolore. Salificando il gruppo amminico con acido trifluoroacetico il colore diventa rosso porpora. La yuremamina è probabilmente una delle sostanze psicoattive della bevanda yurema usata da alcuni indigeni nel nordest del Brasile. * Figura 1 - Struttura proposta nel 2005 * Figura 2 - Struttura proposta nel 2015 (it)
  • ユレマミン(Yuremamine)は、 (Mimosa tenuiflora) の皮から単離されたフィトインドールのアルカロイドで、インドールアルカロイドの新しい種類とされ、pyrrolo[1,2-a]indoleの構造が誤って割り当てられた。しかし、2015年にはユレマミンのバイオ・インスパイアードな全合成が、ユレマミンのフラボノイド誘導体としての実際の構造を明らかにした。当初単離されたユレマミンは天然に紫の固形物として産生されたものであったが、全合成によって無色のだということが明らかにされ、高速液体クロマトグラフィー (HPLC) の精製を行っている際にトリフルオロ酢酸塩の構造が紫色に変化させたものであった。 (ja)
  • Yuremamine is a phytoindole alkaloid which was isolated from the bark of Mimosa tenuiflora in 2005, and erroneously assigned a pyrrolo[1,2-a]indole structure that was thought to represent a new class of indole alkaloids. However, in 2015, the bioinspired total synthesis of yuremamine revealed its structure to be a flavonoid derivative. It was also noted in the original isolation of yuremamine that the alkaloid occurs naturally as a purple solid, but total synthesis revealed that yuremamine as a free base is colorless, and the formation of a trifluoroacetate salt during HPLC purification is what led to the purple appearance. (en)
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  • Yuremamine (en)
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  • Yuremamina es un fitoindole alcaloide que se aisló e identificó a partir de la corteza de Mimosa tenuiflora en 2005.​ Como un compuesto puro, yuremamina es un sólido amorfo de color púrpura. Representa una nueva familia de derivados de indol. (es)
  • ユレマミン(Yuremamine)は、 (Mimosa tenuiflora) の皮から単離されたフィトインドールのアルカロイドで、インドールアルカロイドの新しい種類とされ、pyrrolo[1,2-a]indoleの構造が誤って割り当てられた。しかし、2015年にはユレマミンのバイオ・インスパイアードな全合成が、ユレマミンのフラボノイド誘導体としての実際の構造を明らかにした。当初単離されたユレマミンは天然に紫の固形物として産生されたものであったが、全合成によって無色のだということが明らかにされ、高速液体クロマトグラフィー (HPLC) の精製を行っている際にトリフルオロ酢酸塩の構造が紫色に変化させたものであった。 (ja)
  • Yuremamine is a phytoindole alkaloid which was isolated from the bark of Mimosa tenuiflora in 2005, and erroneously assigned a pyrrolo[1,2-a]indole structure that was thought to represent a new class of indole alkaloids. However, in 2015, the bioinspired total synthesis of yuremamine revealed its structure to be a flavonoid derivative. It was also noted in the original isolation of yuremamine that the alkaloid occurs naturally as a purple solid, but total synthesis revealed that yuremamine as a free base is colorless, and the formation of a trifluoroacetate salt during HPLC purification is what led to the purple appearance. (en)
  • La yuremamina è un composto fitochimico alcaloide che è stato isolato dalla corteccia della Mimosa tenuiflora nel 2005, proponendone la struttura riportata in figura 1. Nel 2015 è stata proposta una nuova struttura del composto (figura 2). Nella nuova formulazione la yuremamina è un indolo flavonoide. La yuremamina è un composto incolore. Salificando il gruppo amminico con acido trifluoroacetico il colore diventa rosso porpora. La yuremamina è probabilmente una delle sostanze psicoattive della bevanda yurema usata da alcuni indigeni nel nordest del Brasile. * * (it)
rdfs:label
  • Yuremamina (es)
  • Yuremamina (it)
  • ユレマミン (ja)
  • Yuremamine (en)
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