Water Soluble Phosphane-Gold(I) Complexes. Applications as Recyclable Catalysts in a Three-component Coupling Reaction and as Antimicrobial and Anticancer Agents.

Water Soluble Phosphane-Gold(I) Complexes. Applications as Recyclable Catalysts in a Three-component Coupling Reaction and as Antimicrobial and Anticancer Agents.
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DOI:
10.1002/ejic.200900279
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发表时间:
2009-08-01
影响因子:
2.3
通讯作者:
Contel, Maria
Contel, Maria
中科院分区:
化学3区
文献类型:
--
作者:
Elie, Benelita T.;Levine, Chaya;Ubarretxena-Belandia, Iban;Varela-Ramirez, Armando;Aguilera, Renato J.;Ovalle, Rafael;Contel, Maria

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本文报道了[AuCl(PR_3)]与烷基双(间磺化苯基)-(mC_6H_4SO_3Na)_2和二烷基间磺化苯基-(mC_6H_4SO_3Na)(R = nBu,Cp)膦的水溶性配合物。二烷基膦化合物在溶于水中时产生10-15 nm半径的水溶性纳米颗粒。这些空气稳定的配合物已被评估作为催化剂在合成炔丙胺通过三组分偶联反应的醛,胺和炔在水中。对革兰氏阳性菌、革兰氏阴性菌和酵母菌的抗菌活性进行了评价。新化合物显示出中等至高的抗菌活性。亲脂性更强的化合物对真菌也有效。利用人Jurkat T细胞急性淋巴细胞白血病细胞,在体外分析了它们的细胞毒性特性。化合物与二烷基-(间-磺化苯基)-(mC 6 H4 SO 3 Na)膦表现出中度至高度的细胞毒性对该细胞系。死亡细胞机制主要是通过早期凋亡发生。还评价了先前描述的化合物与商业间-三磺化-三苯基膦[AuCl(TPPTS)](6)的催化/生物活性,以比较烷基-和二烷基-(间-磺化-苯基)膦的较高碱性和亲油性对这些新化合物的影响。
Water-soluble compounds of the type [AuCl(PR3)] with alkyl-bis-(m-sulfonated-phenyl)-(mC6H4SO3Na)2 and dialkyl-(m-sulfonated-phenyl)-(mC6H4SO3Na) (R = nBu, Cp) phosphanes have been prepared. Dialkyl-phosphane compounds generate water-soluble nanoparticles of 10-15 nm radius when dissolved in water. These air-stable complexes have been evaluated as catalysts in the synthesis of propargylamines via a three-component coupling reaction of aldehydes, amines and alkynes in water. The antimicrobial activity of the new complexes against Gram-positive and Gram-negative bacteria and yeast has been evaluated. The new compounds display moderate to high antibacterial activity. The more lipophilic compounds are also potent against fungi. Their cytotoxic properties have been analyzed in vitro utilizing human Jurkat T-cell acute lymphoblastic leukemia cells. Compounds with dialkyl-(m-sulfonated-phenyl)-(mC6H4SO3Na) phosphanes displayed moderate to high cytotoxicity on this cell line. Death cell mechanism occurs mainly by early apoptosis. The catalytic/biological activity of the previously described compound with commercial m-trisulfonated-triphenylphosphine [AuCl(TPPTS)] (6) has been also evaluated to compare the effects of the higher basicity and lipophilicity of the alkyl- and di-alkyl-(m-sulfonated-phenyl) phosphanes on these new compounds.
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发表时间: 1995-12-06
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