RESUMO
This paper describes the synthesis, characterization, and in vitro and in vivo siRNA transfection ability of B vitamin-based cationic clickable bolaamphiphiles (VBs). Our VBs derived from vitamins B2, B3, B5, B6, and B7 formed nanoassembled low-molecular-weight hydrogelators (LMWGs, vitagels). The vitagels VB2, VB6, and VB7 (derived from vitamins B2, B6, and B7, respectively) facilitated delivery of small interfering RNAs (siRNA), efficiently silencing gene expression specifically into cancer cell lines; in addition, the LMWGs derived from vitamins B3, B5, and B6 were biocompatible. An ex vivo study in a mouse model revealed that the siRNA delivered by the vitagel VB7 was located primarily at the site of the tumor. The gene silencing efficiency of vascular endothelial growth factor siRNA delivered by vitagels was dependent on the nature of the vitamin headgroup, the N/P ratio, and, interestingly, the hydrogelation properties of the VBs.
Assuntos
Portadores de Fármacos/química , Inativação Gênica , Hidrogéis/química , Nanoestruturas/química , RNA Interferente Pequeno/genética , Transfecção/métodos , Complexo Vitamínico B/química , Animais , Sequência de Bases , Transporte Biológico , Linhagem Celular Tumoral , Química Click , Feminino , Humanos , Interações Hidrofóbicas e Hidrofílicas , Camundongos , Peso Molecular , RNA Interferente Pequeno/química , RNA Interferente Pequeno/metabolismoRESUMO
A chemosensor compound (1) consisting of a central ferrocene with two butylaminomethyl arms showed unexpected facile electrochemical oxidation of the secondary amines in proximity to the ferrocene, which was utilized for electrochemical discrimination of phthalic acid selectively over two other isomers, isophthalic acid and terephthalic acid.