Design, synthesis, and evaluation of dendrimers based on melamine as drug delivery vehicles

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Title: Design, synthesis, and evaluation of dendrimers based on melamine as drug delivery vehicles
Author: Lim, Jong Doo
Abstract: A variety of dendrimers based on melamine are designed , synthesized , and evaluated for drug delivery systems . The synthesis of a dendrimer , including multiple copies of four orthogonally reactive groups , is described . The three groups on the surface are nucleophilic and include four free hydroxyl groups , four tert -butyldiphenylsilyl (TBDPS ) ether groups , and sixteen amines masked as tert -butoxycarbonyl (BOC ) groups . The core of the dendrimer displays two electrophilic monochlorotriazines . The dendrimer above is further manipulated for in vivo biodistribution : incorporation of the reporting groups Bolton -Hunter and DOTA (1 ,4 ,7 ,10 -tetraazacyclododecane -1 ,4 ,7 ,10 -tetraacetic acid ) ; PEGylation for biocompatibility and size tuning . In preliminary biodistribution studies , dendrimers circulate in the blood for a longer time as the molecular weight increases , which is important to passively target tumor tissues via the EPR effect . Also , high uptake by the tumor tissues was observed in mice bearing prostate cancer xenografts . A drug delivery vehicle for the anticancer agent paclitaxel is described . This drug delivery vehicle contains sixteen molecules of paclitaxel via acid -labile ester linkage , two Bolton -Hunter groups , and sixteen monochlorotriazine groups for PEGylation . The in vitro drug release studies shows faster release of paclitaxel at lower pH in PBS .
URI: http : / /hdl .handle .net /1969 .1 /ETD -TAMU -1436
Date: 2009-05-15

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Design, synthesis, and evaluation of dendrimers based on melamine as drug delivery vehicles. Available electronically from http : / /hdl .handle .net /1969 .1 /ETD -TAMU -1436 .

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