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A new dendrimer series: synthesis, free radical scavenging and protein binding studies

机译：新的树突系列：合成，自由基清除和蛋白质结合研究

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Tri- o -tolyl benzene-1,3,5-tricarboxylate (TOBT ( T0 )), tri-4-hydroxyphenyl benzene-1,3,5-tricarboxylate (THBT ( T1 )), and tri-3,5-dihydroxyphenyl benzene-1,3,5-tricarboxylate (TDBT ( T2 )), a series of 1 ~(st) tier dendrimers with a common 1,3,5-benzenetricarbonyl trichloride/trimesoyl chloride (TMC) core, are reported. T0 does not have any replaceable H ~(+) on its terminal phenyl group, acting as a branch. T1 has one phenolic –OH at the para position and T2 has two phenolic –OH groups at the 3 and 5 positions of each terminal phenyl group. During synthesis, these –OH groups at the terminal phenyl groups were protected through tert -butyldimethylsilyl chloride (TBDMSCl) assisted with t -BuOK in DCM, THF, indazole, 4-dimethylaminopyridine (DMAP), and tertiary- n -butyl ammonium fluoride (TBAF). MTBDMSP (mono-tertiary butyl dimethylsilane phloroglucinol), DTBDMSP (di-tertiary butyl dimethylsilane phloroglucinol), and TTBDMSP (tri-tertiary butyl dimethylsilane phloroglucinol) were obtained with >90% yield, and TTBDMSP phenolic derivatives (PDs) were developed to synthesize T0 , T1 , and T2 dendrimers by deprotecting with TBAF. T0 showed superhydrophobic properties as it did not dissolve in methanol, contrary to T1 and T2 , but dissolved in acetone. Their structures were determined using ~(1) H and ~(13) C NMR spectroscopies, and mass spectrometry. Their scavenging activities were studied using UV-Vis spectrophotometry compared with ascorbic acid and protein binding was studied with bovine serum albumin (BSA) and lysozyme (lyso). T0 exhibited exceptional optical activity contrary to T1 and T2 , which acted as antioxidants to scavenge free radicals.
机译：三-Tolyl苯-1,3,5-三羧酸盐（TOBT（T0）），三-4-羟基苯基苯-1,3,5-三羧酸盐（THBT（T1））和三-3,5-二羟基苯基据报道，苯-1,3,5-三羧酸盐（TDBT（T2）），一系列1〜（ST）层树枝状大分子，具有共同的1,3,5-苯甲烷基三氯化物/ Trimesoyl氯化物（TMC）核心。 T0在其末端苯基上没有任何可更换的H〜（+），作为分支。 T1在Para位置处具有一个酚类-OH，T2在每个末端苯基的3和5位具有两个酚类基团。在合成期间，通过在DCM，THF，吲唑，4-二甲基氨基吡啶（DMAP）和叔丁基铵（D）和氟基氟铵（D）氟化叔丁基甲硅烷基（TBDMSCL）中保护末端苯基的这些-OH基团。 TBAF）。 MTBDMSP（单叔丁基二甲基硅烷甘油蛋白醇），DTBDMSP（二叔丁基二甲基硅烷氟丙氨酸）和TTBDMSP（三叔丁基二甲基硅烷氟丙氨酸），用> 90％收率获得，并且开发TTBDMSP酚醛衍生物（PDS）合成T0通过用TBAF去脱离T1和T2树枝状大分子。 T0显示出超疏水性质，因为它不溶于甲醇，与T1和T2相反，但溶解在丙酮中。使用〜（1）H和〜（13）C NMR光谱和质谱法测定它们的结构。使用UV-Vis分光光度法研究了它们的清除活性，与抗坏血酸和蛋白质结合用牛血清白蛋白（BSA）和溶菌酶（Lyso）进行了研究。 T0表现出与T1和T2相反的特殊光学活性，其作用为抗氧化剂以清除自由基。

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