197248-10-5Relevant academic research and scientific papers
A new dendrimer series: synthesis, free radical scavenging and protein binding studies
Makawana, Dhaval,Singh, Man
, p. 21914 - 21932 (2020/07/03)
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 1sttier dendrimers with a common 1,3,5-benzenetricarbonyl trichloride/trimesoyl chloride (TMC) core, are reported.T0does not have any replaceable H+on its terminal phenyl group, acting as a branch.T1has one phenolic -OH at theparaposition andT2has 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 throughtert-butyldimethylsilyl chloride (TBDMSCl) assisted witht-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 >90percent yield, and TTBDMSP phenolic derivatives (PDs) were developed to synthesizeT0,T1, andT2dendrimers by deprotecting with TBAF.T0showed superhydrophobic properties as it did not dissolve in methanol, contrary toT1andT2, but dissolved in acetone. Their structures were determined using1H and13C 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).T0exhibited exceptional optical activity contrary toT1andT2, which acted as antioxidants to scavenge free radicals.
Synthesis and "double-faced" antioxidant activity of polyhydroxylated 4-thiaflavans
Menichetti, Stefano,Aversa, Maria Chiara,Cimino, Francesco,Contini, Alessandro,Viglianisi, Caterina,Tomaino, Antonio
, p. 3066 - 3072 (2007/10/03)
A simple synthetic methodology, based on the inverse electron demand hetero Diels-Alder reaction of electron-poor dienic o-thioquinones with electron-rich styrenes used as dienophiles, allowed the preparation of several polyhydroxylated 4-thiaflavans. Suc
Easy synthesis of polyphenolic 4-thiaflavans with a 'double-faced' antioxidant activity
Capozzi,Lo Nostro,Menichetti,Nativi,Sarri
, p. 551 - 552 (2007/10/03)
Inverse electron demanding Diels-Alder reactions of o-thioquinones with styrenes, followed by simple manipulations of the obtained cycloadducts, allowed the synthesis of polyphenolic 4-thiaflavans which showed antioxidant activity miming either flavonoid
