Synthesis of multiple boron-containing analogs via Ugi-4CR

One of the most significant challenges in boron neutron capture therapy (BNCT) is to have an ideal boron delivery agent which can deliver sufficient numbers of boron atoms to designated tumor cells. In this work, mild synthetic conditions for synthesis of dipeptidyl multiple boron-containing analogs...

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Bibliographic Details
Published in:Research on chemical intermediates 2019-01, Vol.45 (1), p.103-118
Main Authors: Chen, Yi-Wei, Liao, Pei-Chun, Zhang, Yu-Xuan, Yeh, Shang-Yi, Wu, Yu-Hsuan, Qiu, Shuo-Bei, Tsai, Pei-Ni, Xin, Zhuo, Ting, Yen-Yu, Chen, Hsien-Chi, Cheung, Siu-Fung, Hsu, Chen-Yun, Lien, Wan-Hsing, Pan, Po-Shen
Format: Article
Language:English
Subjects:
Analogs
Boron
Catalysis
Chemistry
Chemistry and Materials Science
Current carriers
Fluorination
Inorganic Chemistry
Metabolites
Neutrons
Nuclear capture
Physical Chemistry
Synthesis
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Summary:One of the most significant challenges in boron neutron capture therapy (BNCT) is to have an ideal boron delivery agent which can deliver sufficient numbers of boron atoms to designated tumor cells. In this work, mild synthetic conditions for synthesis of dipeptidyl multiple boron-containing analogs under microwave-assisted condition were investigated. The results showed that the reaction generally took place at 50 °C, but higher reaction temperature was required when a fluorinated building block was used. The resulting peptidyl skeletons generated by Ugi four-component reaction resemble basic cell metabolites and could potentially be used as alternative replacements for current boron carrier agents in BNCT.
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-018-3629-0