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Direct synthesis of the arylboronic acid analogues of phenylglycine via microwave-assisted four-component Ugi reaction |
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| Authors: | Ru-Ching Lian Meng-Hsuan Lin Pin-Hsuan Liao Jia-Jie Fu Meng-Ju Wu Yang-Chang Wu Fang-Rong Chang Chin-Chung Wu Po-Shen Pan |
| Institution: | 1. Department of Chemistry, Tamkang University, No. 151 Yingzhuan Rd., Tamsui Dist., New Taipei City 25137, Taiwan, ROC;2. School of Pharmacy, College of Pharmacy, China Medical University, Taichung 404, Taiwan, ROC;3. Chinese Medicine Research and Development Center, China Medical University, Taichung 404, Taiwan, ROC;4. Cancer Center, Kaohsiung Medical University Hospital, Kaohsiung 807, Taiwan, ROC;5. Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan, ROC;6. Cancer Center, Kaohsiung Medical University Hospital, Kaohsiung 807, Taiwan, ROC |
| Abstract: | A four-component Ugi reaction (Ugi-4CR) utilizing formylphenyl boronic acids under mild condition was developed for the synthesis of arylboronic acid analogs. The reactions were performed in methanol and accelerated by microwave irradiation, which makes this strategy suitable for constructing boronic-containing chemical libraries. Two of the synthesized analogs were found to have cytotoxic activity against HepG2, MDA-MB231, and A549 cancer cell lines, demonstrating the potential application of this approach in developing novel boron-containing pharmaceuticals. |
| Keywords: | Boronic acids Ugi-4CR Multicomponent reaction Microwave-assisted synthesis Acid/base extraction |
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