期刊
TETRAHEDRON
卷 73, 期 29, 页码 4214-4226出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.11.056
关键词
Betulin; Betulinic acid; Baylis-Hillman reaction; Click reaction; Triazole; Cycloaddition
资金
- Channel Therapeutics [59142-24014]
- Serenity Enterprises [59146-24014]
- Avante Pharma [59085-24014]
Several alkynes and azides were prepared starting from betulinic acid and Baylis-Hillman reaction derived allylic alcohols. These alkynes and azides were then coupled under click cycloaddition conditions to obtain functionalized betulinic acid-triazole conjugates. Similarly, pyrazinyl- and indolylbetulinic acid-triazoles were also prepared employing cycloaddition chemistry. All the synthetic compounds were tested for their cytotoxicity against murine breast cancer (4T1) and human pancreatic cancer (MIA PaCa-2) cell lines. Based on these in vitro assays, two series of compounds have been identified as lead compounds for further development. (C) 2016 Elsevier Ltd. All rights reserved.
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