Antineoplastic Agents. 595. Structural Modifications of Betulin and the X-ray Crystal Structure of an Unusual Betulin Amine Dimer1
详细信息 查看全文
- 作者：George R. Pettit ; Noeleen Melody ; Frank Hempenstall ; Jean-Charles Chapuis ; Thomas L. Groy ; Lee Williams
- 刊名：Journal of Natural Products
- 出版年：2014
- 出版时间：April 25, 2014
- 年：2014
- 卷：77
- 期：4
- 页码：863-872
- 全文大小：442K
- 年卷期：v.77,no.4(April 25, 2014)
- ISSN：1520-6025
文摘
The lupane-type triterpene betulin (1) has been subjected to a series of structural modifications for the purpose of evaluating resultant cancer cell growth inhibitory activity. The reaction sequence 7 鈫?11 鈫?12 was especially noteworthy in providing a betulin-derived amine dimer. Other unexpected synthetic results included the 11 and 13/14 鈫?17 conversions, which yielded an imidazo derivative. X-ray crystal structures of dimer 12 and intermediate 25 are reported. All of the betulin modifications were examined for anticancer activity against the P388 murine and human cell lines. Significant cancer cell growth inhibition was found for 4, 8, 9, 15/16, 19, 20, 24, and 26, which further defines the utility of the betulin scaffold.