An enantiospecific synthesis was developed to generate both enantiomers of 7-(4-methoxyphenyl)-6-phenyl-2,3,8,8a-tetrahydroindolizin-5(1H)-one. A biological assay utilizing the HCT-116 colon cancer cell line to determine the cytotoxicity of these analogs revealed that only the (R)-enantiomer exhibited appreciable cytotoxicity with an IC50 value of 0.2 μM.
Bibliographical noteFunding Information:
These studies were supported by the National Cancer Institute (CA 90602 and N01-CM-67259). B.J.T. was supported by the Department of Defense Breast Cancer Predoctoral Fellowship (DAMD17-02-1-0435). We thank Deborah A. Bohlander for conducting the cytotoxicity assays and Dr. Dinah Dutta for the synthesis of (±)-tylophorine ( Table 1 ). 10
- Colon cancer
- Enantiospecific synthesis