Synthesis, in vitro and in vivo cytotoxicity of 6,7-diaryl-2,3,8,8a-tetrahydroindolizin-5(1H)-ones

Bioorganic and Medicinal Chemistry Letters

Volumn 17, Issue 16, 2007, Pages 4703-4707

  Kimball, F Scott ^a   Tunoori, Ashok Rao ^a   Victory, Samuel F ^a   Dutta, Dinah ^a   White, Jonathan M ^a   Himes, Richard H ^a   Georg, Gunda I ^a  

^a UNIVERSITY OF KANSAS   (United States)

Author keywords

Colon cancer; COMPARE analysis; HCT 116; NCI mouse hollow fiber assay; Seco phenanthroindolizidine alkaloids

Indexed keywords

6,7 DIARYL 2,3,8,8A TETRAHYDROINDOZOLIN 5(1H) ONE; 7 (4 METHOXYPHENYL) 7 PHENYL 2,3,8,8A TETRAHYDROINDOLIZIN 5(1H) ONE; ANTINEOPLASTIC AGENT; NSC 707904; PYRROLE; TYLOINDICINE I; UNCLASSIFIED DRUG;

ARTICLE; CELL STRAIN HCT116; COLON CANCER; CYTOTOXICITY; DRUG ACTIVITY; DRUG SYNTHESIS; HUMAN; IC 50; IN VITRO STUDY; IN VIVO STUDY; NONHUMAN;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; HUMANS; INDOLES; MOLECULAR STRUCTURE; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 34447318611     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.05.103     Document Type: Article

References (34)

1. Ali M., Ansari S.H., and Qadry J.S. J. Nat. Prod. 54 (1991) 1271
2. Ali M., Ansari S.H., and Grever M.R. Pharmazie 56 (2001) 188
3. Govindachari T.R., Sidhaye A.R., and Viswanathan N. Tetrahedron 26 (1970) 3829
4. Wick A.E., Bartlett P.A., and Dolphin D. Helv. Chim. Acta 54 (1971) 513
5. Howard A.S., Gerrans G.C., and Michael J.P. J. Org. Chem. 45 (1980) 1713
6. Liu Z.-J., Lu R.-R., and Hong H. Acta Chim. Sin. 43 (1985) 992
7. Danishefsky S.J., and Vogel C. J. Org. Chem. 51 (1986) 3915
8. Jefford C.W., Kubota T., and Zaslona A. Helv. Chim. Acta 69 (1986) 2048
9. Sheehan S.M., and Padwa A. J. Org. Chem. 62 (1997) 438
10. Ikeda M., Shikaura J., Maekawa N., Daibuzono K., Teranishi H., Teraoka Y., Oda N., and Ishibashi H. Heterocycles 50 (1999) 31
11. Stevens R.V., and Luh Y. Tetrahedron Lett. 18 (1977) 979
12. Padwa A., Sheehan S.M., and Straub C.S. J. Org. Chem 64 (1999) 8648
13. Boto A., De León Y., Gallardo J.A., and Hernández R. Eur. J. Org. Chem. (2005) 3461
14. Russel J.H., and Hunziker H. Tetrahedron Lett. 10 (1969) 4035
15. Govindachari T.R., and Viswanathan N. Tetrahedron 26 (1970) 715
16. Cragg J.E., Herbert R.B., Jackson F.B., Moody C.J., and Nicolson I.T. J. Chem. Soc., Perkin Trans. 1 (1982) 2477
17. Iida H., Watanabe Y., Tanaka M., and Kibayashi C. J. Org. Chem. 49 (1984) 2412
18. Iwashita T., Suzuki M., Kusumi T., and Kakisawa H. Chem. Lett. (1980) 383
19. Mangla V.K., and Bhakuni D.S. Ind. J. Chem. 19B (1980) 931
20. Mangla V.K., and Bhakuni D.S. Ind. J. Chem. 19B (1980) 748
21. Iida H., Tanaka M., and Kibayashi C. J. Chem. Soc., Chem. Commun. (1983) 271
22. Comins D.L., and Morgan L.A. Tetrahedron Lett. 32 (1991) 5919
23. Ciufolini M.A., and Roschangar F. J. Am. Chem. Soc. 118 (1996) 12082
24. Comins D.L., Chen X., and Morgan L.A. J. Org. Chem. 62 (1997) 7435
25. Sharma V.M., Adi Seshu K.V., Krishna C.V., Prasanna P., Sekhar V.C., Venkateswarlu A., Rajagopal S., Ajaykumar R., Deevi D.S., Rao Mamidi N.V.S., and Rajagopalan R. Bioorg. Med. Chem. Lett. 13 (2003) 1679
26. Baxter G., Melville J., and Robins D.J. Synlett (1991) 359
27. 2: 320.1651, found 320.1635.
28. Paull K.D., Hamel E., and Malspeis L. In: Foye W.O. (Ed). Cancer Chemotherapeutic Agents (1995), American Chemical Society, Washington, DC
29. Paull K.D., Shoemaker R.H., Hodes L., Monks A., Scudiero S.A., Rubinstein L., Plowman J., and Boyd M.R. J. Natl. Cancer Inst. 81 (1989) 1088
30. Hollingshead M.G., Alley M.C., Canalier R.F., Abbott B.J., Mayo J.G., Malspeis L., and Grever M.R. Life Sci. 57 (1995) 131
31. Plowman J., Dykes D.J., Hollingshead M., Simpson-Herren L., and Alley M.C. In: Teicher B. (Ed). Anticancer Drug Development Guide: Preclinical Screening, Clinical Trials, and Approval (1997), Humana, Towana, NJ 101
32. Spletstoser J.T., Flaherty P.T., Himes R.H., and Georg G.I. J. Med. Chem. 47 (2004) 6459
33. Topliss J.G. J. Med. Chem. 20 (1977) 463
34. 5S: m/z 674.