Taxol Structure-Activity Relationships: Synthesis and Biological Evaluation of 10-Deoxytaxol

Journal of Organic Chemistry

Volumn 58, Issue 11, 1993, Pages 2927-2928

  Chen, Shu Hui ^a   Fairchild, Craig ^a   Mamber, Stephen W ^a   Farina, Vittorio ^a  

^a BRISTOL MYERS SQUIBB PHARMACEUTICAL RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

10 DEOXYTAXOL; PACLITAXEL; TAXANE DERIVATIVE; TUBULIN; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; MICROTUBULE ASSEMBLY;

EID: 0027244913     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00063a001     Document Type: Article

References (9)

1. Rowinsky, E. K.; Cazenave, L. A.; Donehower, R. C. J. Natl. Cancer Inst. 1990, 82, 1247.
2. For a review on the chemistry of taxol, see: Kingston, D. G. I. Pharm. Ther. 1991, 52, 1.
3. For the synthesis of 2-deoxytaxol, see: Chen, S. H.; Wei, J. M.; Farina, V. Tetrahedron Lett., in press.
4. Samaranayake, G.; Magri, N. F.; Jitrangsri, C.; Kingston, D. G. I. J. Org. Chem. 1991, 56, 5114.
5. See also: Chen, S. H.; Huang, S.; Farina, V. Tetrahedron, in press.
6. Yarovenko, N. N.; Raksha, M. A. J. Gen. Chem. USSR 1959, 29, 2125.
7. For a review, see: Sharts, C. M.; Sheppard, W. A. Org. React. 1974, 21, 125.
8. Examples of dehydration in the steroid field are reported in: Knox, L. H.; Velarde, E.; Berger, S.; Cuadriello, D.; Cross, A. D. J. Org. Chem. 1964, 29, 2187.
9. The assay was performed using methods described in: Swindell, C. S.; Krauss, N. E.; Horwitz, S. B.; Ringel, I. J. Med. Chem. 1991, 34, 1176.