Synthesis of 7β-Sulfur Analogues of Paclitaxel Utilizing a Novel Epimerization of the 7α-Thiol Group

Organic Letters

Volumn 3, Issue 11, 2001, Pages 1613-1615

  Mastalerz, Harold ^a   Zhang, Guifen ^a   Kadow, John ^a   Fairchild, Craig ^a   Long, Byron ^a   Vyas, Dolatrai M ^a  

^a BRISTOL MYERS SQUIBB   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; DRUG DERIVATIVE; PACLITAXEL; THIOL DERIVATIVE;

ARTICLE; CELL CULTURE; CHEMISTRY; DRUG SCREENING; HUMAN; SYNTHESIS;

ANTINEOPLASTIC AGENTS, PHYTOGENIC; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; PACLITAXEL; SULFHYDRYL COMPOUNDS; TUMOR CELLS, CULTURED;

EID: 0035979027     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol015727m     Document Type: Article

References (15)

1. Rose, W.; Lee, F.; Fairchild, C.; Kadow, J. Clin. Cancer Res. 2000, 6 (supplement), 6.
2. (a) Menichincheri, M.; Botta, M.; Ceccarelli, W.; Ciomei, M.; Corelli, F.; D'Anello, M.; Fusar-Bassini, D.; Mongelli, N.; Pesenti, E.; Pinciroli, V.; Tafi, A.; Vanotti, E. Med. Chem. Res. 1995, 5, 534.
3. (b) Liang, X.; Kingston, D.; Lin, C.; Hamel, E.; Tetrahedron Lett. 1995, 36, 2901.
4. Appendino, G.; Jakupovic, J.; Varese, M.; Belloro, E.; Danieli, B.; Bombardelli, E. Tetrahedron Lett. 1996, 37, 7837.
5. The current work appears in the following: Mastalerz, H.; Kadow, J. U.S. Patent 6,017,935, 2000.
6. Chen, S.-H.; Huang, S.; Kant, J.; Fairchild, C.; Wei, J.-M.; Farina, V. J. Org. Chem. 1993, 58, 5028.
7. Kelly, T.; Dali, H.; Tsang, W. Tetrahedron Lett. 1977, 44, 3859.
8. Chaudhary, A.; Rimoldi, D.; Kingston, D. J. Org. Chem. 1993, 58, 3789.
9. Haynes, R.; Katsifis, A. Aust. J. Chem. 1989, 42, 1455
10. Larsen, S.; Fisher, P.; Libby, B.; Jensen, R.; Mizsak, S.; Watt, W.; Ronk, W.; Hill, S. J. Org. Chem. 1996, 61, 4725.
11. (a) Kingston, D.; Samaranayake, G.; Ivey, C. J. Nat. Prod. 1990, 53, 1.
12. (b) Fang, W.-S.; Fang, Q.-C; Liang, X.-T. Synth. Commun. 1997, 27, 2305.
13. Barrett, G. In Thiols; Jones, N., Ed.; Comprehensive Organic Chemistry; Pergamon Press: 1979, Vol. 3, p 3.
14. Swindell, C.; Krauss, N.; Horwitz, S.; Ringel, I. J. Med. Chem. 1991, 34, 1176.
15. Scudiero, D.; Shoemaker, R.; Paull, K.; Monks, A.; Tierney, S.; Nofziger, T.; Currens, M.; Seniff, D.; Boyd, M. Cancer Res. 1988, 48, 4827.