| Title | A new route for the synthesis of steroidal esters of carboxylic derivatives of N,N-bis(2-chloroethyl)aniline with mixed anhydride: effect in P388 murine leukemia | |
| Authors | Adriana Anastasiou and Panayotis Catsoulacos
University of Patras, School of Health and Sciences, Department of Pharmacy, Laboratory of Pharmaceutical Chemistry, Patras, Greece |
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| Citation | Catsoulacos, P., Anastasiou A.: A new route for the synthesis of steroidal esters of carboxylic derivatives of N,N-bis(2-chloroethyl)aniline with mixed anhydride: effect in p388 murine leukemia, Epitheorese Klin. Farmakol. Farmakokinet. 6(3): 130-133 (1992) | |
| Publication Date | Received for publication: 5 November 1992
Accepted for publication: 15 November 1992 |
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| Full Text Language | English | |
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| Keywords | Homo-aza-steroidal esters, activity in P388 leukemia. | |
| Other Terms | review article | |
| Summary | The reaction of carboxylic derivatives of N,N-bis(2-chloroethyl)aniline with homo-aza-steroids with mixed anhydride of the carboxylic acid in the presence of 4-dimethytaminopyridine chloride produces the corresponding esters in good yield. Two of the compounds have been studied against P388 leukemia. | |
| References | 1. Wall. M.E., Abernethy, G.S., Carroll, F.J., Taylor, D.: The effect of some steroidal alkylating agents on experimental animal mammary tumor and leukemia systems. J. Med. Cham. 72: 810-18 (1969)
2. Wampler, G.L., Catsoulacos, P.: Antileukemic effect of homo-aza-steroidal of p-bis(2-chloroethyl)aminophenyl- acetic acid. Cancer Treat. Rep. 61: 37-41 (1977) 3. Catsoulacos, P., Politis, D., Wampler, G.L.: A new steroidal alkylating agent with improved activity in advance murine leukemias. Cancer Chemother. Pharmacol 5: 67-70(1979) 4. Catsoulacos, P., Politis, D., Wampler, G.L.: Antitumor activity of homo-aza-steroidal esters of p-N,N-bis(2-chloroethyl)-aminophenylacetic acid and p-N,N-bis(2-chloroethyl)-aminophenylbutyric acid. Cancer Chemotb. Pharmacol. 7: 129-132(1982) 5. Catsoulacos, P., Camoutsis, Ch., Wampler, G.L.: Effect of a Δ5-homo-aza-steroidal ester in P388 and L1210 murine leukemias. Oncology 39: 59-60 (1982) 6. Haslam, E.: Recent developments in methods for the esterification and protection of the carboxyl group. Tetrahedron 30: 2409-2433 (1980) 7. Pairas, G., Camoutsis, Ch., Catsoulacos, P.: A new route for the synthesis of steroidal esters of carboxylic derivatives of N,N-bis(2-chloroetyl)aniline with DCC. Eur. J. Med. Chem. 20: 287-288 (1985) 8. Catsoulacos, P., Boutis, L.: Aza-steroids. Beckmann rearrangement of 3β-acetoxy-5α-androstan-17-one oxime acetate with boron fluoride. Alkylating agents. Eur. J. Med. Chem. 8: 215-217 (1973) 9. Catsoulacos, P., Camoutsis, Ch., Pelekanou, M.: Antileukemic activity of homo-aza-steroidal effects of the isomers of N,N-bis(2-chloroethyl)aminocinnamic acid. Eur. J. Med. Chem. 26: 659-661 (1991) 10. Catsoulacos, P., Boutis, L.: Cytostatic action of 3β-hydroxy-13α-amino-13,17-seco-5-androsten-17-oic-13,17-lactam-p-N,N-bis(2-chloroethyl)aminophenylacetic. Eur. J. Med. Chem. 9: 211-212 (1974) 11. Pairas, G., Catsoulacos, P.: On the synthesis of homo-aza- steroidal esters. Eur. J. Med. Chem. 21: 525-526 (1986) 12. Catsoulacos, P., Camoutsis, Ch., Papageorgiou, A., Margariti, E.r Psaraki, K., Demopoulos, N.: Structure anticancer and genetic activity relationship of homo-aza-steroidal esters of N,N-bis(2-chloroethyl)aminocinnamic acid isomers. J. Pharm. Sci. (in press) 13. Catsoulacos, P., Camoutsis, Ch., Papageorgiou, A., Margariti, E.: On the cytostatic effect of homo-aza-steroidal esters of N,N-bis(2-chloroethyl)aminophenylacetic acid in vivo and in vitro. Anticancer Res. (in press) 14. Athanasiou, K., Catsoulacos, P., Papageorgiou, A.: Response of transplantable tumors in mice and macromolecular synthesis of 17β-acetamido-3-aza-A-homo-4α-androsten-4-one. Cancer Invest. 5: 301-7 (1987) 15. Catsoulacos, P., Pairas, G.: Activity of 17β-hydroxy-3-aza-A-homo-4α-androsten-4-one-p-N,N-bis(2-chloroethyl)amino phenoxyacetate in P388 leukemia. Activity of steroidal lactams in Ehrlich tumor. Meth. Find. Exp. Clin. Pharmacol. 12: 501-505 (1990) |
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Online ISSN 1011-6575
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