60997-56-0Relevant academic research and scientific papers
Camptothecin analogues and methods of preparation thereof
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, (2008/06/13)
Substituted analogues of camptothecin possessing cytotoxic activity towards cancer cells, of the general structure: STR1 wherein E is H, CO2 R, CONH2, CONHR, CONR2, or CN; R0 and R1 are independently the same or different and are H, or a linear or branched alkyl, linear or branched alkylaryl, hydroxyalkyl or aryl group; R2, R3 and R4 are independently the same or different and are H, or a linear or branched alkyl, linear or branched alkylaryl, hydroxyalkyl or aryl group; R5, R6, R7, R8 and R9 are independently the same or different and are H, or a linear or branched alkyl, linear or branched alkylaryl or aryl group, or an alkoxy, aryloxy, hydroxyalkyl, C-glycal, nitro, cyano or aminoalkoxy group, or CO2 R, Cl, F, Br, I, SR10, NR11 R12 or OR13 ; R is H, an alkyl, aryl, alkylaryl or hydroxyalkyl group; R10, R11 and R12 are independently the same or different and are H, an alkyl, aryl, alkylaryl or acyl group; R13 is glycosyl; and n is 0 or 1. Also provided are compositions comprising the analogues and methods of treating tumors as well as methods for preparing the analogues.
Methods of preparation of camptothecin analogs
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, (2008/06/13)
Substituted analoguss of camptothecin possessing cytotoxic activity towards cancer cells, of the general structure: STR1 wherein E is H, CO2 R, CONH2, CONHR, CONR2, acyl, or CN; X is H OH, or OR; R1, R2, R3, and R4 are independently the same or different and are H, or a linear or branched chain alkyl, alkylaryl, or hydroxyalkyl group, or an aryl group; R5, R6, R7, R8, and R9 are independently the same or different and are H, or a linear or branched chain alkyl, alkylaryl, alkoxy, hydroxyalkyl, or aminoalkoxy group, or an aryl or aryloxy group, or a C-glycal, or CO2 R, nitro, cyano, Cl, F, Br, I, SR10, NR11 R12, or OR13 ; R is H, or a linear or branched chain alkyl, alkylaryl, or hydroxyalkyl group, or an aryl group; R10, R11 and R12 are independently the same or different and are H, or a linear or branched chain alkyl, alkylaryl, hydroxyalkyl, or acyl group, or an aryl group; R13 is glycosyl; n is 0 or 1; with the proviso that when R 1 is ethyl, and n is 0, E, R2, R3, and R4 are not all H. Intermediate compounds leading to the camptothecin analogues comprise substituted tricyclic compounds which consist of rings C, D, and E fused together. Methods for preparing the analoguss involve condensation of such intermediates with variably substituted protected α-aminobenzaldehydes.
Concise Total Syntheses of dl-Camptothecin and Related Anticancer Drugs
Shen, Wang,Coburn, Craig A.,Bornmann, William G.,Danishefsky, Samuel J.
, p. 611 - 617 (2007/10/02)
The readily available tricyclic ester 10 has been converted to dl-camptothecin (1) in 39percent yield.It was discovered that, with the C5 carbomethoxy group in place, the C6 benzylic position of 10 (pyridone numbering) is selectively
