Compounds of the saframycin-ecteinascidin series, uses, and...

C - Chemistry – Metallurgy – 07 – D

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C07D 487/18 (2006.01) A61K 31/4995 (2006.01) C07D 217/24 (2006.01) C07D 471/18 (2006.01) C07D 491/04 (2006.01) C07D 491/22 (2006.01)

Patent

CA 2397597

Compounds of the saframycin-ecteinascidin series with cytotoxic properties having the general formula (1), their uses and synthesis, are disclosed. In said formula, R1 and R4 is H, a C1 to C4 alkyl group, or an acyl group; R2 is an ether, ester, amide, or a phthalimide group; R3 is =O, OH, an ether group, an acyl group such as OC(O)Me, OC(O)Bn and OC(O)Et, or a sulfide group; R5 is H, halogen, OH, an ether group, an acyl group, or an amide group; R6 is =O, OH, OCH3, CN, or an acyfoxy group; wherein R7 is =0, OH, halogen, an ether group, or an acyl group; wherein R8 and R9 are independently H, CH3, OCH3 OC2H5, CF3, halogen such as Br and F, or R8 and R9 are joined together as a methylenedioxy group, or other five or six membered ring; R10 and R11 are independently CH3, OCH3, OC2H5, SCH3, or SC2H5; R12 is H, a C1 to C4 alkyl group, or an acyl group; and the chiral center marked * has the R or the S configuration.

L'invention concerne des composés de la série saframycine-ecteinascidine aux propriétés cytotoxiques, leurs utilisations et leur synthèse, lesdits composés étant représentés par la formule générale (1) dans laquelle R¿1? et R¿4? sont H, un groupe alkyle C¿1? à C¿4?, ou un groupe acyle; dans laquelle R¿2? est un groupe éther, ester, amide, ou phthalimide; dans laquelle R¿3? est =O, OH, un groupe éther, un groupe acyle tel que OC(O)Me, OC(O)Bn et OC(O)Et, ou un groupe sulfuré; dans laquelle R¿5? est H, halogène, OH, un groupe éther, un groupe acyle, ou un groupe amide; dans laquelle R¿6? est =O, OH, OCH¿3?,CN, ou un groupe acyloxy; dans laquelle R¿7? est =0, OH, halogène, un groupe éther, ou un groupe acyle; dans laquelle R¿8? et R¿9? sont indépendamment H, CH¿3?, OCH¿3? OC¿2?H¿5?, CF¿3?, halogène tel que Br et F, ou R¿8 ?et R¿9? sont unis comme groupe méthylènedioxy, ou un autre anneau à cinq ou six chaînons; dans laquelle R¿10? et R¿11? sont indépendamment CH¿3?, OCH¿3?, OC¿2?H¿5?, SCH¿3?, ou SC¿2?H¿5?; dans laquelle R¿12? est H, un groupe alkyle C¿1? à C¿4?, ou un groupe acyle; et dans laquelle le centre chiral marqué * possède la configuration R ou S.

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