New borneol esters, process for their production, and their...

C - Chemistry – Metallurgy – 07 – D

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C07D 303/16 (2006.01) A61K 31/00 (2006.01) A61K 31/275 (2006.01) A61K 31/335 (2006.01) A61K 31/395 (2006.01) A61K 31/655 (2006.01) A61K 31/66 (2006.01) C07C 247/16 (2006.01) C07C 255/49 (2006.01) C07C 271/22 (2006.01) C07C 309/63 (2006.01) C07C 311/22 (2006.01) C07C 311/30 (2006.01) C07D 333/24 (2006.01) C07D 405/12 (2006.01) C07F 9/655 (2006.01) C08B 37/16 (2006.01)

Patent

CA 2216655

The invention concernes borneol esters of general formula (I), in which R1 means T-C(O)-CH(OR6)-CH(NR7aR7b)-R8, C(O)-CH(OR6a)-CH[NR7(C(O)-CH(OR6b)- CH(NR7aR7b)-R8a)]-R8b; R7a R7b are identical or different and means R7; R7 means hydrogen, A, -C(O)R12, -C(O)OR12, -C(O)SR12, -C(O)NHR9d, -C(O)NR9dR9e, - SO2R12, C1-C10 alkyl; R8a, R8b are identical or different and mean R8; R8 means (i), heteroaryl substituted by X3, C7-C16 aralkyl, alkyl; A is B-[O- (CH2)t-C(O)]0 or 1-, farnesyl-P(O)(OR9d)-O-(CH2)t-C(O)-; B means protein kinase-inhibitors or farnesyl protein transferase-inhibitors such as for example farnesyl (ii); and T is a bond, Zi or a group (iii). The borneol esters can influence tubulin polymerisation and tubulin depolymerisation.

L'invention concerne des esters de bornéol de formule générale (I), où R?1¿ représente T-C(O)-CH(OR?6¿)-CH(NR?7a¿R?7b¿)-R?8¿, C(O)-CH(OR?6a¿)-CH[NR?7¿(C(O)-CH(OR?6b¿)-CH(NR?7a¿R?7b¿)-R?8a¿)]-R?8b¿; R?7a¿, R?7b¿ sont identiques or différents et représentent R?7¿; R?7¿ représente hydrogène, A, -C(O)R?12¿, -C(O)OR?12¿, -C(O)SR?12¿, -C(O)NHR?9d¿, -C(O)NR?9d¿R?9e¿, -SO¿2?R?12¿, C¿1?-C¿10? alkyl; R?8a¿, R?8b¿ sont identiques ou différents et représentent R?8¿; R?8¿ représente (i), hétéroaryle substitué par X?3¿, aralkyle C¿7?-C¿16?, alkyle; A représente B-[O-(CH¿2?)¿t?-C(O)]¿0 or 1?-, farnésyle-P(O)(OR?9d¿)-O-(CH¿2?)¿t?-C(O)-; B représente des inhibiteurs des protéines kinases ou des inhibiteurs de la farnésyl protéine transférase, par ex. farnésyl, (ii); T représente une liaison, Z?i¿ ou un groupe (iii). Ces esters de bornéol peuvent influencer la polymérisation de la tubuline ou la dépolymerisation de la tubuline.

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