Anthracycline analogues bearing latent alkylating substituents

Details Anthracycline analogues bearing latent alkylating substituents Anthracycline analogues bearing latent alkylating substituents

C - Chemistry, Metallurgy

07

H

C07H 15/252 (2006.01)

Patent

CA 2094914

The present invention is a compound having structure (I) where: anthracycline is doxorubicin, daunorubicin or a derivative thereof; N is the 3' nitrogen of daunosamine; Ra is H or alkyl; X is O, S, CRc2 or NRc where Rc is H or alkyl; Rb is alkyl or aryl; n is 1 to 6; and m is 0 to 6. Ra and Rc are preferably H, methyl, ethyl, propyl or butyl, although other alkyl substituents are usable. Rb is alkyl or aryl. The compound of the present invention as described above is activatable in vivo by esterases and spontaneous dehydration to form an aldehyde. The aldehyde may couple to nucleophiles of intracellular macromolecules. The compounds of the present invention are cytotoxically effective in the inhibition of human mycloma cells.

La présente invention est un composé de structure (I) où : l'anthracycline est la doxorubicine, la daunorubicine ou un dérivé de ces dernières; N est l'azote 3' de la daunosamine; Ra est H ou un alkyle; X est O, S, CRc2 ou NRc où Rc est H ou un alkyle; Rb est un alkyle ou un aryle; n est un nombre compris entre 1 et 6; et m est un nombre compris entre 0 et 6. Ra et Rc sont, préférablement, H, un méthyle, un éthyle, un propyle ou un butyle, bien que d'autres substituants alkyliques soient utilisables. Rb est un alkyle ou un aryle. Le composé de la présente invention, tel que décrit ci-dessus, est activable in vivo par des estérases et par déshydratation spontanée pour former un aldéhyde. L'aldéhyde peut se lier à des nucléophiles de macromolécules intracellulaires. Les composés de la présente invention ont une cytotoxicité efficace pour inhiber des cellules myélomateuses humaines.

Affiliated with

Also associated with

Rating

Anthracycline analogues bearing latent alkylating substituents does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Anthracycline analogues bearing latent alkylating substituents, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Anthracycline analogues bearing latent alkylating substituents will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFCA-PAI-O-1399309