Synthesis of New Anthracycline Derivatives Containing Acetylsalicylic or Palmitic Acid Moiety

Bulletin of the Korean chemical society

Heun Soo Kang¹  Dong Jin Yoo¹  Young S. Rho¹  Gyuil Kim¹  Wan-Joong Kim¹  Siho Park¹  Soon-Ryang Chung¹ 

关键词: Daunomycin;    Doxorubicin;    Anthracycline;    Acetylsalicyclic acid;    Palmitic acid.;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

The potential anticancer agents new anthracycline derivatives (2-9) have been synthesized from daunomycin (1a) and doxorubicin (1b) as starting materials. Compounds 2 and 6 were prepared by the nucleophilic displacement type esterification of a 14-bromodaunomycin (1c) with a acetylsalicylic and palmitic acid in triethylamine, respectively. Compounds 3 and 7 were obtained from daunomycin (1a) by direct amidation with the corresponding acids in the presence of EDCI and PP as esterification reagents. Whereas 4 and 8 were prepared by reaction of doxorubicin (1b) with one equivalent of acetylsalicylic and palmitic acid using DCC/DMAP, respectively, 5 and 9 were obtained from 1b by acylation with two equivalents of the corresponding acids using EDCI/PP reagents.

【 授权许可】

Unknown