Bulletin of the Korean Chemical Society

  • 제22권6호
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  • Pages.587-592
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  • 2001
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Synthesis of New Anthracyline Derivatives Containg Acetylsalicyclic or Palmitic Acid Moiety.

  • 발행 : 20010600
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초록

The potential anticancer agents new anthracycline derivatives (2~9) have been synthesized from daunomycin (1a) and doxorubicin (1b) ad 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. Compound 3 and 7 were obtained from daunomycin (1a) by direct amidation with the corresponding acids in the presence of EDCI and PP as esterification regents. 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.

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피인용 문헌

  1. Identification of fatty acid esters and hydrocarbon derivatives from Cyrtocarpa procera Kunth by GC-MS vol.20, pp.1, 2006, https://doi.org/10.1080/14786410500045358
  2. Synthesis of New Anthracycline Derivatives Containing Lactic or Stearic Acid Moiety vol.27, pp.9, 2006, https://doi.org/10.5012/bkcs.2006.27.9.1359
  3. Invitro study of multiwall carbon nanotubes (MWCNTs) with adsorbed mitoxantrone (MTO) as a drug delivery system to treat breast cancer vol.4, pp.36, 2001, https://doi.org/10.1039/c4ra02366h
  4. Synthesis and evaluation of new peptide-linked doxorubicin conjugates as prodrugs activated by prostate-specific antigen vol.29, pp.7, 2001, https://doi.org/10.1007/s00044-020-02573-w