Medicinal Chemistry Research

, Volume 26, Issue 7, pp 1367–1376 | Cite as

Phenacyl group containing amide derivative of dehydroabietylamine exhibiting enhanced cytotoxic activity against PLC and MCF7 cancer cell lines

  • Muhammad Ayaz Mustufa
  • Afshan Aslam
  • Cigdem Ozen
  • Imran Ali Hashmi
  • Naim ul Hasan Naqvi
  • Mehmet Ozturk
  • Firdous Imran Ali
Original Research


New amide derivatives of (+)-dehydroabietylamine, tricyclic abietane diterpene amine, were prepared using Zhongping’s protocol. (+)-N-(2-phenyl-acetyl)-dehydroabietylamine derivative (11) demonstrated noticeable growth attenuation of hepatocellular carcinoma cell lines including PLC/PRF/5, SNU475, Hep3B-TR, and Huh7 with IC50 of 7.4 µM, 9.8 µM, 11.7 µM, and 11.8 µM, respectively. A breast cancer cell line MCF7 was the most sensitive against amide 11 with lowest IC50 value (4.8 µM). Low cell confluence and increase in G2/M phase was recorded after 48 and 72 h of treatment of amide 11 on PLC/PRF/5 cell line. Finally, amide 11 has comparatively sufficient therapeutic role due to addition of N-phenacyl group at C-18. Amide 11 demonstrated as potential candidate for future cancer interference and research.

Graphical Abstract

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Cancer Dehydroabietylamine Amides Cytotoxic activity NMR spectroscopy FTIR 



One of the authors is thankful to Higher Education Commission of Pakistan for providing fellowship. Muhammad Ayaz Mustufa was supported by a TUBITAK (Turkey) PhD fellowship. This work was partly supported by grants to M.O. from TUBITAK (111T558) and TUBA (Turkish Academy of Sciences).

Conflict of Interest: The authors declared that they have no competing interests.

Compliance with Ethical Standards

Conflict of interest

The authors declare that they have no competing interests.


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Copyright information

© Springer Science+Business Media New York 2017

Authors and Affiliations

  • Muhammad Ayaz Mustufa
    • 1
    • 4
  • Afshan Aslam
    • 2
  • Cigdem Ozen
    • 3
  • Imran Ali Hashmi
    • 2
  • Naim ul Hasan Naqvi
    • 1
  • Mehmet Ozturk
    • 3
  • Firdous Imran Ali
    • 2
  1. 1.Baqai Institute of Pharmaceutical SciencesBaqai Medical UniversityKarachiPakistan
  2. 2.Depatment of ChemistryUniversity of KarachiKarachiPakistan
  3. 3.Izmir International Biomedicine and Genome Institute, iBG-izmirDokuz Eylül UniversityBalcova-IzmirTurkey
  4. 4.Pakistan Health Research CouncilIslamabadPakistan

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