Phenacyl group containing amide derivative of dehydroabietylamine exhibiting enhanced cytotoxic activity against PLC and MCF7 cancer cell lines
- 189 Downloads
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.
KeywordsCancer 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.
- Yoon NM, Pak CS, Brown Herbert C, Krishnamurthy S, Stocky TP (1973) Selective reductions. XIX. Rapid reaction of carboxylic acids with borane-tetrahydrofuran. Remarkably convenient procedure for the selective conversion of carboxylic acids to the corresponding alcohols in the presence of other functional groups. J Org Chem 38(16):2786–2792CrossRefGoogle Scholar