Next Article in Journal
Benzopyranones from the Endophytic Fungus Hyalodendriella sp. Ponipodef12 and Their Bioactivities
Previous Article in Journal
Hasegawa, T., et al. Structure-Odor Relationships of α­Santalol Derivatives with Modified Side Chains. Molecules, 2012, 17, 2259-2270
Article Menu

Article Versions

Export Article

Open AccessArticle
Molecules 2012, 17(10), 11294-11302; doi:10.3390/molecules171011294

Synthesis and Cytotoxicity Evaluation of 13-n-Alkyl Berberine and Palmatine Analogues as Anticancer Agents

School of Pharmacy, China Pharmaceutical University, Nanjing 210009, Jiangsu, China
Oil Crops Research Institute, Chinese Academy of Agricultural Sciences, Wuhan 430062, Hubei, China
Key Laboratory of Biology and Genetic Improvement of Oil Crops, Ministry of Agriculture, Wuhan 430062, Hubei, China
Wuxi JC Pharmaceutical Technology Inc., Wuxi 214036, Jiangsu, China
School of Pharmacy, Nanjing Medical University, Nanjing 210029, Jiangsu, China
Author to whom correspondence should be addressed.
Received: 30 August 2012 / Revised: 11 September 2012 / Accepted: 17 September 2012 / Published: 25 September 2012
(This article belongs to the Section Medicinal Chemistry)
Download PDF [225 KB, uploaded 18 June 2014]


By introducing long carbon-chain alkyl groups at the C-13 position of berberine and palmatine, 13-n-hexyl/13-n-octyl berberine and palmatine chloride analogues 4ad were synthesized and examined by MTT assays for cytotoxic activity in seven human cancer cell lines (7701QGY, SMMC7721, HepG2, CEM, CEM/VCR, KIII, Lewis), yielding IC50 values of 0.02 ± 0.01–13.58 ± 2.84 μM. 13-n-Octyl palmatine (compound 4d) gave the most potent inhibitor activity, with an IC50 of 0.02 ± 0.01 μM for SMMC7721. In all cases, the 13-n-alkyl berberine and palmatine analogues 4ad were more cytotoxic than berberine and palmatine. In addition, compounds 4ad also exhibited more potent cytotoxicity than berberine and palmatine in mice with S180 sarcoma xenografted in vivo. The primary screening results indicated that the 13-n-hexyl/13-n-octyl berberine and palmatine analogues might be valuable source for new potent anticancer drug candidates.
Keywords: berberine; palmatine; alkylation; cytotoxicity; antitumor berberine; palmatine; alkylation; cytotoxicity; antitumor
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Zhang, L.; Li, J.; Ma, F.; Yao, S.; Li, N.; Wang, J.; Wang, Y.; Wang, X.; Yao, Q. Synthesis and Cytotoxicity Evaluation of 13-n-Alkyl Berberine and Palmatine Analogues as Anticancer Agents. Molecules 2012, 17, 11294-11302.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics



[Return to top]

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top