Next Article in Journal
Synthesis and NMR Spectral Studies of the 7-C60-Adduct of N,N-(Tetrachlorophthaloyl) Dehydroabietylamine
Previous Article in Journal
Synthetic Study on the Relationship Between Structure and Sweet Taste Properties of Steviol Glycosides
Article Menu

Export Article

Open AccessArticle
Molecules 2012, 17(4), 4197-4208; doi:10.3390/molecules17044197

(−)-Kunstleramide, a New Antioxidant and Cytotoxic Dienamide from the Bark of Beilschmiedia kunstleri Gamble

1
Department of Chemistry, Faculty of Science, University of Malaya, Kuala Lumpur 50603, Malaysia
2
Centre for Natural Products Research and Drug Discovery (CENAR), Department of Pharmacology, Faculty of Medicine, University of Malaya, Kuala Lumpur 50603, Malaysia
3
School of Medicine, Faculty of Medical Sciences, UCSI University, Kuala Lumpur 56000, Malaysia
*
Author to whom correspondence should be addressed.
Received: 13 February 2012 / Revised: 21 March 2012 / Accepted: 22 March 2012 / Published: 5 April 2012
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [340 KB, uploaded 18 June 2014]   |  

Abstract

A new dienamide, (2E,4E)-7-(3',4'-dimethoxyphenyl)-N-ethyl-6-(R)-hydroxyhepta- 2,4-dienamide, named (-)-kunstleramide (1), were isolated from the bark of Beilschmiedia kunstleri Gamble together with one neolignan: (+)-kunstlerone (2) and seven known alkaloids: (+)-nornuciferine (3), (-)-isocaryachine (4), (+)-cassythicine (5), (+)-laurotetanine (6), (+)-boldine (7), noratherosperminine (8), (+)-N-demethylphyllocaryptine (9). Their structures were established from spectroscopic techniques, most notably 1D- and 2D-NMR, UV, IR, OR, circular dichroism (CD) spectra and LCMS-IT-TOF. (-)-Kunstleramide (1) exhibited very poor dose-dependent inhibition of DPPH activity, with an IC50 value of 179.5 ± 4.4 μg/mL, but showed a moderate cytotoxic effect on MTT assays of A375, A549, HT-29, PC-3 and WRL-68 with EC50 values of 64.65, 44.74, 55.94, 73.87 and 70.95 µg/mL, respectively.
Keywords: Beilschmiedia kunstleri; lauraceae; alkaloid; dienamide; antioxidant; cytotoxicity Beilschmiedia kunstleri; lauraceae; alkaloid; dienamide; antioxidant; cytotoxicity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary material

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

Mollataghi, A.; Hadi, A.H.A.; Cheah, S.-C. (−)-Kunstleramide, a New Antioxidant and Cytotoxic Dienamide from the Bark of Beilschmiedia kunstleri Gamble. Molecules 2012, 17, 4197-4208.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

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