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

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

1
, 1,*  and 2,3
Received: 13 February 2012; in revised form: 21 March 2012 / Accepted: 22 March 2012 / Published: 5 April 2012
(This article belongs to the Section Metabolites)
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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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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.

AMA Style

Mollataghi A, Hadi AHA, Cheah S-C. (−)-Kunstleramide, a New Antioxidant and Cytotoxic Dienamide from the Bark of Beilschmiedia kunstleri Gamble. Molecules. 2012; 17(4):4197-4208.

Chicago/Turabian Style

Mollataghi, Abbas; Hadi, A. Hamid A.; Cheah, Shiau-Chuen. 2012. "(−)-Kunstleramide, a New Antioxidant and Cytotoxic Dienamide from the Bark of Beilschmiedia kunstleri Gamble." Molecules 17, no. 4: 4197-4208.


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