Next Article in Journal
Ab Initio Calculations of Possible γ-Gauche Effects in the 13C-NMR for Methine and Carbonyl Carbons in Precise Polyethylene Acrylic Acid Copolymers
Previous Article in Journal
Fructus Gardenia Extract Ameliorates Oxonate-Induced Hyperuricemia with Renal Dysfunction in Mice by Regulating Organic Ion Transporters and mOIT3
Molecules 2013, 18(8), 8994-9009; doi:10.3390/molecules18088994
Article

Aporphine Alkaloids from the Leaves of Phoebe grandis (Nees) Mer. (Lauraceae) and Their Cytotoxic and Antibacterial Activities

1,2,* , 3
,
3
,
3
,
4
,
1
,
1
 and
1,*
1 Chemistry Department, Faculty of Science, University of Malaya, 50603 Kuala Lumpur, Malaysia 2 Centre for Foundation Studies in Sciences, University of Malaya, 50603 Kuala Lumpur, Malaysia 3 Department of Pharmacy, Faculty of Medicine, University of Malaya, 50603 Kuala Lumpur, Malaysia 4 Medical Research Center, Faculty of Medicine, Jazan University, Jazan 45041, Saudi Arabia
* Authors to whom correspondence should be addressed.
Received: 16 May 2013 / Revised: 16 July 2013 / Accepted: 22 July 2013 / Published: 29 July 2013
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [312 KB, 18 June 2014; original version 18 June 2014]   |  

Abstract

The oxoaporphine alkaloid lysicamine (1), and three proaporphine alkaloids, litsericinone (2), 8,9,11,12-tetrahydromecambrine (3) and hexahydromecambrine A (4) were isolated from the leaves of Phoebe grandis (Nees) Merr. (Lauraceae). Compounds 2 and 3 were first time isolated as new naturally occurring compounds from plants. The NMR data for the compounds 24 have never been reported so far. Compounds 1 and 2 showed significant cytotoxic activity against a MCF7 (human estrogen receptor (ER+) positive breast cancer) cell line with IC50 values of 26 and 60 µg/mL, respectively. Furthermore, in vitro cytotoxic activity against HepG2 (human liver cancer) cell line was evaluated for compounds 14 with IC50 values of 27, 14, 81 and 20 µg/mL, respectively. Lysicamine (1) displayed strong antibacterial activity against Bacillus subtilis (B145), Staphylococcus aureus (S1434) and Staphylococus epidermidis (a clinically isolated strain) with inhibition zones of 15.50 ± 0.57, 13.33 ± 0.57 and 12.00 ± 0.00 mm, respectively. However, none of the tested pathogenic bacteria were susceptible towards compounds 2 and 3.
Keywords: Phoebe grandis; Lauraceae; aporphine alkaloid; cytotoxic; antibacterial Phoebe grandis; Lauraceae; aporphine alkaloid; cytotoxic; antibacterial
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary material

SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
MDPI and ACS Style

Omar, H.; Hashim, N.M.; Zajmi, A.; Nordin, N.; Abdelwahab, S.I.; Azizan, A.H.S.; Hadi, A.H.A.; Ali, H.M. Aporphine Alkaloids from the Leaves of Phoebe grandis (Nees) Mer. (Lauraceae) and Their Cytotoxic and Antibacterial Activities. Molecules 2013, 18, 8994-9009.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

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