Nat Prod Sci.  2017 Sep;23(3):151-156. 10.20307/nps.2017.23.3.151.

New Azafluorenone Derivative and Antibacterial Activities of Alphonsea cylindrica Barks

• Talip MA
• Azziz SS
• Wong CF
• Awang K
• Naz H
• Bakri YM
• Ahmad MS
• Litaudon M

• KMID: 2393794
• DOI: http://doi.org/10.20307/nps.2017.23.3.151

Abstract

A phytochemical study of Alphonsea cylindrica King (unreported) has led to the isolation of six alkaloids. The compounds were identified as kinabaline (1; azafluorenone alkaloid), muniranine (2), O-methylmoschatoline (3; oxoaporphine alkaloid), lysicamine (4), atherospermidine (5) and N-methylouregidione (6; 4, 5-dioxoaporphine alkaloid). The structures of the isolated compounds were determined based on the spectroscopic techniques and by comparison with data reported in the literature. Alkaloid 2 was isolated as a new derivative of azafluorenone while alkaloids 1, 3 - 6 were isolated for the first time from Alphonsea species. In addition, alkaloid 3 and 4 showed inhibition zone against Staphylococcus aureus, Pseudomonas aeruginosa and Bacillus cereus in disc diffusion test. The minimum inhibition concentration (MIC) values of lysicamine (4) against S. aureus, B. cereus and P. aeruginosa were found to be smaller than O-methylmoschatoline (3). Therefore, the reported antibacterial activity showed the potential of this plant as natural antibacterial agent and supported the documented traditional use of Alphonsea sp. in the treatment of diarrhea and fever.

Keyword

Alphonsea; Alkaloids; Antibacterial; Disc diffusion test; MIC

MeSH Terms

Alkaloids
Bacillus cereus
Diarrhea
Diffusion
Fever
Plants
Pseudomonas aeruginosa
Staphylococcus aureus
Alkaloids

Figure

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  Fig. 1. (a) Herbarium of A. cylindrica; (b) Fruits of A. cylindrica.

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  Fig. 2. Structures of alkaloids 1 – 6.

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  Fig. 3. HMBC, COSY and NOESY correlations of 2.

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