Alkaloids from the roots of Stemona aphylla

Mungkornasawakul, P; Chaiyong, S; Sastraruji, T; Jatisatienr, A; Jatisatienr, C; Pyne, SG; Ung, AT; Korth, J; Lie, W

Alkaloids from the roots of Stemona aphylla

Mungkornasawakul, P Chaiyong, S Sastraruji, T Jatisatienr, A Jatisatienr, C Pyne, SG Ung, AT

Korth, J Lie, W

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Publication Type:: Journal Article
Citation:: Journal of Natural Products, 2009, 72 (5), pp. 848 - 851
Issue Date:: 2009-05-22

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Field	Value	Language
dc.contributor.author	Mungkornasawakul, P	en_US
dc.contributor.author	Chaiyong, S	en_US
dc.contributor.author	Sastraruji, T	en_US
dc.contributor.author	Jatisatienr, A	en_US
dc.contributor.author	Jatisatienr, C	en_US
dc.contributor.author	Pyne, SG	en_US
dc.contributor.author	Ung, AT https://orcid.org/0000-0002-5665-0702	en_US
dc.contributor.author	Korth, J	en_US
dc.contributor.author	Lie, W	en_US
dc.date.issued	2009-05-22	en_US
dc.identifier.citation	Journal of Natural Products, 2009, 72 (5), pp. 848 - 851	en_US
dc.identifier.issn	0163-3864	en_US
dc.identifier.uri	http://hdl.handle.net/10453/11792
dc.description.abstract	Three known compounds, stemofoline (1), (2′S)-hydroxystemofoline (2), and (11Z)-1′,2′-didehydrostemofoline (3), along with two new alkaloids, stemaphylline (4) and stemaphylline-N-oxide (5), have been isolated from a root extract of Stemona aphylla. The structures of these alkaloids were determined on the basis of their spectroscopic data. The analysis of the crude dichloromethane extract by GC-MS in the EIMS mode showed the presence of alkaloids 1-4, the alkaloid 11, and stilbostemin R (12). The crude dichloromethane extract and 4 were tested for their comparative biological activities. The results of their acetylcholinesterase (AChE) inhibitory activities showed that the crude extract had higher activity than that of 4. The insecticidal properties of the crude extract and 4, using a topical application, showed that 4 had an activity similar to the positive control, methomyl, whereas the crude extract had much lower activity. Their antimicrobial activity against Escherichia coli ATCC 25922, Staphylococcus aureus ATCC 25923, Pseudomonas auruginosa ATCC 27853, and Candida albicans ATCC 90028 was weak (MIC 62.5-125 μg/mL, MBC 125-250 μg/mL, MFC 125 μg/mL) but much higher than that of the crude extract. © 2009 American Chemical Society and American Society of Pharmacognosy.	en_US
dc.relation.ispartof	Journal of Natural Products	en_US
dc.relation.isbasedon	10.1021/np900030y	en_US
dc.subject.classification	Medicinal & Biomolecular Chemistry	en_US
dc.subject.mesh	Animals	en_US
dc.subject.mesh	Moths	en_US
dc.subject.mesh	Pseudomonas aeruginosa	en_US
dc.subject.mesh	Escherichia coli	en_US
dc.subject.mesh	Staphylococcus aureus	en_US
dc.subject.mesh	Candida albicans	en_US
dc.subject.mesh	Stemonaceae	en_US
dc.subject.mesh	Plant Roots	en_US
dc.subject.mesh	Plants, Medicinal	en_US
dc.subject.mesh	Alkaloids	en_US
dc.subject.mesh	Cholinesterase Inhibitors	en_US
dc.subject.mesh	Gas Chromatography-Mass Spectrometry	en_US
dc.subject.mesh	Heterocyclic Compounds, 4 or More Rings	en_US
dc.subject.mesh	Insecticides	en_US
dc.subject.mesh	Microbial Sensitivity Tests	en_US
dc.subject.mesh	Molecular Structure	en_US
dc.subject.mesh	Nuclear Magnetic Resonance, Biomolecular	en_US
dc.subject.mesh	Oxidation-Reduction	en_US
dc.subject.mesh	Stereoisomerism	en_US
dc.subject.mesh	Thailand	en_US
dc.title	Alkaloids from the roots of Stemona aphylla	en_US
dc.type	Journal Article
utslib.citation.volume	5	en_US
utslib.citation.volume	72	en_US
utslib.for	060702 Plant Cell and Molecular Biology	en_US
utslib.for	03 Chemical Sciences	en_US
utslib.for	06 Biological Sciences	en_US
utslib.for	11 Medical and Health Sciences	en_US
pubs.embargo.period	Not known	en_US
pubs.organisational-group	/University of Technology Sydney
pubs.organisational-group	/University of Technology Sydney/Faculty of Science
pubs.organisational-group	/University of Technology Sydney/Faculty of Science/School of Mathematical and Physical Sciences
pubs.organisational-group	/University of Technology Sydney/Strength - CCET - Centre for Clean Energy Technology
utslib.copyright.status	closed_access
pubs.issue	5	en_US
pubs.publication-status	Published	en_US
pubs.volume	72	en_US

Abstract:

Three known compounds, stemofoline (1), (2′S)-hydroxystemofoline (2), and (11Z)-1′,2′-didehydrostemofoline (3), along with two new alkaloids, stemaphylline (4) and stemaphylline-N-oxide (5), have been isolated from a root extract of Stemona aphylla. The structures of these alkaloids were determined on the basis of their spectroscopic data. The analysis of the crude dichloromethane extract by GC-MS in the EIMS mode showed the presence of alkaloids 1-4, the alkaloid 11, and stilbostemin R (12). The crude dichloromethane extract and 4 were tested for their comparative biological activities. The results of their acetylcholinesterase (AChE) inhibitory activities showed that the crude extract had higher activity than that of 4. The insecticidal properties of the crude extract and 4, using a topical application, showed that 4 had an activity similar to the positive control, methomyl, whereas the crude extract had much lower activity. Their antimicrobial activity against Escherichia coli ATCC 25922, Staphylococcus aureus ATCC 25923, Pseudomonas auruginosa ATCC 27853, and Candida albicans ATCC 90028 was weak (MIC 62.5-125 μg/mL, MBC 125-250 μg/mL, MFC 125 μg/mL) but much higher than that of the crude extract. © 2009 American Chemical Society and American Society of Pharmacognosy.

Please use this identifier to cite or link to this item:

http://hdl.handle.net/10453/11792