Sesquiterpenoids from Artemisia gilvescens and an Anti-MRSA Compound

A new secoguaianolide sesquiterpene (1) was isolated along with its three stereoisomers (2-4) from the nonmedicinal plant Artemisia gilvescens. The structure of 1 was elucidated to be (4S,5S)-dihydro-5-[(1R,2S)-2-hydroxy-2-methyl-5-oxo-3-cyclopenten-1-yl]-3-methylene-4-(3-oxobutyl)-2(3H)-furanone on...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2003-04, Vol.66 (4), p.538-539
Main Authors: KAWAZOE, Kazuyoshi, TSUBOUCHI, Yoshiko, ABDULLAH, Norasyikin, TAKAISHI, Yoshihisa, SHIBATA, Hirohumi, HIGUTI, Tomihiko, HORI, Hitoshi, OGAWA, Makoto
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - isolation & purification
Anti-Bacterial Agents - pharmacology
Artemisia - chemistry
Biological and medical sciences
Furans - chemistry
Furans - isolation & purification
Furans - pharmacology
General pharmacology
Japan
Medical sciences
Methicillin Resistance
Microbial Sensitivity Tests
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Sesquiterpenes - chemistry
Sesquiterpenes - isolation & purification
Sesquiterpenes - pharmacology
Staphylococcus aureus - drug effects
Stereoisomerism
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Summary:A new secoguaianolide sesquiterpene (1) was isolated along with its three stereoisomers (2-4) from the nonmedicinal plant Artemisia gilvescens. The structure of 1 was elucidated to be (4S,5S)-dihydro-5-[(1R,2S)-2-hydroxy-2-methyl-5-oxo-3-cyclopenten-1-yl]-3-methylene-4-(3-oxobutyl)-2(3H)-furanone on the basis of 2D NMR and other spectroscopic evidence. Five known sesquiterpenoids were also isolated from this plant, and one of them (5) showed activity against methicillin-resistant Staphylococcus aureus (MRSA).
ISSN:0163-3864
1520-6025
DOI:10.1021/np020593m