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 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).
Kawazoe
Kazuyoshi
K
Faculty of Pharmaceutical Sciences, University of Tokushima, Shomachi 1-78, Tokushima 770-8505, Japan. kawazoe@ph2.tokushima-u.ac.jp
Tsubouchi
Yoshiko
Y
Abdullah
Norasyikin
N
Takaishi
Yoshihisa
Y
Shibata
Hirohumi
H
Higuti
Tomihiko
T
Hori
Hitoshi
H
Ogawa
Makoto
M
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019306:Artemisia / Q000737:chemistry*; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007564:Japan; D016106:Methicillin Resistance; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects*; D013237:Stereoisomerism
C477620:(4S,5S)-dihydro-5-((1R,2S)-2-hydroxy-2-methyl-5-oxo-3-cyclopenten-1-yl)-3-methylene-4-(3-oxobutyl)-2(3H)-furanone; D000900:Anti-Bacterial Agents; D005663:Furans; D012717:Sesquiterpenes