108-28-1
Chemical Structure
Protoanemonin
- CAS No.: 108-28-1
- Formula:C5H4O2
- Molecular Weight:96.08
IUPAC Name: 5-methylenefuran-2(5H)-one
InChIKey: RNYZJZKPGHQTJR-UHFFFAOYSA-N
SMILES: O=C1OC(C=C1)=C
Biological Activity: Protoanemonin is a natural unsaturated γ-lactone small molecule derived from plants of the Ranunculaceae family, possessing various activities such as plant growth regulation, antibacterial, and antifungal effects. Protoanemonin is a quorum sensing inhibitor that inhibits Pseudomonas aeruginosa quorum sensing, downregulates virulence factor expression, and activates the iron starvation response pathway. Protoanemonin possesses broad-spectrum antibacterial and antifungal activities, and also has antimutagenic activity. Protoanemonin exhibits bidirectional plant growth regulatory effects, promoting plant tissue elongation at low concentrations and inhibiting plant tissue elongation at high concentrations. Protoanemonin can be used in research related to bacterial quorum sensing, microbial metabolism, antibacterial and antifungal activity, antimutagenesis, and plant growth regulation[1][2][3][4][5][6].
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Protoanemonin | Protoanemonin is a natural unsaturated γ-lactone small molecule derived from plants of the Ranunculaceae family, possessing various activities such as plant growth regulation, antibacterial, and antifungal effects. Protoanemonin is a quorum sensing inhibitor that inhibits Pseudomonas aeruginosa quorum sensing, downregulates virulence factor expression, and activates the iron starvation response pathway. Protoanemonin possesses broad-spectrum antibacterial and antifungal activities, and also has antimutagenic activity. Protoanemonin exhibits bidirectional plant growth regulatory effects, promoting plant tissue elongation at low concentrations and inhibiting plant tissue elongation at high concentrations. Protoanemonin can be used in research related to bacterial quorum sensing, microbial metabolism, antibacterial and antifungal activity, antimutagenesis, and plant growth regulation. | |||||||||||||||||||||
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References
- [1]. Bobadilla Fazzini RA, et al. Protoanemonin: a natural quorum sensing inhibitor that selectively activates iron starvation response. Environmental microbiology. 2013 Jan;15(1):111-20.
- [2]. Minakata H, et al. Protoanemonin, an antimutagen isolated from plants. Mutation research. 1983 Mar;116(3-4):317-22.
- [3]. Thimann KV. Inhibition of Plant Growth by Protoanemonin and Coumarin, and Its Prevention by Bal. Proc Natl Acad Sci U S A. 1949 Jun;35(6):272-6.
- [4]. Didry N. Microbiological properties of protoanemonin isolated from Ranunculus bulbosus. Phytotherapy Research. 1993;7(1):21-24.
- [5]. Mares D, et al. Antimicrobial activity of protoanemonin, a lactone from ranunculaceous plants. Mycopathologia. 1987 Jun;98(3):133-40.
- [6]. Blasco R, et al. From xenobiotic to antibiotic, formation of protoanemonin from 4-chlorocatechol by enzymes of the 3-oxoadipate pathway. The Journal of biological chemistry. 1995 Dec 08;270(49):29229-35.
