3,4-O-Isopropylidene shikimic acid
3,4-O-Isopropylidene shikimic acid Basic information
- Product Name:
- 3,4-O-Isopropylidene shikimic acid
- Synonyms:
-
- 3,4-O-Isopropylidene shikimic acid
- 7-Hydroxy-2,2-diMethyl-3a,6,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylic acid
- 1,3-Benzodioxole-5-carboxylic acid, 3a,6,7,7a-tetrahydro-7-hydroxy-2,2-dimethyl-, (3aR,7R,7aS)-
- 4-O-Isopropylidene shikimic acid
- 3,4-O-Isopropylidene shikimic acid USP/EP/BP
- anti-inflammatory,acid,3,4 O Isopropylidene shikimic acid,antioxidant,3,4OIsopropylideneshikimic acid,Inhibitor,inhibit,shikimic
- (3aR,7R,7aS)-7-Hydroxy-2,2-dimethyl-3a,6,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylic acid
- 3,4-O-Isopropylidene-shikimic acid, 10 mM in DMSO
- CAS:
- 183075-03-8
- MF:
- C10H14O5
- MW:
- 214.22
- Mol File:
- 183075-03-8.mol
3,4-O-Isopropylidene shikimic acid Chemical Properties
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- color
- Off-white to light yellow
3,4-O-Isopropylidene shikimic acid Usage And Synthesis
Description
3,4-Oxo- isopropylidene-shikimic acid has significant anti-inflammatory effect which may be related to inhibiting the production of prostaglandin E2 and protecting free radical against oxidation. 3,4-Oxo-isopropylidene-shikimic acid has protective effects on experimental colitis induced by trinitrobenzenesulfonic acid in rats, probably due to an antioxidant action. 3. 3,4-Oxo-isopropylidene-shikimic acid has anti-thrombosis effect, it inhibits thrombosis by anti-platelet-aggregation. 4. 3,4-Oxo-isopropylidene shikimic acid relieves the brain edema of rats subjected to MCAT by improving the energy metabolism and Na +, K +-ATPase activity in rat brain tissue. 5. 3,4-Oxo-isopropylidene-shikimic acid can inhibit adhesion of polymorphonuclear leukocyte to TNF-alpha-induced endothelial cells in vitro. 6. 3,4-Oxo-isopropylidene-shikimic acid has analgesic and antioxidant activities, it exhibits moderate antioxidant activity by scavenging the superoxide radical and hydroxyl radical with IC50 values of 0.214 and 0.450 ug/mL, respectively. 7. 3,4-Oxo-isopropylidene-shikimic acid has exhibited ameliorative effect on cognitive impairment in experimental animal models of dementia, it can promote adipogenesis by up-regulating expressions of C/EBP β, PPAR γ, C/EBP α, aP2 and FAS, and also stimulate adipokines during adipocyte differentiation, suggests that stimulation of adipokines and cognitive enhancing effect of 3,4-oxo-isopropylidene-shikimic acid have some relationship.
Uses
3,4-O-Isopropylidene-shikimicn acid is a natural product that can be isolated from the whole plants of Hypericum wightianum. 3,4-O-Isopropylidene-shikimic acid has anti-inflammatory effect and antioxidant activities[1][2].
target
NO | NOS | PGE | TNF-α | PPAR | Sodium Channel | ATPase | Potassium Channel
References
[1] Shu-Hong Tao, et al. Note: A New Flavone from Hypericum Wightianum. Journal of Asian Natural Products Research. 2004. 6(4), 307-310.
[2] Jianfeng Xing, et al. Anti-inflammatory effect of 3,4-oxo-isopropylidene-shikimic acid on acetic acid-induced colitis in rats. Inflammation. 2012 Dec;35(6):1872-9. DOI:10.1007/s10753-012-9509-7
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