An industrially important natural product, shikimic acid is used as a Tamiflu precursor. Today, it is made by fermenting star anise (Illicium verum) or by extracting it in quantities of hundreds of tons. In addition to its use in the production of Tamiflu, acid shikimic has gained particular notoriety due to its widespread application as a versatile chiral precursor in organic synthesis due to its inherent chirality and useful carbon backbone.
This review highlights some methods for isolating shikimic acid from plant sources and provides an overview of the main synthetic and microbial methods for its production. By covering the most significant synthetic modifications and related applications, including the synthesis of tamiflu shikimic acid and derivatives, synthetic manipulations of the main functional groups, and its use as a biorenewable material and in total synthesis, we have also attempted to demonstrate the synthetic utility of shikimic acid.
eneral Information | |||
Product Name: | Star Anise Extract | Part Used: | Star Anise |
Item | Specification Method | Result | Method |
Physical and Chemical Property | |||
Appearance | White Powder | Conforms | Visual |
Particle size | ≥95% through 80 mesh | Conforms | Screening |
Residue on Ignition | ≤1g/100g | 0.50g/100g | 3g/550℃/4hrs |
Loss on Drying | ≤5g/100g | 3.91g/100g | 3g/105℃/2hrs |
Identification | Conforms with TLC | Conforms | TLC |
Content | 98% Shikimic acid | 0.9834 | HPLC |
Residue Analysis | |||
Heavy Metals | ≤10mg/kg | Conforms | |
Lead (Pb) | ≤1.00mg/kg | Conforms | ICP-MS |
Arsenic (As) | ≤1.00mg/kg | Conforms | ICP-MS |
Cadmium (Cd) | ≤1.00mg/kg | Conforms | ICP-MS |
Mercury (Hg) | ≤0.50mg/kg | Conforms | ICP-MS |
Microbiological Tests | |||
Total Plate Count | ≤1000cfu/g | 200cfu/g | AOAC 990.12 |
Total Yeast & Mold | ≤100cfu/g | 10cfu/g | AOAC 997.02 |
E.Coli. | Negative/10g | Conforms | AOAC 991.14 |
Salmonella | Negative/10g | Conforms | AOAC 998.09 |
S.aureus | Negative/10g | Conforms | AOAC 2003.07 |
1. and
Shikimic acid derivatives have and effects. In 1987, Japanese scholars discovered that the analogs of glyoxalase I inhibitors synthesized from methyl shikimate had obvious inhibitory effects on HeLa cell lines and Echley ascites carcinoma, and could prolong the survival time of mice inoculated with leukemia cells L1210 , and the toxicity is relatively low, and its inhibitory effect is mainly related to the hydrogen sulfide reaction. In 1988, Chinese scholars had synthesized a shikimic acid derivative, which proved that this compound had the effect of inhibiting leukemia cell L1210 in vitro.
2. Anti-thrombosis
The effects of acid shikimic and its derivatives on the cardiovascular system are manifested in antithrombotic and antiplatelet aggregation effects. Studies have shown that shikimic acid has a strong inhibitory effect on the platelet aggregation rate of adenosine diphosphate-induced middle cerebral artery embolism model rats; both intravenous and intramuscular injections of shikimic acid can prolong the blood coagulation time of mice.
3. Anti-cerebral ischemia
Tamiflu shikimic acid and its derivatives have the effect of improving cerebral ischemia, mainly in reducing the volume of cerebral infarction after focal cerebral ischemia in rats, reducing neurological function scores, reducing the degree of cerebral edema, and increasing cerebral blood flow in ischemic areas and other indicators. Studies have shown that its derivatives can reduce the degree of red blood cell aggregation after cerebral ischemia and inhibit platelet aggregation, thereby benefiting cerebral microcirculation.
1. Its multiple pharmacological effect, it aslo be used as health-care medicine;
2. Applied in food field, as raw materials of food products appeared on the market.
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