CAS No.: | 472-15-1 |
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Formula: | C30h48o3 |
EINECS: | 207-448-8 |
Classification: | Aromatic Alcohol |
Appearance: | Powder |
Type: | 1°(Primary Alcohol) |
Customization: |
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Name | Betulinic acid |
Synonyms | 3beta-Hydroxy-20(29)-lupaene-28-oic acid |
Molecular Structure | |
Molecular Formula | C30H48O3 |
Molecular Weight | 456.71 |
CAS Registry Number | 472-15-1 |
EINECS | 207-448-8 |
Melting point | 295-298 ºC (dec.) |
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Betulinic acid has several biological sources, which can be extracted from the leaves of Puja, betulin bark and jujube kernel. It can also be obtained by chemical synthesis with betulin as raw material. In the mid-1990s, it was found that betulinic acid could selectively kill human melanoma cells but not healthy cells. Betulinic acid has an inhibitory effect on HIV-1 infection, and other studies have shown that betulinic acid also has an inhibitory effect on malignant tumor cells such as brain tumor, neuroectodermal tumor, and leukemia.
Main source: First, it is extracted and separated from natural plants. This method consumes a lot of solvent, low yield, impurities are not easy to separate, so it is rarely used; Second, betulinic acid was synthesized by organic synthesis with betulin alcohol as precursor. This method has been applied to industrial production, can obtain industrial scale betulinic acid, is now the main source of betulinic acid in the market; Third, betulin acid was produced by microbial transformation using betulin alcohol as a precursor. This approach represents a new direction for the future plant extraction industry, but there are still many technical problems that cannot be solved.
1. Antitumor effects
Betulinic acid was first found to have selective cytotoxicity to melanoma cells. In recent years, it has also been found to have strong broad-spectrum activity on other tumor cells, including glioblastoma, neuroblastoma, medulloblastoma, Ewing tumor and other malignant tumors. Colon cancer, breast cancer, lung cancer, liver cancer, prostate cancer, kidney cells, ovarian or cervical cancer and leukemia have a strong inhibitory effect.
2. Anti-inflammatory effects Most pentacyclic triterpenoids have anti-inflammatory activities. Betulin and betulin acid both have mild anti-inflammatory properties at higher concentrations, and their anti-inflammatory properties may depend on inhibition of protein kinase C without any involvement in neurogenic inflammatory mechanisms. It has also been suggested that its activity is the result of interaction with glucocorticoid receptors.
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