What is oleanolic acid?
Oleanolic acid (OA), a natural hydroxyl pentacyclic triterpenoid acid (HPTA) similar to betulinic acid, ursolic acid; it has benefits like antibacterial, anti-inflammatory, antitumor activities.
Where can you find oleanolic acid?
Oleanolic acid has used traditionally for the treatment of various diseases,you can find it in food and plants widely.
Some fruits like apples, pomegranate, lemon, bilberries, olives contain oleanolic acid too.
|Herb Name||Oleanolic acid content||Test method|
|Ligustrum lucidum Ait||0.8028%||HPLC|
|Verbena Officinalis L||0.071%-0.086%||HPLC|
|Prunella vulgaris L||3.47%-4.46%||HPLC|
|Hemsley Chinensis Cogn.||1.5%～2%||HPLC|
Currently, Chinese herb Hemsley Chinensis Cogn still is the most commercial raw material for extracting oleanolic acid.
Hemsley Chinensis Cogn. Introduction
Hemsleya chinensis Cogn. is a perennial climbing herb, also is traditional Chinese medicine.
Species: H. amabilis
The herb is distributed in provinces Guangxi, Sichuan, Guizhou, Yunnan, Hubei, etc. Born in the forest edge and valley shrubs at an altitude of about 2,000 meters.
Active ingredients: contains Hemslolide Mal、Ma3、H1; Chikusetsusaponin-Iva; dihydro cucurbitacin F-25-acetate; dilydrocucurbitacin F; oleanolic acid-beta-Hlucosyloleanolate; Hemsamabilinin A; Cu-curbitacinⅡb-2-beta-D-glucopyranoside.
Hemsleya chinensis Cogn. is mainly for detoxification, sterilization, anti-inflammatory, strengthening the stomach and relieving pain. Currently, there are extracts powder, or compound preparations such as capsules, tablets, gastrointestinal pills, etc., which are widely used in clinical practice.
Extraction of Oleanolic acid from Hemsleya Chinensis Cogn.
Oleanolic acid specifications
Formulas containing Oleanolic acid in Food supplements
We found that the oleanolic acid used in health supplements mainly comes from three kinds of plant extracts: Loquat leaf extract, Hemsley Chinensis extract, and holy basil extract.
- Holy Basil powder (leaf) (0.4% Ursolic acid and Oleanolic acid, 2.0 mg)
- Holy Basil supercritical CO2 extract (leaf) (Ocimum tenuiflorum Linn.) (2.5% Ursolic acid and Oleanolic acid, 1.5 mg)
- Loquat Extract (fruit) (providing Ursolic acid, Oleanolic Acid) (Standardized to Ursolic acid Per Serving 125mg)
Oleanolic acid VS Ursolic acid
Oleanolic acid (OA) and ursolic acid (UA) are natural triterpenoids that have a similar chemical structure.
These triterpenoids compounds are known to exist in medicinal herbs and foods.
They have many common pharmacological properties: hepatoprotective, anti-inflammatory, antimicrobial, hypoglycemic, antimutagenic, anti-HIV activity, antioxidant, and antifertility activities.
OA and UA difference:
|Product Name||Oleanolic acid||Ursolic acid|
|Herb sources||Loquat leaf, Holy Basil, Rosemary, Olive leaf.etc.|
(color and odor)
|40% light yellow
|15%-50% brown-yellow or yellow
|Distinguishing||IR:(1355~1392cm-1) two peaks
(1245~1330cm-1) three peaks
|(1355~1392cm-1) three peaks
(1245~1330cm-1) three peaks
|Derivatives||Oleanolic sodium salt
Oleanolic acid phosphate disodium salt
3-oxo oleanolic acid
bardoxolone methyl (CDDO-Me)
|Ursolic sodium salt and its dicarboxylic acid half ester derivatives
Ursolic acid ketene derivatives
3-carbon ursolic acid
|Potential anticancer||UA is more popular than OA.|
Biological Activities of Oleanolic Acid
Inhibitory effect of oleanolic acid on hepatocellular carcinoma via ERK-p53-mediated cell cycle arrest and mitochondrial-dependent apoptosis
– by Xin Wang, Hua Bai, etc. Researchers
OA exhibited an inhibitory effect on HCC through induction of apoptosis and cell cycle arrest both in transplanted tumors and in HepG2 cells.
OA induced apoptosis through the mitochondrial pathway, evidenced by inhibition of Akt/mammalian target of rapamycin pathway.
OA induced G2/M cell cycle arrest through p21-mediated down-regulation of cyclin B1/cdc2.
OA demonstrated significant antitumor activities in HCC in vivo and in vitro models. These data provide new insight into the mechanisms underlying the antitumor effect of OA.
In addition, research shows that OA and its derivative Oleanolic acid methyl ester also have effects on breast cancer, lung cancer, bladder cancer, cervical cancer, pancreatic cancer cells…
OA is expected to possess antimicrobial activity against a wide range of pathogens for it plays a vital role in defending against pathogens in plants.
OA showed moderate activity against Staphylococcus aureus and Bacillus Thuringiensis at 62.5 µg/mL and Escherichia coli, Salmonella Enterica, and Shigella dysenteriae at 31.2 µg/mL minimum inhibitory concentration (MIC).
One of the notable bioactivities of OA is the protection of the liver against toxicity and is currently being used as an over the hepatic counter drug in China.
In Wistar albino rats, OA from Flaveria Trinervia was used and had a significant protective effect on ethanol-induced liver toxicity by restoring the hepatotoxic serum marker enzyme levels. This study suggested the antioxidant ability of OA as another possible mechanism of its hepatoprotective ability.
Oleanolic Acid and its derivatives
Oleanolic Acid Clinical Trials
Oleanolic acid (sourced from olive), there are about 500 registered clinical trials, showed it had beneficial effects in clinical trials on chronic kidney disease, diabetes mellitus type 2, and some inflammatory conditions such as arthritis.
Most popular derivatives in clinical trials are bardoxolone methyl (CDDO-Me). CDDO-Me was evaluated in tumor biopsies, and it might be able to play a role in the treatment of chronic kidney disease, it is currently being assessed in effects on hypertension.
Chinese Pharmacopoeia Standard of Oleanolic Acid
|Product name||Oleanolic Acid|
|Identification||(1)Take 30mg of this product, put it in a test tube, add 3ml of chloroform to dissolve, add two drops of sulfuric acid, shake for 5 minutes, the chloroform layer is purple-red.|
|(2)Take about 20mg of this product, add 1ml of acetic anhydride, dissolve it with a slight heat, add sulfuric acid to the purple color, and darken after placing.|
|(3)Take about 10mg of this product, add vanillin glacial acetic acid solution (take vanillin 0.5g, add 10ml of glacial acetic acid to dissolve, that is) 0.2ml, add 0.8ml of perchloric acid, and heat it for several minutes in a water bath. Fuchsia, add 2ml of ethyl acetate, purple-red dissolved in ethyl acetate, placed without discoloration.|
|(4)The infrared absorption spectrum of this product should be consistent with the control spectrum.|
|Determination of assay||Take 0.15g of this product, accurately weigh it, add 30ml of ethanol, shake it, heat it in a warm water bath to dissolve, let cool to room temperature, add 3 drops of phenolphthalein indicator solution, make potassium hydroxide solution with ethanol (0.05mol/L) Titrate immediately and correct for blank test. Potassium hydroxide solution (0.05 mol/L) per 1 ml of ethanol corresponds to 22.84 mg of C30H48O3.|
Oleanolic acid recommend dosage
According to the Chinese Pharmacopoeia Standard, Oleanolic acid Oral dose is 20~80mg per time,60~240mg per day.
Oleanolic acid side effects
Oleanolic acid used as an over the counter (OTC) hepatoprotective drug for decades in China.
If overdose or incorrect, a small number of patients have dry mouth, diarrhea, upper abdominal discomfort, and can disappear after symptomatic treatment.
Please consult your physician or pharmacist before using this product.
Oleanolic acid supplying
As a professional manufacturer of bulk powder ingredients, Cimasci stably provides oleanolic acid 40% powder and 98% powder currently, each batch reach 500-800kgs, and we are very familiar with it from raw material production to export. Oleanolic acid Olea europaea (Olive) source is also one of our key projects.
If you need or interest it, please don’t hesitate to contact us.