alpha-Boswellic acidCAS# 471-66-9 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 471-66-9 | SDF | Download SDF |
| PubChem ID | 17750984 | Appearance | White powder |
| Formula | C30H48O3 | M.Wt | 456.7 |
| Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
| Synonyms | α-Boswellic acid | ||
| Solubility | Soluble in chloroform and methanol; practically insoluble in water | ||
| Chemical Name | (6aR,6bS,8aR,12aR)-3-hydroxy-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid | ||
| SMILES | CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)O)C)C)C2C1)C)C)C | ||
| Standard InChIKey | BZXULBWGROURAF-SLLOXPBESA-N | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | alpha-Boswellic acid (α-BA)has gastroprotective properties by decreasing oxidative stress and the Nrf2/HO-1 pathway. α-BA also has protective effects against acetaminophen (APAP)-induced hepatotoxicity in Balb/ cA mice.α-BA could be considered as a potent therapeutic agent for prevention and decreasing the progression of Alzheimer’s hallmarks, it can efficiently reduce hyperphosphorylated Tau (Ser404) in STZ-treated astrocytes and decrease ROS generation and promote proliferation of astrocytes through elevating Survivin expression. |
| Targets | NO | PGE | Nrf2 | HO-1 | ROS |
| In vivo | In vitro metabolism, permeation, and brain availability of six major boswellic acids from Boswellia serrata gum resins.[Pubmed: 23103296]Fitoterapia. 2013 Jan;84:99-106.Boswellia serrata gum resin extracts (BSE) revealed potent anti-inflammatory actions in preclinical and clinical studies. In 2002 BSE was assigned an orphan drug status by the European Medicines Agency (EMA) for the treatment of peritumoral edema. In the past pharmacological effects of BSE were mainly attributed to 11-keto-β-boswellic acid (KBA) and 3-acetyl-11-keto-β-boswellic acid (AKBA). Therefore pharmacokinetic and pharmacodynamic studies focused mainly on these two boswellic acids (BAs). However, other BAs, like β-boswellic acid (βBA), might also contribute to the anti-inflammatory actions of BSE. Alpha-boswellic acid protects against ethanol-induced gastric injury in rats: involvement of nuclear factor erythroid-2-related factor 2/heme oxygenase-1 pathway.[Pubmed: 26992040]J. Pharm. Pharmacol., 2016, 68(4):514-22.The purpose of this study was to assess the gastroprotective properties of alpha-Boswellic acid (α-BA), a pentacyclic triterpene compound from extracts of Frankincense.
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| Animal Research | The Effects of Alpha Boswellic Acid on Reelin Expression and Tau Phosphorylation in Human Astrocytes.[Pubmed: 27567921]Neuromol. Med., 2016:1-11.Reelin is an extracellular glycoprotein which contributes to synaptic plasticity and function of memory in the adult brain. It has been indicated that the Reelin signaling cascade participates in Alzheimer's disease (AD). Besides the neurons, glial cells such as astrocytes also express Reelin protein. While functional loss of astrocytes has been reported to be associated with AD, dysfunction of astrocytic Reelin signaling pathway has not received much attention. Therefore, we investigated the effects of alpha-Boswellic acid(ABA) as one of the major component of Boswellia serrata resin on primary fetal human astrocytes under a stress paradigm as a possible model for AD through study on Reelin cascade. |
| Structure Identification | Zhongguo Zhong Yao Za Zhi. 2013 Jan;38(2):179-85.Change in dissolution of chemical components of frankincense-myrrh before and after their compatibility and effect on no release of LPS-induced macrophage cells.[Pubmed: 23672038] To analyze the difference of chemical compounds of frankincense-myrrh before and after their compatibility, and evaluate the effect of differentiated compounds on NO generated by LPS-induced peritoneal macrophage cells in rats, in order to discuss synergetic material basis of frankincense-myrrh compatibility from the prospective of change in chemical constituents.
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alpha-Boswellic acid Dilution Calculator
alpha-Boswellic acid Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.1896 mL | 10.9481 mL | 21.8962 mL | 43.7924 mL | 54.7405 mL |
| 5 mM | 0.4379 mL | 2.1896 mL | 4.3792 mL | 8.7585 mL | 10.9481 mL |
| 10 mM | 0.219 mL | 1.0948 mL | 2.1896 mL | 4.3792 mL | 5.4741 mL |
| 50 mM | 0.0438 mL | 0.219 mL | 0.4379 mL | 0.8758 mL | 1.0948 mL |
| 100 mM | 0.0219 mL | 0.1095 mL | 0.219 mL | 0.4379 mL | 0.5474 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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alpha-Boswellic acid is a natural product.
References:
[1]. G.G. Allan, et al. The 18α-epimer of α-boswellic acid: conformational diagnosis of triterpenoids by ultraviolet absorption spectroscopy. Phytochemistry Volume 10, Issue 6, June 1971, Pages 1363–1366
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The Effects of Alpha Boswellic Acid on Reelin Expression and Tau Phosphorylation in Human Astrocytes.[Pubmed:27567921]
Neuromolecular Med. 2017 Mar;19(1):136-146.
Reelin is an extracellular glycoprotein which contributes to synaptic plasticity and function of memory in the adult brain. It has been indicated that the Reelin signaling cascade participates in Alzheimer's disease (AD). Besides the neurons, glial cells such as astrocytes also express Reelin protein. While functional loss of astrocytes has been reported to be associated with AD, dysfunction of astrocytic Reelin signaling pathway has not received much attention. Therefore, we investigated the effects of alpha-Boswellic acid (ABA) as one of the major component of Boswellia serrata resin on primary fetal human astrocytes under a stress paradigm as a possible model for AD through study on Reelin cascade. For this aim, we used streptozotocin (STZ), in which from an outlook generates Alzheimer's hallmarks in astrocytes, and assayed Reelin expression, Tau and Akt phosphorylation as well as reactive oxygen species (ROS) generation and apoptosis in the presences of ABA. Our results indicated that while STZ (100 microM) down-regulated the expression of Reelin, ABA (25 microM) up-regulated its expression (p < 0.01) for 24 h. ABA efficiently reduced hyperphosphorylated Tau (Ser404) in STZ-treated astrocytes (p < 0.01). Furthermore, STZ-induced apoptosis by increasing cleaved caspase three (p < 0.01) and ROS generation (p < 0.01), a further pathological hallmark of Tauopathy. On the other hand, ABA decreased ROS generation and promoted proliferation of astrocytes through elevating Survivin expression (p < 0.01). These results showed that ABA could be considered as a potent therapeutic agent for prevention and decreasing the progression of Alzheimer's hallmarks in astrocytes; however, more in vivo studies would be needed.
Alpha-boswellic acid protects against ethanol-induced gastric injury in rats: involvement of nuclear factor erythroid-2-related factor 2/heme oxygenase-1 pathway.[Pubmed:26992040]
J Pharm Pharmacol. 2016 Apr;68(4):514-22.
OBJECTIVES: The purpose of this study was to assess the gastroprotective properties of alpha-Boswellic acid (alpha-BA), a pentacyclic triterpene compound from extracts of Frankincense. METHODS: The gastroprotection of alpha-BA was assessed with ethanol-induced gastric lesions model, by histopathological assessment and measuring gastric juice acidity (pH), gastric wall mucus (GWM), prostaglandins E2 (PGE-2), membrane lipids peroxidation (MDA), superoxide dismutase (SOD) activity, catalase (CAT) activity and amount of nitric oxide (NO). The gastroprotective effects of alpha-BA through the nuclear factor erythroid-2-related factor 2/heme oxygenase-1 (Nrf2/HO-1) anti-oxidative pathway were presented and measured by immunohistochemistry and Western blot. KEY FINDINGS: The results showed that alpha-BA reduced injuries associated with the administration of ethanol, gastric juice acidity and the formation of MDA and increased CAT activity and SOD activity and the level of NO and PGE-2 in a dose-depended manner. The expression of both Nrf2 and HO-1 was significantly increased in the group treated with 200 mg/kg alpha-BA, which suggested that activation of the Nrf2/HO-1 pathway might be critical in alpha-BA's prevention of gastric ulcers. CONCLUSIONS: These findings demonstrate that alpha-BA decreases oxidative stress and that the Nrf2/HO-1 pathway might play a role in the gastroprotective action of alpha-BA in ethanol-induced gastric injury in rats.
In vitro metabolism, permeation, and brain availability of six major boswellic acids from Boswellia serrata gum resins.[Pubmed:23103296]
Fitoterapia. 2013 Jan;84:99-106.
Boswellia serrata gum resin extracts (BSE) revealed potent anti-inflammatory actions in preclinical and clinical studies. In 2002 BSE was assigned an orphan drug status by the European Medicines Agency (EMA) for the treatment of peritumoral edema. In the past pharmacological effects of BSE were mainly attributed to 11-keto-beta-boswellic acid (KBA) and 3-acetyl-11-keto-beta-boswellic acid (AKBA). Therefore pharmacokinetic and pharmacodynamic studies focused mainly on these two boswellic acids (BAs). However, other BAs, like beta-boswellic acid (betaBA), might also contribute to the anti-inflammatory actions of BSE. Here, we determined the metabolic stability, permeability and brain availability of six major BAs, that is, KBA, AKBA, betaBA, 3-acetyl-beta-boswellic acid (AbetaBA), alpha-Boswellic acid (alphaBA), and 3-acetyl-alpha-Boswellic acid (AalphaBA). For permeability studies, the Caco-2 model was adapted to physiological conditions by the addition of bovine serum albumin (BSA) to the basolateral side and the use of modified fasted state simulated intestinal fluid (FaSSIF) on the apical side. Under these conditions the four BAs lacking the 11-keto moiety revealed moderate permeability. Furthermore the permeability of AKBA and KBA was improved compared to earlier studies. In contrast to Aalpha- and AbetaBA, betaBA and alphaBA were intensively metabolized after incubation with human and rat liver microsomes. Finally, the availability of all six major BAs could be confirmed in rat brain 8h after oral administration of 240mg/kg BSE to rats showing mean concentrations of 11.6ng/g for KBA, 37.5ng/g for AKBA, 485.1ng/g for alphaBA, 1066.6ng/g for betaBA, 43.0ng/g for AalphaBA and 163.7ng/g for AbetaBA.
[Change in dissolution of chemical components of frankincense-myrrh before and after their compatibility and effect on no release of LPS-induced macrophage cells].[Pubmed:23672038]
Zhongguo Zhong Yao Za Zhi. 2013 Jan;38(2):179-85.
OBJECTIVE: To analyze the difference of chemical compounds of frankincense-myrrh before and after their compatibility, and evaluate the effect of differentiated compounds on NO generated by LPS-induced peritoneal macrophage cells in rats, in order to discuss synergetic material basis of frankincense-myrrh compatibility from the prospective of change in chemical constituents. METHOD: UPLC-Q-TOF-MS/MS combined technology was used to analyze the chemical components of frankincense-myrrh before and after their compatibility. MarkerLynx 4. 1 statistical software was used to analyze differentiated compounds before and after their compatibility. RESULT: The results of PCA showed that there were significant differences in the combined extracts of frankincense-myrrh and the chromatogram of their combined liquid, suggesting significant differences in their chemical compounds before and after their compatibility; after their compatibility, the dissolution of pentacyclic triterpenoid (alpha-Boswellic acid, beta-boswellic acid) and tetracyclic triterpenoid (elemonic acid, 3-acetoxy-16-hydroxy-dammar-24-ene, 3-hydroxytirucalla-8,24-dien-21-oic acid or 3-hydroxytirucalla-7,24-dien-21-oic acid) increased notably, while the dissolution of both yclic sesquiterpenes and macrocyclic diterpenoids decreased. According to the evaluation on in vitro activity, 2-methoxy-8, 12-epoxy-germa-1 (10), 7, 11-triene-6-ketone, 2-methoxy-5-acetoxyl-furan-germa-1 (10)-alkene-6-ketone and 3-carbonyl Euphorbia kansui-8, 24-diene-21-carboxylic acid notably inhibited NO generated by LPS-induced peritoneal macrophage cells in rats. CONCLUSION: These findings provide scientific basis and reference for studies on anti-inflammatory material basis of frankincense-myrrh compatibility.
