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11-keto-β-Boswellic Acid (Synonyms: 11-oxo-β-Boswellic acid,KBA)

Catalog No.GC10821

11-Keto-beta-boswellic acid (11-Keto-β-boswellic acid) is a pentacyclic triterpenic acid of the oleogum resin from the bark of the Boswellia serrate tree, popularly known as Indian Frankincense. 11-Keto-beta-boswellic acid has the anti-inflammatory activity is primarily due to inhibit 5-lipoxygenase (5-LOX) and subsequent leukotriene and nuclear factor-kappa B (NF-κB) activation and tumor necrosis factor alpha generation production.

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11-keto-β-Boswellic Acid Chemical Structure

Cas No.: 17019-92-0

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10mM (in 1mL DMSO)
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1mg
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5mg
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10mg
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Sample solution is provided at 25 µL, 10mM.

Description of 11-keto-β-Boswellic Acid

IC50: 35.8 μM: inhibits MCF-7 (human breast adenocarcinoma) [1].

37.9 μM: blocks A2780 (cis-platin resistant ovarian cancer cells) [1].

11-keto-β-Boswellic Acid, known as KBA, is a naturally occurring pentacyclic triterpene isolated from the gum resin of the tree Boswellia serrata. KBA is non-redox, specific leukotriene synthesis inhibitors through the inhibition of 5-lipoxygenase (5-LOX) which has anti-arthritic and anti-inflammatory activities. 5-LOX catalyzes essential fatty acids substrates into leukotrienes and a variety of other biologically active products. KBA is a novel activator of nuclear factor erythroid-2-related factor 2 (Nrf2), which protects against cerebral ischemic injury.

In vitro: KBA, concentration dependently, decreased the formation of leukotriene B4 and the synthesis of all 5-LOX products from endogenous arachidonic acid in rat peritoneal neutrophils. In contrast, KBA exerted no remarkable effects on the 12-lipoxygenase and cyclooxygenase activities. [2].

In vivo: Adult male Sprague–Dawley rats were injected KAB intraperitoneally at a dose of 25 mg/kg for 48 hours. KAB remarkably decreased infarct volumes as well as apoptotic cells at 1 h, and then increased neurologic scores when applied 48 h. Moreover, posttreatment with KBA induced the decrease of malondialdehyde levels and the increase of protein Nrf2 and heme oxygenase-1 expression in brain tissues, indicating that the Nrf2/HO-1 pathway was involved in the neuroprotection of KBA against oxidative stress-induced ischemic injury [3].

References:
[1].  Csuk, R., Barthel-Niesen, A., Barthel, A., Schffer, R., & Al-Harrasi, A. 11-Keto-boswellic acid derived amides and monodesmosidic saponins induce apoptosis in breast and cervical cancers cells. European Journal of Medicinal Chemistry. 2015; 100: 98-105.
[2].  Safayhi, H., Mack, T. H. O. M. A. S., Sabieraj, J. O. A. C. H. I. M., Anazodo, M. I., Subramanian, L. R., & Ammon, H. P. Boswellic acids: novel, specific, nonredox inhibitors of 5-lipoxygenase. Journal of Pharmacology and Experimental Therapeutics. 1992; 261(3):1143-1146.
[3].  Ding, Y., Chen, M., Wang, M., Li, Y., & Wen, A. Posttreatment with 11-Keto-β-Boswellic Acid Ameliorates Cerebral Ischemia–Reperfusion Injury: Nrf2/HO-1 Pathway as a Potential Mechanism. Molecular Neurobiology. 2014; 52(3): 1430-1439.

Chemical Properties of 11-keto-β-Boswellic Acid

Cas No. 17019-92-0 SDF
Synonyms 11-oxo-β-Boswellic acid,KBA
Chemical Name (3α,4β)-3-hydroxy-11-oxo-urs-12-en-23-oic acid
Canonical SMILES O=C1C=C2[C@](CC[C@]3(C)C2[C@@H](C)[C@H](C)CC3)(C)[C@]4(C)CCC5[C@@](C)(C(O)=O)[C@H](O)CC[C@]5(C)C41
Formula C30H46O4 M.Wt 470.4
Solubility ≤5mg/ml in ethanol;25mg/ml in DMSO;25mg/ml in dimethyl formamide Storage 4°C, protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of 11-keto-β-Boswellic Acid

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1 mg 5 mg 10 mg
1 mM 2.1259 mL 10.6293 mL 21.2585 mL
5 mM 0.4252 mL 2.1259 mL 4.2517 mL
10 mM 0.2126 mL 1.0629 mL 2.1259 mL
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