11-KETO-BETA-BOSWELLIC ACID
Synonym(s):11-Oxo-β-boswellic acid;3α-Hydroxy-11-oxours-12-en-24-oic acid;KBA
- CAS NO.:17019-92-0
- Empirical Formula: C30H46O4
- Molecular Weight: 470.68
- MDL number: MFCD06656312
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 15:53:33
What is 11-KETO-BETA-BOSWELLIC ACID?
The Uses of 11-KETO-BETA-BOSWELLIC ACID
A constitutent of frankincense (olibanum) with anti-inflammatory properties. It has been shown to trigger apoptosis via a pathway dependent on caspase-8 activation but independent on Fas/Fas ligand interaction in colon cancer HT-29 cells.
Biological Activity
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.
Properties of 11-KETO-BETA-BOSWELLIC ACID
Melting point: | 190~192℃ |
Boiling point: | 591.8±50.0 °C(Predicted) |
Density | 1.14±0.1 g/cm3(Predicted) |
storage temp. | 4°C, protect from light |
solubility | ≤5mg/ml in ethanol;25mg/ml in DMSO;25mg/ml in dimethyl formamide |
form | neat |
pka | 4.46±0.70(Predicted) |
form | Solid |
color | White |
Water Solubility | insoluble in water |
Safety information for 11-KETO-BETA-BOSWELLIC ACID
Computed Descriptors for 11-KETO-BETA-BOSWELLIC ACID
InChIKey | YIMHGPSYDOGBPI-IQQSWPBXSA-N |
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