11028-00-5
Chemical Structure
Bacoside A
- CAS No.: 11028-00-5
- Formula:C41H68O13
- Molecular Weight:768.97
IUPAC Name: (5R,8R,9S,10S,13R,14R,17S)-3-(((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-17-((S)-2-hydroxy-6-methylhept-5-en-2-yl)-10-(hydroxymethyl)-4,4,8,14-tetramethylhexadecahydro-16H-cyclopenta[a]phenanthren-16-one
InChIKey: LKCTWIIDXXXXAR-CYGHALRTSA-N
SMILES: C/C(C)=C\CC[C@@]([C@@H]1[C@H]2CC[C@H]3[C@](CC[C@@H]4[C@]3(CO)CCC(O[C@H]5[C@H](O)[C@@H](O)[C@H](O[C@H]6[C@H](O)[C@@H](O)[C@@H](O)CO6)[C@@H](CO)O5)C4(C)C)(C)[C@]2(C)CC1=O)(O)C
Biological Activity:
Bacoside A is an orally active, blood-brain barrier-permeable triterpenoid saponin that modulates the activities of ATPases, AChE, CaMK2A and iNOS. Derived from Bacopa monniera. Bacoside A exerts significant antioxidant, anti-inflammatory and anti-apoptotic effects by maintaining ion balance, scavenging reactive oxygen species, stabilizing cell membranes, and regulating the expression of NF-κB and apoptosis-related proteins. Bacoside A counteracts morphine-induced reductions in Na+/K+-ATPase, Ca2+-ATPase and Mg2+-ATPase activities, increases mitochondrial membrane potential, and decreases intracellular reactive oxygen species levels. Bacoside A specifically binds to calcium/calmodulin-dependent protein kinase IIA to trigger endoplasmic reticulum calcium release. Bacoside A exhibits non-apoptotic cytotoxicity against glioblastoma cells while protecting normal nerve cells from stress-induced damage. Bacoside A is applicable to the research of Parkinson's disease and glioblastoma multiforme[1][2][3].
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Bacoside A | Bacoside A is an orally active, blood-brain barrier-permeable triterpenoid saponin that modulates the activities of ATPases, AChE, CaMK2A and iNOS. Derived from Bacopa monniera. Bacoside A exerts significant antioxidant, anti-inflammatory and anti-apoptotic effects by maintaining ion balance, scavenging reactive oxygen species, stabilizing cell membranes, and regulating the expression of NF-κB and apoptosis-related proteins. Bacoside A counteracts morphine-induced reductions in Na+/K+-ATPase, Ca2+-ATPase and Mg2+-ATPase activities, increases mitochondrial membrane potential, and decreases intracellular reactive oxygen species levels. Bacoside A specifically binds to calcium/calmodulin-dependent protein kinase IIA to trigger endoplasmic reticulum calcium release. Bacoside A exhibits non-apoptotic cytotoxicity against glioblastoma cells while protecting normal nerve cells from stress-induced damage. Bacoside A is applicable to the research of Parkinson's disease and glioblastoma multiforme. |
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References
- [1]. Sumathi T, et al. Protective Effect of Bacoside-A against Morphine-Induced Oxidative Stress in Rats. Indian J Pharm Sci. 2011;73(4):409-415. [Content Brief]
- [2]. Zhang B, et al. Bacoside-A exerts protective effect against Parkinson's disease-induced functional damage in mice via inhibition of apoptosis and oxidative response[J]. Tropical Journal of Pharmaceutical Research, 2020, 19(12).
- [3]. John S, et al. Bacoside A Induces Tumor Cell Death in Human Glioblastoma Cell Lines through Catastrophic Macropinocytosis. Front Mol Neurosci. 2017;10:171. Published 2017 Jun 15. [Content Brief]
