25279-67-8
Chemical Structure
Azadirone
- CAS No.: 25279-67-8
- Formula:C28H36O4
- Molecular Weight:436.58
IUPAC Name: (5R,7R,8R,9R,10R,13S,17R)-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3-oxo-4,5,6,7,8,9,10,11,12,13,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-7-yl acetate
InChIKey: XXIKKMLIDXLAIK-RFKFVWFBSA-N
SMILES: C[C@]12[C@@](CC[C@@]3(C2=CC[C@H]3C4=COC=C4)C)([H])[C@@]5([C@@](C(C)(C(C=C5)=O)C)([H])C[C@H]1OC(C)=O)C
Biological Activity: Azadirone sensitized cancer cells to TNF-related apoptosis-inducing ligand (TRAIL) through ROS-ERK-CHOP-mediated up-regulation of DR5 and DR4 expression, down-regulation of cell survival proteins, and up-regulation of proapoptotic proteins (Bid). Azadirone has antiplasmodial activity[1][2].
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Azadirone | Azadirone sensitized cancer cells to TNF-related apoptosis-inducing ligand (TRAIL) through ROS-ERK-CHOP-mediated up-regulation of DR5 and DR4 expression, down-regulation of cell survival proteins, and up-regulation of proapoptotic proteins (Bid). Azadirone has antiplasmodial activity. | |||||||||||||||||||||
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References
- [1]. Gupta SC, et al. Azadirone, a limonoid tetranortriterpene, induces death receptors and sensitizes human cancer cells to tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) through a p53 protein-independent mechanism: evidence for the role of the ROS-ERK-CHOP-death receptor pathway. J Biol Chem. 2013 Nov 8;288(45):32343-32356. [Content Brief]
- [2]. Chianese G, et al. Antiplasmodial triterpenoids from the fruits of neem, Azadirachta indica. J Nat Prod. 2010 Aug 27;73(8):1448-52. [Content Brief]
