| Stereochemistry | ABSOLUTE |
| Molecular Formula | C30H45ClO6 |
| Molecular Weight | 537.128 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 10 / 10 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC(C)(C)CC[C@@]1(CCC3=C2[C@@H](CCl)C[C@@]4([H])[C@@]3(C)CC[C@@]5([H])[C@@](C)([C@@H](O)[C@@H](O)C[C@]45C)C(O)=O)C(O)=O
InChI
InChIKey=CWHJIJJSDGEHNS-MYLFLSLOSA-N
InChI=1S/C30H45ClO6/c1-26(2)10-11-30(25(36)37)9-6-17-22(18(30)13-26)16(15-31)12-21-27(17,3)8-7-20-28(21,4)14-19(32)23(33)29(20,5)24(34)35/h16,18-21,23,32-33H,6-15H2,1-5H3,(H,34,35)(H,36,37)/t16-,18+,19+,20-,21+,23+,27+,28+,29+,30-/m1/s1
Senegenin (Tenuigenin) is a natural product from Polygala tenuifolia used in Chinese medicine to improve memory and intelligence. Senegenin attenuated hepatic ischemia-reperfusion induced cognitive dysfunction via increasing NR2B expression in rat hippocampus. Senegenin displayed antiapoptotic and antioxidative activity in hippocampal neurons due to scavenging of intracellular reactive oxygen species, regulating Bcl-2 family and suppressing caspase-3 activity. In vitro studies have indicated that senegenin treatment suppresses secretion of amyloid β protein and attenuate its cytotoxicity. Anti-inflammatory effect of senegenin is expressed via inhibition of NF-κB activation and was investigated in preclinical models of pneumonia, osteoarthritis, acute liver injury and other diseases.
CNS Activity
Originator
Approval Year
PubMed
Patents
Sample Use Guides
In a study of ischemia-reperfusion induced cognitive dysfunction in rats, senegenin was administered orally at doses 15, 30 and 60 mg/kg once per day.
Route of Administration:
Oral
To measure effect of senegenin on amyloid-beta secretion, COS-7 cells transfected with APP695 cDNA or the Swedish mutation (COS 695 Swe) were cultured in humidified air with tenuifolin (0.5-2.0 ug/mL). Cell media were collected after tenuifolin treatment and then diluted within the linear range of each assay. Sandwiched enzyme-linked immunosorbent assays were used to detect Ab1-40 and Ab1-42 levels following the manufacturer’s instructions. Ab was visualized using a horseradish peroxidase-conjugated anti-rabbit immunoglobulin antibody.
SUBSTANCE RECORD
