Description
Pseudolaric acid B (PAB), which comes from the bark of Pseudolarix kaempferi Gordon, has diverse effects that are relevant to cancer therapy, including apoptosis of cancer cells (IC50 = ~1 μM), preventing angiogenesis, and inhibiting tumor growth in vivo. pseudolaric acid B can trigger apoptosis by decreasing Bcl-2 levels and activating caspase-3 protease. The future development of PAB as a cancer therapeutic is ongoing. Besides, PAB significantly suppressed proliferation of DU145 cells in a dose-dependent manner without obvious cytotoxicity. PAB may inhibit growth of HRPC DU145 cells and induce apoptosis through ROS generation and Bcl-2 degradation via the activation of the ubiquitin-proteasome pathway.
Synonyms
PLAB; 1H-4,9a-Ethanocyclohepta[c]pyran-7-carboxylicacid,4a-(acetyloxy)-3-[(1E,3E)-4-carboxy-1,3-pentadien-1-yl]-3,4,4a,5,6,9-hexahydro-3-methyl-1-oxo-,7-methyl ester, (3R,4S,4aS,9aR)-; Pseudolarix acid B; Pseudolaric acid
IUPAC Name
(2E,4E)-5-[(1S,7S,8S,9R)-7-acetyloxy-4-methoxycarbonyl-9-methyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl]-2-methylpenta-2,4-dienoic acid
Molecular Formula
C23H28O8
Canonical SMILES
CC(=CC=CC1(C2CCC3(C2(CCC(=CC3)C(=O)OC)OC(=O)C)C(=O)O1)C)C(=O)O
InChI
InChI=1S/C23H28O8/c1-14(18(25)26)6-5-10-21(3)17-9-12-22(20(28)31-21)11-7-16(19(27)29-4)8-13-23(17,22)30-15(2)24/h5-7,10,17H,8-9,11-13H2,1-4H3,(H,25,26)/b10-5+,14-6+/t17-,21+,22-,23-/m0/s1
InChIKey
VDGOFNMYZYBUDT-YCONPBHISA-N
Boiling Point
613.8±55.0 °C at 760 mmHg
Flash Point
208.8±25.0 °C
Solubility
In vitro:
10 mM in DMSO
Application
Antifungal/antifertility
Storage
4°C, protect from light
* In solvent :
-80°C, 6 months
-20°C, 1 month (protect from light)
Vapor Pressure
0.0±3.8 mmHg at 25°C