PSEUDOLARIC ACID B Chemical Properties

Melting point:

166°C

Boiling point:

466.14°C (rough estimate)

Density 

1.2108 (rough estimate)

refractive index 

1.4480 (estimate)

storage temp. 

2-8°C

solubility 

methanol: soluble1mg/mL, clear, colorless

form 

powder or crystals

pka

4.52±0.19(Predicted)

color 

white to off-white

InChIKey

VDGOFNMYZYBUDT-YCONPBHISA-N

SMILES

C1(=O)O[C@@](/C=C/C=C(/C(O)=O)\C)(C)[C@]2([H])CC[C@@]31CC=C(C(OC)=O)CC[C@@]32OC(C)=O

Safety Information

Hazard Codes 

T

Risk Statements 

25-62

Safety Statements 

36/37-45-24/25

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

HS Code 

29329990

Hazardous Substances Data

82508-31-4(Hazardous Substances Data)

PSEUDOLARIC ACID B Usage And Synthesis

Description

Pseudolaric acid B (PAB) is a diterpene acid isolated from the bark of P. kaempferi, a traditional Chinese medicinal plant. It has reported antifungal activities, consistent with its traditional use in the treatment of dermatological fungal infections. Moreover, PAB has diverse effects that are relevant to cancer therapy, including inducing apoptosis of cancer cells (IC₅₀ = ~1 μM), preventing angiogenesis, and inhibiting tumor growth in vivo.

Chemical Properties

White crystalline powder, soluble in chloroform, acetone and methanol, derived from the bark of the Chinese thorn tree and the golden pine.

Uses

(-)-Pseudolaric Acid B is a diterpenoid posessing an immunomodulatory effect. It acts as an immunosuppressant in vitro/vivo however does show some cytotoxicity. Anti-tumor agent as well.

Definition

ChEBI: Pseudolaric acid B is a diterpene lactone.

in vivo

IC 50

HIF-1α

References

[1] ERGUANG LI  Charles D H  Alice M Clark. Antifungal Evaluation of Pseudolaric Acid B, a Major Constituent of Pseudolarix kaempferi[J]. Journal of Natural Products , 1995, 58 1: 57-67. DOI: 10.1021/np50115a007
[2] XIANFENG GONG. Involvement of JNK-initiated p53 accumulation and phosphorylation of p53 in pseudolaric acid B induced cell death[J]. Experimental and Molecular Medicine, 2006, 38 4: 428-434. DOI: 10.1038/emm.2006.50
[3] VINCENT K W WONG. Pseudolaric acid B, a novel microtubule-destabilizing agent that circumvents multidrug resistance phenotype and exhibits antitumor activity in vivo.[J]. Clinical Cancer Research, 2005, 11 16: 6002-6011. DOI: 10.1158/1078-0432.ccr-05-0209
[4] MEI-HONG LI. Pseudolaric acid B inhibits angiogenesis and reduces hypoxia-inducible factor 1alpha by promoting proteasome-mediated degradation.[J]. Clinical Cancer Research, 2004, 10 24: 8266-8274. DOI: 10.1158/1078-0432.ccr-04-0951

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