Fascaplysin (chloride)|CDK4 inhibitor

Names

[ Name ]:
Fascaplysin (chloride)|CDK4 inhibitor

[Synonym ]:
fascaplysine
GNF-PF-1458

Biological Activity

[Description]:

Fascaplysin is an antimicrobial and cytotoxic red pigment, that can come from the marine sponge (Fascaplysinopsis sp.). Fascaplysin has been synthesized in seven steps from indole (65% yield). Fascaplysin can induces apoptosis and autophagy in human leukemia HL-60 cells. Fascaplysin shows anti-tumor activity[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Research Areas >> Infection

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> ROS

Signaling Pathways >> Autophagy >> Autophagy

[In Vitro]

Fascaplysin induces autophagy as a cytoprotective response via ROS and p8 in vascular endothelial cells (VECs)[2]. Fascaplysin targets metabolic activity of the prostate cancer cells, without disrupting cell membrane's integrity[2]. .Fascaplysin induces caspase mediated crosstalk between apoptosis and autophagy through the inhibition of PI3K/AKT/mTOR signaling cascade in human leukemia HL-60 cells[2].

[In Vivo]

Fascaplysin suppresses the growth of S180 cell-implanted tumors in vivo[2]

[References]

[1]. BenjaminPelcman, Gordon WGribble. Total synthesis of the marine sponge pigment fascaplysin. Tetrahedron Letters. 1990, 31(17):2381-2384.

[2]. Zhidkov ME, et al. Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues. Mar Drugs. 2019 Aug 25;17(9):496.

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₈H₁₁ClN₂O

[ Molecular Weight ]:
306.75

[ Exact Mass ]:
306.05600

[ PSA ]:
36.74000

[ LogP ]:
0.14620

MSDS

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Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Related Compounds

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