152075-98-4
Chemical Structure
Scytonemin
- CAS. Nr.: 152075-98-4
- Formula:C36H20N2O4
- Molecular Weight:544.56
IUPAC Name: 3,3'-bis((Z)-4-hydroxybenzylidene)-[1,1'-bi(cyclopenta[b]indole)]-2,2'(3H,3'H)-dione
InChIKey: CGZKSPLDUIRCIO-MFYXSQMNSA-N
SMILES: O=C(/C1=C\C2=CC=C(O)C=C2)C(C(C(/C3=C\C4=CC=C(O)C=C4)=O)=C5C3=NC6=C5C=CC=C6)=C7C1=NC8=C7C=CC=C8
Biological Activity: Scytonemin is a hydrophobic alkaloid pigment that can be isolated from the outer sheath of cyanobacteria. Scytonemin has protective function against short-wave solar ultraviolet (UV) radiation, which can reduce the generation of reactive oxygen species (ROS) and the formation of DNA damage. Scytonemin also has anti-inflammatory and anti-proliferative activities, produces concentration-dependent inhibition (IC50=2.0 μM) of polo-like kinase 1 (PLK1)-mediated cdc25C phosphorylation, and plays an important role in regulating the G2/M transition in the cell cycle. It can be used in the research of cancer, acute inflammation and sunscreen cosmetics[1][2][3][4][5].
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Scytonemin | 98.02% | Scytonemin is a hydrophobic alkaloid pigment that can be isolated from the outer sheath of cyanobacteria. Scytonemin has protective function against short-wave solar ultraviolet (UV) radiation, which can reduce the generation of reactive oxygen species (ROS) and the formation of DNA damage. Scytonemin also has anti-inflammatory and anti-proliferative activities, produces concentration-dependent inhibition (IC50=2.0 μM) of polo-like kinase 1 (PLK1)-mediated cdc25C phosphorylation, and plays an important role in regulating the G2/M transition in the cell cycle. It can be used in the research of cancer, acute inflammation and sunscreen cosmetics. | ||||||||||||||||||||
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References
- [1]. Proteau PJ, et al. The structure of scytonemin, an ultraviolet sunscreen pigment from the sheaths of cyanobacteria. Experientia. 1993 Sep 15;49(9):825-9. [Content Brief]
- [2]. Rastogi RP, et al. Cyanobacterial Sunscreen Scytonemin: Role in Photoprotection and Biomedical Research. Appl Biochem Biotechnol. 2015 Jul;176(6):1551-63. [Content Brief]
- [3]. Gerwick, et al. "Antimutagenic, antiinflammatory, and potential anticancer substances from marine algae." Food Factors for Cancer Prevention. Springer Japan, 1997.
- [4]. Stevenson, et al. "The identification and characterization of the marine natural product scytonemin as a novel antiproliferative pharmacophore." Journal of Pharmacology and Experimental Therapeutics 303.2 (2002): 858-866. [Content Brief]
- [5]. Degenhardt, et al. "Targeting Polo-like kinase in cancer therapy." Clinical cancer research 16.2 (2010): 384-389. [Content Brief]
