Chemistry:Thelephoric acid

From HandWiki
Thelephoric acid
Structural formula of thelephoric acid
Space-filling model of the thelephoric acid molecule
Names
Preferred IUPAC name
2,3,8,9-Tetrahydroxybenzo[1,2-b:4,5-b′]bis([1]benzofuran)-6,12-dione
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
Properties
C18H8O8
Molar mass 352.254 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Thelephoric acid is a terphenylquinone pigment that is found in several fungi, such as Omphalotus subilludens[1] and Polyozellus multiplex.[2] Thelephoric acid has been shown to inhibit prolyl endopeptidase, an enzyme that has a role in processing proteins (specifically, amyloid precursor protein) in Alzheimer's disease. Chemicals that inhibit prolyl endopeptidase have attracted research interest due to their potential therapeutic effects.[3][4] It is derived from atromentin, and its precursor can be from cyclovariegatin. Fragmentation patterns have suggested that polymers of thelephoric acid exists.

References

  1. "Occurrence of atromentin and thelephoric acid in cultures of Clitocybe subilludens". Journal of Pharmaceutical Sciences 60 (11): 1727–29. 1971. doi:10.1002/jps.2600601134. PMID 4332377. 
  2. "Thelephoric acid and kynapcin-9 in mushroom Polyozellus multiflex inhibit prolyl endopeptidase in vitro". Journal of Microbiology and Biotechnology 9 (6): 798–803. 1999. 
  3. "Polyozellin, a new inhibitor of prolyl endopeptidase from Polyozellus multiplex". The Journal of Antibiotics 50 (9): 773–77. 1997. doi:10.7164/antibiotics.50.773. PMID 9360624. 
  4. "Potential anti-angiogenesis effects of p-terphenyl compounds from Polyozellus multiplex". Journal of Natural Products 77 (4): 963–8. 2014. doi:10.1021/np401046z. PMID 24601669.