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Polyozellin

From Wikipedia, the free encyclopedia
Polyozellin
Names
Preferred IUPAC name
2,3,8,9-Tetrahydroxybenzo[1,2-b:4,5-b′]bis([1]benzofuran)-6,12-diyl diacetate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C22H14O10/c1-7(23)29-19-17-9-3-11(25)13(27)5-15(9)31-21(17)22-18(20(19)30-8(2)24)10-4-12(26)14(28)6-16(10)32-22/h3-6,25-28H,1-2H3
    Key: NOBAAHRLFGFAOS-UHFFFAOYSA-N
  • InChI=1/C22H14O10/c1-7(23)29-19-17-9-3-11(25)13(27)5-15(9)32-22(17)20(30-8(2)24)18-10-4-12(26)14(28)6-16(10)31-21(18)19/h3-6,25-28H,1-2H3
    Key: NOBAAHRLFGFAOS-UHFFFAOYSA
  • CC(=O)OC1=C(OC(C)=O)C2=C(OC3=CC(O)=C(O)C=C23)C4=C1C5=CC(O)=C(O)C=C5O4
Properties
C22H14O10
Molar mass 438.344 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Polyozellin is a chemical which occurs in the mushroom Polyozellus multiplex. It inhibits 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.[1] Structurally related dibenzofuranyl derivatives of polyozellin are known as kynapcins.[2]

References

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  1. Hwang JS, Song KS, Kim WG, Lee TH, Koshino H, Yoo ID (1997). "Polyozellin, a new inhibitor of prolyl endopeptidase from Polyozellus multiplex". The Journal of Antibiotics. 50 (9): 773–77. doi:10.7164/antibiotics.50.773. PMID 9360624.
  2. Kim SI, Park IH, Song KS (2002). "kynapcin-13 and -28, new benzofuran prolyl endopeptidase inhibitors from Polyozellus multiplex". The Journal of Antibiotics. 55 (7): 623–28. doi:10.7164/antibiotics.55.623. PMID 12243451.