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Telomestatin

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Telomestatin
Names
Preferred IUPAC name (8R)-6,7-Dimethyl-8,8-dihydro-1(2,4),2,3,4,5,6,7(4,2)-heptakis(oxazolo)-8(2,4)-thiazolocyclooctaphane
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
PubChem CID
CompTox Dashboard (EPA)
SMILES
  • CC1=C(C2=NC(C3=NC(C4=NC(C5=NC(C6=NC(C7=NC(C8=N9()CS8)=CO7)=CO6)=CO5)=CO4)=CO3)=C(C)O2)N=C9O1
Properties
Chemical formula C26H14N8O7S
Molar mass 582.51 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Telomestatin is a macrocyclic chemical compound that acts by inhibiting the telomerase activity of in vitro cancer cells. It was first isolated from the bacteria Streptomyces anulatus. Telomestatin induces the formation of basket-type G-quadruplex (G4) structures from hybrid-type G-quadruplexes in the telomeric region. Upon formation of G4 structure there will be a decrease in the activity of the telomerase, which is involved in the replication of the telomeres and as a result the cell dies due to Hayflick type senescence.

References

  1. ^ Shin-ya, Kazuo; Wierzba, Konstanty; Matsuo, Ken-ichi; Ohtani, Toshio; Yamada, Yuji; Furihata, Kazuo; Hayakawa, Yoichi; Seto, Haruo (2001). "Telomestatin, a novel telomerase inhibitor from Streptomyces anulatus". Journal of the American Chemical Society. 123 (6): 1262–1263. doi:10.1021/ja005780q. PMID 11456694.
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