Ophiobolin C

Ophiobolin C

$305.00 - 1 mg

$1,070.00 - 5 mg

All prices in Australian dollars

Code
BIA-O1199
Synonyms
Zizanin A
CAS #
19022-51-6
Molecular Formula
C25H38O3
Molecular Weight
386.6
Purity
>95% by HPLC
Long Term Storage
-20°C
Solubility
Soluble in ethanol, methanol, DMF or DMSO. Poor water solubility.

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Application Notes

Ophiobolin C is a member of the ophiobolin class of phytotoxic metabolites produced by many species of the genus Bipolaris. Ophiobolin C inhibits human CCR5 binding to the envelope protein gp120 and CD4 that mediates HIV-1 entry into cells. Blockade of this binding was considered by scientists at Merck as a potential new mode of action for the treatment of HIV-1 infection.

References

  • The structure of zizannin-A and -B, C25-terpenoids isolated from Helminthosporium zizaniae. Nozoe S. et al., Tetrahedron Lett. 1966, 7, 2211.
  • Isolation and structure of antagonists of chemokine receptor (CCR5). Jayasuriya et al., H. J. Nat. Prod. 2004, 67, 1036.
  • The biology of ophiobolins. Au T.K. et al., Life Sci. 2000, 67, 733. (Review).

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