Citreoindole

Citreoindole

$180.00 - 0.50 mg

$630.00 - 2.50 mg

All prices in Australian dollars

Code
BIA-C1697
CAS #
138655-14-8
Molecular Formula
C29H28N4O4
Molecular Weight
496.56
Purity
>95% by HPLC
Long Term Storage
-20°C
Solubility
Soluble in ethanol, methanol, DMF or DMSO.

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Application Notes

Citreoindole is an unusual diketopiperazine metabolite first isolated from a hybrid cell fusion of two strains of Pencillium citreoviride by researchers at Keio University, Japan in 1991. In 2016, Capon and co-workers revised the structure of citreoindole from the 5-benzyl-4-imidazolidyl ring to a 6-phenyl-4(1)-pyrimidone ring. The same year, its stereochemistry was resolved by Gloer and co-workers by extrapolation from the crystal structure of a close analogue, haenamindole. Citreoindole has weak activity against mammalian tumor cell lines but its pharmacology has not been further investigated.

References

  • Isolation and structure of citreoindole, a new metabolite of hybrid strain KO 0052 derived from Penicillium citreoviride B. IFO 6200 and 4692. Matsunaga K. et al., Tet. Lett. 1991, 32, 6883.
  • Structure revision of the Penicillium alkaloids haenamindole and citreoindole. Song F. et al., Tet. Lett. 2016, 57, 3851.
  • Haenamindole and fumiquinazoline analogs from a fungicolous isolate of Penicillium lanosum. Hwang I.H. et al., J. Antibiot. 2016, 69, 631.

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