Biology:Fellutanine

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Fellutanines A,B,C and D

Fellutanine A,[1] B,[1] C and D are bio-active diketopiperazine alkaloids isolated from the cultures of Penicillium fellutanum,[2] that belongs to a class of naturally occurring 2,5-diketopiperazines.[3] Originally they were thought to be based on the "trans" cyclic dipetide cyclo(L-Trp-D-Trp) [2] but were later shown to be based on the "cis" cyclic dipetide cyclo(L-Trp-L-Trp).[4] This was also confirmed when fellutanine A, B and C were isolated from Penicillium simplicissimum.[5] The fellutanines A−C, are non-annulated analogues of cyclo(L-Trp-L-Trp), but unlike their diannulated analogue fellutanine D are not cytotoxic.

References

  1. ↑ 1.0 1.1 "Diketopiperazine alkaloids from the fungus Penicillium piscarium Westling". Prikladnaia biokhimiia i mikrobiologiia 36 (3): 317–21. 2000. PMID 10867952. 
  2. ↑ 2.0 2.1 "New diketopiperazine alkaloids from Penicillium fellutanum". Journal of Natural Products 63 (5): 698–700. March 2000. doi:10.1021/np9903853. PMID 10843594. 
  3. ↑ Borthwick AD (2012). "2,5-Diketopiperazines: Synthesis, Reactions, Medicinal Chemistry, and Bioactive Natural Products". Chemical Reviews 112 (7): 3641–3716. doi:10.1021/cr200398y. PMID 22575049. 
  4. ↑ "New diketopiperazine alkaloids from Penicillium fellutanum". Journal of Natural Products 64 (4): 553–554. 2001. doi:10.1021/np010005p. 
  5. ↑ Hayashi H (December 2005). "Bioactive alkaloids of fungal origin". Studies in Natural Products Chemistry. 32. Elsevier. pp. 549–609. doi:10.1016/S1572-5995(05)80064-X. 




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