Piscarinine

Piscarinines are bioactive alkaloid isolates of Penicillium piscarium NKM F-961 [1] and Penicillium piscarium Westling [2] that belong to a class of naturally occurring 2,5-diketopiperazines.[3] The cytotoxic dehydroproline tryptophan derivatives piscarinines A and B were shown to be active against the prostate cancer cell line LNCAP [2] (IC50 values were 2.2 and 1.9 μg/mL for piscarinine A and B, respectively).

2D Structure of Piscarinine A and Piscarinine B

References
  1. Kozlovsky A, Vinokurova NG, Adanin VM, Gräfe U (September 2000). "Piscarinines, new polycyclic diketopiperazine alkaloids from Penicillium piscarium NKM F-691". Natural Product Letters. 14 (5): 333–340. doi:10.1080/10575630008043765.
  2. Zhelifonova VP, Maier A, Kozlovskii AG (November 2008). "Effect of various factors on the biosynthesis of piscarinines, secondary metabolites of the fungus Penicillium piscarium Westling". Applied Biochemistry and Microbiology. 44 (6): 608–612. doi:10.1134/S0003683808060082. PMID 19145974.
  3. Borthwick AD (May 2012). "2,5-Diketopiperazines: Synthesis, Reactions, Medicinal Chemistry, and Bioactive Natural Products". Chemical Reviews. 112 (7): 3641–3716. doi:10.1021/cr200398y. PMID 22575049.
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