Cercosporin (CAS: 35082-49-6)

C₂₉H₂₆O₁₀

• Phytotoxin [1, 4].
• Potent and specific PKC inhibitor. Competes for the phorbol binding site [2, 3, 6].
• Anticancer compound. Cytotoxic [5, 6, 7].
• Antiproliferative [5, 6].
• Antiparasitic [7, 8].
• Antimicrobial [8].

1. Light-induced production of singlet oxygen and superoxide by the fungal toxin, cercosporin: M.E. Daub & R.P. Hangarter; Plant Physiol. 73, 855 (1983)
2. Calphostin (UCN1028) and calphostin related compounds, a new class of specific and potent inhibitors of protein kinase C: T. Tamaoki, et al.; Adv. Second Messenger Phosphoprotein Res. 24, 497 (1990)
3. Structural investigation of protein kinase C inhibitors: D. Barak, et al.; J. Mol. Struct. 230, 419 (1991)
4. Cell surface redox potential as a mechanism of defense against photosensitizers in fungi: C.C. Sollod, et al.; Appl. Environ. Microbiol. 58, 444 (1992)
5. Cytotoxicity and antiproliferative effect of hypericin and derivatives after photosensitization: A.L. Vandenbogaerde, et al.; Photochem. Photobiol. 67, 119 (1998)
6. Design, synthesis, and investigation of protein kinase C inhibitors: total syntheses of (+)-calphostin D, (+)-phleichrome, cercosporin, and new photoactive perylenequinones: B.J. Morgan, et al.; JACS 131, 9413 (2009)
7. Chemical constituents of the new endophytic fungus Mycosphaerella sp. nov. and their anti-parasitic activity: E. Moreno, et al.; Nat. Prod. Commun. 6, 835 (2011)
8. Antiprotozoal and antimicrobial compounds from the plant pathogen Septoria pistaciarum: M. Kumarihamy, et al.; J. Nat. Prod. 75, 883 (2012)