For research use only. Not for therapeutic Use.
Cercosporin is produced by a plant pathogen, Pseudocercosporella capsellae. Cercosporin is a potent photosensitizer with a short activation wavelength, mostly suitable for superficial photodynamic therapy (PDT) treatments, especially when it is necessary to avoid perforations[1].
Cercosporin contains the perylenequinone structural features necessary to PKC activity with an IC50 of 0.6-1.3 μM[2].
Cercosporin (0.8-8.0 μM; 30 s, 60 s, 90 s, 120 s) photodynamic therapy (PDT) effect is stronger in T98G cells than in U87 or MCF7 cells, the LD50 value for the T98G cells (0.14 J cm2) is much less than the LD50 value for MCF-7 and U87 cell lines (0.26 and 0.24 J cm2, respectively)[1].
Cercosporin (0-3 μΜ; 24 hours) interplays with copper results in a synergistic cytotoxicity in MCF7 and T98G cells, that is, S(CuSO4 + Cerco) ≪ S(CuSO4) x S(Cerco), barely has an additive effect in U87 cells[1].
Catalog Number | R003101 |
CAS Number | 35082-49-6 |
Synonyms | 7,19-dihydroxy-5,21-bis(2-hydroxypropyl)-6,20-dimethoxy-12,14-dioxahexacyclo[13.8.0.02,11.03,8.04,22.018,23]tricosa-1,3(8),4,6,10,15,18(23),19,21-nonaene-9,17-dione |
Molecular Formula | C29H26O10 |
Purity | ≥95% |
InChI | InChI=1S/C29H26O10/c1-10(30)5-12-18-19-13(6-11(2)31)29(37-4)27(35)21-15(33)8-17-23(25(19)21)22-16(38-9-39-17)7-14(32)20(24(18)22)26(34)28(12)36-3/h7-8,10-11,30-31,34-35H,5-6,9H2,1-4H3 |
InChIKey | MXLWQNCWIIZUQT-UHFFFAOYSA-N |
SMILES | CC(CC1=C2C3=C(C(=C(C4=C3C5=C6C2=C(C(=O)C=C6OCOC5=CC4=O)C(=C1OC)O)O)OC)CC(C)O)O |
Reference | [1]. Mastrangelopoulou M, et al. Cytotoxic and Photocytotoxic Effects of Cercosporin on Human Tumor Cell Lines. Photochem Photobiol. 2019 Jan;95(1):387-396. [2]. Morgan BJ, et al. Design, synthesis, and investigation of protein kinase C inhibitors: total syntheses of (+)-calphostin D, (+)-phleichrome, cercosporin, and new photoactive perylenequinones. J Am Chem Soc. 2009 Jul 8;131(26):9413-25. |