Siccanin is an unusual fused phenolic pentacycle first isolated from Helminthosporium siccans and reported in 1962 as a potent antifungal agent. Siccanin inhibits succinate dehydrogenase in the terminal electron transport system. More recent studies note the proximity of the siccanin binding site to the quinone-binding site of the enzyme. Species-selective inhibition by siccanin is unique among succinate dehydrogenase inhibitors and offers a lead for new chemotherapeutics.
Siccanin is soluble in ethanol, methanol, DMF and DMSO.
|Mechanism of Action||Siccanin inhibits succinate dehydrogenase in the terminal electron transport system.|
|References||Studies on antibiotics from Helminthosporium sp. fungi. VII Siccanin, a new antifungal antibiotic produced by Helminthopsporium siccans. Ishibashi K. J. Antibiot. Series A 1962, 15, 161. |
Mode of action of the antibiotic siccanin on intact cells and mitochondria of Trichophyton mentagrophytes. Nose K. & Endo A. J. Bacteriol. 1971, 105, 176.
Siccanin rediscovered as a species-selective succinate dehydrogenase inhibitor. Mogi T.J. et al. Biochem. 2009, 146, 383.