Antifungals rhizoxin

Rhizoxin is a macrocyclic natural product possessing antibiotic and antifungal properties, and it also exhibits antitumor activity. G.E. Keck and co-workers described a synthetic approach for the construction of this natural product, where they utilized the catalytic asymmetric allylation method as a key strategic element to establish the C13 stereochemistry. ... 

Rhizoxin D, a natural product possessing potent antitumor and antifungal activity, was synthesized by J.W. Leahy and co-workers. " To establish the C17 stereocenter, they utilized the Evans-Tishchenko reaction. To this end, the 3-hydroxyketone substrate was reacted with p-nitrobenzaldehyde in the presence of catalytic Smb. The reaction yielded the monoester of the anti 1,3-diol as a single product. 

In the present paper, binding of carbendazim to the cell-free mycelial extracts of V. nashicola and potential interference of this binding by MDPC, DCPF or rhizoxin were examined. Antifungal activity of rhizoxin to the benzimidazole-resistant isolates of this fungus was also tested. 

Rhizoxin (107) is a 16-membered ring phytotoxin macrohde produced by Rhizopus chinensis [133]. It showed potent antifungal and antitumor activities by inhibiting tubufin polymerization [134]. 

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