PF-1163A

Description

PF-1163A is a depsipeptide antifungal isolated from Penicillium that inhibits ergosterol synthesis (IC₅₀ = 12 ng/ml).^1,2 In S. cerevisiae transfected with ERG biosynthesis genes, PF-1163 inhibits ERG25p, a C-4 methyl oxidase in the ERG biosynthetic pathway, with a MIC value of 12.5 μg/ml, while a strain overexpressing ERG25p is resistant.³ It inhibits growth of C. albicans (MIC = 8 μg/ml) but not of other Candida strains, A. fumigatus, or HepG2 cells.¹ It also acts synergistically with fluconazole to reduce growth of azole-resistant C. albicans (MICs = 1 and 0.0078 μg/ml alone and in combination, respectively).⁴ PF-1163A is a more polar form of PF-1163B .

Definition

ChEBI: PF 1163A is a macrolide antibiotic that is 4,10-dimethyl-1-oxa-4-azacyclotridecane-2,5-dione substituted by a 4-(2-hydroxyethoxy)benzyl group at position 3 and a (2R)-2-hydroxypentyl group at position 13 (the 3S,10R,13S stereoisomer). It is isolated from Penicillium sp.PF1163 and exhibits antifungal activity against the pathogenic fungal strain Candida albicans TIMM1768. It has a role as an antifungal agent and a Penicillium metabolite. It is a macrolide antibiotic, a secondary alcohol, a lactam and an aromatic ether.

References

1. Nose, H., Seki, A., Yaquchi, T., et al. PF1163A and B, new antifungal antibiotics produced by Penicillium sp. I. Taxonomy of producing strain, fermentation, isolation and biological activities J. Antibiot. (Tokyo) 53(1),33-37(2000).
2. Sasaki, T., Nose, H., Hosoya, A., et al. PF1163A and B, new antifungal antibiotics produced by Penicillium sp. II. Physico-chemical properties and structure elucidation J. Antibiot. (Tokyo) 53(1),38-44(2000).
3. Nose, H., Fushimi, H., Seki, A., et al. PF1163A, a novel antifungal agent, inhibit ergosterol biosynthesis at C-4 sterol methyl oxidase J. Antibiot. (Tokyo) 55(11),969-974(2002).
4. Okabe, M., Sugita, T., Kinoshita, K., et al. Macrolides from a marine-derived fungus, Penicillium meleagrinum var. viridiflavum, showing synergistic effects with fluconazole against azole-resistant Candida albicans J. Nat. Prod. 79(4),1208-1212(2016).

Raw materials

Preparation Products