| Chemical Properties | Back Directory | [Boiling point ]
684.6±50.0 °C(Predicted) | [density ]
1.068±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble | [form ]
An oil | [pka]
14.26±0.10(Predicted) |
| Hazard Information | Back Directory | [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 . | [Uses]
PF-1163A is an antifungal agent that inhibits Ergosterol (HY-N0181) synthesis (IC50 = 12 ng/mL), which is found in a fermentation broth of Penicillium sp. PF-1163A also inhibits C-4 sterol methyl oxidase with an MIC value of 12.5 μg/mL[1][2]. | [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). |
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