Stereochemistry | ACHIRAL |
Molecular Formula | C14H8O5 |
Molecular Weight | 256.2103 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC(O)=C(O)C2=C1C(=O)C3=C(C=CC=C3)C2=O
InChI
InChIKey=BBNQQADTFFCFGB-UHFFFAOYSA-N
InChI=1S/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H
Molecular Formula | C14H8O5 |
Molecular Weight | 256.2103 |
Charge | 0 |
Count |
MOL RATIO
1 MOL RATIO (average) |
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Purpurin (1,2,4-trihydroxy-9,10-anthraquinone), a natural red anthraquinone pigment in madder root (Rubia tinctorum L.), possesses antifungal activity against Candida species. Purpurin is also a specific inhibitor of adipocyte-derived leucine aminopeptidase (A-LAP) and can be developed as a new anti-angiogenic agent.
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PubMed
Patents
Sample Use Guides
The antifungal activity of purpurin (1,2,4-trihydroxy-9,10-anthraquinone) was evaluated by a broth microdilution assay against a total of 24 Candida isolates representing six species. The minimum inhibitory concentration (MIC) range of purpurin was 1.28-5.12 μg/ml. Mechanistic studies using the rhodamine 6G extrusion assay indicated that purpurin inhibited the energy-dependent efflux pumps of the Candida isolates in a dose-dependent manner. Furthermore, purpurin demonstrated a dose-dependent depolarization of mitochondrial membrane potential.