Dihydroaeruginoic acid
Dihydroaeruginoic acid ((Rac)-CGP 52547), an antifungal antibiotic, is a thiazoline iron chelator. Dihydroaeruginoic acid is the condensation product of salicylate and one cysteine residue. Dihydroaeruginoic acid chelates Fe(III), inhibits DNA replication via ribonucleotide reductase, induces G1/S cell cycle block, reduces leukemia cell clonogenic viability. Dihydroaeruginoic acid inhibits phytopathogenic fungi and bacteria, suppresses Candida albicans development, and inhibits Agrobacterium tumefaciens biofilm formation via extracellular iron sequestration. Dihydroaeruginoic acid can be used for the research of phytopathogenic fungal and bacterial infections, and leukemia.
For research use only. We do not sell to patients.
- CAS No.: 49608-51-7
- Formula: C10H9NO3S
- Molecular Weight:223.25
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
To place orders, for customer services and technical support, please contact: MedChemExpress USA
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| L1210 | IC50 |
25 μM
Compound: 2
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Antiproliferative activity of compound expressed as concentration that inhibits 50% of growth of L1210 leukemic cell suspension from 24 to 48 h after compound addition
Antiproliferative activity of compound expressed as concentration that inhibits 50% of growth of L1210 leukemic cell suspension from 24 to 48 h after compound addition
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[PMID: 2709372] |
| P388 | IC50 |
17 μM
Compound: 2
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Antiproliferative activity of compound expressed as concentration that inhibits 50% of growth of P388 leukemic cell suspension from 24 to 48 hr after compound addition
Antiproliferative activity of compound expressed as concentration that inhibits 50% of growth of P388 leukemic cell suspension from 24 to 48 hr after compound addition
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[PMID: 2709372] |
Dihydroaeruginoic acid (Compound 2) (24-48 h) inhibits L1210 murine leukemia cell growth with an IC50 of 25 μM and P388 murine leukemia cell growth with an IC50 of 17 μM, and reduces L1210 cell clonogenic viability in a concentration-dependent manner[3].
Dihydroaeruginoic acid (24 h) inhibits A. tumefaciens biofilm formation via iron sequestration with an IC50 of 300 μM[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:L1210 murine leukemia cells, P388 murine leukemia cells
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Concentration:0 μM, 50 μM, 100 μM, 200 μM
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Incubation Time:24 h, 48 h
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Result:Inhibited L1210 cell growth by 50% at 25 μM and P388 cell growth by 50% at 17 μM. Maintained 92% viability in L1210 cells and 77% viability in P388 cells at 100 μM via trypan blue exclusion.
Showed 81% viability at 50 μM, 54% viability at 100 μM, and 42% viability at 200 μM in L1210 soft agar clonogenic assays.
Chemical Information
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CAS No. 49608-51-7
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Molecular Weight 223.25
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Formula C10H9NO3S
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SMILES
OC1=C(C=CC=C1)C2=NC(CS2)C(O)=O
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Synonyms
(Rac)-CGP 52547
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Reimmann C, et al. Dihydroaeruginoic acid synthetase and pyochelin synthetase, products of the pchEF genes, are induced by extracellular pyochelin in Pseudomonas aeruginosa. Microbiology (Reading). 1998;144 ( Pt 11):3135-3148. [Content Brief]
[2]. Serino L, et al. Biosynthesis of pyochelin and dihydroaeruginoic acid requires the iron-regulated pchDCBA operon in Pseudomonas aeruginosa. J Bacteriol. 1997;179(1):248-257. [Content Brief]
[3]. Elliott GT, et al. In vitro antiproliferative activity of 4-substituted 2-(2-hydroxyphenyl)thiazolines on murine leukemia cells. J Med Chem. 1989;32(5):1039-1043. [Content Brief]
[4]. Rayi S, et al. Interbacterial Biofilm Competition through a Suite of Secreted Metabolites. ACS Chem Biol. 2024;19(2):462-470. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Dihydroaeruginoic acid Related Classifications
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