Celastramycin A
Celastramycin A is an antibiotic that inhibits the growth of bacteria and mycobacteria and is also a potent innate immune suppressor [1][2].
Celastramycin A is a benzoyl pyrrole-type compound isolated from endophytic bacteria Streptomyces MaB-QuH-8 living in plants of the Celastraceae family. Celastramycin A exhibited high activity against a series of multiresistent bacteria and mycobacteria [1]. Celastramycin A inhibited the growth of Gram-positive bacteria and mycobacteria with minimal inhibitory concentration (MIC) as low as 0.05 μg/ml [1]. In the ex vivo Drosophila culture system, Celastramycin A showed a potent immunosuppressive effect with IC50 value of 0.008 μg/mL. In human umbilical vein endothelial cells (HUVECs), Celastramycin A potently inhibited the production of IL-8 with IC50 value of 0.06 μg/mL. So Celastramycin A could be used as a lead compound for novel immunosuppressive agents [2].
References:
[1]. Pullen C, Schmitz P, Meurer K, et al. New and bioactive compounds from Streptomyces strains residing in the wood of Celastraceae. Planta. 2002 Nov;216(1):162-7.
[2]. Kikuchi H, Sekiya M, Katou Y, et al. Revised structure and synthesis of celastramycin a, a potent innate immune suppressor. Org Lett. 2009 Apr 16;11(8):1693-5.
| Physical Appearance | A crystalline solid |
| Storage | Store at -20°C |
| M.Wt | 390.7 |
| Cas No. | 491600-94-3 |
| Formula | C17H18Cl3NO3 |
| Solubility | ≤20mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide |
| Chemical Name | (3-chloro-5-hexyl-2,6-dihydroxyphenyl)(4,5-dichloro-1H-pyrrol-3-yl)-methanone |
| SDF | Download SDF |
| Canonical SMILES | ClC1=CC(CCCCCC)=C(O)C(C(C2=CC(Cl)=C(Cl)N2)=O)=C1O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment [1]: | |
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Cell lines |
Human umbilical vein endothelial cells (HUVECs) |
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Preparation method |
The solubility of this compound in DMSO is ≤ 20mg/ml. General tips for obtaining a higher concentration: Please warm the tube at 37℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months. |
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Reacting condition |
0.06 μg/ml |
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Applications |
In human umbilical vein endothelial cells (HUVEC), celastramycin A effectively inhibited IL-8 production with an IC50 value of 0.06 μg/mL. Celastramycin A therefore can be used as a lead compound for novel immunosuppressants. |
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References: [1]. Kikuchi H, Sekiya M, Katou Y, Ueda K, Kabeya T, Kurata S, Oshima Y. Revised structure and synthesis of celastramycin a, a potent innate immune suppressor. Org Lett. 2009 Apr 16;11(8):1693-5. doi: 10.1021/ol9002306. PMID: 19317429. |
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Quality Control & MSDS
- View current batch:
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Purity ≥ 97.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
Chemical structure
