Emeguisin A
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| Category | Others |
| Catalog number | BBF-04722 |
| CAS | 117032-54-9 |
| Molecular Weight | 414.9 |
| Molecular Formula | C23H23ClO5 |
| Purity | >95% by HPLC |
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Description
Emeguisin A is isolated from the fungus Emericella unguis. Emeguisin A exhibits potent antibacterial activity against Staphylococcus aureus and methicillin-resistant S. aureus as well as strong antifungal activity against Cryptococcus neoformans.
Specification
| Storage | Store at -20°C |
| IUPAC Name | 1,7-bis[(E)-but-2-en-2-yl]-2-chloro-3,9-dihydroxy-4,10-dimethylbenzo[b][1,4]benzodioxepin-6-one |
| Canonical SMILES | CC=C(C)C1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=C(C(=C3C)O)Cl)C(=CC)C)C)O |
| InChI | InChI=1S/C23H23ClO5/c1-7-10(3)14-9-15(25)12(5)20-17(14)23(27)29-21-13(6)19(26)18(24)16(11(4)8-2)22(21)28-20/h7-9,25-26H,1-6H3/b10-7+,11-8+ |
| InChI Key | NNSBJESOIUHEGF-AMMQDNIMSA-N |
Properties
| Antibiotic Activity Spectrum | Gram-positive bacteria; fungi |
| Solubility | Soluble in methanol, DMSO |
Reference Reading
1. Antibacterial and Antifungal Polyketides from the Fungus Aspergillus unguis PSU-MF16
Praphatsorn Saetang, Vatcharin Rukachaisirikul, Souwalak Phongpaichit, Sita Preedanon, Jariya Sakayaroj, Sarinya Hadsadee, Siriporn Jungsuttiwong J Nat Prod. 2021 May 28;84(5):1498-1506. doi: 10.1021/acs.jnatprod.0c01308. Epub 2021 Apr 16.
Seven new polyketides including a phenol (1), two diphenyl ethers (2 and 3), two depsidones (4 and 5), and two phthalides (6 and 7) were isolated from the fungus Aspergillus unguis PSU-MF16 along with 27 known compounds. Their structures were determined by extensive spectroscopic analysis. The absolute configurations of 1 and 4-7 were established using comparative analyses of calculated and experimental ECD spectra. Among the new metabolites, 2 exhibited the best antimicrobial activity against Staphylococcus aureus, methicillin-resistant S. aureus, and Microsporum gypseum with equal MIC values of 16 μg/mL. In addition, known emeguisin A displayed potent antimicrobial activity against S. aureus, methicillin-resistant S. aureus, and Cryptococcus neoformans with equal MIC values of 0.5 μg/mL, compared with the standard drugs, vancomycin and amphotericin B. The structure-activity relationship study of the isolated compounds for antimicrobial activity is discussed.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
