Reductiomycin
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-02628 |
| CAS | 68748-55-0 |
| Molecular Weight | 293.27 |
| Molecular Formula | C14H15NO6 |
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Description
Reductiomycin is produced by the strain of Str. griseorubiginosus S551. It can resist gram-positive bacteria, fungi and some yeast. It also inhibits the proliferation of chicken Newcastle disease virus.
Specification
| Synonyms | AM 6201; Alkaloid AM 6201; Antibiotic S 551II; Antibiotic AM 6201; BRN 4525860; (E)-4-(3-((2-hydroxy-5-oxocyclopent-1-en-1-yl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrofuran-2-yl acetate |
| Storage | Store at -20°C |
| IUPAC Name | [4-[(E)-3-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-3-oxoprop-1-enyl]-2,3-dihydrofuran-2-yl] acetate |
| Canonical SMILES | CC(=O)OC1CC(=CO1)C=CC(=O)NC2=C(CCC2=O)O |
| InChI | InChI=1S/C14H15NO6/c1-8(16)21-13-6-9(7-20-13)2-5-12(19)15-14-10(17)3-4-11(14)18/h2,5,7,13,17H,3-4,6H2,1H3,(H,15,19)/b5-2+ |
| InChI Key | VKXPFUZQXMQEDU-GORDUTHDSA-N |
Properties
| Appearance | Yellow Acicular Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria; fungi; yeast; viruses |
| Melting Point | 215°C |
| Density | 1.39±0.1 g/cm3 |
| Solubility | Soluble in Methanol or DMSO |
Reference Reading
1. Screening, isolation, taxonomy and fermentation of an antibiotic producer Streptomyces xinghaiensis from soil capable of acting against linezolid resistant strains
Konda Shravan Kumar, Sriramoju Anuradha, Gadepalli Rama Sarma, Yenamandra Venkateshwarlu, Veerabrahma Kishan Indian J Exp Biol. 2012 Oct;50(10):718-28.
Linezolid resistant cultures are emerging in hospitals. In the present study 3 soil actinomycetes were isolated in a screening programme having potential to produce antibiotic against linezolid resistant cases. One culture was coded as RK-46 and further studied. The micromorphology, biochemical tests and 16S ribosomal DNA gene sequence analysis were conducted to know the identity of the culture and was found as a strain of Streptomyces xinghaiensis. The culture produced antibiotic active against five clinical resistant strains. The antibiotic production was tested by cultivating in eleven different media. The fermentation profile was studied in YEME medium supplemented with calcium carbonate. The maximum activity was noticed at 72 h. Antibiotic activity was extracted into ethyl acetate and was subjected to activity guided purification by column chromatography, TLC and HPLC methods. The pure compound was eluted with retention time of 6.8 min and subjected to 1H, 13C NMR and Mass spectral analysis. The acquired data was compared with that in natural products data base, and was found to be a known antibiotic, reductiomycin. The purified compound showed activity against 5 linezolid resistant cultures and on Mycobacterium tuberculosis. This compound is also showing mild anti cancer activity and is biologically permeable as per Lipinksi's rule.
2. Studies on the biosynthesis of antibiotics
H G Floss, P J Keller, J M Beale J Nat Prod. 1986 Nov-Dec;49(6):957-70. doi: 10.1021/np50048a001.
In the framework of studies on the biosynthesis of several antibiotics, specifically asukamycin, acarbose, reductiomycin, actinorhodin, and granaticin, a variety of different approaches to biosynthetic problems are illustrated. These include multiple labeling with stable isotopes in conjunction with modern methods of nmr analysis, as illustrated by the development of a new triple-quantum 2D-INADEQUATE experiment for biosynthetic studies, the use of stereochemical probes, as illustrated by the synthesis and stereochemical analysis of chiral [13C, 2H]malonate, and combinations of genetic and chemical approaches, as illustrated by examples of the production of new hybrid antibiotics by genetic engineering.
3. Iminonitroso Diels-Alder reactions for efficient derivatization and functionalization of complex diene-containing natural products
Fangzheng Li, Baiyuan Yang, Marvin J Miller, Jaroslav Zajicek, Bruce C Noll, Ute Möllmann, Hans-Martin Dahse, Patricia A Miller Org Lett. 2007 Jul 19;9(15):2923-6. doi: 10.1021/ol071322b. Epub 2007 Jun 30.
A remarkably efficient method for derivatization of complex diene-containing natural products by using stabilized iminonitroso Diels-Alder reactions is described. Turimycin H3, ergosterol, reductiomycin, isoforocidin, colchicine and thebaine were found to react with nitrosopyridines in a highly efficient regio- and stereoselective fashion. Preliminary bioactivity evaluations of turimycin cycloadducts are reported.
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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 ╳
