ポリエン系抗生物質
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This article is about the class of chemical compounds. For polyenes in antifungal therapy, see Polyene antimycotic.
Polyenes are poly-unsaturated organic compounds that contain one or more sequences of alternating double and single carbon-carbon bonds. These double carbon-carbon bonds interact in a process known as conjugation, which results in an overall lower energy state of the molecule.
Organic compounds with two carbon-carbon double bonds are dienes; those with three such double bonds are trienes; those with four are tetraenes, etc.
Amphotericin B is an example of a yellow-coloured polyene antifungal (antimycotic) agent. Note the alternating double and single bonds in the center.
Normally carbon-carbon double bonds which are not conjugated or only conjugated with only one or two other carbon-carbon double bonds have high enough energy that they absorb in the ultraviolet region of a spectrum, but the absorption energy state of polyenes with numerous conjugated double bonds can be lowered such that they enter the visible region of the spectrum, resulting in compounds which are coloured.
Many fatty acids are polyenes, and many dyes contain linear polyenes. Other examples of polyene compounds include beta-carotene, which is yellow to orange coloured depending on concentration, and polyene antimycotics,[1] some of which are yellow coloured.
In organometallic chemistry polyenes are attached to metal complexes and can be altered through addition to pi ligands.
References
- ^ NCBI Bookshelf (1996). "Polyene Antifungal Drugs". The University of Texas Medical Branch at Galveston. http://www.ncbi.nlm.nih.gov/bookshelf/br.fcgi?book=mmed&part=A4050. Retrieved 29 January 2010.
UpToDate Contents
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English Journal
- Raman spectroscopy as a tool for polyunsaturated compound characterization in gastropod and limnic terrestrial shell specimens.
- de Oliveira LN, de Oliveira VE, D'ávila S, Edwards HG, de Oliveira LF.SourceNEEM - Núcleo de Espectroscopia e Estrutura Molecular, Departamento de Química, Universidade Federal de Juiz de Fora, Campus Martelos, 36036-900 Juiz de Fora, MG, Brazil.
- Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.Spectrochim Acta A Mol Biomol Spectrosc.2013 Oct;114:541-6. doi: 10.1016/j.saa.2013.05.095. Epub 2013 Jun 5.
- The colours of mollusc shells were determined using the Raman spectroscopy and these analyses suggest that the conjugated polyenes (carotenoids) and psittacofulvins are the organic pigments incorporated into their skeletal structures responsible by their colorations. The symmetric stretching vibrati
- PMID 23792293
- Didehydroroflamycoin (DDHR) pentaene macrolide family from Streptomyces durmitorensis MS405T : Production optimization and antimicrobial activity.
- Stankovic N, Senerovic L, Bojic-Trbojevic Z, Vuckovic I, Vicovac L, Vasiljevic B, Nikodinovic-Runic J.SourceInstitute of Molecular Genetics and Genetic Engineering, University of Belgrade, Vojvode Stepe 444a, P.O.Box 23, 11000, Belgrade, Serbia.
- Journal of applied microbiology.J Appl Microbiol.2013 Aug 13. doi: 10.1111/jam.12326. [Epub ahead of print]
- AIMS: The aim of this study was to improve production of pentaene 32,33-didehydroroflamycoin (DDHR) in Streptomyces durmitorensis MS405 strain in order to obtain quantities sufficient for in depth analysis of antimicrobial properties.METHODS AND RESULTS: Through classical medium optimization conditi
- PMID 23941529
Japanese Journal
- The Influence of Biodegradable Gemini Surfactants, N,N'-bis(1-Decyloxy-1-Oxopronan-2-yl)-N,N,N',N'-Tetramethylpropane-1,3-Diammonium Dibromide and N,N'-bis(1-Dodecyloxy-1-Oxopronan-2-yl)- N,N,N',N'-Tetramethylethane-1,2-Diammonium Dibromide, on Fungal Biofilm and Adhesion
- , , ,
- Journal of Oleo Science advpub(0), 2015
- … It was also demonstrated that these gemini surfactants enhanced the sensitivity of Candida albicans to azoles (itraconazole and fluconazole) and polyenes (amphotericin B and nystatine). …
- NAID 130005061340
- Linear response theory for the density matrix renormalization group : efficient algorithms for strongly correlated excited states
- Nakatani Naoki,Wouters Sebastian,Van Neck Dimitri,Chan Garnet Kin-Lic
- Journal of chemical physics 140(2), 024108-1-024108-13, 2014-01-14
- … We present ab initio DMRG-TDA results for excited states of polyenes, the water molecule, and a [2Fe-2S] iron-sulfur cluster. …
- NAID 120005394554
- Large Scale Synthesis of Novel Dendritic Polyenes to Apply to High Sensitive Thiol-ene Photopolymer Systems
- , ,
- Journal of Photopolymer Science and Technology 26(2), 257-258, 2013
- NAID 130004465031
Related Links
- Polyenes are poly-unsaturated organic compounds that contain one or more sequences of alternating double and single carbon-carbon bonds. These double carbon-carbon bonds interact in a process known as conjugation, which results in ...
- Polyene antimycotics, sometimes referred to as polyene antibiotics, are a class of antimicrobial polyene compounds that target fungi. These polyene antimycotics are typically obtained from some species of Streptomyces bacteria.
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