Organic compound with ≥3 alternating C–C and C=C bonds
This article is about the class of chemical compounds. For polyenes in antifungal therapy, see Polyene antimycotic. For the ancient Macedonian writer, see Polyaenus.
In organic chemistry, polyenes are poly-unsaturated, organic compounds that contain at least three alternating double (C=C) and single (C−C) carbon–carbon bonds. These carbon–carbon double bonds interact in a process known as conjugation, resulting in some unusual optical properties. Related to polyenes are dienes, where there are only two alternating double and single bonds.
The following polyenes are used as antimycotics for humans: amphotericin B, nystatin, candicidin, pimaricin, methyl partricin, and trichomycin.[1]
^Zotchev, Sergey B. (2003). "Polyene macrolide antibiotics and their applications in human therapy". Current Medicinal Chemistry. 10 (3): 211–223. doi:10.2174/0929867033368448. PMID 12570708.
In organic chemistry, polyenes are poly-unsaturated, organic compounds that contain at least three alternating double (C=C) and single (C−C) carbon–carbon...
Polyene antimycotics, sometimes referred to as polyene antibiotics, are a class of antimicrobial polyene compounds that target fungi. These polyene antimycotics...
assess performance. A polyene is a molecule with multiple conjugated double bonds. A polyene antifungal is a macrocyclic polyene with a heavily hydroxylated...
actions. The four classes of topical antifungal drugs are azole antifungals, polyene antifungals, allylamine antifungals, and other antifungals. Azole antifungals...
ladderane compounds. The three major approaches are (1) dimerization of polyene precursors, (2) the stepwise addition, one or two rings at a time, (3)...
classified in various groups by their chemical structure: methylene-interrupted polyenes conjugated fatty acids other PUFAs Based on the length of their carbon...
and for a finite metal with the free electron approximation. Conjugated polyene systems can be modeled using particle in a box. The conjugated system of...
during pregnancy or breastfeeding is safe. It is in the macrolide and polyene families of medications. It results in fungal death by altering the cell...
1950 by Rachel Fuller Brown and Elizabeth Lee Hazen. It was the first polyene macrolide antifungal. It is on the World Health Organization's List of...
hydrocarbons with just one double bond; alkadiene, alkatriene, etc., or polyene for acyclic hydrocarbons with two or more double bonds; cycloalkene, cycloalkadiene...
cyclic end group, a polyene side chain and a polar end group. The conjugated system formed by alternating C=C double bonds in the polyene side chain are responsible...
lipid formulation that has a lower risk of side effects. It is in the polyene class of medications and works in part by interfering with the cell membrane...
Karmitoxin is an amine-containing polyhydroxy-polyene toxin isolated from Karlodinium armiger strain K-0668. It is structurally related to amphidinols...
Bilirubin (BR) (from the Latin for "red bile") is a red-orange compound that occurs in the normal catabolic pathway that breaks down heme in vertebrates...
Aparicio JF, Malpartida F, Zotchev SB (2008). "Biosynthetic engineering of polyene macrolides towards generation of improved antifungal and antiparasitic...
experiment, the single-bond/double-bond bond length alternations of the polyenes must be taken into account. Alternatively, one can use the Hückel method...
chromophore of conjugated double bonds (polyene chain) provides the distinctive light-absorbing properties. The polyene chain is susceptible to oxidative degradation...
Sirolimus, also known as rapamycin and sold under the brand name Rapamune among others, is a macrolide compound that is used to coat coronary stents, prevent...
D-Mycosamine is an amino sugar found in several polyene antimycotics. Structural analogs of these agents lacking this monosaccharide component do not...
Isotretinoin, also known as 13-cis-retinoic acid and sold under the brand name Accutane among others, is a medication primarily used to treat severe acne...
immunomodulators, are also macrolides. They have similar activity to ciclosporin. Polyene antimycotics, such as amphotericin B, nystatin etc., are a subgroup of...
Cholecalciferol, also known as vitamin D3 and colecalciferol, is a type of vitamin D that is made by the skin when exposed to UV-B light; it is found in...
to one of many molecules, including: Dodecaheptaene, a straight-chain polyene Cyclododecahexaene ([12]annulene) Cyclododecatriyne [6]Radialene(hexaradialene)...
Organoiron chemistry is the chemistry of iron compounds containing a carbon-to-iron chemical bond. Organoiron compounds are relevant in organic synthesis...
Macrocyclic ligand Hamilton-Miller, JM (1973). "Chemistry and Biology of the Polyene Macrolide Antibiotics". Bacteriological Reviews. 37 (2): 166–196. doi:10...
individually named boletocrocin A through boletrocrocin G. These compounds are polyene dicarboxylic acids that include both lipophilic and polar amino acids....
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