36288-04-7Relevant academic research and scientific papers
Practical and convenient synthesis of 1,6-Di- or 1,2,5,6-tetra-arylhexa-1, 3,5-trienes by the dimerization of Pd(0)-complexed alkenylcarbenes generated from π-allylpalladium intermediates
Horino, Yoshikazu,Takahashi, Yu,Koketsu, Kaori,Abe, Hitoshi,Tsuge, Kiyoshi
supporting information, p. 3184 - 3187 (2014/07/08)
Pd(0)-complexed 3-aryl or 2,3-diaryl propenylcarbenes generated from α-silyl-, α-germyl-, or α-boryl-σ-allylpalladium intermediates undergo self-dimerization to provide 1,6-di- or 1,2,5,6-tetraarylhexa-1,3,5-trienes in good to high yields. This method allows the use of a π-allylpalladium intermediate for a carbenoid precursor. Furthermore, the obtained 1,2,5,6-tetraarylhexa-1,3,5-trienes exhibit aggregation-induced emission enhancement property.
Molecular docking studies of (1E,3E,5E )-1,6-bis(substituted phenyl)-hexa-1,3,5-triene and 1,4-bis(substituted trans-styryl)benzene analogs as novel tyrosinase inhibitors
Ha, Young Mi,Lee, Hye Jin,Park, Daeui,Jeong, Hyoung Oh,Park, Ji Young,Park, Yun Jung,Lee, Kyung Jin,Lee, Ji Yeon,Moon, Hyung Ryong,Chung, Hae Young
, p. 55 - 65 (2013/03/14)
We simulated the docking of the tertiary structure of mushroom tyrosinase with our compounds. From the structure-tyrosinase inhibitory activity relationship, it is notable that compounds 4, 8 and 11 showed similar or better activity rates than kojic acid which was used as a positive control. Compounds 17, 21, and 23 among benzene analogs that possess the same substituent showed significantly lower tyrosinase inhibitory effects. Therefore, we have confirmed that among the compounds showing better tyrosinase inhibitory effects than kojic acid, the compounds with triene analogs have better tyrosinase inhibitory effect than the compounds with benzene analogs. Docking simulation suggested the mechanism of compounds by several key residues which had possible hydrogen bonding interactions. The pharmacophore model underlined the features of active compounds, 4,4′-((1E,3E,5E )-hexa-1,3,5-triene-1,6-diyl)diphenol, 5,5′-((1E,3E,5E )-hexa-1,3,5-triene-1,6-diyl)bis(2-methoxy-phenol), and 5,5′-((1 E,3E,5E )-hexa-1,3,5-triene-1,6-diyl)dibenzene-1,3-diol among triene derivatives which had several hydrogen bond groups on both terminal rings. The soundness of the docking results and the agreement with the pharmacophores suggest that it can be conveniently exploited to design inhibitors with an improved affinity for tyrosinase.
Synthesis of biphenyltrienes as probes for β-amyloid plaques
Zhuang, Zhi-Ping,Kung, Mei-Ping,Kung, Hank F.
, p. 2841 - 2844 (2007/10/03)
We report a series of p-hydroxy-, p-amino-, p-monomethylamino-, and p-monofluoroethylamino-substituted biphenyltrienes that displayed high binding affinities to β-amyloid plaques. In an in vitro binding assay using postmortem brain homogenates of Alzheime
1,6-Dibromohexa-1,3,5-triene - Stereocontrolled synthesis of monosubstituted and disubstituted hexatrienes by palladium-catalysed cross-coupling reactions
Villiers, Pierre,Vicart, Nicolas,Ramondenc, Yvan,Ple, Gerard
, p. 561 - 574 (2007/10/03)
1,6-Dibromohexa-1,3,5-triene, previously described by us and easily obtained from 5-bromopenta-2,4-dienal by condensation with bromomethylene triphenylphosphorane, is a versatile precursor for the synthesis of conjugated 1,3,5-trienic derivatives of contr
Preparation of p,p'-Disubstituted-α,ω-Diphenyl Polyenes
Spangler, Charles W.,McCoy, Ray K.,Dembek, Alexa A.,Sapochak, Linda S.,Gates, Bradley D.
, p. 151 - 154 (2007/10/02)
Condensation of appropriately substituted benzaldehydes or cinnamaldehydes with either bis-Wittig reagents or bis-phosphonate esters (Horner-Emmons-Wadsworth modifications) containing one or two double bond units are general and quite efficient preparatio
