857348-95-9Relevant academic research and scientific papers
Synthesis and Evaluation of a Series of Bis(pentylpyridinium) Compounds as Antifungal Agents
Obando, Daniel,Koda, Yasuko,Pantarat, Namfon,Lev, Sophie,Zuo, Xiaoming,Bijosono Oei, Johanes,Widmer, Fred,Djordjevic, Julianne T.,Sorrell, Tania C.,Jolliffe, Katrina A.
, p. 1421 - 1436 (2018)
A series of bis(4-pentylpyridinium) compounds with a variety of spacers between the pyridinium headgroups was synthesised, and the antifungal activity of these compounds was investigated. Lengthening the alkyl spacer between the pentylpyridinium headgroups from 12 to 16 methylene units resulted in increased antifungal activity against C. neoformans and C. albicans, but also resulted in increased hemolytic activity and cytotoxicity against mammalian cells. However, inclusion of an ortho-substituted benzene ring in the centre of the alkyl spacer resulted in decreased cytotoxicity and hemolytic activity, while maintaining antifungal potency. Replacement of the alkyl and aromatic-containing spacers by more hydrophilic ethylene glycol groups resulted in a loss of antifungal activity. Some of the compounds inhibited fungal PLB1 activity, but the low correlation of this inhibition with antifungal potency indicates PLB1 inhibition is unlikely to be the predominant mode of antifungal action of this class of compounds, with preliminary studies suggesting they may act via disruption of fungal mitochondrial function.
Synthesis of planar-chiral paracyclophanes via samarium(II)-catalyzed intramolecular pinacol coupling
Ueda, Tsuyoshi,Kanomata, Nobuhiro,Machida, Hajime
, p. 2365 - 2368 (2007/10/03)
(Chemical Equation Presented) A series of [n]jparacyclophanediols (n = 8-12) was synthesized by samarium-catalyzed pinacol coupling for their ansa-bridge formation. Enantiomerically pure [n]jparacyclophane esters were derived from the diols in a several steps via chiral resolution (for n = 10) or via crystallization-induced asymmetric transformation (for n = 11) by using amino alcohol auxiliaries and their selective cleavages.
