Topic
Lanosterol
About: Lanosterol is a research topic. Over the lifetime, 1239 publications have been published within this topic receiving 36737 citations. The topic is also known as: (3β)-lanosta-8,24-dien-3-ol & (3β,20R)-lanosta-8,24-dien-3-ol.
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TL;DR: A convenient and efficient method for the isolation of lanosterol from ‘isocholesterol' is described and some synthetic potentials of the intermediate dibromides are discussed and are illustrated by an efficient synthesis of agnosterol.
Abstract: A convenient and efficient method for the isolation of lanosterol from ‘isocholesterol’ is described. Some synthetic potentials of the intermediate dibromides are discussed and are illustrated by an efficient synthesis of agnosterol [lanosta-7,9(11),24-trien-3β-ol].
11 citations
TL;DR: The enzymatic properties of the sterol synthetic system from skin resemble those of similar preparations from rat liver, and the enzyme system was inhibited by arsenite.
11 citations
TL;DR: The phylogenetic analysis shows the highest homology with the 14-α-demethylase sequence from Grosmannia clavigera (a fungal associate of Dendroctonus ponderosae) and suggests that CYP51F1 may be inhibited by terpenoid molecules by competitive binding with azole fungicides.
Abstract: Leptographium qinlingensis is a fungal associate of the Chinese white pine beetle (Dendroctonus armandi) and a pathogen of the Chinese white pine (Pinus armandi) that must overcome the terpenoid oleoresin defenses of host trees. L. qinlingensis responds to monoterpene flow with abundant mechanisms that include export and the use of these compounds as a carbon source. As one of the fungal cytochrome P450 proteins (CYPs), which play important roles in general metabolism, CYP51 (lanosterol 14-α demethylase) can catalyze the biosynthesis of ergosterol and is a target for antifungal drug. We have identified an L. qinlingensis CYP51F1 gene, and the phylogenetic analysis shows the highest homology with the 14-α-demethylase sequence from Grosmannia clavigera (a fungal associate of Dendroctonus ponderosae). The transcription level of CYP51F1 following treatment with terpenes and pine phloem extracts was upregulated, while using monoterpenes as the only carbon source led to the downregulation of CYP5F1 expression. The homology modeling structure of CYP51F1 is similar to the structure of the lanosterol 14-α demethylase protein of Saccharomyces cerevisiae YJM789, which has an N-terminal membrane helix 1 (MH1) and transmembrane helix 1 (TMH1). The minimal inhibitory concentrations (MIC) of terpenoid and azole fungicides (itraconazole (ITC)) and the docking of terpenoid molecules, lanosterol and ITC in the protein structure suggested that CYP51F1 may be inhibited by terpenoid molecules by competitive binding with azole fungicides.
11 citations
TL;DR: Triazoles are commonly used compounds which inhibit fungal lanosterol 14 demethylase and are used for prophylaxis, empirical and directed systemic antifungal therapy, and will be the focus of this review.
Abstract: Management of fungal infections is complex with increasing choice of antifungals. Mortality and morbidity are significant despite treatment. Azoles are commonly used compounds which inhibit fungal lanosterol 14 demethylase, thereby depleting ergosterol in the fungal cell membrane with the accumulation of lanosterol precursors. Imidazoles (miconazole, ketoconazole, clotrimazole) are used in topical preparations. Triazoles are used for prophylaxis, empirical and directed systemic antifungal therapy, and will be the focus of this review. There are important differences in structure, spectrum of activity, pharmacokinetics, drug interactions, and clinical indications.
11 citations
TL;DR: It is shown that native placental S 105 has an important squalene binding capacity but is not very efficient in activating liver or placental epoxidase, and should be related to different factors.
11 citations