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: In this article, the first successful cyclization of a squalene analogue bearing a Δ 18 Z instead of E CC bond was reported, which leads to a lanosterol analogue possessing the unnatural 20S stereochemistry.
6 citations
TL;DR: In this paper, the 7β-hydrogen of lanosterol derived from the 2proS hydrogen of mevalonic acid (MVA) was removed in the biosynthesis of α-spinasterol.
Abstract: It is indicated that the 7β-hydrogen of lanosterol derived from the 2-proS hydrogen of mevalonic acid (MVA) is removed in the biosynthesis of α-spinasterol.
6 citations
TL;DR: Methods for chromatographing “isocholesterol” mixtures as the p-iodobenzoates-I131 or benzoates on silicic acid-Celite columns developed with petroleum ether are described and Lanosterol and dihydrolanosterol can be isolated directly from “ isocholesterol.”
6 citations
TL;DR: Ketoconazole was found to be the least effective drug, as determined from a comparison of the effect of the three azoles on the sterol content of the four strains, while itraconazole showed to be a most effective drug probably because of its high lipophilicity, which allows the drug to penetrate into fungi cells more efficiently.
Abstract: Summary. The comparative effects of ketoconazole, itraconazole and fluconazole on the lipids of four Cryptococcus neoformans strains were investigated. Quantitative analysis of lipids and sterols was completed, as well as qualitative analysis of sterols by thin-layer chromatography and by the ultraviolet spectrum. Growth of the cryptococcal isolates in the presence of the azoles derivatives concentrations below the minimum inhibitory concentration resulted in significant alterations in the lipid and sterol contents as compared with the control values. Furthermore, lanosterol was detected in these azole-treated cells. These results were in complete agreement with the proposed mechanism of action of azoies, which act through the inhibition of ergosterol biosynthesis, with resultant accumulation of lanosterol. Ketoconazole was found to be the least effective drug, as determined from a comparison of the effect of the three azoles on the sterol content of the four strains. Itraconazole showed to be the most effective drug, probably because of its high lipophilicity, which allows the drug to penetrate into fungi cells more efficiently.
Zusammenfassung. Es wurde die Wirkung von Ketoconazol, Itraconazol und Fluconazol auf die Lipide von vier Cryptococcus neofonnans-Stammen vergleichend untersucht. Die Lipide und Sterowurden quantitativ erfabZt. Ferner wurde eine qualitative Analyse der Sterole mittels Dunnschicht-chromatographie und Ultraviolettspektroskopie durchgefuhrt. Die Inkubation der Cryptococcus-Stamme in Gegenwart subinhibitorischer Azol-Konzentrationen resultierte, verglichen mit den Kontrollwerten, in signifikanten Anderungen des Lipid- und Sterolgehalts. Ferner wurde Lanosterol in den Azol-behandelten Zellen nachgewiesen. Diese Ergebnisse stimmen gut mit dem vorgeschlagenen Wirkungsmechanismus der Azole uberein. der in der Hemmung der Ergosterol-Biosynthese mit resultierender Akkumulation von Lanosterol gesehen wird. Im Wirkungsvergleich der drei Azole auf den Sterolgehalt der vier Pilzstamme erwies sich Ketoconazol als der am wenigsten effektive Wirkstoff. Itraconazol war am wirksamsten, wahrscheinlich aufgrund seiner starken Lipophilie, die das Eindringen des Wirkstoffes in die Pilzzellmembran am besten ermoglicht.
6 citations
TL;DR: AFK-108, a new imidazole derivative characterized by a geranyl substituent showing strong antifungal activity, is the first example of an azole derivative interacting with the side chain recognising region of the substrate binding site of P45014DM.
6 citations