Zaragozic acid
Template:Cs1 config Template:Chembox
Zaragozic acids are a family of natural products produced by fungi. The first characterized zaragozic acids, A, B, and C were isolated from an unidentified sterile fungal culture, Sporormiella intermedia, and L. elatius, respectively.[1] just outside the European city Zaragoza, Spain on the Jalón river. This family of natural products possesses a unique 4,8-dioxabicyclo[3.2.1]octane core, and vary in their 1-alkyl and their 6-acyl side chains.[2]
Uses
Zaragozic acids are potent inhibitors of S. cerevisiae, fungal and mammalian squalene synthase and therefore inhibitors of sterol synthesis.[2] Squalene synthase is the first committed enzyme in sterol synthesis, catalyzing the reductive condensation of farnesyl pyrophosphate to form squalene.[3] As a squalene synthase inhibitor, zaragozic acid produces lower plasma cholesterol levels in primates.[2] Treatment of rats with zaragozic acid A caused an increase in hepatic low density lipoprotein (LDL) receptor mRNA levels.[4]
Zaragozic acids also mildly inhibit Ras farnesyl-protein transferase.[5]
Zaragozic acid D and D2 have been isolated from the keratinophilic fungus Amauroascus niger.[5]
Biosynthesis
The core biosynthetic route is via a polyketide synthase pathway from 10 acetates, 4 methyls of methionines, 1 succinate, and 1 benzoic acid.[6]
References
<templatestyles src="Reflist/styles.css" />
Script error: No such module "Check for unknown parameters".