Journal ArticleDOI
Synthesis of novel HMG-CoA reductase inhibitors. I: Naphthalene analogs of mevinolin
Lajos Novák,János Rohály,László Poppe,Gábor Hornyánszky,Pál Kolonits,István Zelei,Imre Fehér,Jeno Fekete,Éva Szabó,Uwe I. Záhorszky,András Jávor,Csaba Szántay +11 more
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TLDR
In this article, the title compounds 2 and their corresponding epimers 18 are prepared in several steps by starting with chiral formyl ester 5, and α-tetralones 10: coupling reaction with the ylide generated from 11 to yield unsaturated ester 13, reduction to the corresponding alcohol 14, addition of the Grignard reagent derived from 14 to formyl Ester 5 to afford the hydroxy esters 16 and 17, and lactonization.About:
This article is published in European Journal of Organic Chemistry.The article was published on 1992-02-12. It has received 9 citations till now. The article focuses on the topics: Reductase & Ylide.read more
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Chemo-enzymatic synthesis of enantiomerically pure (R)-2-naphthylmethoxyacetic acid
TL;DR: In this paper, an enantiomerically pure (R )-2-naphthylmethoxyacetic acid (2-NMA) was synthesized from 2-Naphthaldehyde via an integrated chemo-enzymatic procedure.
Journal ArticleDOI
Design and synthesis of conformationally constrained analogues of cis-cinnamic acid and evaluation of their plant growth inhibitory activity
Keisuke Nishikawa,Hiroshi Fukuda,Masato Abe,Kazunari Nakanishi,Yuta Tazawa,Chihiro Yamaguchi,Syuntaro Hiradate,Yoshiharu Fujii,Katsuhiro Okuda,Mitsuru Shindo +9 more
TL;DR: Conformationally constrained cis-CA analogues, in which the aromatic ring and cis-olefin were connected by a carbon bridge, were designed, synthesized, and evaluated as plant growth inhibitors and demonstrated that the inhibitory activities of the five- Membered and six-membered bridged compounds were enhanced, up to 0.27 μM, and were ten times higher than cis- CA, while the potency of the other compounds was reduced.
Journal ArticleDOI
Regio- and Stereoselective Alkoxycarbonylmethylenation of Partially Saturated Heterobicyclic Compounds: First Synthesis of 2-Substituted Quinazoline-8-acetic Acid Esters
TL;DR: In this article, the three-step synthesis of 2-substituted quinazol-8-yl acetates is described, introducing a completely new method for the regio-and stereoselective alkoxy carbonylmethylenation of tetrahydroquinazolines.
References
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Journal ArticleDOI
Mevinolin: a highly potent competitive inhibitor of hydroxymethylglutaryl-coenzyme A reductase and a cholesterol-lowering agent.
Alfred W. Alberts,Julie S. Chen,G Kuron,V Hunt,Jesse W. Huff,Carl H. Hoffman,John W. Rothrock,Lopez Maria B,Henry Joshua,Elbert E. Harris,Arthur A. Patchett,R L Monaghan,S Currie,E Stapley,George Albers-Schonberg,Otto D. Hensens,J Hirshfield,Karst Hoogsteen,Jerrold M. Liesch,James P. Springer +19 more
TL;DR: It was shown that mevinolin was an orally active cholesterol-lowering agent in the dog and orally administered sodium mevinolinate was an active inhibitor of cholesterol synthesis in an acute assay.
Journal ArticleDOI
Ml-236a, ml-236b, and ml-236c, new inhibitors of cholesterogenesis produced by penicillium citrinum
Journal ArticleDOI
HMG-CoA reductase inhibitors for treatment of hypercholesterolemia.
TL;DR: If reductase inhibitors prove to be free of long-term adverse effects, they will undoubtedly be used widely for treating hypercholesterolemia and this review will examine lovastatin.
Journal ArticleDOI
Familial Hypercholesterolemia: Identification of a Defect in the Regulation of 3-Hydroxy-3-Methylglutaryl Coenzyme A Reductase Activity Associated with Overproduction of Cholesterol
TL;DR: The demonstration of apparently identical kinetic properties of the reductase activity of control and mutant cells, coupled with the evidence that this enzyme is normally regulated not by allosteric effectors but by alterations in enzyme synthesis and degradation, suggests that the primary genetic abnormality does not involve the structural gene for the enzyme itself, but a hitherto unidentified gene whose product is necessary for mediation of feedback control by lipoproteins.