(2R,6′R,E)-3′-(1-Aminoethylidene)-7-chloro-4,6-dimethoxy-6′-methyl-3H-spiro[benzofuran-2,1′-cyclohexane]-2′,3,4′-trione

Author:

Lichitsky Boris V.1ORCID,Komogortsev Andrey N.1ORCID,Melekhina Valeriya G.1

Affiliation:

1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Science, Leninsky Pr., 47, 119991 Moscow, Russia

Abstract

A novel synthesis approach for griseofulvin derivatives was developed. The presented method is based on a two-stage process that includes preliminary acetylation of griseofulvic acid followed by condensation with ammonium acetate. The advantages of this protocol include readily available starting materials and a simple target product isolation procedure. The structure of the synthesized polycyclic compound was approved by 1H, 13C-NMR spectroscopy, high-resolution mass spectrometry with electrospray ionization (ESI-HRMS), and X-ray diffraction.

Publisher

MDPI AG

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference23 articles.

1. Biosynthesis of griseofulvin;Harris;J. Am. Chem. Soc.,1976

2. The Chemistry of Griseofulvin;Petersen;Chem. Rev.,2014

3. Griseofulvin Derivatives: Synthesis, Molecular Docking and Biological Evaluation;Kartsev;Curr. Top. Med. Chem.,2019

4. Aris, P., Wei, Y., Mohamadzadeh, M., and Xia, X. (2022). Griseofulvin: An Updated Overview of Old and Current Knowledge. Molecules, 27.

5. Synthesis and Biological Activities of Griseofulvin Analogs;Ko;Agric. Biol. Chem.,1990

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