Griseofulvin derivatives

Interesting transformations occur in systems where the cyclohexa-2,5-dienone fragment is in a spiro connection with heterocycles. Thus, treatment of griseofulvin derivative 317 with magnesium iodide results in the xanthone derivative 318 via a dienone-phenol rearrangement (equation 152). 

A number of griseofulvin derivatives were synthesized, of which some exhibited a significant biological activity. The hitherto data on structure-function relationships can be summarized as follows ... 

DMF crystallization pORMIC ACID AND DERIVATIVES - DITffiTHYLFORMAMIDE] pol 11) Griseofulvin [1403-70-9]... 

Another simplified nomenclature adopted here relates to natural spiro-2,3-dihydrobenzofuran derivatives, such as griseofulvin. The fundamental heterocycle, named grisan, being spirobenzofuran-2(3ff)-l -cyclohexane (5), griseofulvin (7-chloro-4,6,2 -trimethoxy-6 -methyl-spirobenzofuran-2(3//)-l -[2]cyclohexene-3,4 -dione) (6) becomes 7-chloro-4,6,2 -trimethoxy-6 -methyl-2 -grisene-3,4 -dione. 

Bactericidal, Antifungal, and Antibiotic Benzofuran Derivatives Natural griseofulvin and its synthetic derivatives,44 as well as natural and synthetic furoquinolines,45 show such properties, as do some pterocarpans, such as phaseolidin,46 which is antifungal and lipophilic (21). 

Fig. 1 Structures of native P-cyclodextiin, the monoallyl derivative of P-cyclodextrin and Griseofulvin. Proton numbers given for P-cyclodextrin are used in the assignment of H NMR data reported in the Materials and methods section...

Grafting rates up to 40% could be reached through the reaction at full conversion of the corresponding amounts of P-cyclodextrin and the PMHS homopolymer. This was achieved according to the synthesis method described in the Materials and methods section. The PMHS-CD(20), PMHS-CD(30) and PMHS-CD(40) derivatives were prepared and the residual Si-H groups were capped with n-pentene. They were evaluated for their emulsification and loading with griseofulvin. 

Gas Chromatography. System GJ—retention time of methyl derivative 0.53 relative to griseofulvin. 

Gas Chromatography. System GJ—retention time of the methyl derivative of sulphadiazine 0.66 and of A" -acetylsulphadiazine 1.69, both relative to griseofulvin. 

---