Basic ethers, 2-phenyl-3-(p-β-dialkylaminoalkoxy)-phenyl 7(H) oxo furanocoumarin(VIa) and 9-methyl analog 2-phenyl-3-(p-β-dialkylaminoalkoxy)-phenyl-9-methyl 7(H) oxo furanocoumarin (VIb) have been synthesised by condensing 2-phenyl-3-p-hydroxyphenyl 7(H) oxo furanocoumarin (Va) and its 9-methyl analog (Vb) with appropriate β-tertiary aminoalkyl halide in acetone-potassium carbonate. Va and Vb were obtained by demethylating the methyl ethers IVa and IVb respectively with pyridine hydrochloride. IVa and IVb themselves were formed from the alkali-induced cyclisation of the ketones IIIa and IIIb. Among the compounds tested for antifertility activity, the basic ethers 12*, 14*, and 18* were found to have marked anti-implantation properties.
Volume 134, 2022
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