Ultrasound-assisted convenient synthesis of hypolipidemic active natural methoxylated (E)-arylalkenes and arylalkanones |
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Authors: | Bhupendra P. Joshi |
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Affiliation: | Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Palampur, HP 176061, India |
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Abstract: | An ultrasound-assisted convenient method was developed for the conversion of toxic methoxylated cis-isomer of arylalkenes into its hypolipidemic active trans-isomer. Treatment of cis-isomer or mixture of all three isomers (1a-1j) with ammonium formate and 10% Pd/C gave arylalkanes (2a-2j), which upon oxidation with DDQ in anhydrous dioxane containing a little amount of silica gel, provided (E)-arylalkenes (3a-3g) in 42-72% yield depending upon the substituents attached at the aryl ring. The same method, upon addition of a few drops of water, provided hypolipidemic active arylalkanones (3h-3j) in 59-65% yield. |
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Keywords: | Hypolipidemic Ultrasound (E)-Arylalkenes Arylalkanones DDQ |
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