Hexahydro-2H-chromenes with thiophene fragments were synthesized via reactions of a p-menthane monoterpenoid diol with several thiophenecarboxaldehydes. Most of the synthesized compounds with an additional thiophene fragment displayed analgesic activity in vivo tests at a dose of 10 mg/kg. It was found that the activity in either an acetate-writhing test or a hot-plate test depended on the type and location of substituent in the heteroaromatic ring.
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Acknowledgment
We thank the Russian Foundation for Basic Research for financial support (Grant 15-33-20198) and the Khimiya Center for Collective Use, SB, RAS, for spectral and analytical measurements.
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Translated from Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2016, pp. 698–704.
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Pavlova, A.V., Nazimova, E.V., Mikhal’chenko, O.S. et al. Synthesis and Analgesic Activity of 4,7-Dimethyl-3,4,4a,5,8,8a-Hexahydro-2H-Chromen-4,8-Diols Containing Thiophene Substituents. Chem Nat Compd 52, 813–820 (2016). https://doi.org/10.1007/s10600-016-1785-2
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DOI: https://doi.org/10.1007/s10600-016-1785-2