Reactions of natural helicid with a number of 1,3-dicarbonyl compounds or β-ketoester in the presence of ammonium acetate or 1-naphthylamine gave a series of helicid derivatives containing a 1,4-dihydropyridine fragment (2a–2h). Eight novel helicid derivatives were structurally confirmed by IR, 1H NMR, 13C NMR, and HR-MS spectroscopy and evaluated for their sedative-hypnotic activities on mice. The results demonstrated that two compounds had higher sedative-hypnotic activity compared with helicid.
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Acknowledgment
We thank Analytical & Testing Center, Sichuan University, P. R. China for supplying analytical data and Mr. Bao from West China School of Pharmacy, Sichuan University who completed the pharmacological test.
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Published in Khimiya Prirodnykh Soedinenii, No. 2, pp. 158–162, March–April, 2011.
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Zheng, L., Yin, X.J., Yang, C.L. et al. Synthesis and sedative-hypnotic activity of helicid derivatives containing a 1,4-dihydropyridine moiety. Chem Nat Compd 47, 170–175 (2011). https://doi.org/10.1007/s10600-011-9873-9
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DOI: https://doi.org/10.1007/s10600-011-9873-9