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Synthesis and Comparative Inotropic Effects of Several Isoquinoline Alkaloids

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Compounds 3a [1-(3′,4′-methylenedioxyphenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline] and 3b [1-(6′-bromo-3′,4′-dimethoxyphenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline] demonstrated dose-dependent (5-75 μM) negative inotropic effects. Compound 5 [1,3-bis-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin- 1-yl)propane] demonstrated a two-phase inotropic effect. The experimental results and a literature analysis suggested that the negative inotropic effects of the tested compounds (3a, 3b, 5) could be due to their influences on the [Ca2+]i concentration through blocking of cardiomyocyte Na+- and Ca2+-channels. The positive inotropic effect of free base 5 could be related to modulation of cardiomyocyte muscarinic receptor activity.

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Authors and Affiliations

  1. A. S. Sadykov Institute of Bioorganic Chemistry, Academy of Sciences of the Republic of Uzbekistan, 83 Kh. Abdullaev St, Tashkent, Uzbekistan, 100125

    Sh. S. Khushmatov & I. Z. Zhumaev

  2. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Kh. Abdullaev St, Tashkent, Uzbekistan, 100170

    Sh. N. Zhurakulov & V. I. Vinogradova

  3. A. Navoi Samarkand State University, Samarkand, Uzbekistan, 140104

    A. Sh. Saidov

Authors
  1. Sh. S. Khushmatov
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  2. I. Z. Zhumaev
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  3. Sh. N. Zhurakulov
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  4. A. Sh. Saidov
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  5. V. I. Vinogradova
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Correspondence to A. Sh. Saidov.

Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 54, No. 1, pp. 9 – 13, January, 2020.

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Khushmatov, S.S., Zhumaev, I.Z., Zhurakulov, S.N. et al. Synthesis and Comparative Inotropic Effects of Several Isoquinoline Alkaloids. Pharm Chem J 54, 7–11 (2020). https://doi.org/10.1007/s11094-020-02148-4

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  • DOI: https://doi.org/10.1007/s11094-020-02148-4

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