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Synthesis of (–)-Convolutamydine a Derivatives and Analogs

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Chemistry of Natural Compounds Aims and scope

Symmetric and asymmetric derivatives of (–)-convolutamydine and analogs in which 3-hydroxy-2-oxindole fragments were conjugated through a 2-oxopropyl linker were synthesized. Monobromoxindole 10 from the reaction of (S)-3-hydroxy-3-(2-oxopropyl)indolin-2-one and 5-bromoisatin exhibited the greatest cytotoxicity of all tested compounds with CC50 = 0.197 mM in acutely infected MT-4 cells. The cytotoxicities of dibromo derivatives 7 and 9 decreased as compared to 10 to CC50 = 0.205 and 0.245 mM, respectively.

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Acknowledgment

The work was financially supported by Applied Research Project 20.80009.5007.17 of the National Agency for Research and Development of Moldova.

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Correspondence to F. Z. Macaev.

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Translated from Khimiya Prirodnykh Soedinenii, No. 3, May–June, 2021, pp. 440–443.

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Bilan, D.Y., Sucman, N.S., Radul, O.M. et al. Synthesis of (–)-Convolutamydine a Derivatives and Analogs. Chem Nat Compd 57, 516–520 (2021). https://doi.org/10.1007/s10600-021-03400-3

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  • DOI: https://doi.org/10.1007/s10600-021-03400-3

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