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Alkaloids from Delphinium oreophilum. The New Diterpene Alkaloid 15-Epinaviculine B

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4-{[2-(Methoxycarbonyl)phenyl]amino}-2-methyl-4-oxobutanoic acid amide, the diterpenoid alkaloid delavaine B, and the new talassamine-type alkaloid 15-epinaviculine B were isolated for the first time from the aerial part of Delphinium oreophilum Huth. The structures of the compounds were elucidated using 1D and 2D NMR spectroscopy, mass spectrometry, and an X-ray crystal structure analysis for the new alkaloid. The stereochemistry of the talassamine framework and H-bonds in the crystal of 15-epinaviculine B were analyzed.

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References

  1. H. I. Ahunova, Sh. V. Abdullaev, and M. Rajabova, Sci. Newsl. NamSU, 6, 81 (2019).

    Google Scholar 

  2. H. I. Ahunova, T. A. Sattarov, and Sh. V. Abdullaev, Sci. Newsl. NamSU, 10, 115 (2020).

    Google Scholar 

  3. Kh. I. Akhunova, K. K. Turgunov, Kh. M. Bobakulov, B. Tashkhodzhaev, A. I. Kulonov, and Sh. V. Abdullaev, Chem. Nat. Compd., 59, 339 (2023).

    Article  CAS  Google Scholar 

  4. G.-Q. Li, Y.-Y. Li, Y.-T. Zhao, Q.-P. Xu, Y.-L. Li, and G.-C. Wang, Z. Kristallogr.-New Cryst. Struct., 234, 521 (2019).

  5. S. W. Pelletier, F. M. Harraz, M. M. Badawi, S. Tantiraksachai, F. P. Wang, and S. Y. Chen, Heterocycles, 24, 1853 (1986).

    Article  CAS  Google Scholar 

  6. J.-X. Cao, L.-B. Li, J. Ren, S.-P. Jiang, R.-R. Tian, X.-L. Chen, S.-L. Peng, J. Zhang, and H.-J. Zhu, Helv. Chim. Acta, 91, 1954 (2008).

    Article  CAS  Google Scholar 

  7. Q. Zhang, Z. Yang, Q. Wang, S. Liu, T. Zhou, Y. Zhao, and M. Zhang, J. Am. Chem. Soc., 143, 7088 (2021).

    Article  CAS  PubMed  Google Scholar 

  8. A. A. Nishanov, M. N. Sultankhodzhaev, I. M. Yusupova, M. S. Yunusov, and B. Tashkhozhaev, Chem. Nat. Compd., 27, 82 (1991).

    Article  Google Scholar 

  9. C. F. Macrae, P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor, M. Towler, and J. Van de Streek, J. Appl. Crystallogr., 39, 453 (2006).

    Article  CAS  Google Scholar 

  10. G. M. Sheldrick, Program for Empirical Absorption Correction of Area Detector Data, University of Goettingen, Goettingen, 1996.

    Google Scholar 

  11. G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr., 64, 112 (2008).

  12. G. M. Sheldrick, Acta Crystallogr., Sect. C: Struct. Chem., 71, 3 (2015).

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Acknowledgment

The work was supported by the Budgetary Program for Basic Scientific Research of the Academy of Sciences of the Republic of Uzbekistan.

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Correspondence to Kh. M. Bobakulov.

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Translated from Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2023, pp. 959–962.

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Ahunova, H., Bobakulov, K.M., Turgunov, K.K. et al. Alkaloids from Delphinium oreophilum. The New Diterpene Alkaloid 15-Epinaviculine B. Chem Nat Compd 59, 1137–1141 (2023). https://doi.org/10.1007/s10600-023-04211-4

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  • DOI: https://doi.org/10.1007/s10600-023-04211-4

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