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The structure of the sesquiterpene lactone repin

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Chemistry of Natural Compounds Aims and scope

Summary

1. Three sesquiterpene lactones have been isolated fromCentaurea hyrcanica: repin, acroptilin, and a new lactone related to them with mp 218–220°C (ethanol), [α] 20D + 104.7° (c 1.91; dioxane).

2. Structure (I) has been proposed for repin on the basis of the reactions performed, of an interpretation of the NMR spectra of compounds (I-XII) using the INDOR method, and also of a study of NMR spectra with additions of a paramagnetic salt.

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Literature cited

  1. R. I. Evstratova, R. Ya. Rzazade, and K. S. Rybalko, Khim. Prirodn. Soedin., 290 (1966).

  2. R. I. Evstratova, K. S. Rybalko, and R. Ya. Rzazade, Khim. Prirodn. Soedin., 284 (1967).

  3. R. I. Evstratova, V. I. Sheichenko, E. Ya. Kiseleva, K. S. Rybalko, and A. I. Ban'kovskii, Khim. Prirodn. Soedin., 273 (1971).

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All-Union Scientific-Research Institute of Medicinal Plants. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 451–461, July–August, 1972.

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Evstratova, R.I., Rybalko, K.S. & Sheichenko, V.I. The structure of the sesquiterpene lactone repin. Chem Nat Compd 8, 450–457 (1972). https://doi.org/10.1007/BF00563666

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  • DOI: https://doi.org/10.1007/BF00563666

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