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<p>Phytochemical study of a CH<sub>2</sub>Cl<sub>2</sub>-soluble extract from the leaves and flowers of <i>Decachaeta perornata</i> (Klatt) R.M.King &amp; H.Rob., Asteraceae, led to the isolation of two sesquiterpene lactones, a guaianolide and an eudesmanolide. The structures of both compounds were established by the extensive analyses of their 1D/2D NMR and HRMS data as xerantholide and ivalin. The absolute configuration of guaianolide was determined by two methods: TD-DFT ECD calculations and single crystal X-ray diffraction. Eudesmanolide is noteworthy for its potential applications in the treatment of several types of carcinoma. An HPLC–PDA profiling of the extract was developed, and the amount of each isolate was quantified to subsequently assay the cytotoxicity of the extract and its isolates against three human cancer cell lines: MCF-7, HCT-116, and HeLa. Guaianolide and an eudesmanolide displayed significant cytotoxicity with IC<sub>50</sub> values less than 5&#xa0;µg/ml against the three cell lines assayed, highlighting their antitumor potential.</p> Graphical Abstract <p></p>

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Guaianolide and Eudesmanolide Sesquiterpene Lactones From Decachaeta perornata and Their Cytotoxicity

  • 期刊论文

  • 发表日期：

    2025年2月13日

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  • Susana Madrigal-Ortiz,
  • Jennifer Alexis Rojas-Morales,
  • Rubén A. Toscano,
  • Mabel Fragoso-Serrano,
  • Rosario Redonda-Martínez,
  • Omar Cortezano-Arellano,
  • Verenice I. Merlin-Lucas,
  • Sergio Hidalgo-Figueroa,
  • Elihú Bautista

摘要

Phytochemical study of a CH2Cl2-soluble extract from the leaves and flowers of Decachaeta perornata (Klatt) R.M.King & H.Rob., Asteraceae, led to the isolation of two sesquiterpene lactones, a guaianolide and an eudesmanolide. The structures of both compounds were established by the extensive analyses of their 1D/2D NMR and HRMS data as xerantholide and ivalin. The absolute configuration of guaianolide was determined by two methods: TD-DFT ECD calculations and single crystal X-ray diffraction. Eudesmanolide is noteworthy for its potential applications in the treatment of several types of carcinoma. An HPLC–PDA profiling of the extract was developed, and the amount of each isolate was quantified to subsequently assay the cytotoxicity of the extract and its isolates against three human cancer cell lines: MCF-7, HCT-116, and HeLa. Guaianolide and an eudesmanolide displayed significant cytotoxicity with IC50 values less than 5 µg/ml against the three cell lines assayed, highlighting their antitumor potential.

Graphical Abstract