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Two new diterpenoid lactones isolated from Andrographis paniculata.

Gui-Yang Wang1, Ting Wen1, Fei-Fei Liu1

  • 1Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, China; JNU-HKUST Joint Laboratory for Neuroscience & Innovative Drug Research, College of Pharmacy, Jinan University, Guangzhou 510632, China.

Chinese Journal of Natural Medicines
|June 21, 2017
PubMed
Summary

Two novel diterpenoid lactones, 3-deoxy-andrographoside and 14-deoxy-15-methoxy-andrographolide, were discovered in Andrographis paniculata. Their structures and configurations were confirmed using advanced spectroscopic and crystallographic techniques.

Keywords:
AcanthaceaeAndrographis paniculataDiterpenoid lactones

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Area of Science:

  • Natural Product Chemistry
  • Organic Chemistry
  • Phytochemistry

Background:

  • Andrographis paniculata is a medicinal plant known for its bioactive compounds.
  • Diterpenoid lactones are a significant class of natural products with diverse biological activities.
  • Isolation and structural elucidation of novel compounds contribute to understanding plant chemical diversity.

Purpose of the Study:

  • To isolate and characterize new diterpenoid lactones from Andrographis paniculata.
  • To elucidate the chemical structures of the isolated compounds using spectroscopic methods.
  • To determine the stereochemical configurations of the novel compounds.

Main Methods:

  • Extraction and isolation of compounds from the aerial parts of Andrographis paniculata.
  • Structure elucidation using Nuclear Magnetic Resonance (NMR) and Mass Spectrometry (MS).
  • Configuration determination via Rotating Frame Overhauser Effect Spectroscopy (ROESY) and single crystal X-ray diffraction.

Main Results:

  • Two new diterpenoid lactones, 3-deoxy-andrographoside (1) and 14-deoxy-15-methoxy-andrographolide (2), were successfully isolated.
  • The structures of compounds 1 and 2 were unambiguously determined through a combination of NMR, MS, and chemical analyses.
  • The absolute configurations of the novel compounds were established using ROESY data and X-ray crystallography.

Conclusions:

  • The study successfully identified and characterized two novel diterpenoid lactones from Andrographis paniculata.
  • The findings expand the known chemical constituents of Andrographis paniculata.
  • This research provides a foundation for further investigation into the biological activities of these new compounds.