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Syncarpamide, a new antiplasmodial (+)-norepinephrine derivative from Zanthoxylum syncarpum.

Samir A Ross1, Gazi N N Sultana, Charles L Burandt

  • 1National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, Department of Pharmacognosy, School of Pharmacy, University of Mississippi, University, MS 38677-1848, USA. sross@olemiss.edu

Journal of Natural Products
|January 24, 2004
PubMed
Summary

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A novel norepinephrine derivative, syncarpamide, and decarine from Zanthoxylum syncarpum exhibit potent antiplasmodial activity against Plasmodium falciparum. Syncarpamide demonstrated no cytotoxicity, while decarine showed moderate cytotoxicity.

Area of Science:

  • Natural Product Chemistry
  • Medicinal Chemistry
  • Parasitology

Background:

  • Zanthoxylum syncarpum is a plant source of bioactive compounds.
  • Natural products are crucial for drug discovery, particularly for infectious diseases.

Purpose of the Study:

  • To isolate and characterize compounds from Zanthoxylum syncarpum stem.
  • To evaluate the antiplasmodial and cytotoxic activities of isolated compounds.

Main Methods:

  • Isolation and structural elucidation of compounds using NMR, MS, IR, optical rotation, and CD.
  • Synthesis of an enantiomer for absolute stereochemistry determination.
  • In vitro antiplasmodial assays against Plasmodium falciparum.
  • Cytotoxicity assays.

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Main Results:

  • Syncarpamide (a new norepinephrine derivative), (+)-S-marmesin, and decarine were isolated.
  • Syncarpamide and decarine displayed significant antiplasmodial activity (IC50 values ranging from 0.88 to 3.06 µM).
  • Syncarpamide showed no cytotoxicity, while decarine exhibited moderate cytotoxicity.

Conclusions:

  • Syncarpamide and decarine are promising leads for developing new antimalarial agents.
  • Zanthoxylum syncarpum is a valuable source of bioactive natural products.