Antiparasitic Alkaloids from Psychotria klugii
| Autor: | Shabana I. Khan, Ilias Muhammad, D. Chuck Dunbar, Satoshi Takamatsu, Babu L. Tekwani, Erdal Bedir, Daneel Ferreira, Larry A. Walker |
|---|---|
| Rok vydání: | 2003 |
| Předmět: |
Antiparasitic
medicine.drug_class Stereochemistry Plasmodium falciparum Pharmaceutical Science Biology Pharmacognosy Analytical Chemistry Antimalarials Inhibitory Concentration 50 chemistry.chemical_compound Alkaloids Peru Drug Discovery Tumor Cells Cultured medicine Animals Humans Cytotoxicity Nuclear Magnetic Resonance Biomolecular Pharmacology Plants Medicinal Molecular Structure Alkaloid Organic Chemistry Biological activity biology.organism_classification Antineoplastic Agents Phytogenic Complementary and alternative medicine chemistry Quinazolines Molecular Medicine Cephaeline Drug Screening Assays Antitumor Psychotria Leishmania donovani Pentamidine medicine.drug |
| Zdroj: | Journal of Natural Products. 66:962-967 |
| ISSN: | 1520-6025 0163-3864 |
| DOI: | 10.1021/np030086k |
| Popis: | Psychotria klugii yielded two new benzoquinolizidine alkaloids, klugine (1) and 7'-O-demethylisocephaeline (2), together with the previously known cephaeline (3), isocephaeline (4), and 7-O-methylipecoside (5). The structures and stereochemistry of 1 and 2 were determined by 1D and 2D NMR data and circular dichroism experiments. Cephaeline (3) demonstrated potent in vitro antileishmanial activity against Leishmania donavani (IC(50) 0.03 microg/mL) and was20- and5-fold more potent than pentamidine and amphotericin B, respectively, while klugine (1) (IC(50) 0.40 microg/mL) and isocephaeline (4) (IC(50) 0.45 microg/mL) were13- and15-fold less potent than 3. In addition, emetine (6) (IC(50) 0.03 microg/mL) was found to be as equally potent as 3, but was12-fold more toxic than 3 against VERO cells (IC(50) 0.42 vs 5.3 microg/mL). Alkaloids 1 and 3 exhibited potent antimalarial activity against Plasmodium falciparum clones W2 and D6 (IC(50) 27.7-46.3 ng/mL). Compound 3 was cytotoxic to SK-MEL, KB, BT-549, and SK-OV-3 human cancer cells, while 1 was inactive. |
| Databáze: | OpenAIRE |
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