Back to Search
Start Over
Anti-protozoal and plasmodial FabI enzyme inhibiting metabolites of Scrophularia lepidota roots.
- Source :
-
Phytochemistry [Phytochemistry] 2005 Feb; Vol. 66 (3), pp. 355-62. - Publication Year :
- 2005
-
Abstract
- The ethanolic root extract of Scrophularia lepidota, an endemic plant of the Turkish flora, has been investigated for its anti-protozoal and inhibitory effect towards plasmodial enoyl-ACP reductase (FabI), a key enzyme of fatty acid biosynthesis in Plasmodium falciparum. Chromatographic separation of the extract yielded 10 iridoids (1-10), two of which are new, and a known phenylethanoid glycoside (11). The structures of the new compounds were determined as 3,4-dihydro-methylcatalpol (8) and 6-O-[4''-O-trans-(3,4-dimethoxycinnamoyl)-alpha-L-rhamnopyranosyl]aucubin (scrolepidoside, 9) by spectroscopic means. The remaining metabolites were characterized as catalpol (1), 6-O-methylcatalpol (2), aucubin (3), 6-O-alpha-L-rhamnopyranosyl-aucubin (sinuatol, 4), 6-O-beta-D-xylopyranosylaucubin (5), ajugol (6), ajugoside (7), an iridoid-related aglycone (10) and angoroside C (11). Nine isolates were active against Leishmania donovani, with the new compound 9 being most potent (IC50 6.1 microg/ml). Except for 4, all pure compounds revealed some trypanocidal potential against Trypanosoma brucei rhodesiense (IC50 values 29.3-73.0 microg/ml). Only compound 10 showed moderate anti-plasmodial (IC50 40.6 microg/ml) and FabI enzyme inhibitory activity (IC50 100 microg/ml). 10 is the second natural product inhibiting the fatty acid biosynthesis of Plasmodium falciparum.
- Subjects :
- Animals
Antiprotozoal Agents chemistry
Enoyl-(Acyl-Carrier-Protein) Reductase (NADH)
Enzyme Inhibitors chemistry
Enzyme Inhibitors pharmacology
Magnetic Resonance Spectroscopy
Molecular Structure
Oxidoreductases metabolism
Plant Roots metabolism
Scrophularia metabolism
Antiprotozoal Agents isolation & purification
Antiprotozoal Agents pharmacology
Oxidoreductases antagonists & inhibitors
Plant Roots chemistry
Plasmodium drug effects
Plasmodium enzymology
Scrophularia chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 0031-9422
- Volume :
- 66
- Issue :
- 3
- Database :
- MEDLINE
- Journal :
- Phytochemistry
- Publication Type :
- Academic Journal
- Accession number :
- 15680992
- Full Text :
- https://doi.org/10.1016/j.phytochem.2004.11.013