title: Chemical constituents, antimicrobial and antimalarial activities of Zanthoxylum monophyllum.
abstract: From the leaves and bark of Zanthoxylum monophyllum, a new lignan, 3-methoxy-3',4'-methylenedioxylignan-4,8,9,9'-tetraol (1), has been isolated along with 22 known compounds (2- 23), fifteen of them reported for the first time from Z. monophyllum. Their chemical structures were elucidated using detailed spectroscopic studies and chemical analysis. All compounds were evaluated for antimicrobial and antiprotozoal activities. Alkaloids BIS-[6-(5,6-dihydro-chelerythrinyl)] ether (2) and 6-ethoxy-chelerythrine (4) exhibited strong activity against Aspergillus fumigatus and methicillin-resistant Staphylococcus aureus (MRSA). Compound 4-methoxy-N-methyl-2-quinolone (9) exhibited significant activity against MRSA (IC50 value of 8.0 µM) while compound 5,8,4'-trihydroxy-3,7,3'-trimethoxyflavone (10) showed weak activity against Plasmodium falciparum.
authors.affiliation: National Center for Natural Products Research, School of Pharmacy, The University of Mississippi, University, MS 38677, USA.
authors.forename: Raquel
authors.initials: R
authors.lastname: Rodríguez-Guzmán
authors.forename: Laura C Johansmann
authors.initials: LC
authors.lastname: Fulks
authors.forename: Mohamed M
authors.initials: MM
authors.lastname: Radwan
authors.forename: Charles L
authors.initials: CL
authors.lastname: Burandt
authors.forename: Samir A
authors.initials: SA
authors.lastname: Ross
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000494:pharmacology*; D000890:Anti-Infective Agents / Q000494:pharmacology*; D001232:Aspergillus fumigatus / Q000187:drug effects; D052117:Benzodioxoles / Q000737:chemistry / Q000494:pharmacology; D053119:Benzophenanthridines / Q000737:chemistry / Q000494:pharmacology; D047309:Flavones / Q000737:chemistry / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D017705:Lignans / Q000737:chemistry / Q000494:pharmacology*; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects; D024301:Plant Bark / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects; D011804:Quinolines / Q000737:chemistry / Q000494:pharmacology; D032106:Zanthoxylum / Q000737:chemistry*
chemical_list: C579538:4-methoxy-N-methyl-2-quinolone; C579539:5,8,4'-trihydroxy-3,7,3'-trimethoxyflavone; C579537:6-ethoxychelerythrine; D000470:Alkaloids; D000890:Anti-Infective Agents; D052117:Benzodioxoles; D053119:Benzophenanthridines; D047309:Flavones; D017705:Lignans; D010936:Plant Extracts; D011804:Quinolines; C579536:bis-(6-(5,6-dihydrochelerythrinyl)) ether