New prenylated carbazole alkaloids from Zanthoxylum armatum

A phytochemical investigation on the ethyl acetate soluble fraction of Zanthoxylum armatum led in the isolation of two new prenylated alkaloids 2,6,7-trimethoxy-8-(3-methyl-2-butenyl)carbazole-3-carbaldehyde (1) and methyl-2,6,7-trimethoxy-8-(3-methyl-2-butenyl)carbazole-3-carboxylate (2), along wit...

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Bibliographic Details
Published in:Journal of asian natural products research 2014-12, Vol.16 (12), p.1126-1131
Main Authors: Samad, Abdul, Badshah, Syed, Khan, Dilfaraz, Ali, Farman, Amanullah, Malik, Hanrahan, Jane
Format: Article
Language:English
Subjects:
alkaloids
Alkaloids - chemistry
Alkaloids - isolation & purification
Alkaloids - pharmacology
Benzodioxoles - isolation & purification
Biphenyl Compounds - pharmacology
Carbazoles - chemistry
Carbazoles - isolation & purification
Carbazoles - pharmacology
DPPH radical scavenging activity
ethyl acetate
free radical scavengers
Free Radical Scavengers - chemistry
Free Radical Scavengers - isolation & purification
Free Radical Scavengers - pharmacology
Free radicals
lignans
Lignans - isolation & purification
Molecular Structure
Pakistan
Picrates - pharmacology
Prenylation
Quinolines - chemistry
Quinolines - isolation & purification
Quinolines - pharmacology
Rutaceae
spectroscopy
Zanthoxylum - chemistry
Zanthoxylum armatum
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Summary:A phytochemical investigation on the ethyl acetate soluble fraction of Zanthoxylum armatum led in the isolation of two new prenylated alkaloids 2,6,7-trimethoxy-8-(3-methyl-2-butenyl)carbazole-3-carbaldehyde (1) and methyl-2,6,7-trimethoxy-8-(3-methyl-2-butenyl)carbazole-3-carboxylate (2), along with three known lignans cisamin (3), methyl pirpirtol (4), and fargesin (5) and one known alkaloid dictamine (6). Their structures were established on the basis of spectroscopic and crystallographic analysis and by comparison of the data with those in the literature. All the isolated compounds were screened for the DPPH free radical scavenging activity. Compounds 1 , 2 , and 6 showed profound activity while compounds 3 – 5 showed moderate activity.
ISSN:1477-2213
1028-6020
1477-2213
DOI:10.1080/10286020.2014.967228