Activity-guided isolation of antileishmanial compounds from Piper hispidum

Autor: Joaquina Albán, Mohamed Haddad, Jorge Arevalo, Geneviève Bourdy, Yannick Estevez, Eric Deharo, Rosario Rojas, Ricardo Reategui, Denis Castillo, Michel Sauvain, Candy Ruiz
Rok vydání: 2011
Předmět:
Amide
animal cell
Plant Science
Biochemistry
n 2 (3'
4'
5' trimethoxyphenyl)ethyl 2 hydroxybenzamide
chemistry.chemical_compound
chalcone derivative
Chalcone
Cytotoxicity
Leishmaniasis
comparative study
Leishmania
Pinocembrin
biology
antiprotozoal activity
article
Piperaceae
amphotericin B
unclassified drug
plant extract
cytotoxicity
antileishmanial agent
Flavanone
Heteronuclear single quantum coherence spectroscopy
pinocembrine
Biotechnology
in vitro study
drug isolation
Piper hispidum
Stereochemistry
non|priority journal
male
controlled study
fractionation
2'
4' dihydroxy 6' methoxychalcone
plant leaf
2' hydroxy 3'
4'
6' trimethoxychalcone
Piper
IC 50
biology.organism_classification
nuclear magnetic resonance
drug structure
peritoneum macrophage
chemistry
Heteronuclear molecule
purl.org/pe-repo/ocde/ford#3.01.00 [https]
Agronomy and Crop Science
Leishmania amazonensis
Zdroj: Phytochemistry Letters. 4:363-366
ISSN: 1874-3900
DOI: 10.1016/j.phytol.2011.08.001
Popis: The bioassay-guided purification of the ethanolic extract from the leaves of Piper hispidum led to the isolation of one new amide, N -2-(3′,4′,5′-trimethoxyphenyl)ethyl-2-hydroxybenzamide ( 1 ) as well as two known chalcones 2′-hydroxy-3′,4′,6′-trimethoxychalcone ( 2 ); 2′,4′-dihydroxy-6′-methoxychalcone (cardamonin, 3 ) and one known flavanone, 5,7-dihydroxyflavanone (Pinocembrin, 4 ). Their structures were elucidated on the basis of spectroscopic data, including homo- and heteronuclear correlation NMR experiments (COSY, HSQC and HMBC) and comparison with data reported in the literature. The isolated compounds were tested against Leishmania amazonensis axenic amastigotes. The results showed that the known chalcone 2 exhibited the most potent antileishmanial activity with an IC 50 of 0.8 μM (amphotericin B: IC 50 = 0.2 μM) but was shown to exhibit mild cytotoxicity.
Databáze: OpenAIRE
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