TY - JOUR
T1 - Activity-guided isolation of antileishmanial compounds from Piper hispidum
AU - Ruiz, Candy
AU - Haddad, Mohamed
AU - Alban, Joaquina
AU - Bourdy, Genevive
AU - Reategui, Ricardo
AU - Castillo, Denis
AU - Sauvain, Michel
AU - Deharo, Eric
AU - Estevez, Yannick
AU - Arevalo, Jorge
AU - Rojas, Rosario
PY - 2011/9
Y1 - 2011/9
N2 - 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: IC50 = 0.2 μM) but was shown to exhibit mild cytotoxicity.
AB - 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: IC50 = 0.2 μM) but was shown to exhibit mild cytotoxicity.
KW - Amide
KW - Chalcone
KW - Flavanone
KW - Leishmaniasis
KW - Piper
UR - http://www.scopus.com/inward/record.url?scp=80053322491&partnerID=8YFLogxK
U2 - 10.1016/j.phytol.2011.08.001
DO - 10.1016/j.phytol.2011.08.001
M3 - Artículo
AN - SCOPUS:80053322491
SN - 1874-3900
VL - 4
SP - 363
EP - 366
JO - Phytochemistry Letters
JF - Phytochemistry Letters
IS - 3
ER -