LEISHMANICIDAL ACTIVITY OF PYCNOPORUS SANGUINEUS 497
Copyright © 2006 John Wiley & Sons, Ltd. Phytother. Res. 20, 497–499 (2006)
DOI: 10.1002/ptr
Copyright © 2006 John Wiley & Sons, Ltd.
Received 3 September 2005
Accepted 26 January 2006
Leishmanicidal Activity of Pycnoporus
sanguineus
Edwin Correa
1
, Diana Cardona
1
*, Winston Quiñones
1
, Fernando Torres
1
, Ana E. Franco
2
,
Ivan D. Vélez
3
, Sara Robledo
3
and Fernando Echeverri
1
*
1
Grupo de Química Orgánica de Productos Naturales-SIU, Universidad de Antioquia, P.O. Box 1226, Medellín-Colombia
2
Instituto de Biología Universidad de Antioquia, P.O. Box 1226, Medellín-Colombia
3
Programa para el Control y Estudio de Enfermedades Tropicales-SIU, Universidad de Antioquia P.O. Box 1226,
Medellin-Colombia
In the search for antiparasite compounds from the Colombian flora, an active compound against Leishmania
(Viannia) panamensis amastigotes was isolated from the fungi Pycnoporus sanguineus. The structural elucid-
ation was achieved with spectroscopic methods (
1
H and
13
C NMR and MS). This compound was identified as
ergosterol 5,8-endoperoxide. Copyright © 2006 John Wiley & Sons, Ltd.
Keywords: Pycnoporus sanguineus; ergosterol endoperoxide; leishmanicidal activity.
* Correspondence to: Fernando Echeverri, Grupo de Química Orgánica
de Productos Naturales-SIU, Universidad de Antioquia, P.O. Box 1226,
Medellín-Colombia
E-mail: echeveri@quimbaya.udea.edu.co, dpcardona@gmail.com
Contract/grant sponsor: Colciencias (Colombia).
Contract/grant sponsor: Universidad de Antioquia.
(Fig. 1) (Table 1). After the bioassay, 250.0 g of fresh
fruiting body was cut in small pieces and macerated for
24 h in acetone, filtered and evaporated to dryness
under vacuum. A portion of the extract was partitioned
with ethyl acetate, dried over sodium sulphate, filtered
and evaporated, yielding 1.5 g of a deep red solid; after
that it was evaluated in vitro against L. (V.) panamensis
intracellular amastigotes. Then, the extract was puri-
fied using silica gel 60 column chromatography (Merck)
eluted with CH
2
Cl
2
:EtOAC (2:1 v/v), CH
2
Cl
2
:EtOAC
(1:1) and CH
2
Cl
2
:EtOAC (1:2). Less polar fractions
were combined and fractionated on a lipophilic
Sephadex LH-20 (Sigma) column, eluting with
hexane:CH
2
Cl
2
:MeOH (2:1:1) and collecting fractions
of 10 mL; thus, four new fractions were collected. The
second one showed three compounds on TLC (silica
gel 60 F
254
Merck), from which, compound 1 was puri-
fied as a white solid (25.0 mg) by column chromatogra-
phy on silica gel 60 eluted with benzene: ethyl acetate
(100:0, 96:4, 92:8, 88:12, 84:16, 80:20). This compound
was the most abundant in the extract prepared with
hexane.
INTRODUCTION
The genus Pycnoporus (Polyporaceae) is constituted
by four species, Pycnoporus sanguineus (L. Fr.) Murr.,
P. cinnabarinus (Jacq. Fr.) Karst., P. puniceus (Fr.) Ryv.
and P. coccineus (Fr.) Bondartsev. & Singer (Gilbertson
and Ryvarden, 1987; Ryvarden and Johansen, 1980) and
is characterized by an orange-red to cinnabar colour of
the pileus surface and pores. The members of the
genus are known as white rot fungi. From the pantro-
pical specie Pycnoporus sanguineus, several triterpenes
and intense coloured phenaxozine-3-one compounds
were isolated previously (Yokohama and Natori, 1975;
Achenbach and Blümm, 1991). These compounds dis-
play a resemblance to the pterin nucleus, a component
of the folic acid moiety which is a target in the research
for new antiparasite drugs (Ouellettea et al., 2002;
Cunningham and Beverley, 2001). Using this structural
approach, a bioassay-guided fractionation of P. san-
guineus was carried out to determine activity against
amastigotes of Leishmania (Viannia) panamensis.
MATERIALS AND METHODS
Fungi. Pycnoporus sanguineus was collected in Medellín
City in November 2003 and a voucher specimen is held
in the Herbarium of Universidad de Antioquia (HUA)
under number 118775. The fungi were identified by one
of the authors (A.E.F.).
Extraction and isolation. Initially, 41.4 g of dry fruiting
body was ground, extracted with hexane, evaporated
and then the antileishmanial activity was determined
Figure 1. Bioguided isolation of ergosterol endoperoxide 1.
PHYTOTHERAPY RESEARCH
Phytother. Res. 20, 497–499 (2006)
Published online 18 April 2006 in Wiley InterScience
(www.interscience.wiley.com) DOI: 10.1002/ptr.1890