A Pyrimidine-β-carboline and Other Alkaloids from Annona foetida with Antileishmanial Activity

Costa, Emmanoel V.; Pinheiro, Maria Lúcia B.; Xavier, Clahildek M.; Silva, Jefferson Rocha de Andrade; Amaral, Ana Cláudia F.; Souza, Afonso Duarte Leão de; Barison, Andersson; Campos, Francinete Ramos; Ferreira, Antônio G.; Machado, Gérzia M. C.; Leon, Leonor L.

doi:10.1021/np050422s

Cited by 166 publications

(92 citation statements)

References 10 publications

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“…The Annona genus, with 250 species found in the Brazilian territory (Souza & Lorenzi, 2008;MelloSilva & Pontes, 2005), has revealed the presence of different classes of active metabolites, like isoquinoline and pyrimidine-ß-carboline alkaloids (Silva et al, 2007a, Costa et al, 2006, acetogenins (Yang et al, 2009), lectins (Coelho et al, 2003) and volatile oils (Ferreira et al, 2009;Boyom et al, 1996), against the protozoaries responsible for endemic tropical diseases.…”

Section: Introductionmentioning

confidence: 99%

Chemical constituents of the volatile oil from leaves of Annona coriacea and in vitro antiprotozoal activity

Siqueira

Oliani

Sartoratto³

et al. 2011

Rev. bras. farmacogn.

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Abstract:The essential oil of the leaves from Annona coriacea Mart., Annonaceae, was extracted by hydrodistillation in a Clevenger apparatus and analyzed by GC/MS and GC/FID. The oil yield was 0.05% m/m. Sixty compounds were identified, in a complex mixture of sesquiterpenes (76.7%), monoterpenes (20.0%) and other constituents (3.3%). Bicyclogermacrene was its major compound (39.8%) followed by other sesquiterpenes. Most of the monoterpenes were in low concentration (<1%). Only β-pinene and pseudolimonene presented the highest level of 1.6%. The volatile oil presented anti-leishmanial and trypanocidal activity against promastigotes of four species of Leishmania and trypomastigotes of Trypanosoma cruzi, showing to be more active against Leishmania (L.) chagasi (IC50 39.93 µg/mL) (95% CI 28.00-56.95 µg/mL).

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Section: Introductionmentioning

confidence: 99%

Chemical constituents of the volatile oil from leaves of Annona coriacea and in vitro antiprotozoal activity

Siqueira

Oliani

Sartoratto³

et al. 2011

Rev. bras. farmacogn.

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“…Liriodenine also presented significant activity against L. guyanensis and L. braziliensis (Costa et al, 2006). Another alkaloid in the genus Unonopsis described with leishmanicidal potential against promastigote forms of Leishmania in vitro assays is the bisaporphine alkaloid unonopsine (5) isolated from U. buchtienii (Waechter et al, 1999) and from the species synonymy of U. guatterioides, U. lindmanii (Siqueira et al, 1998).…”

Section: Resultsmentioning

confidence: 99%

“…After evaporation of the solvent at reduced pressure, a part of methanol extracts of the barks of the trunk (4.1 g), twigs (4.4 g), and leaves (4.2 g) of U. guatterioides and barks of the trunk (4.2 g), twigs (4.3 g), and leaves (4.7 g) of U. duckei were subjected to acid-base treatment, according to the methodology to obtain the conventionally alkaloid fractions (Costa et al, 2006), where the methanol extracts were solubilized in CH 2 Cl 2 (50 mL) and partitioned with a solution of 3% aqueous HCl (3 x 250 mL). In sequence the aqueous solutions were combined and adjusted with NH 4 OH to pH 10, followed by the extraction with CH 2 Cl 2 (3 x 200 mL).…”

Section: Preparation Of the Alkaloid Fractionsmentioning

confidence: 99%

Leishmanicidal activity of fractions rich in aporphine alkaloids from Amazonian Unonopsis species

Silva¹,

Koolen²,

Lima³

et al. 2012

Rev. bras. farmacogn.

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Abstract:In vitro evaluation of alkaloidal fractions of twigs, barks and leaves from two Unonopsis species, Unonopsis guatterioides R.E. Fr. and Unonopsis duckei R.E. Fr., Annonaceae, against promastigote forms of Leishmania amazonensis revealed these species as sources of substances with promising leishmanicidal potential. All alkaloidal fractions from twigs, barks and leaves of U. guatterioides were classified as highly active, with IC50 1.07, 1.90, and 2.79 mg/mL, respectively. Only the alkaloidal fraction from the twigs of U. duckei was classified as inactive.

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“…Hexane eluates of several plant species from the Amazon region have shown anti-parasitic activities against Leishmania promastigotes; these include Annona foetida (20) , Garcinia brasiliensis (21) , and Lacistema pubescens (22) against L. amazonensis, Gustavia elliptica against L. braziliensis (23) , and Guarea kunthiana and Casearia sylvestris against L. donovani (24) .…”

Section: Discussionmentioning

confidence: 99%

Screening of the in vitro antileishmanial activities of compounds and secondary metabolites isolated from Maytenus guianensis Klotzsch ex Reissek (Celastraceae) chichuá Amazon

Meneguetti

Lima

Hurtado

et al. 2016

Rev. Soc. Bras. Med. Trop.

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Introduction:Maytenus guianensis is a member of the Celastraceae family that is used in traditional medicine, particularly for its anti-parasitic and anti-cancer effects. To explore the ethnopharmacological potential of this plant, the present study was designed to screen the in vitro antileishmanial activities of extracts and compounds isolated from M. guianensis. Methods: Maytenus guianensis stems and leaves were extracted in acetone, followed by the preparation of eluates and isolation of secondary metabolites using chromatography on a glass column with silica gel as the fixed phase. The chemical components were identified using spectroscopic methods, including one-and two-dimensional nuclear magnetic resonance of hydrogen-1 and carbon-13, mass spectroscopy, and infrared spectroscopy. The anti-Leishmania amazonensis activities of these eluates and compounds were evaluated by direct promastigote counting and viability assays. Results: It was found that the hexane bark eluate produced the strongest anti-L. amazonensis effect, with 90-100% inhibition of the promastigote form. The isolated metabolite that produced the best result was tingenone B, followed by a compound formed by the union of tingenone and tingenone B (80-90% inhibition). Conclusions: Maytenus guianensis shows anti-parasite activity that warrants further investigation to determine the mechanisms underlying this antileishmanial effect and to evaluate the pharmacological potential of these eluates and isolated secondary metabolites, while minimizing any adverse effects.

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A Pyrimidine-β-carboline and Other Alkaloids from Annona foetida with Antileishmanial Activity

Cited by 166 publications

References 10 publications

Chemical constituents of the volatile oil from leaves of Annona coriacea and in vitro antiprotozoal activity

Chemical constituents of the volatile oil from leaves of Annona coriacea and in vitro antiprotozoal activity

Leishmanicidal activity of fractions rich in aporphine alkaloids from Amazonian Unonopsis species

Screening of the in vitro antileishmanial activities of compounds and secondary metabolites isolated from Maytenus guianensis Klotzsch ex Reissek (Celastraceae) chichuá Amazon

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