Composition and anti-plasmodial activities of essential oils from some Cameroonian medicinal plants

Boyom, Fabrice Fekam; Ngouana, Vincent; Zollo, Paul Henri Amvam; Menut, Chantal; Bessière, J.; Gut, Jiří; Rosenthal, Philip J.

doi:10.1016/j.phytochem.2003.08.004

Cited by 127 publications

(79 citation statements)

References 22 publications

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“…1 This family is known for the edible fruits 2 and medicinal properties of many species. 3 Previous chemical and pharmacological investigations on some species of this family have indicated the presence of important bioactive compounds, exhibiting various pharmacological activities including antimicrobial, 4,5 insecticidal 4,5 and antiparasitic properties, in particular against Leishmania sp., [6][7][8][9][10] Plasmodium falciparum 11,12 and Trypanosoma cruzi. 7,8,10 These activities are attributed to aporphine 4,8 and β-carboline 6 alkaloids, lactones, 9 acetogenins 10 and essential oils.…”

Section: Introductionmentioning

confidence: 99%

“…7,8,10 These activities are attributed to aporphine 4,8 and β-carboline 6 alkaloids, lactones, 9 acetogenins 10 and essential oils. 12 Among several species of Annonaceae with antiparasitic activity is Annona foetida Martius. This species, commonly known as "araticum caatinga", "envira-ata" or "graviola do mato," is a tropical tree found in the Brazilian and Peruvian Amazon region.…”

Section: Introductionmentioning

confidence: 99%

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Antimicrobial and antileishmanial activity of essential oil from the leaves of Annona foetida (Annonaceae)

Costa¹,

Pinheiro²,

Silva³

et al. 2009

Quím. Nova

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Recebido em 2/1/08; aceito em 6/8/08; publicado na web em 15/12/08The essential oil from leaves of Annona foetida obtained by hydrodistillation was analyzed by GC/FID and GC/MS. The results showed that the major constituents were bicyclogermacrene (35.12%), (E)-caryophyllene (14.19%) and α-copaene (8.19%). The antimicrobial and antileishmanial activities were investigated. The oil showed potent antimicrobial activity against Candida albicans and Rhodococcus equi. The oil also showed significant antileishmanial activity, giving the best results against Leishmania guyanensis. A preliminary cytotoxicity assay for this oil was carried out on hamster and mice (Balb/c) peritoneal macrophages. The results obtained were similar to pentamidine and considered not to be cytotoxic to macrophages.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Antimicrobial and antileishmanial activity of essential oil from the leaves of Annona foetida (Annonaceae)

Costa¹,

Pinheiro²,

Silva³

et al. 2009

Quím. Nova

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“…These compounds have shown important biological activities, including antiparasitic, in particular against Leishmania sp., Plasmodium falciparum, and Trypanosoma cruzi. [4][5][6][7][8][9][10][11][12] Annona amazonica R.E. Fries is a tropical tree that grows up to 20-25 m tall and 35-60 cm in diameter, and is found from Panama to South America.…”

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confidence: 99%

Acanthoic acid and other constituents from the stem of Annona amazonica (Annonaceae)

Pinheiro

Xavier

Souza

et al. 2009

J. Braz. Chem. Soc.

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O presente trabalho descreve o isolamento, a partir do caule de Annona amazonica, do ácido acantóico, um diterpeno do tipo pimaradieno que possui várias e importantes atividades biológicas descritas na literatura. Neste estudo foi verificado que este composto apresenta significante atividade tripanocida contra as formas epimastigotas de Trypanosoma cruzi. Também foi constatado que este diterpeno é o constituinte majoritário da planta, encontrado em cerca de 65% do extrato hexânico, demonstrando que A. amazonica é uma nova fonte natural renovável desta substância. Além do ácido acantóico, a investigação química resultou no isolamento dos alcalóides liriodenina e cassiticina, entre outros compostos, tais como terpenos, esteróides e ácidos graxos. Adicionalmente, é descrita a completa e inequívoca atribuição dos deslocamentos químicos de RMN de 1 H e 13 C da cassiticina.The present work reports the isolation of acanthoic acid, a promising pimaradiene-type diterpene with several important biological activities described in the literature, from the stems of Annona amazonica. We found that acanthoic acid has significant trypanocidal activity against the epimastigote forms of Trypanosoma cruzi. This diterpene is the major constituent of the plant, comprising at least 65% of the hexane extract, demonstrating that A. amazonica is a new renewable natural source for this compound. The chemical investigation also resulted in the isolation of the alkaloids liriodenine and cassythicine, and other compounds including terpenes, sterols, and fatty acids. Additionally, the complete and unequivocal 1 H and 13 C NMR chemical shift assignments for cassythicine are provided. Keywords: Annona amazonica, Annonaceae, acanthoic acid, cassythicine, trypanocidal activity IntroductionThe family Annonaceae, comprised of tropical and subtropical species with about 135 genera and more than 2500 species and widely distributed in South and Central America, Africa, Asia, and Australia, 1 is known for its edible fruits and the medicinal properties of several species. 2 In Brazil, there are 26 genera with about 260 species, including the genus Annona, which contains approximately 120 species. 3 Chemical investigations of species of Annonaceae have revealed their high chemical diversity in terms of secondary metabolites, such as alkaloids, acetogenins, terpenoids and lactones. These compounds have shown important biological activities, including antiparasitic, in particular against Leishmania sp., Plasmodium falciparum, and Trypanosoma cruzi. [4][5][6][7][8][9][10][11][12] Annona amazonica R.E. Fries is a tropical tree that grows up to 20-25 m tall and 35-60 cm in diameter, and is found from Panama to South America. In Brazil this species commonly occurs in the Amazon, mainly in the states of Amazonas and Pará. 13 To the best of our knowledge, only one previous phytochemical study has described the isolation and identification of cyanogenic constituents from this species. 14 Here we describe the isolation and structural identification of the chemica...

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“…Supplementary data including physical data for compounds 1-10 and 1 H, 13 C NMR, HSQC and HMBC for compounds 11 and 12 are available free of charge at http://jbcs.sbq.org.br as a PDF file.…”

Section: Supplementary Informationmentioning

confidence: 99%

“…1 Plants of this family are known for their edible fruits and medicinal properties of many species. 2 Previous chemical and pharmacological investigations on some species of this family, including Guatteria, have indicated the presence of important bioactive compounds, exhibiting many pharmacological activities, such as, cytotoxicity against human tumor cell lines, [3][4][5] antimicrobial, 5,[6][7][8][9] and antiparasitic properties, particularly against Leishmania sp., 3,7,[10][11][12] Plasmodium falciparum 5,12,13 and Trypanosoma sp. 3,12,14 Despite the importance of annonaceous members in folk medicine, the number of species that have been chemically investigated is still very small.…”

Section: Introductionmentioning

confidence: 99%

Chemical constituents isolated from the bark of Guatteria blepharophylla (Annonaceae) and their antiproliferative and antimicrobial activities

Costa¹,

Marques²,

Pinheiro³

et al. 2011

J. Braz. Chem. Soc.

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O estudo fitoquímico das cascas de Guatteria blepharophylla (Mart.) Mart. forneceu 12 compostos, sendo dois sesquiterpenos, óxido de cariofileno (1) e espatulenol (3), uma xantona, liquexantona (2), uma mistura de esteróides, b-sitosterol (4) e estigmasterol (5), e sete alcalóides isoquinolínicos, O-metilmoschatolina (6), lysicamina (7), nornuciferina (8), liriodenina (9), isocoreximina (10), subsessilina (11) e isomoschatolina (12). Suas estruturas foram determinadas através de métodos espectroscópicos. Os compostos 1-6, 11 e 12 são reportados pela primeira vez nesta espécie. Os dados de RMN 13 C (ressonância magnética nuclear) para os compostos 11 e 12 são descritos pela primeira vez na literatura. As atividades antiproliferativa em linhagens de células tumorais humanas e antimicrobiana foram investigadas para os compostos majoritários. O composto 9 mostrou significativa atividade contra linhagens de células de mama (MCF-7, Michigan Cancer Foundation-7), superior ao controle positivo doxorrubicina. O composto 12 apresentou atividade antifúngica similar ao controle positivo nistatina contra Candida albicans.Phytochemical study of the bark of Guatteria blepharophylla (Mart.) Mart. afforded twelve compounds, namely two sesquiterpenes, caryophyllene oxide (1) and spathulenol (3), one xanthone, lichexanthone (2), a mixture of steroids, b-sitosterol (4), and stigmasterol (5), and seven isoquinoline alkaloids, O-methylmoschatoline (6), lysicamine (7), nornuciferine (8), liriodenine (9), isocoreximine (10), subsessiline (11), and isomoschatoline (12). Their structures were established on the basis of spectroscopic methods. Compounds 1-6, 11 and 12 were reported for the first time in this species. The 13 C NMR (nuclear magnetic resonance) data for the compounds 11 and 12 are described for the first time in the literature. The antiproliferative activity against human tumour cell lines and antimicrobial activities were investigated for the major compounds. Compound 9 showed significant activity against cell lines of breast (MCF-7, Michigan Cancer Foundation-7), superior to the positive control doxorubicin. Compound 12 presented antifungal activity similar to the positive control nystatin against Candida albicans. Braz. Chem. Soc. 1112 and pharmacological investigations on some species of this family, including Guatteria, have indicated the presence of important bioactive compounds, exhibiting many pharmacological activities, such as, cytotoxicity against human tumor cell lines, 3-5 antimicrobial, 5,6-9 and antiparasitic properties, particularly against Leishmania sp., 3,7,[10][11][12] Plasmodium falciparum 5,12,13 and Trypanosoma sp. 3,12,14 Despite the importance of annonaceous members in folk medicine, the number of species that have been chemically investigated is still very small. One of them is Guatteria blepharophylla Mart in Mart, a small tropical tree that occurs in the Amazonian region (Brazil, Peru, Guyana, Ecuador and Venezuela). 1 In Brazil this species is common in Amazonas and Pará states, where it is...

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Composition and anti-plasmodial activities of essential oils from some Cameroonian medicinal plants

Cited by 127 publications

References 22 publications

Antimicrobial and antileishmanial activity of essential oil from the leaves of Annona foetida (Annonaceae)

Antimicrobial and antileishmanial activity of essential oil from the leaves of Annona foetida (Annonaceae)

Acanthoic acid and other constituents from the stem of Annona amazonica (Annonaceae)

Chemical constituents isolated from the bark of Guatteria blepharophylla (Annonaceae) and their antiproliferative and antimicrobial activities

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