Annonaceae Essential Oils: A Review

Fournier, G.; Lebœuf, Michel; Cavé, André

doi:10.1080/10412905.1999.9701092

Cited by 56 publications

(54 citation statements)

References 53 publications

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“…This result was in good agreement with that found in other Annona species as: A. densicoma (0.1% m/m) , A. muricata (0.0002%, 0.01% m/m) (Kossouoh et al, 2007;Fournier et al, 1999), A. squamosa (0.12% m/m) (Garg & Gupta, 2005) and A. foetida (0.01% m/m) (Costa et al, 2009).…”

Section: Resultssupporting

confidence: 91%

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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: Resultssupporting

confidence: 91%

“…The volatile oil composition from A. coriacea showed to be in accordance with the classes of volatile constituents found in the Annona genus and in the Annonaceae family (Leboeuf et al, 1982;Lima et al, 2004;Nebié et al 2005;Andrade et al, 2007;Fournier et al, 1999;Boyom et al, 1996).…”

Section: Resultssupporting

confidence: 69%

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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“…13 Essential oils, for instance, are responsible for the fragrance of several species and their chemical composition generally includes well-known monoterpenes, sesquiterpenes, or aromatic compounds. 14 A noteworthy feature is the fact that the isolation of aromatic compounds such as propenylbenzenes (or vinylbenzenes) has been described predominantly in the underground parts. 14,15 Phenylpropanoid-derived compounds are widespread among vascular plants and play an important role in chemical defense.…”

Section: Resultsmentioning

confidence: 99%

“…14 A noteworthy feature is the fact that the isolation of aromatic compounds such as propenylbenzenes (or vinylbenzenes) has been described predominantly in the underground parts. 14,15 Phenylpropanoid-derived compounds are widespread among vascular plants and play an important role in chemical defense. 16 With regard to polycarpol (13), it has been described as a chemical marker of the family Annonaceae, however it has recently been found in another plant family.…”

Section: Resultsmentioning

confidence: 99%

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Chemical constituents of the underground stem bark of Duguetia furfuracea (Annonaceae)

Silva¹,

Tulli²,

Garcez³

et al. 2007

J. Braz. Chem. Soc.

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No presente trabalho foi realizado um estudo fitoquímico com os diferentes extratos obtidos a partir de órgãos subterrâneos de Duguetia furfuracea (Annonaceae), o qual incluiu o teste de toxicidade para Artemia salina. O extrato alcaloídico, obtido das cascas do caule subterrâneo, conduziu ao isolamento de (-)-duguetina β-N-óxido, de (-)-duguetina, dicentrinona, (-)-Nmetiltetraidropalmatina e (+)-N-metilglaucina. Do extrato etanólico do cerne do caule subterrâneo obteve-se alantoína por precipitação. O óleo volátil e o extrato apolar também foram extraídos das cascas do caule subterrâneo. As substâncias 2,4,5-trimetoxiestireno, α-gurjuneno, aromadendreno, biciclogermacreno, (E)-metil-isoeugenol e α-asarona foram isoladas a partir do óleo volátil, e as substâncias policarpol, óxido de β-cariofileno, 2,4,5-trimetóxi-estireno, α-asarona e asaraldeído foram obtidas do extrato em éter de petróleo. Este estudo descreve pela primeira vez o alcalóide β-N-óxido de (-)-duguetina, e a ocorrência das substâncias (-)-Nmetiltetraidropalmatina e (+)-N-metilglaucina na família Annonaceae. Todos os extratos se mostraram tóxicos nos testes com Artemia salina.In the present investigation the underground parts of Duguetia furfuracea (Annonaceae) were used to conduct a phytochemical study that included the brine shrimp (Artemia salina) lethality bioassay. The substances (-)-duguetine β-N-oxide, (-)-duguetine, dicentrinone, (-)-Nmethyltetrahydropalmatine, and (+)-N-methylglaucine were isolated from the alkaloid extract of the bark of the underground stem, and the ureide allantoin was also isolated by precipitation from the ethanol extract of the wood of the underground stem. A fresh volatile oil and a nonpolar extract were also obtained from the underground stem bark. The substances 2,4,5-trimethoxystyrene, α-gurjunene, aromadendrene, bicyclogermacrene, (E)-methylisoeugenol, and α-asarone were isolated from the fresh volatile oil and polycarpol, β-caryophyllene oxide, 2,4,5-trimethoxystyrene, α-asarone, and asaraldehyde were obtained from the petroleum ether extract. The present study describes for the first time the alkaloid (-)-duguetine β-N-oxide and the occurrence of (-)-N-methyltetrahydropalmatine and (+)-N-methylglaucine in the family Annonaceae. All extracts were active in the brine shrimp lethality bioassay.Keywords: alkaloids, Annonaceae, aporphines, duguetine β-N-oxide, Duguetia furfuracea, sesquiterpenoids IntroductionNearly 80 species are known in the genus Duguetia, which is one of the 128 genera included in the family Annonaceae. 1 This paper reports the results of our continued phytochemical investigations of the family Annonaceae. We analyzed various extracts obtained from the underground stem bark of Duguetia furfuracea (A. St.-Hil.) Benth. & Hook f., which is a shrub distributed throughout the Brazilian state of Mato Grosso do Sul. Two species of the genus Duguetia have been found and worked up to date, and little data on their use in folk medicine can be found in the literature.D. furfuracea is known as "araticum-s...

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Chemophenetics as a Tool for Distinguishing Morphotypes of Annona emarginata (Schltdl.) H. Rainer

Mimi

De-la-Cruz-Chacón

Sousa

et al. 2021

Chemistry & Biodiversity

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Annona emarginata (Annonaceae) has two morphological variations (A. emarginata ‘mirim’ and A. emarginata ‘terra‐fria’). The species has agricultural value and produces specialized metabolites of pharmacological interest. The objective of this work was to analyze whether chemical and morphological differences contribute to differentiate A. emarginata ‘terra‐fria’ from A. emarginata ‘mirim’, as chemophenetic variations of A. emarginata. The analysis of chemical compounds was based on the quantification, profile of root alkaloids and on the leaves volatile profile, together with morphometric analyses of the leaf blade. The samples were collected in three phenological stages (flowering, fruiting, and vegetative) at two places in São Paulo, Brazil. Differences in the composition of the alkaloid profile and leaf volatiles (in both places and in the three phenological stages) allowed us to separate the two morphotypes by multivariate statistical analysis. These differences agreed with the leaf blade morphology and flower color. This first chemophenetic report of A. emarginata demonstrates that, in addition to morphological variations, the specialized metabolism of roots and leaves can be phytochemical characters, which suggest the existence of at least morphochemotypes of A. emarginata.

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Annonaceae Essential Oils: A Review

Cited by 56 publications

References 53 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

Chemical constituents of the underground stem bark of Duguetia furfuracea (Annonaceae)

Chemophenetics as a Tool for Distinguishing Morphotypes of Annona emarginata (Schltdl.) H. Rainer

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