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Characterization of seasonal and chemotypical variability in the essential oil from leaves of Annona neosalicifolia H. Rainer (Annonaceae)

Yıl 2021, Cilt: 8 Sayı: 3, 81 - 91, 30.09.2021
https://doi.org/10.37929/nveo.946559

Öz

The essential oil (EO) from leaves of Annona neosalicifolia H. Rainer (Annonaceae) obtained from two chemotypes in the southern Brazilian Atlantic Rainforest was analysed both by GC-FID and GC-MS. Forty compounds were identified, accounting for 95.9 to 99.5% of the total oil in each sample. The VOs were characterized by the predominance of sesquiterpenes in all samples, being main compounds bicyclogermacrene (13.9-41.8%) and beta-caryophyllene (9.3-26.3%); germacrene D was also found in high amounts, but its concentration was more variable. Monoterpene compounds were absent in the summer and fall samples, with higher concentrations in winter samples (6.1-7.4% for α-pinene and 6.4-11.2% for β-pinene). EO from chemotype II was characterized by a high concentration of the sesquiterpene alcohol (E)-nerolidol (36.3%), which was absent or in trace amounts in chemotype I. The characterization of these seasonal and individual variations in the chemical composition of the essential oil from A. neosalicifolia may have agronomical implications and may be important in the understanding and delimitation of the metabolic plasticity of the highly variable taxon A. emarginata as well.

Destekleyen Kurum

Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul – FAPERGS ; Conselho Nacional de Desenvolvimento Científico e Tecnológico – CNPq

Teşekkür

Special thanks to Dr. Renata Pereira Limberger (PPGCF - Universidade Federal do Rio Grande do Sul) for carefully revising the manuscript and for her invaluable contributions and to Dr. Gilbert Fournier (Faculté de Pharmacie – Université Paris-Sud) for kindly providing bibliographic information.

Kaynakça

  • Adams, R. P. (2007). Identification of essential oil components by gas chromatography/mass spectrometry. Allured publishing corporation Carol Stream, IL.
  • Barroso, G. M., Guimarães, E. F., Ichaso, C. L. F., Costa, C. G., Peixoto, A. L., & Lima, H. C. (1978). Sistemática de angiospermas do Brasil (Vol. 1, Issue 2). Universidade de São Paulo São Paulo.
  • Boyom, F. F., Ngouana, V., Zollo, P. H. A., Menut, C., Bessiere, J. M., Gut, J., & Rosenthal, P. J. (2003). Composition and anti-plasmodial activities of essential oils from some Cameroonian medicinal plants. Phytochemistry, 64(7), 1269–1275.
  • Brack, P., Köhler, M., Corrêa, C. A., Ardissone, R. E., Sobral, M. E. G., & Kinupp, V. F. (2020). Frutas nativas do Rio Grande do Sul, Brasil: riqueza e potencial alimentício. Rodriguésia, 71.
  • Braga Sobrinho, R. (2014). Integrated production of Annonaceae in Brasil. Revista Brasileira de Fruticultura, 36(SPE1), 102–107.
  • Brophy, J., Goldsack, R., & Forster, P. (2004). Essential oils from the leaves of some Queensland Annonaceae. Journal of Essential Oil Research, 16(2), 95–100.
  • Bülow, N., & König, W. A. (2000). The role of germacrene D as a precursor in sesquiterpene biosynthesis: Investigations of acid catalyzed, photochemically and thermally induced rearrangements. Phytochemistry, 55(2), 141–168. https://doi.org/10.1016/S0031-9422(00)00266-1
  • Campos, F. G., Baron, D., Marques, M. O. M., Ferreira, G., & Boaro, C. S. F. (2014). Characterization of the chemical composition of the essential oils from Annona emarginata (Schltdl.) H. Rainer “terra-fria” and Annona squamosa L. Revista Brasileira de Fruticultura, 36(spe1), 202–208.
  • Campos, F. G., Vieira, M. A. R., Santos, A. A. Dos, Jorge, L. G., Marques, M. O. M., & Boaro, C. S. F. (2019). Chemical Diversity of Volatiles From Parents, Rootstock and Atemoya Hybrid. J Agric Sci, 11(271), 10–5539.
  • Campos, F. G., Vieira, M. M. A. R., Baron, D., Marques, M. O. M., Ferreira, G., & Boaro, C. S. F. (2019). Profile of Essential Oils From the Leaves of Annona Grafted. J Agric Sci, 11, 210–216.
  • Chan, W.-K., Tan, L. T.-H., Chan, K.-G., Lee, L.-H., & Goh, B.-H. (2016). Nerolidol: a sesquiterpene alcohol with multi-faceted pharmacological and biological activities. Molecules, 21(5), 529.
  • Costa, V. C. O., Tavares, J. F., Agra, M. F., Falcão-Silva, V. S., Facanali, R., Vieira, M. A. R., Marques, M. O. M., Siqueira-Júnior, J. P., & Silva, M. S. da. (2008). Composição química e modulação da resistência bacteriana a drogas do óleo essencial das folhas de Rollinia leptopetala RE Fries. Revista Brasileira de Farmacognosia, 18(2), 245–248.
  • de Andrade, N. C., Barbosa-Filho, J. M., Da-Silva, M. S., da-Cunha, E. V. L., & Maia, J. G. S. (2004). Diterpenes and volatile constituents from the leaves of Xylopia cayennensis Maas. Biochemical Systematics and Ecology, 32(11), 1055–1058.
  • de Sousa Galvão, M., de Santana, K. L., Nogueira, J. P., Neta, M. T. S. L., & Narain, N. (2020). Method Optimization Study on Isolation of Volatile Compounds by Headspace Solid-Phase Microextraction (HS-SPME) from Custard Apple (Annona squamosa L.) Pulp. Journal of Analytical Sciences, Methods and Instrumentation, 10(03), 59.
  • Degenhardt, J., & Gershenzon, J. (2000). Demonstration and characterization of (E)-nerolidol synthase from maize: a herbivore-inducible terpene synthase participating in (3 E)-4, 8-dimethyl-1, 3, 7-nonatriene biosynthesis. Planta, 210(5), 815–822.
  • Doskotch, R. W., Cheng, H.-Y., Odell, T. M., & Girard, L. (1980). Nerolidol: An antifeeding sesquiterpene alcohol for gypsy moth larvae from Melaleuca leucadendron. Journal of Chemical Ecology, 6(4), 845–851.
  • Fechine, I. M., Navarro, V. R., da-Cunha, E. V. L., Silva, M. S., Maia, J. G. S., & Barbosa-Filho, J. M. (2002). Alkaloids and volatile constituents from Duguetia flagellaris. Biochemical Systematics and Ecology, 30(3), 267–269.
  • Founder, G., Hadjiakhoondi, A., Roblot, F., Leboeuf, M., Cavé, A., & Charles, B. (1997). Essential Oils of Annonaceae. Part VI. Volatile Constituents of the Essential Oils from Five Artabotrys Species. Journal of Essential Oil Research, 9(2), 145–149.
  • Fournier, G., Hadjiakhoondi, A., Leboeuf, M., Cavé, A., & Charles, B. (1997a). Essential oils of Annonaceae. Part VII. Essential oils of Monanthotaxis diclina (Sprague) Verdcourt and Unonopsis guatterioides RE Fries. Flavour and Fragrance Journal, 12(2), 95–98.
  • Fournier, G., Hadjiakhoondi, A., Leboeuf, M., Cavé, A., & Charles, B. (1997b). Essential oils of Annonaceae. Part VIII. Volatile constituents of the essential oils from three Guatteria species. Journal of Essential Oil Research, 9(3), 275–278.
  • Fournier, G., Hadjiakhoondi, A., Roblot, F., Leboeuf, M., & Cave, A. (1997). Essential oils of Annonaceae. IV. Volatile constituents of the essential oils from five Artabotrys species. The Journal of Essential Oil Research, 9(2), 145–149.
  • Fournier, G., Leboeuf, M., & Cavé, A. (1999). Annonaceae essential oils: a review. Journal of Essential Oil Research, 11(2), 131–142.
  • Galindo-Leal, C., & Gusmão Câmara, I. (2003). Atlantic forest hotspot status. In The Atlantic forest of South America: biodiversity status, threats, and outlook. [State of the Hotspots.] (Vol. 1).
  • Jirovetz, L., Buchbauer, G., & Ngassoum, M. B. (1998). Essential oil compounds of the Annona muricata fresh fruit pulp from Cameroon. Journal of Agricultural and Food Chemistry, 46(9), 3719–3720.
  • Jumana, S., Hasan, C. M., & Rashid, M. A. (2000). Alakaloids from the stem bark of Miliusa velutina. Biochemical Systematics and Ecology, 28(5), 483–485.
  • Kappers, I. F., Aharoni, A., Van Herpen, T. W. J. M., Luckerhoff, L. L. P., Dicke, M., & Bouwmeester, H. J. (2005). Genetic engineering of terpenoid metabolism attracts bodyguards to Arabidopsis. Science, 309(5743), 2070–2072.
  • Kavati, R., & Watanabe, H. S. (2010). Anonáceas. História Da Fruticultura Paulista.
  • Leboeuf, M., Cavé, A., Bhaumik, P. K., Mukherjee, B., & Mukherjee, R. (1980). The phytochemistry of the Annonaceae. Phytochemistry, 21(12), 2783–2813.
  • Lima, M. A., Barbosa-Filho, J. M., Merlic, C. A., Doroh, B. C., Maia, J. G. S., Silva, M. S., & da-Cunha, E. V. L. (2004). Alkaloids and volatile constituents from Guatteria poeppigiana. Biochemical Systematics and Ecology, 32(3), 347–349.
  • Maas, P. J. M., de Kamer, H. M., Junikka, L., de Mello-Silva, R., & Rainer, H. (2001). Annonnaceae from central-eastern Brazil. Rodriguésia, 52(80), 65–98.
  • Maas, P. J. M., Lubbert, Y., Westra, T., Brown Jr, K. S., Maas, P. J. M., ter Welle, B. J. H., Webber, A. C., Le Thomas, A., Waha, M., & van der Heijden, E. (1992). Rollinia. Flora Neotropica, 1–188.
  • Maia, J. G. S., Andrade, E. H. A., da Silva, A. C. M., Oliveira, J., Carreira, L. M. M., & Araújo, J. S. (2005). Leaf volatile oils from four Brazilian Xylopia species. Flavour and Fragrance Journal, 20(5), 474–477.
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  • Moreira, I. C., Lago, J. H. G., & Roque, N. F. (2003). Alkaloid, flavonoids and terpenoids from leaves and fruits of Xylopia emarginata (Annonaceae). Biochemical Systematics and Ecology, 5(31), 535–537.
  • Nascimento, F. das C. do, Boaventura, M. A. D., Assunção, A. C. S., & Pimenta, L. P. S. (2003). Acetogeninas de anonáceas isoladas de folhas de Rollinia laurifolia. Química Nova, 26(3), 319–322.
  • Neta, M. T. S. L., de Jesus, M. S., da Silva, J. L. A., Araujo, H. C. S., Sandes, R. D. D., Shanmugam, S., & Narain, N. (2019). Effect of spray drying on bioactive and volatile compounds in soursop (Annona muricata) fruit pulp. Food Research International, 124, 70–77.
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Yıl 2021, Cilt: 8 Sayı: 3, 81 - 91, 30.09.2021
https://doi.org/10.37929/nveo.946559

Öz

Kaynakça

  • Adams, R. P. (2007). Identification of essential oil components by gas chromatography/mass spectrometry. Allured publishing corporation Carol Stream, IL.
  • Barroso, G. M., Guimarães, E. F., Ichaso, C. L. F., Costa, C. G., Peixoto, A. L., & Lima, H. C. (1978). Sistemática de angiospermas do Brasil (Vol. 1, Issue 2). Universidade de São Paulo São Paulo.
  • Boyom, F. F., Ngouana, V., Zollo, P. H. A., Menut, C., Bessiere, J. M., Gut, J., & Rosenthal, P. J. (2003). Composition and anti-plasmodial activities of essential oils from some Cameroonian medicinal plants. Phytochemistry, 64(7), 1269–1275.
  • Brack, P., Köhler, M., Corrêa, C. A., Ardissone, R. E., Sobral, M. E. G., & Kinupp, V. F. (2020). Frutas nativas do Rio Grande do Sul, Brasil: riqueza e potencial alimentício. Rodriguésia, 71.
  • Braga Sobrinho, R. (2014). Integrated production of Annonaceae in Brasil. Revista Brasileira de Fruticultura, 36(SPE1), 102–107.
  • Brophy, J., Goldsack, R., & Forster, P. (2004). Essential oils from the leaves of some Queensland Annonaceae. Journal of Essential Oil Research, 16(2), 95–100.
  • Bülow, N., & König, W. A. (2000). The role of germacrene D as a precursor in sesquiterpene biosynthesis: Investigations of acid catalyzed, photochemically and thermally induced rearrangements. Phytochemistry, 55(2), 141–168. https://doi.org/10.1016/S0031-9422(00)00266-1
  • Campos, F. G., Baron, D., Marques, M. O. M., Ferreira, G., & Boaro, C. S. F. (2014). Characterization of the chemical composition of the essential oils from Annona emarginata (Schltdl.) H. Rainer “terra-fria” and Annona squamosa L. Revista Brasileira de Fruticultura, 36(spe1), 202–208.
  • Campos, F. G., Vieira, M. A. R., Santos, A. A. Dos, Jorge, L. G., Marques, M. O. M., & Boaro, C. S. F. (2019). Chemical Diversity of Volatiles From Parents, Rootstock and Atemoya Hybrid. J Agric Sci, 11(271), 10–5539.
  • Campos, F. G., Vieira, M. M. A. R., Baron, D., Marques, M. O. M., Ferreira, G., & Boaro, C. S. F. (2019). Profile of Essential Oils From the Leaves of Annona Grafted. J Agric Sci, 11, 210–216.
  • Chan, W.-K., Tan, L. T.-H., Chan, K.-G., Lee, L.-H., & Goh, B.-H. (2016). Nerolidol: a sesquiterpene alcohol with multi-faceted pharmacological and biological activities. Molecules, 21(5), 529.
  • Costa, V. C. O., Tavares, J. F., Agra, M. F., Falcão-Silva, V. S., Facanali, R., Vieira, M. A. R., Marques, M. O. M., Siqueira-Júnior, J. P., & Silva, M. S. da. (2008). Composição química e modulação da resistência bacteriana a drogas do óleo essencial das folhas de Rollinia leptopetala RE Fries. Revista Brasileira de Farmacognosia, 18(2), 245–248.
  • de Andrade, N. C., Barbosa-Filho, J. M., Da-Silva, M. S., da-Cunha, E. V. L., & Maia, J. G. S. (2004). Diterpenes and volatile constituents from the leaves of Xylopia cayennensis Maas. Biochemical Systematics and Ecology, 32(11), 1055–1058.
  • de Sousa Galvão, M., de Santana, K. L., Nogueira, J. P., Neta, M. T. S. L., & Narain, N. (2020). Method Optimization Study on Isolation of Volatile Compounds by Headspace Solid-Phase Microextraction (HS-SPME) from Custard Apple (Annona squamosa L.) Pulp. Journal of Analytical Sciences, Methods and Instrumentation, 10(03), 59.
  • Degenhardt, J., & Gershenzon, J. (2000). Demonstration and characterization of (E)-nerolidol synthase from maize: a herbivore-inducible terpene synthase participating in (3 E)-4, 8-dimethyl-1, 3, 7-nonatriene biosynthesis. Planta, 210(5), 815–822.
  • Doskotch, R. W., Cheng, H.-Y., Odell, T. M., & Girard, L. (1980). Nerolidol: An antifeeding sesquiterpene alcohol for gypsy moth larvae from Melaleuca leucadendron. Journal of Chemical Ecology, 6(4), 845–851.
  • Fechine, I. M., Navarro, V. R., da-Cunha, E. V. L., Silva, M. S., Maia, J. G. S., & Barbosa-Filho, J. M. (2002). Alkaloids and volatile constituents from Duguetia flagellaris. Biochemical Systematics and Ecology, 30(3), 267–269.
  • Founder, G., Hadjiakhoondi, A., Roblot, F., Leboeuf, M., Cavé, A., & Charles, B. (1997). Essential Oils of Annonaceae. Part VI. Volatile Constituents of the Essential Oils from Five Artabotrys Species. Journal of Essential Oil Research, 9(2), 145–149.
  • Fournier, G., Hadjiakhoondi, A., Leboeuf, M., Cavé, A., & Charles, B. (1997a). Essential oils of Annonaceae. Part VII. Essential oils of Monanthotaxis diclina (Sprague) Verdcourt and Unonopsis guatterioides RE Fries. Flavour and Fragrance Journal, 12(2), 95–98.
  • Fournier, G., Hadjiakhoondi, A., Leboeuf, M., Cavé, A., & Charles, B. (1997b). Essential oils of Annonaceae. Part VIII. Volatile constituents of the essential oils from three Guatteria species. Journal of Essential Oil Research, 9(3), 275–278.
  • Fournier, G., Hadjiakhoondi, A., Roblot, F., Leboeuf, M., & Cave, A. (1997). Essential oils of Annonaceae. IV. Volatile constituents of the essential oils from five Artabotrys species. The Journal of Essential Oil Research, 9(2), 145–149.
  • Fournier, G., Leboeuf, M., & Cavé, A. (1999). Annonaceae essential oils: a review. Journal of Essential Oil Research, 11(2), 131–142.
  • Galindo-Leal, C., & Gusmão Câmara, I. (2003). Atlantic forest hotspot status. In The Atlantic forest of South America: biodiversity status, threats, and outlook. [State of the Hotspots.] (Vol. 1).
  • Jirovetz, L., Buchbauer, G., & Ngassoum, M. B. (1998). Essential oil compounds of the Annona muricata fresh fruit pulp from Cameroon. Journal of Agricultural and Food Chemistry, 46(9), 3719–3720.
  • Jumana, S., Hasan, C. M., & Rashid, M. A. (2000). Alakaloids from the stem bark of Miliusa velutina. Biochemical Systematics and Ecology, 28(5), 483–485.
  • Kappers, I. F., Aharoni, A., Van Herpen, T. W. J. M., Luckerhoff, L. L. P., Dicke, M., & Bouwmeester, H. J. (2005). Genetic engineering of terpenoid metabolism attracts bodyguards to Arabidopsis. Science, 309(5743), 2070–2072.
  • Kavati, R., & Watanabe, H. S. (2010). Anonáceas. História Da Fruticultura Paulista.
  • Leboeuf, M., Cavé, A., Bhaumik, P. K., Mukherjee, B., & Mukherjee, R. (1980). The phytochemistry of the Annonaceae. Phytochemistry, 21(12), 2783–2813.
  • Lima, M. A., Barbosa-Filho, J. M., Merlic, C. A., Doroh, B. C., Maia, J. G. S., Silva, M. S., & da-Cunha, E. V. L. (2004). Alkaloids and volatile constituents from Guatteria poeppigiana. Biochemical Systematics and Ecology, 32(3), 347–349.
  • Maas, P. J. M., de Kamer, H. M., Junikka, L., de Mello-Silva, R., & Rainer, H. (2001). Annonnaceae from central-eastern Brazil. Rodriguésia, 52(80), 65–98.
  • Maas, P. J. M., Lubbert, Y., Westra, T., Brown Jr, K. S., Maas, P. J. M., ter Welle, B. J. H., Webber, A. C., Le Thomas, A., Waha, M., & van der Heijden, E. (1992). Rollinia. Flora Neotropica, 1–188.
  • Maia, J. G. S., Andrade, E. H. A., da Silva, A. C. M., Oliveira, J., Carreira, L. M. M., & Araújo, J. S. (2005). Leaf volatile oils from four Brazilian Xylopia species. Flavour and Fragrance Journal, 20(5), 474–477.
  • Mendes-Silva, I., Lopes, J. C., Silva, L. V., & Oliveira, M. L. B. (2020). Annona. In Flora do Brasil 2020. Jardim Botânico do Rio de Janeiro.
  • Mimi, C. O. (2019). Araticum de terra-fria e araticum mirim: variedades de Annona emarginata (Schltdl.) H. Rainer? Universidade Estadual Paulista (UNESP).
  • Moreira, I. C., Lago, J. H. G., & Roque, N. F. (2003). Alkaloid, flavonoids and terpenoids from leaves and fruits of Xylopia emarginata (Annonaceae). Biochemical Systematics and Ecology, 5(31), 535–537.
  • Nascimento, F. das C. do, Boaventura, M. A. D., Assunção, A. C. S., & Pimenta, L. P. S. (2003). Acetogeninas de anonáceas isoladas de folhas de Rollinia laurifolia. Química Nova, 26(3), 319–322.
  • Neta, M. T. S. L., de Jesus, M. S., da Silva, J. L. A., Araujo, H. C. S., Sandes, R. D. D., Shanmugam, S., & Narain, N. (2019). Effect of spray drying on bioactive and volatile compounds in soursop (Annona muricata) fruit pulp. Food Research International, 124, 70–77.
  • Oliveira, E. C. T. (2015). Produção de barra de cereal a partir da fruta do cerrado araticum (Annona crassiflora). Universidade Federal de Uberlândia.
  • Oliveira, E. C. T. (2019). LICOR DE ARATICUM (Annona crassiflora Mart.). Boletim Técnico IFTM, 5, 6–13.
  • Palarea-Albaladejo, J., & Martín-Fernández, J. A. (2015). ZCompositions - R package for multivariate imputation of left-censored data under a compositional approach. Chemometrics and Intelligent Laboratory Systems, 143, 85–96. https://doi.org/10.1016/j.chemolab.2015.02.019
  • Pino, J. A. (2000). Volatile Components of Rollinia mucosa (Jacq.) Baill. Journal of Essential Oil Research, 12(1), 97–98.
  • Pontes, A. F., Barbosa, M. R. de V, & Maas, P. J. M. (2004). Flora Paraibana: Annonaceae Juss. Acta Botanica Brasilica, 18(2), 281–293.
  • Rainer, H. (2006). Monographic studies in the genus Annona L.(Annonaceae): Inclusion of the genus Rollinia A. ST.-HIL. Annalen Des Naturhistorischen Museums in Wien. Serie B Für Botanik Und Zoologie, 191–205.
  • Rio Grande do Sul. (2014). DECRETO No 52.109. Declara as espécies da flora nativa ameaçadas de extinção no Estado do Rio Grande do Sul. http://www.legislacao.sefaz.rs.gov.br/Site/Document.aspx?inpKey=262999&inpCodDispositive=&inpDsKeywords=52109
  • Rio Grande do Sul. (2020). Atlas Socioeconômico do Rio Grande do Sul (5. Ed.). Secretaria de Planejamento, Governança e Gestão/Departamento de Planejamento Governamental. https:/atlassocioeconomico.rs.gov.atlassocioeconomico.rs.gov.br/inicial
  • Rohart, F., Gautier, B., Singh, A., & Lê Cao, K.-A. (2017). mixOmics: An R package for ‘omics feature selection and multiple data integration. PLoS Computational Biology, 13(11), e1005752.
  • Santana, K. L. de, Galvao, M. de S., Jesus, M. S. de, Nogueira, J. P., & Narain, N. (2017). HS-SPME optimization and extraction of volatile compounds from soursop (Annona muricata L.) pulp with emphasis on their characteristic impact compounds. Food Science and Technology, 37(2), 250–260.
  • São José, A. R., Pires, M. de M., Freitas, A. L. G. E. de, Ribeiro, D. P., & Perez, L. A. A. (2014). Atualidades e perspectivas das Anonáceas no mundo. Revista Brasileira de Fruticultura, 36(spe1), 86–93.
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  • Schnee, C., Köllner, T. G., Gershenzon, J., & Degenhardt, J. (2002). The maize gene terpene synthase 1 encodes a sesquiterpene synthase catalyzing the formation of (E)-β-farnesene,(E)-nerolidol, and (E, E)-farnesol after herbivore damage. Plant Physiology, 130(4), 2049–2060.
  • Soares, G. L. G., Isaias, R. M. S., Gonçalves, S. J. M. R., & Christiano, J. C. S. (2000). Alterações químicas induzidas por coccídeos galhadores (Coccoidea, Brachyscelidae) em folhas de Rollinia laurifolia Schdtl.(Annonaceae). Revista Brasileira de Zoociências, 2(1, 2).
  • Tairu, A. O., Hofmann, T., & Schieberle, P. (1999). Identification of the key aroma compounds in dried fruits of Xylopia aethiopica. Perspectives on New Crops and New Uses. ASHS Press, Alexandria, VA, 474–478.
  • Thang, T. D., Dai, D. N., Hoi, T. M., & Ogunwande, I. A. (2013). Study on the volatile oil contents of Annona glabra L., Annona squamosa L., Annona muricata L. and Annona reticulata L., from Vietnam. Natural Product Research, 27(13), 1232–1236.
  • Walker, C. I. B., Manfron, M. P., Bortoluzzi, R. C., & Zanetti, G. D. (2003). Análise morfo-histológica e estudo fitoquímico de Rollinia salicifolia Schlecht. IV Simpósio Brasileiro de Farmacognosia.
  • Wyllie, S. G., Cook, D., Brophy, J. J., & Richter, K. M. (1987). Volatile flavor components of Annona atemoya (custard apple). Journal of Agricultural and Food Chemistry, 35(5), 768–770.
  • Xu, Z., Long, Y., Jiang, X., Qiao, F., Dang, Z., & Chen, Y. (2016). Analysis of volatile components in Annona montana fruit at different developmental stages. Journal of Fruit Science, 33(8), 969–976.
  • Záchia, R. A. (1994). Estudos taxonômicos na família Annonaceae Juss. no Rio Grande do Sul. 1994. 366p. Mestrado Em Botânica-Instituto de Biociências, Universidade Federal Do Rio Grande Do Sul, Porto Alegre.
  • Záchia, R. A., & Irgang, B. E. (1996). Delimitação de quatro espécies em Rollinia emarginata Schlecht. sensu lato (Annonaceae). Sellowia, 45(48), 73–107.
Toplam 58 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Bölüm Articles
Yazarlar

Tiago Juliano Tasso De Souza 0000-0002-5196-7524

Gilberto Zanetti Bu kişi benim 0000-0002-9342-7761

Miriam Apel Bu kişi benim 0000-0003-1288-2293

Amelia Henriques Bu kişi benim 0000-0002-1928-3771

Melânia Manfron Bu kişi benim 0000-0002-3857-0629

Yayımlanma Tarihi 30 Eylül 2021
Yayımlandığı Sayı Yıl 2021 Cilt: 8 Sayı: 3

Kaynak Göster

APA De Souza, T. J. T., Zanetti, G., Apel, M., Henriques, A., vd. (2021). Characterization of seasonal and chemotypical variability in the essential oil from leaves of Annona neosalicifolia H. Rainer (Annonaceae). Natural Volatiles and Essential Oils, 8(3), 81-91. https://doi.org/10.37929/nveo.946559