Essential oils, chemical stimulation of resin and occurrence of galls in three Amazonian species of Protium
Short title: Volatile, resin and galls from Protium sp
Abstract
Protium is the most frequent genus of Burseraceae in the Adolpho Ducke Forest Reserve (Manaus, Amazonas), which is where its species were previously identified and mapped and this has favored various studies of this central Amazon forest. A number of P. divaricatum Engl., P. opacum Swart and P. strumosum Daly trees were selected with the objective of providing information about their chemical and biological aspects. Resin exudation was stimulated with the use of ethephon and the essential oils from the aerial parts and the resin were evaluated using GC. The occurrence of galls was also registered. The hydrocarbon sesquiterpene ß-caryophyllene was detected in high percentages in the essential oils of leaves and twigs of P. divaricatum (52.75% and 14.74%) and P. opacum (39.55% and 17.86%), respectively. The predominant oxygenated sesquiterpenes were spathulenol in the leaves (19.52%) and twigs (31.29%) of P. divaricatum, in addition to khusimone (32.36%) in the twigs of P. opacum. Monoterpenes were identified in the essential oils of the P. strumosum resin, with p-cymene (58.97%) predominating in the naturally exuded resin, limonene (61.45%) and p-cimen-8-ol (53.92%) in the resin of the first and second extraction with ethephon, respectively. On the trees, galls were identified that will help in the identification of the three species.
Downloads
Download data is not yet available.
References
Adams, R. P. (2007). Identification of essential oil components by gas chromatography/mass spectroscopy (4ª ed.). Carol Stream, Illinois: Allured Publishing Corporation.
Carvalho, L. E., Pinto, D. S., Lima, M. P., Marques, M. O. M., & Facanali, R. (2009). The chemistry of essential oils of Crepidospermum rhoifolium, Trattinnickia rhoifolia and Protium elegans of the Amazon Region. Journal of Essential Oil Bearing Plants, 12(1), 92-96. doi: 10.1080/0972060X.2009.10643698
Carvalho, L. E., Lima, M. P., Magalhães, L. A. M., Marques, M. O. M., & Facanali, R. (2013). Essential oils of Protium of the Adolpho Ducke Forest Reserve: Protium crassipetalum, P. heptaphyllum subs. ulei, P. pilosissimum and P. polybotryum. Journal of Essential Oil Bearing Plants, 16(4), 551-554. doi: 10.1080/0972060X. 2013.831557
Daly, C. D. (1992). New taxa and combinations in Protium Burm. f. Studies in neotropical Burseraceae VI. Brittonia, 44(3), 280-299. doi: 10.2307/2806927
Fernandes, S. P. C. (2010). Insetos galhadores associados à família Burseraceae da reserva florestal Ducke, Manaus, Amazonas, Brasil (Dissertação de mestrado). Instituto Nacional de Pesquisas da Amazônia, Manaus, Amazonas. Recovered from https://bdtd.inpa.gov.br/bitstream/tede/2112/5/Disserta%c3%a7%c3%a3o_Sheila%20Patricia%20Carvalho%20%20Fernandes.pdf
Fidyt, K., Fiedorowicz, A., Strządała, L., & Szumny, A. (2016). β‐caryophyllene and β‐caryophyllene oxide‐natural compounds of anticancer and analgesic properties. Cancer Medicine, 5(10):3007-3017. doi: 10.1002/cam4.816.
Francomano, F., Caruso, A., Barbarossa, A., Fazio, A., Torre, C.L., Ceramella, J., Mallamaci, R., Saturnino, C., Iacopetta, D. & Sinicropi, M. S. (2019). β-Caryophyllene: a sesquiterpene with countless biological properties. Applied Sciences, 9, 5420. doi: 10.3390/app9245420.
Hanus, L. O., Rezanka, T. Dembitsky, V. & Moussaieff, A. (2005). Myrrh-Commiphora chemistry. Biomedical Papers, 149(1), 3-27. doi: 10.5507/bp.2005.001
Lima, T. A. A. C., Ribeiro, J. E. L. S., Marques, M. O. M., Facanali, R., & Lima, M. P. (2016). Estimulo para produção de resina em Protium hebetatum Daly e avaliação dos constituintes químicos voláteis. Scientia Amazonia, 5(3), 21-24. Recovered from https://scientia-amazonia.org/wp-content/uploads/2016/10/v5-n3-21-24-2016.pdf
Lima, T. A. A. C., Cunha, L. P., Ribeiro, J. E. L. S., Marques, M. O. M., & Lima, M. P. (2021). Evaluation of volatile constituents, exudation of resin and occurrence of galls of Protium aracouchini (Aubl.) Marchand. Acta Brasiliensis, 5(3), 88-91.doi: 10.22571/2526-4338559.
Lima, T. A. A. C., Queiroz, D. P., Melo, L. E. S., Oliveira, L. M., Ribeiro, J. E. L. S., Marques, M. O. M., & Lima, M. P. (2022). Essential oil from the aerial parts of four species of Protium (Burseraceae) – A contribution to the aromatic flora of the Adolpho Ducke Forest Reserve, Amazonas state, Brazil. Research, Society and Development, 11(7), e46111730255. doi: 10.33448/rsd-v11i7.30255.
Maffei, M. E. (2020). Plant natural sources of the endocannabinoid (E)-β-caryophyllene: A Systematic quantitative analysis of published literature. International Journal of Molecular Sciences, 21(8), 6540. doi: 10.3390/ijms 21186540
McLafferty, F. W. & Stauffer, D. (1989). The Wiley/NBS Registry of Mass Spectral Data. New York: Wiley –Interscience Pub.
Oliveira, L. M., Queiroz, D. P. K., Melo, L. E. S., Marques, M. O. M., Facanali, R. & Lima, M. P. (2018). Constituintes voláteis dos galhos de quatro espécies de Protium ocorrentes na flora da Reserva Ducke. Scientia Amazonia, 7(1), 68-73. Recovered from http://scientia-amazonia.org/wp-content/uploads/2017/08/v7-n1-68-73-2018.pdf
Pinto, D. S., Carvalho, L. E., Lima, M. P., Marques, M. O. M., Facanali, R. & Ribeiro, J. E. L. S. (2010). Volatiles of foliar rachis, branches and resin elicited by insects from Protium hebetatum grows wild in Amazon. Journal of Essential Oil Bearing Plants, 13(6), 699-703. doi: 10.1080/0972060X.2010.10643881
Ribeiro, J. E. S., Hopkins, M. J. G., Vicentini, A., Sothers, C. A., Costa, M. A. S., Brito, J. M., Souza, M. A. D., Martins, L. H. P., Lohmann, L. G., Assunção, P. C. L., Pereira, E. C., Silva, C. F., Mesquita, M, R. & Procópio, L. C. (1999). Flora da Reserva Ducke: Guia de Identificação das Plantas Vasculares de uma Floresta de Terra-firme na Amazônia Central. Manaus: INPA/DFID (Eds.), Manaus-Amazonas.
Santana, R. C., Santos Rosa, A. S., Mateus, M. H. S., Soares, D. C., Atella, G., Guimarães, A. C., Carlos Siani, A. C., Ramos, M. F. S., Saraiva, E. M., &Silva, L. H. P. (2020). In vitro leishmanicidal activity of monoterpenes presente in two species of Protium (Burseraceae) on Leishmania amazonenses. Journal of Ethnopharmacology, 15, 112981. doi: 10.1016/j.jep.2020.112 981
Shen, T. & Lou, H. X. (2008). Bioactive constituents of myrrh and frankincense, two simultaneously prescribed gum resins in chinese traditional medicine. Chemistry & Biodiversity, 5(4), 540-553. doi: 10.1002/cbdv.200890051
Siani, A. C., Ramos, M. F. S., Menezes-de-Lima Jr., Ribeiro-dos-Santos, R., Fernandez-Ferreira, E., Soares, R. O. A., Rosas, E. C., Susunaga, G. S., Guimarães, A. C., Zoghbi, M. G. B. & Henriques, M. G. M. (1999). Evaluation of anti-inflammatory-related activity of essential oils from the leaves and resin of species of Protium. Journal of Ethnopharmacology, 66(1), 57-69. doi: 10.1016/s0378-8741(98)00148-2
Zuñiga, R. M., Sampaio, P. T. B. & Veiga-Junior, V. F. (2017). Use of ethephon in the extraction of resin in two species of Protium Burm f. and evaluation of its effect on hexane extract composition in Protium strumosum Daly. Journal of Essential Oil Research, 29(5),1-6. doi: 10.1080/10412905.2017.130340
Carvalho, L. E., Pinto, D. S., Lima, M. P., Marques, M. O. M., & Facanali, R. (2009). The chemistry of essential oils of Crepidospermum rhoifolium, Trattinnickia rhoifolia and Protium elegans of the Amazon Region. Journal of Essential Oil Bearing Plants, 12(1), 92-96. doi: 10.1080/0972060X.2009.10643698
Carvalho, L. E., Lima, M. P., Magalhães, L. A. M., Marques, M. O. M., & Facanali, R. (2013). Essential oils of Protium of the Adolpho Ducke Forest Reserve: Protium crassipetalum, P. heptaphyllum subs. ulei, P. pilosissimum and P. polybotryum. Journal of Essential Oil Bearing Plants, 16(4), 551-554. doi: 10.1080/0972060X. 2013.831557
Daly, C. D. (1992). New taxa and combinations in Protium Burm. f. Studies in neotropical Burseraceae VI. Brittonia, 44(3), 280-299. doi: 10.2307/2806927
Fernandes, S. P. C. (2010). Insetos galhadores associados à família Burseraceae da reserva florestal Ducke, Manaus, Amazonas, Brasil (Dissertação de mestrado). Instituto Nacional de Pesquisas da Amazônia, Manaus, Amazonas. Recovered from https://bdtd.inpa.gov.br/bitstream/tede/2112/5/Disserta%c3%a7%c3%a3o_Sheila%20Patricia%20Carvalho%20%20Fernandes.pdf
Fidyt, K., Fiedorowicz, A., Strządała, L., & Szumny, A. (2016). β‐caryophyllene and β‐caryophyllene oxide‐natural compounds of anticancer and analgesic properties. Cancer Medicine, 5(10):3007-3017. doi: 10.1002/cam4.816.
Francomano, F., Caruso, A., Barbarossa, A., Fazio, A., Torre, C.L., Ceramella, J., Mallamaci, R., Saturnino, C., Iacopetta, D. & Sinicropi, M. S. (2019). β-Caryophyllene: a sesquiterpene with countless biological properties. Applied Sciences, 9, 5420. doi: 10.3390/app9245420.
Hanus, L. O., Rezanka, T. Dembitsky, V. & Moussaieff, A. (2005). Myrrh-Commiphora chemistry. Biomedical Papers, 149(1), 3-27. doi: 10.5507/bp.2005.001
Lima, T. A. A. C., Ribeiro, J. E. L. S., Marques, M. O. M., Facanali, R., & Lima, M. P. (2016). Estimulo para produção de resina em Protium hebetatum Daly e avaliação dos constituintes químicos voláteis. Scientia Amazonia, 5(3), 21-24. Recovered from https://scientia-amazonia.org/wp-content/uploads/2016/10/v5-n3-21-24-2016.pdf
Lima, T. A. A. C., Cunha, L. P., Ribeiro, J. E. L. S., Marques, M. O. M., & Lima, M. P. (2021). Evaluation of volatile constituents, exudation of resin and occurrence of galls of Protium aracouchini (Aubl.) Marchand. Acta Brasiliensis, 5(3), 88-91.doi: 10.22571/2526-4338559.
Lima, T. A. A. C., Queiroz, D. P., Melo, L. E. S., Oliveira, L. M., Ribeiro, J. E. L. S., Marques, M. O. M., & Lima, M. P. (2022). Essential oil from the aerial parts of four species of Protium (Burseraceae) – A contribution to the aromatic flora of the Adolpho Ducke Forest Reserve, Amazonas state, Brazil. Research, Society and Development, 11(7), e46111730255. doi: 10.33448/rsd-v11i7.30255.
Maffei, M. E. (2020). Plant natural sources of the endocannabinoid (E)-β-caryophyllene: A Systematic quantitative analysis of published literature. International Journal of Molecular Sciences, 21(8), 6540. doi: 10.3390/ijms 21186540
McLafferty, F. W. & Stauffer, D. (1989). The Wiley/NBS Registry of Mass Spectral Data. New York: Wiley –Interscience Pub.
Oliveira, L. M., Queiroz, D. P. K., Melo, L. E. S., Marques, M. O. M., Facanali, R. & Lima, M. P. (2018). Constituintes voláteis dos galhos de quatro espécies de Protium ocorrentes na flora da Reserva Ducke. Scientia Amazonia, 7(1), 68-73. Recovered from http://scientia-amazonia.org/wp-content/uploads/2017/08/v7-n1-68-73-2018.pdf
Pinto, D. S., Carvalho, L. E., Lima, M. P., Marques, M. O. M., Facanali, R. & Ribeiro, J. E. L. S. (2010). Volatiles of foliar rachis, branches and resin elicited by insects from Protium hebetatum grows wild in Amazon. Journal of Essential Oil Bearing Plants, 13(6), 699-703. doi: 10.1080/0972060X.2010.10643881
Ribeiro, J. E. S., Hopkins, M. J. G., Vicentini, A., Sothers, C. A., Costa, M. A. S., Brito, J. M., Souza, M. A. D., Martins, L. H. P., Lohmann, L. G., Assunção, P. C. L., Pereira, E. C., Silva, C. F., Mesquita, M, R. & Procópio, L. C. (1999). Flora da Reserva Ducke: Guia de Identificação das Plantas Vasculares de uma Floresta de Terra-firme na Amazônia Central. Manaus: INPA/DFID (Eds.), Manaus-Amazonas.
Santana, R. C., Santos Rosa, A. S., Mateus, M. H. S., Soares, D. C., Atella, G., Guimarães, A. C., Carlos Siani, A. C., Ramos, M. F. S., Saraiva, E. M., &Silva, L. H. P. (2020). In vitro leishmanicidal activity of monoterpenes presente in two species of Protium (Burseraceae) on Leishmania amazonenses. Journal of Ethnopharmacology, 15, 112981. doi: 10.1016/j.jep.2020.112 981
Shen, T. & Lou, H. X. (2008). Bioactive constituents of myrrh and frankincense, two simultaneously prescribed gum resins in chinese traditional medicine. Chemistry & Biodiversity, 5(4), 540-553. doi: 10.1002/cbdv.200890051
Siani, A. C., Ramos, M. F. S., Menezes-de-Lima Jr., Ribeiro-dos-Santos, R., Fernandez-Ferreira, E., Soares, R. O. A., Rosas, E. C., Susunaga, G. S., Guimarães, A. C., Zoghbi, M. G. B. & Henriques, M. G. M. (1999). Evaluation of anti-inflammatory-related activity of essential oils from the leaves and resin of species of Protium. Journal of Ethnopharmacology, 66(1), 57-69. doi: 10.1016/s0378-8741(98)00148-2
Zuñiga, R. M., Sampaio, P. T. B. & Veiga-Junior, V. F. (2017). Use of ethephon in the extraction of resin in two species of Protium Burm f. and evaluation of its effect on hexane extract composition in Protium strumosum Daly. Journal of Essential Oil Research, 29(5),1-6. doi: 10.1080/10412905.2017.130340
Published
2022-09-30
How to Cite
LIMA, Thiago Augusto Araujo Correia et al.
Essential oils, chemical stimulation of resin and occurrence of galls in three Amazonian species of Protium.
Acta Brasiliensis, [S.l.], v. 6, n. 3, p. 79-83, sep. 2022.
ISSN 2526-4338.
Available at: <http://revistas.ufcg.edu.br/actabra/index.php/actabra/article/view/593>. Date accessed: 09 may 2025.
doi: https://doi.org/10.22571/2526-4338593.
Section
Biochemistry
