Secondary metabolites from Araucaria araucana (Molina) K.Koch leaves
الموضوعات :
Claudio Frezza
1
(Dipartimento di Scienze della Vita, della Salute e delle Professioni Sanitarie: Università degli Studi Link Campus, Via del Casale di San Pio V, 44, 00165 Rome, Italy)
Daniela De Vita
2
(Dipartimento di Biologia Ambientale: Università di Roma “La Sapienza”, Piazzale Aldo Moro 5-00185, Rome, Italy)
Laura Fonti
3
(Dipartimento di Biologia Ambientale: Università di Roma “La Sapienza”, Piazzale Aldo Moro 5-00185, Rome, Italy)
Ottavia Giampaoli
4
(Dipartimento di Biologia Ambientale: Università di Roma “La Sapienza”)
Ilaria Serafini
5
(Dipartimento di Biologia Ambientale: Università di Roma “La Sapienza”, Piazzale Aldo Moro 5-00185, Rome, Italy)
Fabio Sciubba
6
(Dipartimento di Biologia Ambientale: Università di Roma “La Sapienza”, Piazzale Aldo Moro 5-00185, Rome, Italy)
Claudio Scintu
7
(Dipartimento di Biologia Ambientale: Università di Roma “La Sapienza”, Piazzale Aldo Moro 5-00185, Rome, Italy)
Fabio Attorre
8
(Dipartimento di Biologia Ambientale: Università di Roma “La Sapienza”, Piazzale Aldo Moro 5-00185, Rome, Italy)
الکلمات المفتاحية: Araucaria araucana (Molina) K.Koch, Araucariaceae, Leaves, Secondary metabolites, First report in the species,
ملخص المقالة :
The first phytochemical analysis concerning the non-volatile secondary components of one European specimen of Araucaria araucana (Molina) K.Koch led to the identification of five compounds: sandaracopimaric acid (1), ladanein (2), shikimic acid (3), 4-O-coumaroyl-quinic acid (4) and 5-O-coumaroyl-quinic acid (5). Compounds 2, 3 were reported for the first time in the species during this study.
Bravo-Arrepol, G., Torres, S., Figueroa, F., Pérez, C., Paz, C., Turchetti, G., Tiezzi, A., Becerra, J., 2020. Chemical characterization of lignans from Araucaria araucana a native conifer of Chile and evaluation of their cytotoxicity and antioxidant activities. J. Chil. Chem. Soc. 65(4). 4953-4957.
Bravo-Arrepol, G., Torres, S., Pérez, C., González-Ramírez, M., Figueroa, F., Cabrera-Barjas, G., Aranda, M., Tiezzi, A., Gavin, J., Paz, C., Becerra, J., 2023. Isolated lignans of Araucaria araucana (Molina) K. Koch provide wood protection against attack by the xylophagous fungus Pleurotus ostreatus (Jacq.) P. Kumm. J. Chil. Chem. Soc. 68(2), 5871-5875.
Briggs, L.H., White, G.W., 1975. Constituents of the essential oil of Araucaria araucana. Tetrahedron 31(10), 1311-1314.
Céspedes, C.L., Avila, J.G., García, A.M., Becerra, J., Flores C, Aqueveque, P., Bittner, M., Hoeneisen, M., Martinez, M., Silva, M., 2006. Antifungal and antibacterial activities of Araucaria araucana (Mol.) K. Koch heartwood lignans. Z. Naturforsch. 61C, 35-43.
Díaz-Vaz, J.E., 1984. Araucaria araucana. Descripcion anatomica. Bosque 5(2), 117-118.
Frezza, C., Sciubba, F., De Vita, D., Toniolo, C., Foddai, S., Tomassini, L., Petrucci, R., Bianco, A., Serafini, R., 2022. Non-volatile compounds from Araucaria columnaris (G.Forst.) Hook leaves. Biochem. Syst. Ecol. 103, 104430.
Frezza, C., De Vita, D., Fonti, L., Giampaoli, O., Dal Bosco, C., Sciubba, F., Venditti, A., Scintu C., Attorre, F., 2024. Secondary metabolites of Araucaria cunninghamii Mudie from central Italy. Plant Biosyst. 158(4), 589-594.
Garbarino, J.A, Oyarzún, M.L., Gambaro, V., 1987. Labdane diterpenes from Araucaria araucana. J. Nat. Prod. 50(5), 935-935.
Nadolny, J.M., Best, O., Netzel, G., Shewan, H.M., Phan, A.D.T., Smyth, H.E., Stokes, J.R., 2023. Chemical composition of bunya nuts (Araucaria bidwillii) compared to Araucaria angustifolia and Araucaria araucana species. Food Res. Int. 163, 112269.
Parveen, N., Taufeeq, H.M., Khan, N.N., 1987. Biflavones from the leaves of Araucaria Araucana. J. Nat Prod. 50(2), 332-333.
Pietsch, M., König, W.A., 2000. Enantiomers of sesquiterpene and diterpene hydrocarbons in Araucaria species. Phytochem. Anal. 11, 99-105.
Rafii, Z.A., Dodd, R.S., 1998. Genetic diversity among coastal and Andean natural populations of Araucaria araucana (Molina) K. Koch. Biochem. Syst. Ecol. 26, 441-451.
Schmeda-Hirshmann, G., Astudillo, L., Rodríguez, J., Theoduloz, C., Yáñez, T., 2005a. Gastroprotective effect of the Mapuche crude drug Araucaria araucana resin and its main constituents. J. Ethnopharmacol. 10, 271-276.
Schmeda-Hirshmann, G., Astudillo, L., Astudillo, L., Rodríguez, J.A., Theoduloz, C., Yáñez, T., Palenzuela, J.A., 2005b. Gastroprotective effect and cytotoxicity of natural and semisynthetic labdane diterpenes from Araucaria araucana resin. Z. Naturforsch. 60C, 511-522.
Schmeda-Hirschmann, G., Antileo-Laurie, J., Theoduloz, C., Jiménez-Aspee, F., Avila, F., Burgos-Edwards, A., Olate-Olave, V., 2021. Phenolic composition, antioxidant capacity and α-glucosidase inhibitory activity of raw and boiled Chilean Araucaria araucana kernels. Food Chem. 350, 129241.
Venditti, A., Frezza, C., Sciubba, F., Foddai, S., Serafini, M., Bianco, A., 2017. Terpenoids and more polar compounds from the male cones of Wollemia nobilis. Chem. Biodiversity 14, e1600332.
www.powo.science.kew.org. Lastly consulted in July 2024.
