Chemical composition of the needle and cone essential oils of \(\textit{Pinus fenzeliana}\) (Pinaceae) from Vietnam

Huy Thai Tran; Thi Hien Nguyen; Xuan Thanh Trinh; Quang Hung Nguyen; Mathieu Paoli; Ange Bighelli; Joseph Casanova

doi:10.15625/2615-9023/19053

Keywords:

Pinus fenzeliana, α-pinene, β-pinene, -3-carene, puon limonene and E-β-caryophyllene.

Abstract

The needle and cone essential oils of Pinus fenzeliana Hand-Mazz. (Pinus kwangtungensis Chun & Tsiang) collected in Hang Kia-Pa Co Nature Reserve, Hoa Binh province were obtained by hydrodistillation and analyzed by a combination of GC-FID, GC-MS and NMR (Gas Chromatography/Gas Chromatography-Mass Spectrometry/Nuclear Magnetic Resonance (NMR) analysis). The oil yields were 0.2% and 0.37% respectively (v/w on dry weight basis). Twenty-seven compounds were detected in both needle and cone oils, accounting for 98.0% and 98.2% of the whole composition, respectively. The main components identified in the needle oil were α-pinene (20.7%), β-pinene (11.3%), d-3-carene (32.2%), limonene (8.0%) and E-β-caryophyllene (7.1%). The cone oil contained mainly α-pinene (19.3%), β-pinene (45.4%), d-3-carene (3.5%), limonene (12.7%) and E-β-caryophyllene (3.4%). This is the first report on the chemical composition of the cone essential oil of P. fenzeliana from Vietnam.

References

Adams R. P., 2007. Identification of essential oil components by gas chromatography/quadrupole mass spectroscopy. Allured Publishing Corporation.

Averyanov L. V., Nguyen S. K., Nguyen T. H., Nguyen T. S., Maisak T. V., 2017. Conservation assessment of Pinus cernua (Pinaceae). Turzaninowia, 20: 159–184.

Babushok V. I., Linstrom P. J., Zenkevich I. G., 2011. Retention indices for frequently reported compounds of plant essential oils. Journal of Physical and Chemical Reference, 40: 043101–043147.

Bazzali O., Tran H. T., Tran M. H., Nguyen S. K., Nguyen T. H., Casanova J., Bighelli A., Tomi F., 2016. Wood oil from Xanthocyparis vietnamensis Farjon et Hiep. Integrated analysis by chromatographic and spectroscopic techniques. Molecules, 21: 840–851.

Farjon A., 2010. A Handbook of the World's Conifers. Vol. 1. Birll, Leiden- Boston, pp. 617–784.

Hu C.-L, Xiong J., Wang P.-P, Ma G.-L, Tang Y., Yang G.-X, Li J., 2017. Diterpenoids from the needles and twigs of the cultivated endangered pine Pinus kwangtungensis and their PTP1B inhibitory effects. Phytochemistry Letters, 20: 239–245.

Kohsuke K., Daigo O. and Mitsuyoshi Y., 2007. Composition of the essential oils from leaves of nine Pinus species and the cones of three of Pinus species. Flavour and fragrance Journal, 22: 10–20.

König W. A., Hochmuth D. H., Joulain D., 2001. Terpenoids and Related Constituents of Essential Oils. Library of MassFinder 2.1. Institute of Organic Chemistry. Hamburg, Germany.

La D. M., Luu D. C., Tran M. H., Tran H. T., Ninh K. B., 2002. Essential-oil Plant resources in Vietnam. Vol. 2. Agriculture Publishing House, pp. 380–39 (in Vietnamese).

Loannou E., Aikaterini K. A., Olga T. O., Vassilios R. V., 2014. The genus Pinus: A comparative study on the needle essential oil composition of 46 pine species. Phytochemistry Review, 13: 741–768.

MOH (Ministry of Health), 1977. Vietnamese Pharmacopoeia. Vol. I. Medical Publishing House, pp. 733–734 (in Vietnamese).

MOST and VAST (Ministry of Science and Technology, Vietnam Academy of Science and Technology), 2007. Vietnam Red Data Book. Part II. Plants. Publishing House of Natural Science and Technology, pp. 524–525 (in Vietnamese).

NIST (National Institute of Standards and Technology), 2014. PC Version of the Mass Spectral Library. Norwalk: Connecticut, CT, USA.

Nguyen D. T. L., Thomas P. L., 2004. Vietnam Conifers. The World Publishing House (in Vietnamese).

Nguyen T. H., Phan K. L., Nguyen D. T. L., Thomas P. L., Farjon A., Averyonov L. V., Regalado J., 2005. Vietnam conifers: Conservation status review 2004. Labor - Social Publishing House, pp. 73–83 (in Vietnamese).

Ouattara Z. A., Boti J. B., Ahibo A. C., Sutour S., Casanova J., Tomi F., Bighelli A., 2014. The key role of 13C NMR analysis in the identification of individual components of Polyalthia longifolia leaf oil. Flavour and Fragrance Journal, 29: 371–379.

Pham H. H., 1991. An Illustrated Flora of Vietnam. Vol. 1. Montreal Publishing House, pp. 269–271.

Phan K. L., Pham V. T., Nguyen S. K., Nguyen T. T. H., Averyonov L. V., 2013. Update checklist of native conifers of Vietnam. Proceedings of the 5th national scientific conference on ecology and biological resources. Agriculture Publishing House, pp. 135–141 (in Vietnamese).

Song Z., Liang Z., Liu X., 1995. Chemical characteristics of oleoresins from Chine pine. Biochemical Systematics and Ecology, 23(5): 517–522.

Tomi F., Bradesi P., Bighelli A., Casanova J., 1995. Computer-aided identification of individual components of essential oil using carbon-13 NMR spectroscopy. The Journal of Magnetic Resonance Analysis, 1: 25–34.

Tran H. T., Nguyen T. H., Chu T. T. H., Phan K. L., Do N. D., Isiaka A. O., 2018. Chemical constituents of essential oils from three Vietnamese species of Pinus. Boletin Latinoamericano y del Caribe de plantas Medicinales y Aromaticas, 17(1): 53–60.

Tran H. T., Nguyen T. H., Le N. D., Paoli M., Casanova J., Tomi F., 2019. Chemical composition of needle, cone and branch oils from Vietnamese Pinus cernua. Natural Product Communications, 14(5): 1–5.

Tran H. T., Phung T. T. H., 2007. Chemical composition of the essential oil of Pinus kwangtungensis from Vietnam. Journal of Biology, 29(4): 61–63 (in Vietnamese).

Vo V. C., 2004. Dictionary of Popular Plants. Vol. 2. Science and Technics Publishing House, pp. 1961–1964 (in Vietnamese).