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Chemical constituents and their biological activity of Pinus dalatensis. Part 1. Terpenoids from the leaves

Nguyen Hoang Sa, Nguyen Thanh Tam, Tran Duc Quan, Bui Xuan Tinh, Dao Duc Thien, Tran Van Sung, Sabrina Adorisio, Domenico V Delfino

Abstract


Seven terpenoids were isolated from the dried leaves of Pinus dalatensis Ferré, including one caryolane sesquiterpenoid (1), five labdane diterpenoids (2, 3, 4, 5, 6) and one serratane triterpenoid (7). The structures of the isolated compounds were determined on the basic of spectroscopic methods (ESI-MS, NMR) and comparison with reported data. Among these compounds, the mixture of compounds 2 and 3 showed inhibitory effects on the growth of acute myeloid leukemia (OCI-AML) cells. This is the first report on the chemical compositions of Pinus dalatensis in Vietnam.

Keywords. Pinus dalatensis, serratane triterpenoid, caryolane sesquiterpenoid, labdane diterpenoid, acute myeloid leukemia, antiproliferative effect.


Keywords


Pinus dalatensis, serratane triterpenoid, caryolane sesquiterpenoid, labdane diterpenoid, acute myeloid leukemia, antiproliferative effect

References


A. Farjon. Pines: drawings and description of the genus Pinus, 2nd ed. 2005 Brill, Leiden.

Pham Hoang Ho. An illustrated flora of Vietnam, Vol. 1, Youth Publishing House, p. 220 (2003).

R. Businský. Study of Pinus dalatensis Ferré and of the enigmatic "Pin du Moyen Annam", Candollea, 54, 125-143 (1999).

Do Huy Bich et al. Cay thuoc va dong vat lam thuoc o Viet Nam. Tap 2, (Medicinal plants and animal medicine in Vietnam. Vol. 2), Sciene and Technics Publishing House 893-895 (2002).

S. Kolayli, M. Ocak, R. Aliyazicioglu, S. Karaoglu. Chemical analysis and biological activities of essential oils from trunk-barks of eight trees, Asian Journal of Chemistry, 21(4), 2684-2694 (2009).

M. Tognolini, E. Barocelli, V. Ballabeni, R. Bruni, A. Bianchi, M. Chiavarini, M. Impicciatore. Comparative screening of plant essential oils:

Phenylpropanoid moiety as basic core for antiplatelet activity, Life Sciences, 78(12), 1419-1432 (2006).

K. Li, Q. Li, J. Li, D. Gao, T. Zhang, Z. S. Han, F. Zheng. Effect of procyanidins from Pinus koraiensis bark on growth inhibition and expression of PCNA and TNF-α in mice with U14 cervical cancer, Clinical Practice (Therapy), 4(5), 685-690 (2007).

H. Heymann, Y. Tezuka, T. Kikuchi, S. Supriyatna. Constituents of Sindora sumatrana MIQ. I. Isolation and NMR spectral analysis of sesquiterpenes from the dried pods, Chemical & Pharmaceutical Bulletin, 42(1), 138-146 (1994).

J. M. Fang, K. C. Hsu, Y. S. Cheng. Terpenoids from leaves of Calocedrus formosana, Phytochemistry, 28(4), 1173-1175 (1989).

Y. H. Kuo, W. C. Chen. 15-Hydroxypinusolidic acid, a new diterpene from the Pericarp of Platycladus orientalis Franco, Heterocycles, 31(9), 1705-1709 (1990).

S. C. Chien, H. K. Liu, Y. H. Kuo. Two New Compounds from the leaves of Calocedrus microlepic var. formosana, Chemical & Pharmaceutical Bulletin, 52(6), 762-763 (2004).

J. Asili, M. Lambert, H.L. Ziegler, D. Staerk, M. Sairafianpour, M. Witt, G. Asghari, I. S. Ibrahimi, J. W. Jaroszewski. Labdanes and isopimaranes from Platycladus orientalis and their effects on erythrocyte membrane and on Plasmodium falciparum growth in the erythrocyte host cells, Journal of Natural Products, 67(4), 631-637 (2004).

P. Waridel, J. L. Wolfender, J. B. Lachavanne, K. Hostettmann. Ent-labdane diterpenes from the aquatic plant Potamogeton pectinatus, Phytochemistry, 64(7), 1309-1317 (2003).

R. Tanaka, K. Ohmori, K. Minoura, S. Matsunaga. Two new epoxyserratanes from the cuticle of Picea jezoensis, Journal of Natural Products, 59(3), 237-241 (1996).

I. H. Rogers, L. R. Rozon. Neutral terpenes from the bark of Sitka spruce [Piceasitchensis (Bong.) Carr.], Canadian Journal of Chemistry, 48(6), 1021-1025 (1970).


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