CONFORMATIONAL STUDIES OF LIGNANS FROM Durio oxleyanus Griff. (Bombacaceae)

https://doi.org/10.22146/ijc.21490

Rudiyansyah Rudiyansyah(1*), Lynette K Lambert(2), Mary J Garson(3)

(1) Chemistry Department, Faculty of Mathematics and Natural Science, University of Tanjungpura, Ahmad Yani Street, Pontianak 78124, West Kalimantan
(2) Centre for Magnetic Resonance, The University of Queensland, Brisbane, QLD 4072
(3) School of Chemistry and Molecular Bioscience, The University of Queensland, Brisbane, QLD 4072
(*) Corresponding Author

Abstract


Searching for secondary metabolites from the wood bark of Durio oxleyanus has afforded two new lignans, namely threo-carolignan Y (1) and erythro-carolignan Y (2) together with three other known lignans erythro-carolignan X (3), boehmenan X (4) and boehmenan (5). The relative configurations of compounds 1 and 2 were established by J-based configurational analysis and 2D NOESY studies.


Keywords


carolignan; threo; erythro; Durio; Bombacaceae

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References

[1] Subhadrabandhu, S., and Ketsa, S., 2001, Durian King of Tropical Fruit, CABI publisher, Wellington, 1-5.

[2] Heyne, K., 1950, De Nuttige Planten van Indonesië. [the useful plants of Indonesia] [in Dutch]. 3rd ed., H. Veenman & Zonen, Wageningen (Volume 1, pages 389, 1056-1058 pertaining to the genus Durio).

[3] Rudiyansyah, and Garson, M.J., 2006, J. Nat. Prod., 69, 1218-1221.

[4] Rudiyansyah, Suciati, Ross, B.P., and Garson, M.J., 2008, Proceeding of the IOCD International Symposium; Biology, Chemistry, Pharmacology and Clinical Studies of Asian Plants, Airlangga University Press, Surabaya, Indonesia, ISBN: 978-979-1330-35-0, 1-11.

[5] Kozminski, W., and Nanz, D., 1997, J. Magn. Reson., 124, 383-392.

[6] Kozminski, W., and Nanz, D., 2000, J. Magn. Reson., 142, 294-299.

[7] Paula, V.F., Barbosa, L.C.A., Howarth, O.W., Demuner, A.J., Cass, Q.B., and Vieira, I.J.C., 1995, Tetrahedron, 51, 12453-12462.

[8] Seca, A.M.L., Silva, A.M.S., Silvestre, A.J.D., Cavaleiro, J.A.S., Domingues, F.M.J., and Pascoal-Neto, C., 2001, Phytochem., 56, 759-767.

[9] Davin, L.B., and Lewis, N.G., 2003, Phytochem. Rev., 2, 257-288.

[10] Gang, D.R., Costa, M.A., Fujita, M., Dinkova-Kostoval, A.T., Wang, H.B., Burlat, V., Martin, W., Sarkanet, S., Davin, L.B., and Lewis, N.G., 1999, Chem. Biol., 6, 143-151.

[11] Chien, N.Q., Hung, N.V., Santarsiero, B.D., Mesecar, A.D., Cuong, N.M., Soejarto, D.D., Pezzuto, J.M., Fong, H.H.S., and Tan, G.T., 2004, J. Nat. Prod., 67, 994-998.

[12] Matsumori, N., Kaneno, D., Murata, M., Nakamura, H., and Tachibana, K., 1999, J. Org. Chem., 64, 866-876.

[13] Wu, P.L., Chuang, T.H., He, C.X., and Wu, T.S., 2004, Bioorg. Med. Chem., 12, 2193-2197.

[14] Arnoldi, A., and Merlini, L., 1985, J. Chem. Soc., Perkin Trans. 1, 2555-2557.

[15] Greca, M.D., Molinaro, A., Monaco, P., and Previtera, L., 1994, Phytochem., 35, 777-779.

[16] Gellerstedt, G., Lundquist, K., Wallis, A.F.A., and Zhang, L., 1995, Phytochem., 40, 263-265.

[17] Matsuda, N., and Kikuchi, M., 1996, Chem. Pharm. Bull., 44, 1676-1679.

[18] Huo, C., Liang, H., Zhao, Y., Wang, B., and Zhang, Q., 2008, Phytochemistry, 69, No 3, 788-795.

[19] Suzuki, S., and Umezawa, T., 2007, J. Wood. Sci., 53, 273-284.



DOI: https://doi.org/10.22146/ijc.21490

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