Abstract
Chromatographic separation resulted in the identification of one new squalene derivative, named lobophytene (1), three cembranoid diterpenes (2–4), and two sterols (5 and 6) from the Vietnamese marine soft coral Lobophytum sp. Their structures were identified on the basis of extensive spectroscopic data and comparison of those with reported data. Compounds 1 and 2 showed significant cytotoxic activities against lung (A549) and colon (HT-29) cell lines with IC50 values of 8.2 and 5.6 μM for 1; 5.1 and 1.8 μM for 2, respectively.
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Abe, I., Rohmer, M., and Prestwich, G. C., Enzymatic cyclization of squalene and oxidosqualene to sterols and triterpenes. Chem. Rev., 93, 2189–2206 (1993).
Chang, Y. D., Shang, K. W., Bao, T. H., and Chang, F. D., Cytotoxic cembrenolide diterpenes from the Formosan soft coral Lobophytum crassum. J. Nat. Prod., 63, 884–885 (2000).
Chao, C. H., Huang, H. C., Wu, Y. C., Lu, C. K., Dai, C. F., and Sheu, J. H., Glycolipids from the Formosan soft coral Lobophytum crassum. Chem. Pharm. Bull., 55, 1720–1723 (2007).
Cheng, S. Y., Wen, Z. H., Wang, S. K., Chiou, S. F., Hsu, C. H., Dai, C. F., and Duh, C. Y., Anti-inflammatory cembranolides from the soft coral Lobophytum durum. Bioorg. Med. Chem., 17, 3763–3769 (2009).
Cuong, N. X., Tuan, T. A., Kiem, P. V., Minh, C. V., Choi, E. M., and Kim, Y. H., New cembranoid diterpenes from the Vietnamese soft coral Sarcophyton mililatensis stimulate osteoblastic differentiation in MC3T3-E1 cells. Chem. Pharm. Bull., 56, 988–992 (2008).
Dang, N. H., Thanh, N. V., Kiem, P. V., Huong, L. M., Minh, C. V., and Kim, Y. H., Two new triterpene glycosides from the Vietnamese sea cucumber Holothuria scabra. Arch. Pharm. Res., 30, 1387–1391 (2007).
Fattorusso, E., Romano, A., Taglialatela-Scafati, O., Achmad, M. J., Bavestrello, G., and Cerrano, C., Lobozoanthamine, a new zoanthamine-type alkaloid from the Indonesian soft coral Lobophytum sp. Tetrahedron Lett., 49, 2189–2192 (2008).
Haralampidis, K., Trojanowska, M., and Osbourn, A., Biosynthesis of triterpenoid saponins in plants. Adv. Biochem. Eng., 75, 31–49 (2002).
Hussain, M., Zahra, D. N., Hussain, S. M. S., Ahmed, E., Ahmad, I., Malik, A., and Ahmed, Z., Structure determination of new steroids from Abutilon pakistanicum by NMR techniques. Magn. Reson. Chem., 46, 274–277 (2008).
Minh, C. V., Cuong, N. X., Tuan, T. A., Choi, E. M., Kim, Y. H., and Kiem, P. V., A new 9,11-secosterol from the Vietnamese Sea soft coral Sarcophyton mililatensis increases the function of osteoblastic MC3T3-E1 cells. Nat. Prod. Commun., 2, 1095–1100 (2007a).
Minh, C. V., Kiem, P. V., and Cuong, N. X., New 9,11-secosterol glycoside and ceramide from a soft coral Cladiella sp. living in Vietnamese sea. Asean J. Sci. Tech. Develop., 24, 275–283 (2007b).
Minh, C. V., Kiem, P. V., Tuan, T. A., and Cuong, N. X., Two new brominated fatty acids from the sponge Xestospongia testudinaria living in Vietnamese sea. Adv. Nat. Sci., 9, 157–161 (2008).
Morita, H., Kishi, E., Takeya, K., Itokawa, H., and Iitaka, Y., Squalene derivatives from Eurycoma longifolia. Phytochemistry, 34, 765–771 (1993).
Mosmann, T., Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. J. Immunol. Methods, 65, 55–63 (1983).
Muralidhar, P., Kumar, M. M., Krishna, N., Rao, C. B., Rao, D. V., New sphingolipids and a sterol from a Lobophytum species of the Indian ocean. Chem. Pharm. Bull., 53, 168–171 (2005).
Napoli, L. D., Fattorusso, E., Magno, S., and Mayol, L., Three squalene derivatives from Caulerpa prolifera. Phytochemistry, 21, 782–784 (1982).
Norte, M., Fernandez, J. J., Souto, M. L., Gavin, J. A., and Garcia-Gravalos, M. D., Thyrsenols A and B, two unusual polyether squalene derivatives. Tetrahedron, 53, 3173–3178 (1997).
Radhika, P., Rao, V. L., and Laatsch, H., Chemical constituents of a marine soft coral of the genus Lobophytum. Chem. Pharm. Bull., 52, 1345–1348 (2004).
Tung, N. H., Minh, C. V., Ha, T. T., Kiem, P. V., Huong, H.T., Dat, N. T., Nhiem, N. X., Tai, B. H., Hyun, J. H., Kang, H. K., and Kim, Y. H., C29 sterols with a cyclopropane ring at C-25 and 26 from the Vietnamese marine sponge Ianthella sp. and their anticancer properties. Bioorg. Med. Chem. Lett., 19, 4584–4588 (2009).
Uchio, Y., Toyota, J., Nozaki, H., Nakayama, M., Nishizono, Y., and Hase, T., Lobohedleolide and (7Z)-lobohedleolide, new cembranolides from the soft coral Lobophytum hedleyi Whitelegge. Tetrahedron Lett., 22, 4089–4092 (1981).
Uchio, Y., Eguchi, S., Nakayama, M., and Hase, T., The isolation of two simple γ-lactonic cembranolides from the soft coral Sinularia mayi. Chem. Lett., 3, 277–278 (1982).
Vincken, J. P., Heng, L., De Groot, A., and Gruppen, H., Saponins, classification and occurrence in the plant kingdom. Phytochemistry, 68, 275–297 (2007).
Yamada, Y., Suzuki, S., Iguchi, K., Kikuchi, H., Tsukitani, Y., Horiai, H., and Nakanishi, H., Studies on marine natural products. II. New polyhydroxylated sterols from the soft coral Lobophytum pauciflorum (Ehrenberg). Chem. Pharm. Bull., 28, 473–478 (1980).
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Tung, N.H., Van Minh, C., Van Kiem, P. et al. Chemical components from the Vietnamese soft coral Lobophytum sp.. Arch. Pharm. Res. 33, 503–508 (2010). https://doi.org/10.1007/s12272-010-0402-3
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DOI: https://doi.org/10.1007/s12272-010-0402-3