CHOLESTANE-TYPE STEROIDS FROM THE OCTOCORAL Verrucella corona

Ninh Thi Ngoc, Tran Thi Hong Hanh, Nguyen Xuan Cuong, Nguyen Van Thanh, Do Thi Thao, Nguyen Hoai Nam, Do Cong Thung, Phan Van Kiem, Chau Van Minh

Abstract


Using various chromatographic separations, three cholestane-type steroids were isolated from the methanol extract of the octocoral Verrucella corona. Their structures were elucidated to be (22E)-cholesta-5,22-dien-3β-ol-7-one (1), trans-liagosterol (2), and guggulsterol-II (3), by detailed analysis of the 1D and 2D-NMR data as well as comparison with those reported. Among them, compound 2 showed significant cytotoxicity against eight human cancer cell lines as HepG2, HL-60, KB, LNCaP, LU-1, MCF7, SK-Mel2, and SW480.

Keywords


Verrucella corona; octocoral; steroid; cytotoxic activity

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References


Cao F., Shao C. L., Wang Y., Xu K. X., Qi X., Wang C. Y. - Polyhydroxylated sterols from the South China Sea gorgonian Verrucella umbraculum. Helvetica Chimica Acta 97 (2014) 900-908.

Sun L.-L., Shao C.-L., Mei W.-L., Huang H., Wang C.-Y., Dai H.-F. - Chemical constituents of gorgonian Verrucella umbraculum from the South China Sea. Biochem Syst Ecol 38 (2010) 1085-1087.

Huang R., Wang B., Liu Y. - Briarane-type diterpenoids from the gorgonian coral Verrucella umbraculum. Chemistry of Natural Compounds 48 (2012) 516-517.

Huang R., Peng Y., Zhou X., Fu M., Tian S., Liu Y. - A new pyrimidinedione derivative from the gorgonian coral Verrucella umbraculum. Natural Product Research 27 (2013) 319-322.

Nam N. H., Ngoc N. T., Hanh T. T. H., Cuong N. X., Thanh N. V., Thao D. T., Thung D. C., Kiem P. V., Minh C. V. - Cytotoxic steroids from the Vietnamese gorgonian Verrucella corona. Steroids (2018) DOI: https://doi.org/10.1016/j.steroids.2018.1006.1006.

Nasir M., Saeidnia S., Mashinchian-Moradi A., Gohari A. R. - Sterols from the red algae, Gracilaria salicornia and Hypnea flagelliformis, from Persian Gulf. Pharmacognosy Magazine 7 (2011) 97-100.

Sheu J. H., Huang S. Y., Wang G. H., Duh C. Y. - Study on cytotoxic oxygenated desmosterols isolated from the red alga Galaxaura marginata. J Nat Prod 60 (1997) 900-903.

Sultana N., Atta ur R., Jahan S. - Studies on the constituents of Commiphora mukul. Zeitschrift für Naturforschung B 60 (2005) 1202.

Notaro G., Piccialli V., Sica D. - New steroidal hydroxyketones and closely related diols from the marine sponge Cliona copiosa. Journal of Natural Products 55 (1992) 1588-1594.

Wilson W. K., Sumpter R. M., Warren J. J., Rogers P. S., Ruan B., Schroepfer G. J. - Analysis of unsaturated C27 sterols by nuclear magnetic resonance spectroscopy. J. Lipid Res. 37 (1996) 1529-1555.

Morisaki M., Kidooka S., Ikekawa N. - Studies on Steroids. XXXIX. Sterol Profiles of Red Algae. (2). Chem Pharm Bull 24 (1976) 3214-3216.

Hua‐Wei G., Xiao‐Jian L., Shi‐Hai X. - 1H and 13C NMR assignments for two new steroids from the coral Chromonephthea sp. Magnetic Resonance in Chemistry 47 (2009) 359-361.

Monks A., Scudiero D., Skehan P., Shoemaker R., Paull K., Vistica D., Hose C., Langley J., Cronise P., Vaigro-Wolff A., Gray-Goodrich M., Campbell H., Mayo J., Boyd M. - Feasibility of a high-flux anticancer drug screen using a diverse panel of cultured human tumor cell lines. Journal of the National Cancer Institute 83 (1991) 757-766.

Nam N. H., Kiem P. V., Ban N. K., Thao N. P., Nhiem N. X., Cuong N. X., Tistaert C., Dejaegher B., Heyden Y. V., Quetin-Leclercq J., Thao D. T., Minh C. V. - Chemical constituents of Mallotus macrostachyus growing in Vietnam and cytotoxic activity of some cycloartane derivatives. Phytochem. Lett. 4 (2011) 348-352.

Thao D. T., Phuong D. T., Hanh T. T. H., Thao N. P., Cuong N. X., Nam N. H., Minh C. V. - Two new neoclerodane diterpenoids from Scutellaria barbata D. Don growing in Vietnam. J. Asian Nat. Prod. Res. 16 (2014) 364-369.




DOI: https://doi.org/10.15625/2525-2518/56/4A/12754

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