Abstract
A known monoalkyl glycerol ether, (±)-1-nonadecyloxy-2,3-propanediol (1) was isolated from the ethyl acetate extract of a soft coralDendronephthya gigantea as a weakly cytotoxic constituent against four human cancer cell lines, A549, HT-29, HT-1080, and SNU-638. In addition, a known ceramide, (2S,3R,4E,8E)-N-hexadecanoyl-2-amino-4,8-octadecadiene-1,3-diol (2), was also isolated as an inactive constituent. This is the first report on the isolation of the compounds1 and2 from the octocoral,Dendronephthya species.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Harder, T., Lau, S. C. K., Dobretsov, S., Fang, T. K., and Qian, P.-Y., A distinctive epibiotic bacterial community on the soft coralDendronephthya sp. and antibacterial activity of coral tissue extracts suggest a chemical mechanism against bacterial epibiosis.FEMS. Microbiol. Ecol., 43, 337–347 (2003).
Kawamata, M., Kon-ya, K., and Miki, W., Trigonelline, an anti-fouling substance isolated from an octocoralDendronephthya sp.Fisheries Sci., 60, 485–486 (1994).
Lee, S. K., Cui, B., Mehta, R. R., Kinghom, A. D., and Pezzuto, J. M., Cytostatic mechanism and antitumor potential of novel 1H-cyclopenta[b]benzofuran lignans isolated fromAglaia elliptica.Chemico-Biol. Interact., 115, 215–228 (1998).
McLafferty, F. W., Mass spectrometric analysis: aliphatic ethers.Anal. Chem., 29,1782–1789 (1957).
Miki, W., Kon-ya, K., and Mizobuchi, S., Biofouling and marine biotechnology: new antifoulants from marine invertebrates.J. Mar. Biotechnol., 4, 117–120 (1996).
Mizobuchi, S., Shimidzu, N., Katsuoka, M., Adachi, K., and Miki, W., Chemical studies on antifouling substances in marine invertebrates — Part 1. Antifouling substances against the mussel in an octocoralDendronephthya sp.Nippon Suisan Gakk., 59, 1195–1199 (1993).
Newman, D. J. and Cragg, G. M., Marine natural products and related compounds in clinical and advanced preclinical trials.J. Nat Prod., 67, 1216–1238 (2004).
Ouwerkerk, N., Steenweg, M., de Ruijter, M., Brouwer, J., van Boom, J. H., Lugtenburg, J., and Raap, J., One-pot two-step enzymatic coupling of pyrimidine bases to 2-deoxy-D-ribose-5-phosphate. A new strategy in the synthesis of stable isotope labeled deoxynucleosides.J. Org. Chem., 67, 1480–1489 (2002).
Pavia, D. L., Lampman, G. M., and Kriz, G. S., Introduction to spectroscopy: A guide for students of organic chemistry. Brooks Cole, USA (2001).
Quijano, L., Cruz, F., Navarrete, I., Gomez, P., and Rios, T., Alkyl glycerol monoethers in the marine spongeDesmapsamma anchorata.Lipids, 29, 731–734 (1994).
Rezanka, T. and Dembitsky, V. M., Brominated oxylipins and oxylipin glycosides from red sea corals.Eur. J. Org. Chem., 309–316 (2003).
Seo, Y., Cho, K. W., Lee, H.-S., Rho, J.-R., and Shin, J., New acetylenic enol ethers of glycerol from the spongePetrosia sp.J. Nat. Prod., 62, 122–126 (1999).
Shin, J. and Seo, Y., Isolation of new ceramides from the gorgonianAcabaria undulata.J. Nat. Prod., 58, 948–953 (1995).
Tomono, Y., Hirota, H., and Fusetani, N., Isogosterones A-D, antifouling 13,17-secosteroids from an octocoralDendronephthya sp.J. Org. Chem., 64, 2272–2275 (1999a).
Tomono, Y., Hirota, H., Imahara, Y., and Fusetani, N., Four new steroids from two octocorals.J. Nat. Prod., 62, 1538–1541 (1999b).
Yoshikawa, K., Kanekuni, S., Hanahusa, M., Arihara, S., and Ohta, T., Polyhydroxylated sterols from the octocoralDendronephthya gigantea.J. Nat Prod., 63, 670–672 (2000).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Han, AR., Song, JI., Jang, D.S. et al. Cytotoxic constituents of the octocoralDendronephthya gigantea . Arch Pharm Res 28, 290–293 (2005). https://doi.org/10.1007/BF02977794
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02977794