Three new cembranoids from the Taiwanese soft coral Sarcophyton ehrenbergi

Marine Drugs

Volumn 10, Issue 7, 2012, Pages 1433-1444

  Wang, Shang Kwei ^a,b   Hsieh, Mu Keng ^a   Duh, Chang Yih ^a  

^a NATIONAL SUN YAT SEN UNIVERSITY   (Taiwan)

^b KAOHSIUNG MEDICAL UNIVERSITY   (Taiwan)

Author keywords

anti HCMV; Cembranoids; Cytotoxicity; Sarcophyton ehrenbergi

Indexed keywords

12 ETHOXYCARBONYL SARCOPHINE; ANTIVIRUS AGENT; CYTOTOXIC AGENT; EHRENBERGOL A; EHRENBERGOL B; GANCICLOVIR; MITHRAMYCIN; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIVIRAL ACTIVITY; ARTICLE; CONCENTRATION RESPONSE; CONTROLLED STUDY; CORAL; DRUG CYTOTOXICITY; DRUG ISOLATION; DRUG MECHANISM; DRUG STRUCTURE; EMBRYO; HUMAN; HUMAN CELL; IN VITRO STUDY; MOUSE; NONHUMAN; SARCOPHYTON EHRENBERGI; STRUCTURE ANALYSIS; TAIWAN;

ALCYONACEA; HUMAN HERPESVIRUS 5; SARCOPHYTON EHRENBERGII;

EID: 84864393208     PISSN: None     EISSN: 16603397     Source Type: Journal    
DOI: 10.3390/md10071433     Document Type: Article

References (27)

1. Blunt, J.W.; Copp, B.R.; Hu, W.-P.; Munro, M.H.G.; Northcote, P.T.; Prinsep, M.R. Marine natural products. Nat. Prod. Rep. 2009, 26, 170-244.
2. Coll, J.C. The chemistry and chemical ecology of octocorals (Coelenterata, Anthozoa, Octocorallia). Chem. Rev. 1992, 92, 613-631.
3. Gross, H.; Wright, A.D.; Beil, W.; König, G.M. Two new bicyclic cembranolides from a new Sarcophyton species and determination of the absolute configuration of sarcoglaucol-16-one. Org. Biomol. Chem. 2004, 2, 1133-1138.
4. Huang, H.-C.; Ahmed, A.F.; Su, J.-H.; Chao, C.-H.; Wu, Y.-C.; Chiang, M.Y.; Sheu, J.-H. Crassocolides A-F, new cembranoids with a trans-fused lactone from the soft coral Sarcophyton crassocaule. J. Nat. Prod. 2006, 69, 1554-1559. (Pubitemid 46031804)
5. Zhang, C.; Li, J.; Su, J.; Liang, Y.; Yang, X.; Zheng, K.; Zeng, L. Cytotoxic diterpenoids from the soft coral Sarcophyton crassocaule. J. Nat. Prod. 2006, 69, 1476-1480. (Pubitemid 44899762)
6. Feller, M.; Rudi, A.; Berer, N.; Goldberg, I.; Stein, Z.; Benayahu, Y.; Schleyer, M.; Kashman, Y. Isoprenoids of the soft coral Sarcophyton glaucum: Nyalolide, a new biscembranoid, and other terpenoids. J. Nat. Prod. 2004, 67, 1303-1308. (Pubitemid 39145634)
7. El Sayed, K.A.; Hamann, M.T.; Waddling, C.A.; Jensen, C.; Lee, S.K.; Dunstan, C.A.; Pezzuto, J.M. Structurally novel bioconversion products of the marine natural product sarcophine effectively inhibit JB6 cell transformation. J. Org. Chem. 1998, 63, 7449-7455. (Pubitemid 28493604)
8. Yan, X.-H.; Gavagnin, M.; Cimino, G.; Guo, Y.-W. Two new biscembranes with unprecedented carbon skeleton and their probable biogenetic precursor from the Hainan soft coral Sarcophyton latum. Tetrahedron Lett. 2007, 48, 5313-5316. (Pubitemid 46992681)
9. Cheng, Y.-B.; Shen, Y.-C.; Kuo, Y.-H.; Khalil, A.T. Cembrane diterpenoids from the Taiwanese soft coral Sarcophyton stolidotum. J. Nat. Prod. 2008, 71, 1141-1145.
10. Iwagawa, T.; Nakamura, S.; Masuda, T.; Okamura, H.; Nakatani, M.; Siro, M. Irregular cembranoids containing a 13-membered carbocyclic skeleton isolated from a soft coral, Sarcophyton species. Tetrahedron 1995, 51, 5291-5298.
11. Sawant, S.; Youssef, D.; Mayer, A.; Sylvester, P.; Wali, V.; Arant, M.; El Sayed, K. Anticancer and anti-inflammatory sulfur-containing semisynthetic derivatives of sarcophine. Chem. Pharm. Bull. 2006, 54, 1119-1123. (Pubitemid 44166402)
12. Badria, F.A.; Guirguis, A.N.; Perovic, S.; Steffen, R.; Müller, W.E.G.; Schröder, H.C. Sarcophytolide: A new neuroprotective compound from the soft coral Sarcophyton glaucum. Toxicology 1998, 131, 133-143. (Pubitemid 28544943)
13. Bishara, A.; Rudi, A.; Benayahu, Y.; Kashman, Y. Three biscembranoids and their monomeric counterpart cembranoid, a biogenetic Diels-Alder precursor, from the soft coral Sarcophyton elegans. J. Nat. Prod. 2007, 70, 1951-1954.
14. Sawant, S.; Youssef, D.; Reiland, J.; Ferniz, M.; Marchtti, D.; El Sayed, K.A. Biocatalytic and antimetastatic studies of the marine cembranoids sarcophine and 2-epi-16-deoxysarcophine. J. Nat. Prod. 2006, 69, 1010-1013. (Pubitemid 44252209)
15. Cuong, N.X.; Tuan, T.A.; Kiem, P.V.; Minh, C.V.; Choi, E.M.; Kim, Y.H. New cembranoid diterpenes from the Vietnamese soft coral Sarcophyton mililatensis stimulate osteoblastic differentiation in MC3T3-E1 cells. Chem. Pharm. Bull. 2008, 56, 988-992. (Pubitemid 351949718)
16. Wang, S.-K.; Duh, C.-Y. New cytotoxic cembranolides from the soft coral Lobophytum michaelae. Mar. Drugs 2012, 10, 306-318.
17. Lin, S.-T.; Wang, S.-K.; Duh, C.-Y. Cembranoids from the Dongsha atoll soft coral Lobophytum crassum. Mar. Drugs 2011, 9, 2705-2716.
18. Cheng, S.-Y.; Chen, P.-W.; Chen, H.P.; Wang, S.-K.; Duh, C.-Y. New cembranolides from the Dongsha atoll soft coral Lobophytum durum. Mar. Drugs 2011, 9, 1307-1318.
19. Cheng, S.-Y.; Wang, S.-K.; Chiou, S.-F.; Hsu, C.-H.; Dai, C.-F.; Chiang, M.Y.; Duh, C.-Y. Cembranoids from the octocoral Sarcophyton ehrenbergi. J. Nat. Prod. 2010, 73, 197-203.
20. Cheng, S.-Y.; Chiou, S.-F.; Tsai, C.-W.; Wang, S.-K.; Hsu, C.-H.; Dai, C.-F.; Chiang, M.Y.; Wang, W.-H.; Duh, C.-Y. Ceramide and cerebrosides from the octocoral Sarcophyton ehrenbergi. J. Nat. Prod. 2009, 72, 465-468.
21. Roengsumran, S.; Achayindee, S.; Petsom, A.; Pudhom, K.; Singtothong, P.; Surachetapan, C.; Vilaivan, T. Two new cembranoids from Croton oblongifolius. J. Nat. Prod. 1998, 61, 652-654. (Pubitemid 28262037)
22. Kashman, Y.; Zadock, E.; Néeman, I. Some new cembrane derivatives of marine origin. Tetrahedron 1974, 30, 3615-3620.
23. Geran, R.I.; Greenberg, N.H.; MacDonald, M.M.; Schumacher, A.M.; Abbott, B.J. Protocols for screening chemical agents and natural products against animal tumors and other biological syatems. Cancer Chemother. Rep. 1972, 3, 1-91.
24. Hou, R.-S.; Duh, C.-Y.; Chiang, M.Y.; Lin, C.-N. Sinugibberol, a new cytotoxic cembranoid diterpene from the soft coral Sinularia gibberosa. J. Nat. Prod. 1995, 58, 1126-1130.
25. Chen, W.-H.; Wang, S.-K.; Duh, C.-Y. Polyhydroxylated Steroids from the Bamboo Coral Isis hippuris. Mar. Drugs 2011, 9, 1829-1839.
26. Stevens, M.; Balzarini, J.; Tabarrini, O.; Andrei, G.; Snoeck, R.; Cecchetti, V.; Fravolini, A.; de Clercq, E.; Pannecouque, C. Cell-dependent interference of a series of new 6-aminoquinolone derivatives with viral (HIV/CMV) transactivation. J. Antimicrob. Chemother. 2005, 56, 847-855. (Pubitemid 41631907)
27. Cheng, S.-Y.; Huang, K.-J.; Wang, S.-K.; Duh, C.-Y. Capilloquinol: A novel farnesyl quinol from the Dongsha atoll soft coral Sinularia capillosa. Mar. Drugs 2011, 9, 1469-1476.