Nakiterpiosin and nakiterpiosinone, novel cytotoxic C-nor-D-homosteroids from the Okinawan sponge Terpios hoshinota

Tetrahedron

Volumn 60, Issue 33, 2004, Pages 6989-6993

  Teruya, Toshiaki ^a   Nakagawa, Satoru ^a   Koyama, Tomoyuki ^a   Arimoto, Hirokazu ^a   Kita, Masaki ^a   Uemura, Daisuke ^a  

^a NAGOYA UNIVERSITY   (Japan)

Author keywords

C nor D homosteroid; Cytotoxicity; Nakiterpiosin; Nakiterpiosinone; The sponge Terpios hoshinota

Indexed keywords

ANTINEOPLASTIC AGENT; HOMOSTEROID; NAKITERPIOSIN; NAKITERPIOSINONE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DRUG DETERMINATION; DRUG ISOLATION; DRUG POTENCY; DRUG STRUCTURE; LEUKEMIA CELL; LYMPHATIC LEUKEMIA; MARINE ENVIRONMENT; MOUSE; NONHUMAN; PRIORITY JOURNAL; SPECTROSCOPY; SPONGE (PORIFERA); TERPIOS HOSHINOTA;

TERPIOS;

EID: 3242682461     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2003.08.083     Document Type: Article

References (17)

1. Cragg G.M., Newman D.J. Cancer Invest. 17:1999;153-163
2. Long B.H., Carboni J.M., Wasserman A.J., Cornell L.A., Casazza A.M., Jensen P.R., Lindel T., Fenical W., Fairchild C.R. Cancer Res. 58:1998;1111-1115
3. Teruya T., Suenaga K., Koyama T., Nakano Y., Uemura D. J. Exp. Mar. Biol. Ecol. 266:2001;123-134
4. Hughes T.P. Science. 265:1994;1547-1551
5. Rosser R.M., Faulkner D.J. J. Org. Chem. 84:1984;5157-5160
6. Nagle D.G., Gerwick W.H. Tetrahedron Lett. 6:1995;849-852
7. Yamaguchi M. Aquabiology. 43:1986;88-92. Abstract in English
8. Teruya T., Nakagawa S., Koyama T., Suenaga K., Uemura D. Chem. Lett. 2002;38-39
9. Teruya T., Nakagawa S., Koyama T., Suenaga K., Kita M., Uemura D. Tetrahedron Lett. 44:2003;5171-5173
10. 3OD) δ (ppm) 74.3
11. Crews P., Kho-Wisemam E., Montana P. J. Org. Chem. 43:1978;116-120
12. Crews P., Naylor S., Hanke F.J., Hogue E.R., Kho E., Braslau R. J. Org. Chem. 49:1984;1371-1377
13. Ohtani I., Kusumi T., Kashiman Y., Kakisawa H. J. Am. Chem. Soc. 113:1991;4092-4096
14. Veratrum alkaloids are regularly reviewed in 'The Alkaloids', Specialist Periodical Reports, Royal Society of Chemistry, London, Vols. 1-13, pp 1971-1983.
15. Luton J.P., Mahoudeau J.A., Bouchard P., Thieblot P., Hautecouverture M., Simon D., Laudat M.H., Touitou Y., Bricaire H. N. Engl. J. Med. 300:1979;459-464
16. James V.H., Few J.D. Clin. Endocrinol. Metab. 14:1985;867-892
17. Miller J.W., Crapo L. Endocrinol. Rev. 12:1993;443-458