Geodisterol, a novel polyoxygenated sterol with an aromatic A ring from the tropical marine sponge Geodia sp.

Tetrahedron Letters

Volumn 37, Issue 45, 1996, Pages 8145-8146

  Wang, Gui Yang Sheng ^a   Crews, Phil ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

STEROL;

ARTICLE; DRUG ISOLATION; DRUG STRUCTURE; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; SPONGE;

GEODIA;

EID: 0030569382     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01894-1     Document Type: Article

References (11)

1. 1. (a) Jaspars, M.; Crews, P. Tetrahedron Lett. 1994, 35, 7501.
2. (b) Rodríguez, J.; Nieto, R.; Crews, P. J. Nat. Prod. 1993, 56, 2034.
3. 2. (a) Lidgren, G.; Bohlin, L.; Bergman, J. Tetrahedron Lett. 1986, 27, 3283.
4. (b) Chan, W.R.; Tinto, W.F.; Manchand, P.S.; Todaro, L.J. J. Org. Chem. 1987, 52, 3091.
5. (c) Lidgren, G.; Bohlin, L.; Christophersen, C. J. Nat. Prod., 1988, 51, 1277.
6. (d) Migliuolo, A.; Piccialli, V.; Sica, D. J. Nat. Prod. 1990, 53, 1262.
7. 3. The bioactivity of the pure geodisterol is currently being investigated in the Corbet-Valeriote assay system: Valeriote, F.; Corbett, T.; LoRusso, P.; Moore, R.E.; Scheuer, P.; Patterson, G.; Paul, V.; Grindey, G. Bonjouklian, R. Pearce, H. Suffness, M. I. J. Pharmacognosy, 1995, 33 Suplement, 59-66.
8. 3OD) δ (ppm) 125.9 (d, C1), 112.5 (d, C2), 154.3 (s, C3), 114.9 (d, C4), 137.6 (s, C5), 29.4 (t, C6), 27.5 (t, C7), 37.8 (d, C8), 43.7 (d, C9), 131.5 (s, C10), 26.3 (t, C11), 40.4 (t, C12), 43.1 (s, C13), 53.3 (d, C14), 36.5 (t, C15), 73.3 (d, C16), 59.6 (d, C17), 14.3 (q, C18), 76.8 (s, C19), 25.3 (q, C20), 42.6 (t, C21), 23.8 (t, C22), 146.1 (s, C23), 34.7 (d, C24), 21.7 (q, C25), 21.7 (q, C26), 115.7 (d, C27), 12.5 (q, C28).
9. 5. Sun, H. H.; Cross, S. S.; Gunasekera, M.; Koehn, F. E. Tetrahedron 1991, 47, 1185.
10. 6. Aiello, A.; Fattorsso, E.; Menna, M. Steroids 1991, 56, 513.
11. 7. D'Auria, M. V.; Minale, L.; Ricco, R. Chem. Rev. 1993, 93, 1839.