The first syntheses of 3-bromofascaplysin, 10-bromofascaplysin and 3,10-dibromofascaplysin-marine alkaloids from Fascaplysinopsis reticulata and Didemnum sp. by application of a simple and effective approach to the pyrido[1,2-a:3,4-b′]diindole system

Tetrahedron Letters

Volumn 48, Issue 45, 2007, Pages 7998-8000

  Zhidkov, Maxim E ^a   Baranova, Olga V ^a   Balaneva, Nadezhda N ^b   Fedorov, Sergey N ^b   Radchenko, Oleg S ^b   Dubovitskii, Sergey V ^a  

^a FAR EASTERN FEDERAL UNIVERSITY   (Russian Federation)

^b PACIFIC INSTITUTE OF BIOORGANIC CHEMISTRY   (Russian Federation)

Author keywords

Bromofascaplysins; Marine alkaloids; Pyrido 1,2 a:3,4 b diindoles; Synthesis

Indexed keywords

10 BROMOFASCAPLYSIN; 3 BROMOFASCAPLYSIN; 3,10 DIBROMOFASCAPLYSIN; ALKALOID DERIVATIVE; INDOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL PROCEDURES; CHROMATOGRAPHY; DIDEMNUM; DRUG ISOLATION; DRUG SYNTHESIS; FASCAPLYSINOPSIS RETICULATA; SPONGE (PORIFERA);

DIDEMNUM SP.; FASCAPLYSINOPSIS RETICULATA;

EID: 35148886130     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.09.057     Document Type: Article

References (15)

1. Roll D.M., Ireland C.M., Lu H.S., and Clardy J. J. Org. Chem. 53 (1988) 3276-3278
2. For example see:. Jimenez C., Quinoa E., Adamczeski M., Hunter L.M., and Crews P. J. Org. Chem. 56 (1991) 3403-3410
3. Schmidt E.W., and Faulkner D.J. Tetrahedron Lett. 37 (1996) 3951-3954
4. Kirsch G., Konig G.M., Wright A.D., and Kaminsky R. J. Nat. Prod. 63 (2000) 825-829
5. Charan R.D., McKee T.C., Gustafson K.R., Pannell L.K., and Boyd M.R. Tetrahedron Lett. 43 (2002) 5201-5204
6. Popov A.M., and Stonik V.A. Antibiot. Khimioter. 36 (1991) 12-14
7. Soni R., Muller L., Furet P., Schoepfer J., Stephan C., Zunstein-Mecker S., Fretz H., and Chaudhuri B. Biochem. Biophys. Res. Commun. 275 (2000) 877-884
8. Hormann A., Chaudhuri B., and Fretz H. Bioorg. Med. Chem. 9 (2001) 917-921
9. Segraves N.L., Robinson S.J., and Garcia D. J. Nat. Prod. 67 (2004) 783-792
10. Radchenko O.S., Novikov V.L., and Elyakov G.B. Tetrahedron Lett. 38 (1997) 5339-5342
11. 2: C, 32.69; H, 2.06. Found: C, 32.62; H, 2.08.
12. Santos L.S., Pilli R.A., and Rawal V.H. J. Org. Chem. 69 (2004) 1283-1289
13. 2: C, 49.57; H, 3.70; N, 6.42. Found: C, 49.67; H, 3.72; N, 6.48.
14. 2: C, 50.27; H, 2.34; N, 6.51. Found: C, 50.37; H, 2.36; N, 6.60.
15. Garcia M.D., Wilson A.J., Emmerson D.P.G., and Jenkins P.R. Chem. Commun. (2006) 2586-2588