New sesquiterpene derivatives from the red alga Laurencia scoparia. Isolation, structure determination, and anthelmintic activity

Journal of Natural Products

Volumn 64, Issue 12, 2001, Pages 1552-1555

  Davyt, Danilo ^a   Fernandez, Rafael ^a   Suescun, Leopoldo ^a   Mombrú, Alvaro W ^a   Saldaña, Jenny ^a   Domínguez, Laura ^a   Coll, Javier ^a   Fujii, Mutue T ^b   Manta, Eduardo ^a  

^a UNIVERSIDAD DE LA REPÚBLICA   (Uruguay)

^b Seção de Ficologia   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

3 BROMOMETHYLIDENE 10BETA BROMO BETA CHAMIGRENE; ANTHELMINTIC AGENT; BETA CHAMIGRENE DERIVATIVE; ISORIGIDOL; SCOPARIOL; SESQUITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG ISOLATION; DRUG STRUCTURE; IN VITRO STUDY; LAURENCIA SCOPARIA; NIPPOSTRONGYLUS BRASILIENSIS; RED ALGA; STRUCTURE ANALYSIS;

ALGAE, RED; ANIMALS; ANTHELMINTICS; BRAZIL; CHROMATOGRAPHY, THIN LAYER; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; NIPPOSTRONGYLUS; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; SESQUITERPENES; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SPIRO COMPOUNDS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

ALGAE; EUKARYOTA; LAURENCIA; LAURENCIA SCOPARIA; NIPPOSTRONGYLUS BRASILIENSIS; RHODOPHYTA; SCOPARIA;

EID: 0035681021     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np0102307     Document Type: Article

References (22)

1. Davyt, D.; Entz, W.; Manta, E.; Navarro, G.; Norte, M. Nat. Prod. Lett. 1997, 9, 305-312.
2. Davyt, D.; Entz, W.; Fernandez, R.; Mariezcurrena, R.; Mombrú, A.; Saldaña, J.; Dominguez, L.; Coll, J.; Manta, E. J. Nat. Prod. 1998, 61, 1560-1563.
3. Faulkner, D. J. Nat. Prod. Rep. 2001, 18, 1-49, and previous reports in this series.
4. Rashid, M. A.; Gustafson, K. R.; Cardellina, J. H.; Boyd, M. R. Nat. Prod. Lett. 1995, 255-259.
5. Munro M. H. G., Luibrand R. T., Blunt J. W., Scheuer P. J., Eds. Biorganic Marine Chemistry; Springer-Verlag: Berlin, 1987; pp 93-176.
6. Masuda, M.; Abe, T.; Sato, S.; Susuki, T.; Susuki, M. J. Phycol. 1997, 33, 196-208.
7. Fedorov, S. N.; Shubina, L. K.; Kalinovsky, A. I.; Lyhakova E. G.; Stonk, V. A. Tetrahedron Lett. 2000, 41, 1979-1982.
8. Sakai, R.; Higa T.; Jefford, C. W.; Bernardinelli, G. Helv. Chim. Acta 1986, 69, 91-105.,
9. Bittner, M. L.; Silva, M.; Paul, V. J.; Fenical, W. Phytochemistry 1985, 24, 987-989.
10. König, G. M.; Wright, A. D. J. Nat. Prod. 1997, 60, 967-970.
11. We use the chamigrene common numbering for the structural formulas and spectroscopic data; for IUPAC nomenclature and numbering for retrieval purposes see Experimental Section.
12. Suescun, L.; Mombrú, A. W.; Mariezcurrena, R.; Davyt, D.; Fernández, R.; Manta E. Acta Crystallogr. 2001, C57, 286-288.
13. Crystallographic data for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre. Copies of the data can be obtained, free of charge, on application to the Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44-(0)1223-336033 or e:mail: deposit@ccdc.cam.ac.uk).
14. Susuki, M.; Kurosawa, E. Tetrahedron Lett. 1978, 48, 4805-4806.
15. Schmitz, F.; Michaud, D.; Schmidt, P. J. Am. Chem. Soc. 1982, 104, 6415-6423.
16. Juagdan, E. G.; Kalindi, R.; Scheuer, P. J. Tetrahedron 1997, 53, 521-528.
17. Susuki, M.; Kurosawa, E.; Kurata, K. Bull. Chem. Soc. Jpn. 1987, 60, 3795-3796.
18. Wright, A. D.; Coll, J. C.; Price, I. R. J. Nat. Prod. 1990, 53, 845-861.
19. Gonzalez, A. G.; Martín, J. D.; Martín, V. S.; Martinez-Ripoll, M.; Fayos, J. Tetrahedron Lett. 1979, 2717-2718.
20. Gonzalez, A. G.; Martín, J. D.; Martín, V. S.; Norte, M. Tetrahedron Lett. 1979, 2719-2722.
21. De Rosa, S.; De Giulio, A.; Iodice, C.; Alcaraz, M. J.; Paya, M. Phytochemistry 1995, 40, 995-996.
22. Gordon, S.; Costa, L.; Incerti, M.; Manta, E.; Saldaña, J.; Domínguez, L.; Mariezcurrena, R.; Suescun, L. Il Farmaco 1997, 52, 603-608.