Synthesis and antialgal activity of dihydrophenanthrenes and phenanthrenes II: Mimics of naturally occurring compounds in Juncus effusus

Journal of Chemical Ecology

Volumn 27, Issue 2, 2001, Pages 257-271

  Dellagreca, M ^a   Fiorentino, A ^a   Monaco, P ^a   Pinto, G ^a   Previtera, L ^a   Zarrelli, A ^a  

^a UNIVERSITY OF NAPLES FEDERICO II   (Italy)

Author keywords

9,10 dihydrophenanthrenes; Cross coupling algicides; Juncus effusus; Phenanthrenes; Selenastrum capricornutum

Indexed keywords

PHENANTHRENE DERIVATIVE;

ALGA; ANGIOSPERM; ARTICLE; CHEMISTRY; DEMETHYLATION; DRUG EFFECT; DRUG ISOLATION; GROWTH INHIBITION; GROWTH, DEVELOPMENT AND AGING; MOLECULAR MIMICRY; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ALGAE, GREEN; ANGIOSPERMS; MOLECULAR MIMICRY; PHENANTHRENES; STRUCTURE-ACTIVITY RELATIONSHIP;

ALGAE; CHLOROPHYTA; JUNCUS EFFUSUS; MAGNOLIOPHYTA; SELENASTRUM CAPRICORNUTUM;

EID: 0035006285     PISSN: 00980331     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1005624304413     Document Type: Article

References (12)

1. ALIOTTA, G., MONACO, P., PINTO, G., POLLIO, A., and PREVITERA, L. 1991. Potential allelochemicals from Pistia stratiotes L. J. Chem. Ecol. 17:2223-2234.
2. BLANKLEY, W. F. 1973. Toxic and inhibitory materials associated with culturing, pp. 207-223, in J. R. Stein (ed.). Handbook of Phycological Methods. Cambridge University Press, Cambridge, UK.
3. DELLAGRECA, M., FIORENTINO, A., MANGONI, L., MOLINARO, A., MONACO, P., and PREVITERA, L. 1992. 9,10-Dihydrophenanthrenes metabolites from Juncus effusus L. Tetrahedron Lett. 33:5257-5260.
4. DELLAGRECA, M., FIORENTINO, A., MANGONI, L., MOLINARO, A., MONACO, P., and PREVITERA, L. Cytotoxic 9,10-dihydrophenanthrenes from Juncus effusus L. 1993. Tetrahedron 49:3425-3432.
5. DELLAGRECA, M., FIORENTINO, A., MOLINARO, A., MONACO, P., and PREVITERA, L. 1995a. 9,10-Dihydrophenanthrenes glucosides from Juncus effusus. Nat. Prod. Lett. 6:111-117.
6. DELLAGRECA, M., FIORENTINO, A., MONACO, P., PREVITERA, L., and ZARRELLI, A. 1995b. Effusides I-V: 9,10-Dihydrophenanthrenes glucosides from Juncus effusus. Phytochemistry 40:533-535.
7. DELLAGRECA, M., MONACO, P., PREVITERA, L., ZARRELLI, A., PINTO, G., POLLIO, A., and FIORENTINO, A. 1997. Minor bioactive dihydro-phenanthrenes from Juncus effusus L. J. Nat. Prod. 60:1265-1268.
8. DELLAGRECA, M., FIORENTINO, A. MONACO, P., POLLIO, A., PREVITERA, L., and ZARRELLI, A. 2000. Dihydrophenanthrenes and phenanthrenes mimics of natural compounds. Synthesis and antialgal activity. J. Chem. Ecol. 26:587-600.
9. PADWA, A., DOUBLEDAY, C., and MAZZU, A. 1977. Photocyclization reaction of substituted 2,2′-divinylbifenyl derivatives. J. Org. Chem. 42:3271-3279.
10. SEMMELHACK, M. F., HELQUIST, P., JONES, L. D., KELLER, L., MENDELSON, L., RYONO, L. S., SMITH, J. G., and STAUFFER, R. D. 1981. Reaction of aryl and vinyl halides with zerovalent nickel - preparative aspects and synthesis of Alnusone. J. Am. Chem. Soc. 21:6460-6470.
11. TIECCO, M., TESTAFERRI, L., TINGOLI, M., CHIANELLI, D., and MONTANUCCI, M. 1984. A convenient synthesis of bipyridines by nickel phosphine complex-mediated homocoupling of halopyridines. Synthesis 9:736-738.
12. YANG, N. C., CHIANG, W., and LANGAN, Y. 1984. Photoreduction of aromatic compounds via amine exciplexes. Tetrahedron Lett. 2855-2858.