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

Citation
M. Dellagreca et al., Synthesis and antialgal activity of dihydrophenanthrenes and phenanthrenesII: Mimics of naturally occurring compounds in Juncus effusus, J CHEM ECOL, 27(2), 2001, pp. 257-271
Citations number
12
Categorie Soggetti
Environment/Ecology
Journal title
JOURNAL OF CHEMICAL ECOLOGY
ISSN journal
00980331 → ACNP
Volume
27
Issue
2
Year of publication
2001
Pages
257 - 271
Database
ISI
SICI code
0098-0331(200102)27:2<257:SAAAOD>2.0.ZU;2-U
Abstract
9,10-Dihydrophenanthrenes and phenanthrenes, mimics of natural compounds wi th strong antialgal activity, have been synthesized through cross-coupling by zerovalent Ni of 1-(2-iodo-5-methoxy)-phenylethanol or 2-iodo-5 methoxya cetophenone with iodoxylenes. The synthetic compounds had a hydroxyl or a m ethoxyl group at C-2 and two methyls in the C ring. Assays on the green alg a Selenastrum capricornutum showed that all the compounds, except 2-methoxy -5,7-dimethylphenanthrene, caused strong inhibition of algal growth at 10(- 4) M. 2-Hydroxy-7.8-dimethyl-9,10-dihydrophenanthrene and 2-methoxy-5,6-dim ethylphenanthrene fully inhibited growth at 10(-5) M.