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Dihydrophenanthrene and Phenanthrene Mimics of Natural Compounds—Synthesis and Antialgal Activity
Authors:M Dellagreca  A Fiorentino  P Monaco  A Pollio  L Previtera  A Zarrelli
Affiliation:(1) Dipartimento di Chimica Organica e Biologica, Università Federico II, Via Mezzocannone 16, I-80134 Napoli, Italy;(2) Dipartimento di Scienze della Vita, II Università di Napoli, Via Arena, I-84100 Caserta, Italy;(3) Dipartimento di Biologia Vegetale, Università Federico II, Via Foria 223, I-80139 Napoli, Italy
Abstract:9,10-Dihydrophenanthrenes and phenanthrenes, mimics of natural compounds with strong antialgal activity, have been synthesized through cross-coupling of 1-(2-iodo-5-methoxy)-phenylethanol with variously substituted iodobenzenes. The synthetic compounds, bearing a hydroxyl or a methoxyl group at C-2 and a methyl in the C ring, were tested against the green alga Selenastrum capricornutum. All compounds, except 2-methoxy-7-methylphenanthrene, caused inhibition of algal growth by more than 70% at 10–4 M, and many of them retained this strong activity at 10–5 M.
Keywords:Juncus effusus  phenanthrenes  9  10-dihydrophenanthrenes  cross-coupling  algicides  Selenastrum capricornutum
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