Structure-activity relationships as inferred from comparative phytotoxicity of stemphyloxins and betaenones
1986
Manulis, S. (Tel Aviv Univ. (Israel). Dept. of Botany. Georg S. Wise Faculty of Life Sciences) | Netzer, D. | Barash, I.
Alemán. Structure-activity relationships of the phytotoxins stemphyloxin 1 and 2 from Stemphylium botryosum f. sp. lycopersici were investigated by quantitative comparison of their biological activity with chemically related phytotoxins from Phoma betae, betaenones A, B and C. Phytotoxicity was estimated by inhibition of incorporation of (14)C-leucine into proteins of exponentially growing tomato cells. The values of 50 per cent inhibition for stemphyloxin 1 and 2 and for betaenones A, B and C were 0.075, 16, 55, 350 and 1 myM respectively. The beta-ketoaldehyde moiety appeared to be essential in conferring biological activity and its toxicity was influenced by its spatial orientation. The presence of an hydroxyl group in stemphyloxin 1 and 2 enhanced activity in comparison with the respective compounds betaenones C and A which lack this group
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