TY - JOUR
T1 - Structure‐Activity Relationships as Inferred from Comparative Phytotoxicity of Stemphyloxins and Betaenones
AU - Manulis, Shulamit
AU - Netzer, D.
AU - Barash, I.
PY - 1986/3
Y1 - 1986/3
N2 - Structure‐activity relationships of the phytotoxins stemphyloxin I and II 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 of14C‐leucine into proteins of exponentially growing tomato cells. The values of 50 % inhibition for stemphyloxin I and II and for betaenones A, B and C were 0.075, 16, 55, 350 and 1 μM respectively. The β‐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 I and II enhanced activity in comparison with the respective compounds betaenones C and A which lack this group.
AB - Structure‐activity relationships of the phytotoxins stemphyloxin I and II 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 of14C‐leucine into proteins of exponentially growing tomato cells. The values of 50 % inhibition for stemphyloxin I and II and for betaenones A, B and C were 0.075, 16, 55, 350 and 1 μM respectively. The β‐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 I and II enhanced activity in comparison with the respective compounds betaenones C and A which lack this group.
UR - http://www.scopus.com/inward/record.url?scp=0008742985&partnerID=8YFLogxK
U2 - 10.1111/j.1439-0434.1986.tb00886.x
DO - 10.1111/j.1439-0434.1986.tb00886.x
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AN - SCOPUS:0008742985
SN - 0931-1785
VL - 115
SP - 283
EP - 287
JO - Journal of Phytopathology
JF - Journal of Phytopathology
IS - 3
ER -