Sa. Ouf et al., DIFFERENTIAL SUSCEPTIBILITY OF SCLEROTIUM-CEPIVORUM BERK TO SOME SYNTHESIZED VISNAGIN SULFONAMIDE DERIVATIVES, Biologia plantarum, 36(1), 1994, pp. 111-119
Twenty-five visnagin sulfonamide derivatives were tested in vitro agai
nst sclerotial germination, growth and cellulolytic activity of Sclero
tium cepivorum Berk. The effectiveness of the derivatives depends on t
he concentration and the substituent introduced to the title compound.
The introduction Of SO2Cl2 to C-9 of visnagin induced high toxicity t
han introducing SO2NH2. Compounds with sulfonyl piperidine or sulfonyl
morpholine gave small toxicity only at 30 and 75 mug cm-3. Addition o
f N-aryl ring to visnagin-9-sulfonamide rendered the title compound to
be more toxic. The substitution of the N-aryl ring by m-CH3, m-Cl or
p-Cl enhanced the toxicity, while its substitution with o-CH3, p-CH3,
p-Br, o-OCH3 or m-OCH3 caused a drop in the toxicity as compared to co
mpounds with unsubstituted aryl ring. Visnagin sulfonamide derivatives
having azole rings were strongly inhibitory for sclerotial germinatio
n, growth, sclerotial formation and cellulolytic activity, even when a
pplied at 4 mug cm-3. The most toxic one was that having dimethyl isox
azole. The cleavage of gamma-pyrone ring led to a decline in the toxic
ity as compared with the other sulfonamide derivatives.