T. Ihara et al., PEROXIDIZING PHYTOTOXIC ACTIVITY OF 1,3,4-THIADIAZOLIDINE-2-THIONES AND 1,2,4-TRIAZOLIDINE-3,5-DITHIONES, Nippon Noyaku Gakkaishi, 20(1), 1995, pp. 41-47
Using autotrophic Scenedesmus acutus cells incubated in the light and
Echinochloa utilis culture, a series of isomeric compounds, namely 3,4
-tetramethylene-1,3,4-thiadiazoiidine-2-thiones (thiadiazolidine-thion
es) and ,2-tetramethylene-1,2,4-triazolidine-3,5-dithiones (triazolidi
ne-dithiones), were assayed with respect to growth inhibition, decreas
e of chlorophyll contents, protoporphyrin-IX accumulation and light-in
duced ethane formation level. The both types of phytotoxic compounds d
ecreased chlorophyll contents, caused protoporphyrin-IX accumulation a
nd ethane evolution, and inhibited growth of Scenedesmus cells. They i
nhibited also protoporphyrinogen-IX oxidase, which led to rapid accumu
lation of protoporphyrin-IX, an intermediate of chlorophyll biosynthes
is, just like peroxidizing herbicides such as p-nitrodiphenyl ethers a
nd cyclic imides. Our comparative data on different sets of the aforem
entioned parameters suggest that both the thiadiazolidine-thiones and
triazolidine-dithiones are grouped as peroxidizing herbicides, affecti
ng a crucial enzyme in the chlorophyll biosynthesis and inducing ethan
e formation by cell membrane destruction.