Synthesis and characterization of novel dithiocarbamic thioanhydrides and their application for plant growth stimulant and phytotoxic activity.
Dithiocarbamate
Growth-stimulating activity
Phytotoxic activity
Thioanhydride
Journal
Scientific reports
ISSN: 2045-2322
Titre abrégé: Sci Rep
Pays: England
ID NLM: 101563288
Informations de publication
Date de publication:
21 Oct 2024
21 Oct 2024
Historique:
received:
10
05
2024
accepted:
16
09
2024
medline:
22
10
2024
pubmed:
22
10
2024
entrez:
21
10
2024
Statut:
epublish
Résumé
In this study, nineteen thioanhydrides were synthesized from the S-acylation reaction of sodium dithiocarbamates with various acyl chlorides in chloroform at room temperature. The synthesized thioanhydrides were evaluated for their growth-stimulating and phytotoxic activities. Benzoic (1a), 4-methoxy- (1b), 4-chloro- (1c), 2-bromo- (1e), 4-fluoro- (1f.) and 4-nitrobenzoic 1H-1,2,4-triazole-1-carbothioic thioanhydrides (1 g) showed moderate to excellent growth-stimulating activity, along with this (1c) exhibited excellent phytotoxic activity, 2,4-dichlorobenzoic 1H-1,2,4-triazole-1-carbothioic thioanhydride (1d) and 2,4-dichlorobenzoic pyrrolidine-1-carbothioic thioanhydride (2b) demonstrated inhibiting and moderate phytotoxic activities. Thioanhydrides (1a-c, 1f., 1 g) exhibited excellent germination energy and germination capacity of wheat seeds: 1a 82 and 90%, 1c 80 and 84%, 1 g 82 and 90% (0.01 mg/ml); 1b, 1 g 78 and 94%, 1c 78 and 90%, 1f. 80 and 94% (0.1 mg/ml). Thioanhydride (1e) showed moderate activity, germination energy and germination capacity were 72 and 76% (0.1 mg/ml), 78 and 84% (0.01 mg/ml). Thioanhydride (1d) demonstrated activity as a growth inhibitor with germination energy, and germination capacity 54 and 58% (0.1 mg/ml), 44 and 42% (0.01 mg/ml). Thioanhydride (1c) exhibited excellent phytotoxic activity analogically to herbicide 2,4-D only on lettuce seeds. Compounds (1d and 2b) were moderately active, inhibiting the growth of lettuce and bent grass seedlings.
Identifiants
pubmed: 39433794
doi: 10.1038/s41598-024-73260-8
pii: 10.1038/s41598-024-73260-8
doi:
Substances chimiques
Thiocarbamates
0
Herbicides
0
Plant Growth Regulators
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
24778Subventions
Organisme : The Science Committee of the Ministry of Science and Higher Education of the Republic of Kazakhstan
ID : No BR18574042
Informations de copyright
© 2024. The Author(s).
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