PhytophthoraV1, Main, Exploration, bibRecord, 000B22

Synthesis and fungicidal activity of novel 2,5-disubstituted-1,3,4- thiadiazole derivatives containing 5-phenyl-2-furan.

Identifieur interne : 000B22 ( Main/Exploration ); précédent : 000B21; suivant : 000B23

Synthesis and fungicidal activity of novel 2,5-disubstituted-1,3,4- thiadiazole derivatives containing 5-phenyl-2-furan.

Auteurs : Zi-Ning Cui [République populaire de Chine] ; Ya-Sheng Li [République populaire de Chine] ; De-Kun Hu [République populaire de Chine] ; Hao Tian [République populaire de Chine] ; Jia-Zhen Jiang [République populaire de Chine] ; Yuan Wang [République populaire de Chine] ; Xiao-Jing Yan [République populaire de Chine]

Source :

Scientific reports [ 2045-2322 ] ; 2016.

RBID : pubmed:26822318

Descripteurs français

KwdFr :
- Antifongiques (composition chimique), Antifongiques (pharmacologie), Antifongiques (synthèse chimique), Phytophthora infestans (croissance et développement), Phytophthora infestans (ultrastructure), Thiadiazoles (composition chimique), Thiadiazoles (pharmacologie), Thiadiazoles (synthèse chimique).
MESH :
- composition chimique : Antifongiques, Thiadiazoles.
- croissance et développement : Phytophthora infestans.
- pharmacologie : Antifongiques, Thiadiazoles.
- synthèse chimique : Antifongiques, Thiadiazoles.
- ultrastructure : Phytophthora infestans.

English descriptors

KwdEn :
- Antifungal Agents (chemical synthesis), Antifungal Agents (chemistry), Antifungal Agents (pharmacology), Phytophthora infestans (growth & development), Phytophthora infestans (ultrastructure), Thiadiazoles (chemical synthesis), Thiadiazoles (chemistry), Thiadiazoles (pharmacology).
MESH :
- chemical , chemical synthesis : Antifungal Agents, Thiadiazoles.
- chemical , chemistry : Antifungal Agents, Thiadiazoles.
- chemical , pharmacology : Antifungal Agents, Thiadiazoles.
- growth & development : Phytophthora infestans.
- ultrastructure : Phytophthora infestans.

Abstract

A series of 2,5-disubstituted-1,3,4-thiadiazoles were synthesized using Lawesson's reagent by an efficient approach under microwave irradiation in good yields. Their structures were characterized by MS, IR, (1)H NMR, (13)C NMR, and elemental analysis. Their in vitro and in vivo fungicidal activities revealed that the title compounds exhibited considerable activity against five selected fungi, especially to Phytophthora infestans. In order to illustrate the mechanism of title compounds against P. infestans, scanning electron micrographs (SEM) and transmission electron micrographs (TEM) were applied. The morphological and ultrastructural studies demonstrated that compound I18 led to swelling of hyphae, thickening and proliferating multilayer cell walls, excessive septation and accumulation of dense bodies. The bioassay results indicated compound I18 might act on cell wall biosynthesis, and blocked the nutrition transportation and led to cells senescence and death. Meanwhile, compound I18 had broad fungicidal activity against other twenty different kinds of fungi. These results suggested that title compounds were eligible to be development candidates and compound I18 as a promising lead compound was worthy to be further discovery, especially against P. infestans.

DOI: 10.1038/srep20204
PubMed: 26822318
PubMed Central: PMC4731749

Affiliations:

Links toward previous steps (curation, corpus...)

to stream Main, to step Corpus: 000C84
to stream Main, to step Curation: 000C84

Le document en format XML

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<front><div type="abstract" xml:lang="en">A series of 2,5-disubstituted-1,3,4-thiadiazoles were synthesized using Lawesson's reagent by an efficient approach under microwave irradiation in good yields. Their structures were characterized by MS, IR, (1)H NMR, (13)C NMR, and elemental analysis. Their in vitro and in vivo fungicidal activities revealed that the title compounds exhibited considerable activity against five selected fungi, especially to Phytophthora infestans. In order to illustrate the mechanism of title compounds against P. infestans, scanning electron micrographs (SEM) and transmission electron micrographs (TEM) were applied. The morphological and ultrastructural studies demonstrated that compound I18 led to swelling of hyphae, thickening and proliferating multilayer cell walls, excessive septation and accumulation of dense bodies. The bioassay results indicated compound I18 might act on cell wall biosynthesis, and blocked the nutrition transportation and led to cells senescence and death. Meanwhile, compound I18 had broad fungicidal activity against other twenty different kinds of fungi. These results suggested that title compounds were eligible to be development candidates and compound I18 as a promising lead compound was worthy to be further discovery, especially against P. infestans. </div>
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<Abstract><AbstractText>A series of 2,5-disubstituted-1,3,4-thiadiazoles were synthesized using Lawesson's reagent by an efficient approach under microwave irradiation in good yields. Their structures were characterized by MS, IR, (1)H NMR, (13)C NMR, and elemental analysis. Their in vitro and in vivo fungicidal activities revealed that the title compounds exhibited considerable activity against five selected fungi, especially to Phytophthora infestans. In order to illustrate the mechanism of title compounds against P. infestans, scanning electron micrographs (SEM) and transmission electron micrographs (TEM) were applied. The morphological and ultrastructural studies demonstrated that compound I18 led to swelling of hyphae, thickening and proliferating multilayer cell walls, excessive septation and accumulation of dense bodies. The bioassay results indicated compound I18 might act on cell wall biosynthesis, and blocked the nutrition transportation and led to cells senescence and death. Meanwhile, compound I18 had broad fungicidal activity against other twenty different kinds of fungi. These results suggested that title compounds were eligible to be development candidates and compound I18 as a promising lead compound was worthy to be further discovery, especially against P. infestans. </AbstractText>
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Synthesis and fungicidal activity of novel 2,5-disubstituted-1,3,4- thiadiazole derivatives containing 5-phenyl-2-furan.

Synthesis and fungicidal activity of novel 2,5-disubstituted-1,3,4- thiadiazole derivatives containing 5-phenyl-2-furan.

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