Antifungal Activity of Novel Indole Derivatives Containing 1,3,4-Thiadiazole
In this study, 24 indole derivatives containing 1,3,4-thiadiazole were discovered and synthesized. The target compounds' antifungal efficacy against 14 plant pathogenic fungal pathogens was then determined in vitro. With an EC50 value of 2.7 μg/mL, Z2 demonstrated the highest level of bioactivity among them against Botrytis cinerea (B.c.), exceeding the concentrations of the control prescription drugs azoxystrobin (Az) (EC50 = 14.5 μg/mL) and fluopyram (Fl) (EC50 = 10.1 μg/mL). Z2 underwent in vivo testing on blueberry leaves in order to evaluate its usefulness in real-world settings. A reasonable protective effect was obtained with a control effectiveness of 93.0% at 200 μg/mL, which was superior to those of Az (83.0%) and Fl (52.0%). At 200 μg/mL, this chemical had an efficacy of 84.0% in terms of curative efficacy. These figures outperformed those of Az (69.0%) and Fl (48.0%). Scanning electron microscopy (SEM) experiments and light microscopy experiments showed that Z2 altered the integrity of the cell wall and cell membrane of the pathogenic fungus B.c., which led to an increase in the content of malondialdehyde (MDA), cellular leakage, and cellular permeability. Enzyme activity assays and molecular docking studies indicated that Z2 could act as a potential succinate dehydrogenase inhibitor (SDHI). It was hypothesized that Z2 could cause disruption of mycelial cell membranes, which in turn leads to mycelial death. According to the research, indole derivatives containing 1,3,4-thiadiazole were expected to evolve into new fungicides due to their significant antifungal effects on plant fungi.
| Medienart: |
E-Artikel |
|---|
| Erscheinungsjahr: |
2024 |
|---|---|
| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:72 |
|---|---|
| Enthalten in: |
Journal of agricultural and food chemistry - 72(2024), 18 vom: 08. Mai, Seite 10227-10235 |
| Sprache: |
Englisch |
|---|
| Beteiligte Personen: |
He, Bangcan [VerfasserIn] |
|---|
| Links: |
|---|
| Themen: |
1,3,4-thiadiazole |
|---|
| Anmerkungen: |
Date Completed 08.05.2024 Date Revised 08.05.2024 published: Print-Electronic Citation Status MEDLINE |
|---|
| doi: |
10.1021/acs.jafc.3c09303 |
|---|
| funding: |
|
|---|---|
| Förderinstitution / Projekttitel: |
|
| PPN (Katalog-ID): |
NLM37158163X |
|---|
| LEADER | 01000caa a22002652 4500 | ||
|---|---|---|---|
| 001 | NLM37158163X | ||
| 003 | DE-627 | ||
| 005 | 20240508232620.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 240427s2024 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1021/acs.jafc.3c09303 |2 doi | |
| 028 | 5 | 2 | |a pubmed24n1401.xml |
| 035 | |a (DE-627)NLM37158163X | ||
| 035 | |a (NLM)38669314 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rakwb | ||
| 041 | |a eng | ||
| 100 | 1 | |a He, Bangcan |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Antifungal Activity of Novel Indole Derivatives Containing 1,3,4-Thiadiazole |
| 264 | 1 | |c 2024 | |
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a ƒaComputermedien |b c |2 rdamedia | ||
| 338 | |a ƒa Online-Ressource |b cr |2 rdacarrier | ||
| 500 | |a Date Completed 08.05.2024 | ||
| 500 | |a Date Revised 08.05.2024 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a In this study, 24 indole derivatives containing 1,3,4-thiadiazole were discovered and synthesized. The target compounds' antifungal efficacy against 14 plant pathogenic fungal pathogens was then determined in vitro. With an EC50 value of 2.7 μg/mL, Z2 demonstrated the highest level of bioactivity among them against Botrytis cinerea (B.c.), exceeding the concentrations of the control prescription drugs azoxystrobin (Az) (EC50 = 14.5 μg/mL) and fluopyram (Fl) (EC50 = 10.1 μg/mL). Z2 underwent in vivo testing on blueberry leaves in order to evaluate its usefulness in real-world settings. A reasonable protective effect was obtained with a control effectiveness of 93.0% at 200 μg/mL, which was superior to those of Az (83.0%) and Fl (52.0%). At 200 μg/mL, this chemical had an efficacy of 84.0% in terms of curative efficacy. These figures outperformed those of Az (69.0%) and Fl (48.0%). Scanning electron microscopy (SEM) experiments and light microscopy experiments showed that Z2 altered the integrity of the cell wall and cell membrane of the pathogenic fungus B.c., which led to an increase in the content of malondialdehyde (MDA), cellular leakage, and cellular permeability. Enzyme activity assays and molecular docking studies indicated that Z2 could act as a potential succinate dehydrogenase inhibitor (SDHI). It was hypothesized that Z2 could cause disruption of mycelial cell membranes, which in turn leads to mycelial death. According to the research, indole derivatives containing 1,3,4-thiadiazole were expected to evolve into new fungicides due to their significant antifungal effects on plant fungi | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a 1,3,4-thiadiazole | |
| 650 | 4 | |a Botrytis cinerea (B.c.) | |
| 650 | 4 | |a antifungal activity | |
| 650 | 4 | |a indole | |
| 650 | 7 | |a Thiadiazoles |2 NLM | |
| 650 | 7 | |a Indoles |2 NLM | |
| 650 | 7 | |a Fungicides, Industrial |2 NLM | |
| 650 | 7 | |a 1,3,4-thiadiazole |2 NLM | |
| 650 | 7 | |a 14IAC3GH7G |2 NLM | |
| 700 | 1 | |a Hu, Yuzhi |e verfasserin |4 aut | |
| 700 | 1 | |a Xing, Li |e verfasserin |4 aut | |
| 700 | 1 | |a Qing, Yishan |e verfasserin |4 aut | |
| 700 | 1 | |a Meng, Kaini |e verfasserin |4 aut | |
| 700 | 1 | |a Zeng, Wei |e verfasserin |4 aut | |
| 700 | 1 | |a Sun, Zhiling |e verfasserin |4 aut | |
| 700 | 1 | |a Wang, Zhenchao |e verfasserin |4 aut | |
| 700 | 1 | |a Xue, Wei |e verfasserin |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Journal of agricultural and food chemistry |d 1967 |g 72(2024), 18 vom: 08. Mai, Seite 10227-10235 |w (DE-627)NLM000005665 |x 1520-5118 |7 nnns |
| 773 | 1 | 8 | |g volume:72 |g year:2024 |g number:18 |g day:08 |g month:05 |g pages:10227-10235 |
| 856 | 4 | 0 | |u http://dx.doi.org/10.1021/acs.jafc.3c09303 |3 Volltext |
| 912 | |a GBV_USEFLAG_A | ||
| 912 | |a GBV_NLM | ||
| 951 | |a AR | ||
| 952 | |d 72 |j 2024 |e 18 |b 08 |c 05 |h 10227-10235 | ||