scholarly journals Novel 1,3,4-Oxadiazole Derivatives Containing a Cinnamic Acid Moiety as Potential Bactericide for Rice Bacterial Diseases

2019 ◽  
Vol 20 (5) ◽  
pp. 1020 ◽  
Author(s):  
Shaobo Wang ◽  
Xiuhai Gan ◽  
Yanju Wang ◽  
Shaoyuan Li ◽  
Chongfen Yi ◽  
...  
Keyword(s):  
Cinnamic Acid ◽  
Predictive Ability ◽  
Antibacterial Activities ◽  
Leaf Blight ◽  
Bacterial Leaf Blight ◽  
Acid Moiety ◽  
Bacterial Diseases ◽  
Oxadiazole Derivatives

Rice bacterial leaf blight and leaf streak are two important bacterial diseases of rice, which can result in yield loss. Currently, effective antimicrobials for rice bacterial diseases are still lacking. Thus, to develop highly effective and low-risk bactericides, 31 novel 1,3,4-oxadiazole derivatives containing a cinnamic acid moiety were designed and synthesized. Bioassay results demonstrated that all compounds exhibited good antibacterial activities in vitro. Significantly, compounds 5r and 5t showed excellent antibacterial activities against Xanthomonas oryzae pv. oryzae (Xoo) and X. oryzae pv. oryzicola (Xoc), with the 50% effective concentration (EC50) values of 0.58 and 0.34, and 0.44 and 0.20 μg/mL, respectively. These compounds were much better than thiodiazole copper (123.10 and 161.52 μg/mL) and bismerthiazol (85.66 and 110.96 μg/mL). Moreover, compound 5t had better protective and curative activities against rice bacterial leaf blight and leaf streak than thiodiazole copper and bismerthiazol in vivo. Simultaneously, the in vivo efficacy of the compounds was demonstrated by real-time quantitative PCR to quantify bacterial titers. In addition, a three-dimensional quantitative structure–activity relationship model was created and presented good predictive ability. This work provides support for 1,3,4-oxadiazole derivatives containing a cinnamic acid moiety as a potential new bactericide for rice bacterial diseases.

Synthesis of novel 18 β ‐ glycyrrhetinic piperazine amides displaying significant in vitro and in vivo antibacterial activities against intractable plant bacterial diseases

2020 ◽  
Vol 76 (9) ◽  
pp. 2959-2971
Author(s):  
Meng Xiang ◽  
Ying‐Lian Song ◽  
Jin Ji ◽  
Xiang Zhou ◽  
Li‐Wei Liu ◽  
...  
Keyword(s):  
Antibacterial Activities ◽  
Bacterial Diseases

scholarly journals Synthesis and Antibacterial Evaluation of Novel 1,3,4-Oxadiazole Derivatives Containing Sulfonate/Carboxylate Moiety

Molecules ◽  
2020 ◽  
Vol 25 (7) ◽  
pp. 1488
Author(s):  
Lei Wang ◽  
Xia Zhou ◽  
Hui Lu ◽  
Xianfu Mu ◽  
Linhong Jin
Keyword(s):  
Antibacterial Activity ◽  
Inhibitory Effect ◽  
Sem Analysis ◽  
Leaf Blight ◽  
Xanthomonas Oryzae ◽  
Bacterial Leaf Blight ◽  
Xanthomonas Axonopodis ◽  
Better Than

In order to discover new lead compounds with high antibacterial activity, a series of new derivatives were designed and synthesized by introducing a sulfonate or carboxylate moiety into the 1,3,4-oxadiazole structure. Antibacterial activity against two phytopathogens, Xanthomonas oryzae pv. oryzae (Xoo) and Xanthomonas axonopodis pv. citri (Xac), was assayed in vitro. The preliminary results indicated that ten compounds including 4a-1-4a-4 and 4a-11-4a-16 had good antibacterial activity against Xoo, with EC50 values ranging from 50.1-112.5 µM, which was better than those of Bismerthiazol (253.5 µM) and Thiodiazole copper (467.4 µM). Meanwhile, 4a-1, 4a-2, 4a-3 and 4a-4 demonstrated good inhibitory effect against Xanthomonas axonopodis pv. citri with EC50 values around 95.8-155.2 µM which were better than those of bismerthiazol (274.3 µM) and thiodiazole copper (406.3 µM). In addition, in vivo protection activity of compound 4a-2 and 4a-3 against rice bacterial leaf blight was 68.6% and 62.3%, respectively, which were better than bismerthiazol (49.6%) and thiodiazole copper (42.2%). Curative activity of compound 4a-2 and 4a-3 against rice bacterial leaf blight was 62.3% and 56.0%, which were better than bismerthiazol (42.9%) and thiodiazole copper (36.1%). Through scanning electron microscopy (SEM) analysis, it was observed that compound 4a-2 caused the cell membrane of Xanthomonas oryzae pv. oryzae ruptured or deformed. The present results indicated novel derivatives of 5-phenyl sulfonate methyl 1,3,4-oxadiazole might be potential antibacterial agents.

scholarly journals Synthesis of N-Methylmorpholinium Derivatives Possessing a 1,3,4-Oxadiazole Core as Feasible Antibacterial Agents against Plant Bacterial Diseases

2021 ◽  
Vol 2021 ◽  
pp. 1-10
Author(s):  
Xinxin Tuo ◽  
Jie Yang ◽  
Yedong Zhang ◽  
Peiyi Wang
Keyword(s):  
Quaternary Ammonium ◽  
Phytophthora Cinnamomi ◽  
Good Control ◽  
Antibacterial Activities ◽  
Strong Interactions ◽  
Microscopy Imaging ◽  
Bacterial Diseases ◽  
Phytotoxicity Test

To develop a kind of quaternary ammonium compounds that can safely apply in agriculture for managing the plant bacterial diseases, herein, a series of N-methylmorpholinium derivatives possessing a classical 1,3,4-oxadiazole core were prepared and the antibacterial activities both in vitro and in vivo were screened. Bioassay results revealed that compounds 3l and 3i showed the strongest antibacterial activity toward pathogens Xanthomonas oryzae pv. oryzae and X. axonopodis pv. citri with the lowest EC50 values of 1.40 and 0.90 μg/mL, respectively. Phytotoxicity test trials indicated that target compounds bearing a bulky N-methylmorpholinium pendant are safe for plants. The following in vivo bioassays showed that compound 3l could control the rice bacterial blight disease, thereby affording good control efficiencies of 55.95% (curative activity) and 53.09% (protective activity) at the dose of 200 μg/mL. Preliminary antibacterial mechanism studies suggested that target compounds had strong interactions with the cell membrane of bacteria via scanning electron microscopy imaging. Additionally, this kind of framework also displayed certain antifungal activity toward Fusarium oxysporum and Phytophthora cinnamomi. Given the above privileged characteristics, this kind of 1,3,4-oxadiazole-tailored N-methylmorpholinium derivatives could stimulate the design of safe quaternary ammonium bactericides for controlling plant bacterial diseases.

scholarly journals Synthesis, Antibacterial and Pharmacokinetic Evaluation of Novel Derivatives of Harmine N9-Cinnamic Acid

Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4842
Author(s):  
Yan Liang ◽  
Dian He ◽  
Deshun Zhou ◽  
Junshuai Li ◽  
Lei Tang ◽  
...  
Keyword(s):  
Cinnamic Acid ◽  
Inhibitory Concentration ◽  
Antibacterial Activities ◽  
E Coli ◽  
Hepg2 Cell Lines ◽  
Derivatives Of ◽  
Antibacterial Evaluation ◽  
Mcf 7

A series of 16 new derivatives of harmine N9-Cinnamic acid were synthesized and fully characterized using NMR and MS. The in vitro antibacterial evaluation revealed that most of the synthesized harmine derivatives displayed better antibacterial activities against Gram-positive strains (S. aureus, S. albus and MRSA) than Gram-negative strains (E. coli and PA). In particular, compound 3c showed the strongest bactericidal activity with a minimum inhibitory concentration of 13.67 μg/mL. MTT assay showed that compound 3c displayed weaker cytotoxicity than harmine with IC50 of 340.30, 94.86 and 161.67 μmol/L against WI-38, MCF-7 and HepG2 cell lines, respectively. The pharmacokinetic study revealed that the distribution and elimination of 3c in vivo were rapid in rats with an oral bioavailability of 6.9%.

scholarly journals In Vitro and In Vivo Antibacterial Activities of DW-224a, a New Fluoronaphthyridone

2006 ◽  
Vol 50 (6) ◽  
pp. 2261-2264 ◽  
Author(s):  
Hee-Soo Park ◽  
Hyun-Joo Kim ◽  
Min-Jung Seol ◽  
Dong-Rack Choi ◽  
Eung-Chil Choi ◽  
...  
Keyword(s):  
Antibacterial Activities ◽  
The Other ◽  
Vitro Activity ◽  
Gram Negative Bacteria ◽  
In Vitro Activity ◽  
Gram Positive ◽  
Gram Negative ◽  
Gram Positive Bacteria

ABSTRACT DW-224a showed the most potent in vitro activity among the quinolone compounds tested against clinical isolates of gram-positive bacteria. Against gram-negative bacteria, DW-224a was slightly less active than the other fluoroquinolones. The in vivo activities of DW-224a against gram-positive bacteria were more potent than those of other quinolones.

scholarly journals Molecular Docking, Computational, and Antithrombotic Studies of Novel 1,3,4-Oxadiazole Derivatives

2018 ◽  
Vol 19 (11) ◽  
pp. 3606 ◽  
Author(s):  
Majda Batool ◽  
Affifa Tajammal ◽  
Firdous Farhat ◽  
Francis Verpoort ◽  
Zafar Khattak ◽  
...  
Keyword(s):  
Factor Xa ◽  
Clot Lysis ◽  
Clotting Time ◽  
Reference Drug ◽  
Docking Score ◽  
High Affinity ◽  
Oxadiazole Derivatives ◽  
Inhibitory Potential

A new series of 1,3,4-oxadiazoles derivatives was synthesized, characterized, and evaluated for their in vitro and in vivo anti-thrombotic activity. Compounds (3a–3i) exhibited significant clot lysis with respect to reference drug streptokinase (30,000 IU), and enhanced clotting time (CT) values (130–342 s) than heparin (110 s). High affinity towards 1NFY with greater docking score was observed for the compounds (3a, 3i, 3e, 3d, and 3h) than the control ligand RPR200095. In addition, impressive inhibitory potential against factor Xa (F-Xa) was observed with higher docking scores (5612–6270) with Atomic Contact Energy (ACE) values (−189.68 to −352.28 kcal/mol) than the control ligand RPR200095 (Docking score 5192; ACE −197.81 kcal/mol). In vitro, in vivo, and in silico results proposed that these newly synthesized compounds might be used as anticoagulant agents.

In vitro and in vivo Antibacterial Activities of S-1090, a New Oral Cephalosporin, in the Fields of Obstetrics and Gynecology

Chemotherapy ◽  
1998 ◽  
Vol 44 (3) ◽  
pp. 153-156 ◽  
Author(s):  
Hiroshige Mikamo ◽  
Kyoko Kawazoe ◽  
Yasumasa Sato ◽  
Koji Izumi ◽  
Teruhiko Tamaya
Keyword(s):  
Antibacterial Activities ◽  
Obstetrics And Gynecology ◽  
Oral Cephalosporin

scholarly journals Activity of extracellular compounds of Pseudomonas sp. against Xanthomonas axonopodis in vitro and bacterial leaf blight in eucalyptus

2012 ◽  
Vol 37 (4) ◽  
pp. 233-238 ◽  
Author(s):  
Lucilene P. Lopes ◽  
Admiltom G. Oliveira Jr ◽  
Jamile P.O. Beranger ◽  
Cíntia G. Góis ◽  
Fernanda C.S. Vasconcellos ◽  
...  
Keyword(s):  
Leaf Blight ◽  
Bacterial Leaf Blight ◽  
Pseudomonas Sp ◽  
Xanthomonas Axonopodis
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