Correlation of protoporphyrinogen oxidase inhibition byO-phenyl pyrrolidino- and piperidino-carbamates with their herbicidal effects

1992 ◽  
Vol 35 (3) ◽  
pp. 227-235 ◽  
Author(s):  
Ujjana B. Nandihalli ◽  
Timothy D. Sherman ◽  
Mary V. Duke ◽  
James D. Fisher ◽  
Vincent A. Musco ◽  
...  
Keyword(s):  
Protoporphyrinogen Oxidase ◽  
Oxidase Inhibition

Molecular Aspects of Herbicide Action on Protoporphyrinogen Oxidase

1993 ◽  
Vol 48 (3-4) ◽  
pp. 326-333 ◽  
Author(s):  
Beate Nicolaus ◽  
Gerhard Sandmann ◽  
Peter Böger
Keyword(s):  
Diphenyl Ether ◽  
Protoporphyrin Ix ◽  
Protoporphyrinogen Oxidase ◽  
Relative Specificity ◽  
Oxidase Inhibition ◽  
Dilution Experiments ◽  
Membrane Bound ◽  
The Common ◽  
Molecular Aspects ◽  
Derivatives Of

Abstract Protoporphyrinogen oxidase, the last enzyme of the common tetrapyrrole biosynthetic pathway, is inhibited by several peroxidizing compounds resulting in accumulation of photodynamic tetrapyrroles, mainly protoporphyrin IX. The inhibition characteristics of two chemi­cally unrelated compounds were studied using membrane bound protoporphyrinogen oxidase from corn etioplasts. As shown by Lineweaver-Burk-analysis, the inhibition of enzyme activity by the diphenyl ether oxyfluorfen and the cyclic imide MCI 15 are competitive with respect to the substrate. The competitive interaction of protoporphyrinogen and the two chemically un­related inhibitors indicate a relative specificity of the binding site. The reversibility of oxyfluorfen inhibition was evaluated by dilution experiments and was shown to be independent of the presence of DTT. The analysis of structure-activity-relationship on protoporphyrinogen oxidase inhibition was investigated with para-substituted derivatives of phenyl-3,4,5,6-tetrahydro-phthalimides. The results obtained by QSAR -calculation yielded a good correlation of the inhibitory activity determined by the lipophilicity of the para-substituent. These data point to one binding region of the inhibitors within a lipophilic environment associated with the active center of the enzyme.

scholarly journals Kinetic studies on protoporphyrinogen oxidase inhibition by diphenyl ether herbicides

1991 ◽  
Vol 277 (1) ◽  
pp. 17-21 ◽  
Author(s):  
J M Camadro ◽  
M Matringe ◽  
R Scalla ◽  
P Labbe
Keyword(s):  
Methyl Ester ◽  
Diphenyl Ether ◽  
Kinetic Studies ◽  
Inhibition Kinetics ◽  
Mitochondrial Membranes ◽  
Protoporphyrinogen Oxidase ◽  
Nitrobenzoic Acid ◽  
Diphenyl Ethers ◽  
Oxidase Inhibition ◽  
Kinetics Of

Diphenyl ethers (DPEs) and related herbicides are powerful inhibitors of protoporphyrinogen oxidase, an enzyme involved in the biosynthesis of haems and chlorophylls. The inhibition kinetics of protoporphyrinogen oxidase of various origins by four DPEs, (methyl)-5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid (acifluorfen and its methyl ester, acifluorfen-methyl), methyl-5-[2-chloro-4-(trifluoromethyl) phenoxy]-2-chlorobenzoate (LS 820340) and methyl-5-[2-chloro-5-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid (RH 5348), were studied. The inhibitions of the enzymes from maize (Zea mays) mitochondrial and etiochloroplastic membranes and mouse liver mitochondrial membranes were competitive with respect to the substrate, protoporphyrinogen IX, for all four molecules. The relative efficiencies of the inhibitors were: acifluorfen-methyl greater than LS 820340 much greater than RH 5348 greater than or equal to acifluorfen. The four molecules showed mixed-competitive type inhibition of the enzyme from yeast mitochondria where acifluorfen, a carboxylic acid, had the same inhibitory activity as its methyl ester, acifluorfen-methyl, and both were much greater than that of LS 820340 and RH 5348.

scholarly journals Protoporphyrinogen oxidase inhibition by three peroxidizing herbicides: Oxadiazon, LS 82-556 and M&B 39279

FEBS Letters ◽  
1989 ◽  
Vol 245 (1-2) ◽  
pp. 35-38 ◽  
Author(s):  
Michel Matringe ◽  
Jean-Michel Camadro ◽  
Pierre Labbe ◽  
René Scalla
Keyword(s):  
Protoporphyrinogen Oxidase ◽  
Oxidase Inhibition

Kinetics of Protoporphyrinogen Oxidase Inhibition by Diphenyleneiodonium Derivatives†

Biochemistry ◽  
1997 ◽  
Vol 36 (33) ◽  
pp. 10178-10184 ◽  
Author(s):  
Sylvain Arnould ◽  
Jean-Luc Berthon ◽  
Cathy Hubert ◽  
Marylène Dias ◽  
Christian Cibert ◽  
...  
Keyword(s):  
Protoporphyrinogen Oxidase ◽  
Oxidase Inhibition ◽  
Kinetics Of

Synthesis and Herbicidal Activities of Novel Thiazole PPO Inhibitors

2020 ◽  
Vol 17 (2) ◽  
pp. 192-198
Author(s):  
Shu Chen ◽  
Guihua Ren ◽  
Dan Pei ◽  
Fan Zhang ◽  
Jie Liu ◽  
...  
Keyword(s):  
Petri Dish ◽  
Amaranthus Retroflexus ◽  
Inhibition Rate ◽  
Culture Dish ◽  
Protoporphyrinogen Oxidase ◽  
Nitrobenzoic Acid ◽  
Different Types ◽  
Key Enzyme ◽  
Stem Leaf ◽  
Spray Treatment

Background: Protoporphyrinogen oxidase (PPO, EC 1.3.3.4) is a key enzyme in the biosynthesis of chlorophyll and heme, also the target of different types of herbicides. Thiazole compounds shown excellent biological activity, can be designed by using active groups docking for new PPO inhibitors. Objective: The objective of this study was to synthsize a series of aryl thiazole compounds as PPO inhibitors. Methods: In this study, a series of aryl thiazole compounds derivatives 11a-l were obtained from 2- chloro-5-nitrobenzoic acid as the starting material via esterification, Iron powder reduction, diazotization, Hantzsch reaction and final acylation. All synthesized compounds have been tested for their herbicidal activities as a PPO inhibitors. Results: The Petri dish test indicated that all compounds exhibited good herbicidal activities at 200 mg/L using culture dish. And the post-emergence tests showed that at 150g.ai/ha on weed stem leaf spray treatment, some of the title compounds exhibited 80% inhibition rate against the dicotyledonou weeds Amaranthus retroflexus and Eclipta prostrate. Conclusion: Good activity was noted for some compounds that compounds 11a, 11b, 11c, 11g, 11h had 80% inhibition on stems and leaves of Amaranthus retroflexus at 150g.ai/ha.

Safety and efficacy of linuron with or without an adjuvant or S-metolachlor for POST control of Palmer amaranth (Amaranthus palmeri) in sweetpotato

2021 ◽  
pp. 1-18
Author(s):  
Levi D. Moore ◽  
Katherine M. Jennings ◽  
David W. Monks ◽  
Ramon G. Leon ◽  
David L. Jordan ◽  
...  
Keyword(s):  
Nonionic Surfactant ◽  
Weed Control ◽  
Critical Period ◽  
Total Yield ◽  
Field Studies ◽  
Palmer Amaranth ◽  
Amaranthus Palmeri ◽  
Foliar Injury ◽  
Protoporphyrinogen Oxidase ◽  
Safety And Efficacy

Abstract Field studies were conducted to evaluate linuron for POST control of Palmer amaranth in sweetpotato to minimize reliance on protoporphyrinogen oxidase (PPO)-inhibiting herbicides. Treatments were arranged in a two by four factorial where the first factor consisted of two rates of linuron (420 and 700 g ai ha−1), and the second factor consisted of linuron applied alone or in combinations of linuron plus a nonionic surfactant (NIS) (0.5% v/v), linuron plus S-metolachlor (800 g ai ha−1), or linuron plus NIS plus S-metolachlor. In addition, S-metolachlor alone and nontreated weedy and weed-free checks were included for comparison. Treatments were applied to ‘Covington’ sweetpotato 8 d after transplanting (DAP). S-metolachlor alone provided poor Palmer amaranth control because emergence had occurred at applications. All treatments that included linuron resulted in at least 98 and 91% Palmer amaranth control 1 and 2 wk after treatment (WAT), respectively. Including NIS with linuron did not increase Palmer amaranth control compared to linuron alone, but increased sweetpotato injury and subsequently decreased total sweetpotato yield by 25%. Including S-metolachlor with linuron resulted in the greatest Palmer amaranth control 4 WAT, but increased crop foliar injury to 36% 1 WAT compared to 17% foliar injury from linuron alone. Marketable and total sweetpotato yield was similar between linuron alone and linuron plus S-metolachlor or S-metolachlor plus NIS treatments, though all treatments resulted in at least 39% less total yield than the weed-free check resulting from herbicide injury and/or Palmer amaranth competition. Because of the excellent POST Palmer amaranth control from linuron 1 WAT, a system including linuron applied 7 DAP followed by S-metolachlor applied 14 DAP could help to extend residual Palmer amaranth control further into the critical period of weed control while minimizing sweetpotato injury.

scholarly journals Endothelial-to-mesenchymal transition in lipopolysaccharide-induced acute lung injury drives a progenitor cell-like phenotype

2016 ◽  
Vol 310 (11) ◽  
pp. L1185-L1198 ◽  
Author(s):  
Toshio Suzuki ◽  
Yuji Tada ◽  
Rintaro Nishimura ◽  
Takeshi Kawasaki ◽  
Ayumi Sekine ◽  
...  
Keyword(s):  
Bone Marrow ◽  
Endothelial Cells ◽  
Acute Lung Injury ◽  
Lung Injury ◽  
Vascular Endothelial Cells ◽  
Repair Process ◽  
Vascular Endothelial ◽  
Mesenchymal Transition ◽  
Oxidase Inhibition ◽  
Endothelial To Mesenchymal Transition

Pulmonary vascular endothelial function may be impaired by oxidative stress in endotoxemia-derived acute lung injury. Growing evidence suggests that endothelial-to-mesenchymal transition (EndMT) could play a pivotal role in various respiratory diseases; however, it remains unclear whether EndMT participates in the injury/repair process of septic acute lung injury. Here, we analyzed lipopolysaccharide (LPS)-treated mice whose total number of pulmonary vascular endothelial cells (PVECs) transiently decreased after production of reactive oxygen species (ROS), while the population of EndMT-PVECs significantly increased. NAD(P)H oxidase inhibition suppressed EndMT of PVECs. Most EndMT-PVECs derived from tissue-resident cells, not from bone marrow, as assessed by mice with chimeric bone marrow. Bromodeoxyuridine-incorporation assays revealed higher proliferation of capillary EndMT-PVECs. In addition, EndMT-PVECs strongly expressed c- kit and CD133. LPS loading to human lung microvascular endothelial cells (HMVEC-Ls) induced reversible EndMT, as evidenced by phenotypic recovery observed after removal of LPS. LPS-induced EndMT-HMVEC-Ls had increased vasculogenic ability, aldehyde dehydrogenase activity, and expression of drug resistance genes, which are also fundamental properties of progenitor cells. Taken together, our results demonstrate that LPS induces EndMT of tissue-resident PVECs during the early phase of acute lung injury, partly mediated by ROS, contributing to increased proliferation of PVECs.

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