The influence of steric configuration of phenazine‐1‐carboxylic acid‐amino acid conjugates on fungicidal activity and systemicity

2019 ◽  
Vol 75 (12) ◽  
pp. 3323-3330 ◽  
Author(s):  
Xiang Zhu ◽  
Linhua Yu ◽  
Tom Hsiang ◽  
Di Huang ◽  
Zhihong Xu ◽  
...  
Keyword(s):  
Amino Acid ◽  
Carboxylic Acid ◽  
Fungicidal Activity ◽  
Amino Acid Conjugates ◽  
Steric Configuration

scholarly journals Design, Synthesis, Phloem Mobility, and Bioactivities of a Series of Phenazine-1-Carboxylic Acid-Amino Acid Conjugates

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2139 ◽  
Author(s):  
Linhua Yu ◽  
Di Huang ◽  
Xiang Zhu ◽  
Min Zhang ◽  
Zongli Yao ◽  
...  
Keyword(s):  
Amino Acid ◽  
Carboxylic Acid ◽  
Design Synthesis ◽  
Phloem Sap ◽  
Amino Acid Conjugates ◽  
Highly Active ◽  
Vascular Pathogens ◽  
Phloem Mobility ◽  
Active Parent

Developing fungicides with phloem mobility that can be applied to leaves to control root or vascular pathogens has long been desirable. To achieve this goal, an efficient and economical strategy involves introducing an amino acid into the existing highly active parent pesticide molecule. Hence, 12 L-phenazine-1-carboxylic acid (PCA)-amino acid conjugates 4a–l were designed and synthesized via a simple synthetic route. In vitro bioassays results showed that all synthesized compounds 4a–l exhibited certain fungicidal activities against six tested fungi. Compound 4c exhibited relatively good fungicidal activity against Rhizoctonia solani, and the EC50 value was 0.084 ± 0.006 mmol/L. The phloem mobility experiments revealed that introducing an amino acid to PCA could effectively endow PCA with phloem mobility in R. communis L. Among them, nine conjugates were found in phloem sap, and L-PCA-Valine 4d exhibited the highest phloem mobility. Analysis results from the prediction of the Kleier model indicated that an active carrier-mediated mechanism may be involved in L-PCA-amino acid conjugates—a result that needs to be confirmed and complemented with further tests. The current research provides useful data for modifying non-phloem-mobile fungicidal molecules to phloem-mobile types.

Fluoroquinolone-3-carboxamide Amino Acid Conjugates: Synthesis, Antibacterial Properties And Molecular Modeling Studies

2020 ◽  
Vol 17 (1) ◽  
pp. 71-84
Author(s):  
Riham M. Bokhtia ◽  
Siva S. Panda ◽  
Adel S. Girgis ◽  
Hitesh H. Honkanadavar ◽  
Tarek S. Ibrahim ◽  
...  
Keyword(s):  
Experimental Data ◽  
Antibacterial Activity ◽  
Amino Acid ◽  
Bacterial Infections ◽  
Antibacterial Agents ◽  
Antibacterial Properties ◽  
Computational Studies ◽  
Protecting Group ◽  
Amino Acid Conjugates ◽  
Molecular Modeling Studies

Background: Bacterial infections are considered as one of the major global health threats, so it is very essential to design and develop new antibacterial agents to overcome the drawbacks of existing antibacterial agents. Method: The aim of this work is to synthesize a series of new fluoroquinolone-3-carboxamide amino acid conjugates by molecular hybridization. We utilized benzotriazole chemistry to synthesize the desired hybrid conjugates. Result: All the conjugates were synthesized in good yields, characterized, evaluated for their antibacterial activity. The compounds were screened for their antibacterial activity using methods adapted from the Clinical and Laboratory Standards Institute. Synthesized conjugates were tested for activity against medically relevant pathogens; Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27856) Staphylococcus aureus (ATCC 25923) and Enterococcus faecalis (ATCC 19433). Conclusion: The observed antibacterial experimental data indicates the selectivity of our synthesized conjugates against E.Coli. The protecting group on amino acids decreases the antibacterial activity. The synthesized conjugates are non-toxic to the normal cell lines. The experimental data were supported by computational studies.

scholarly journals Amino acid N-malonyltransferases from mung beans. Action on 1-aminocyclopropane-1-carboxylic acid and D-phenylalanine.

1993 ◽  
Vol 268 (34) ◽  
pp. 25389-25394
Author(s):  
L Guo ◽  
A T Phillips ◽  
R N Arteca
Keyword(s):  
Amino Acid ◽  
Carboxylic Acid

scholarly journals Thiazolidine-2-carboxylic acid, an adduct of cysteamine and glyoxylate, as a substrate for D-amino acid oxidase.

1982 ◽  
Vol 257 (3) ◽  
pp. 1166-1171
Author(s):  
P.F. Fitzpatrick ◽  
V. Massey
Keyword(s):  
Amino Acid ◽  
Carboxylic Acid ◽  
Acid Oxidase ◽  
Amino Acid Oxidase

scholarly journals Nicotinamide riboside–amino acid conjugates that are stable to purine nucleoside phosphorylase

2020 ◽  
Vol 18 (15) ◽  
pp. 2877-2885
Author(s):  
Faisal Hayat ◽  
Marie E. Migaud
Keyword(s):  
Amino Acid ◽  
Acid Ester ◽  
Purine Nucleoside Phosphorylase ◽  
Amino Acid Ester ◽  
Purine Nucleoside ◽  
Nucleoside Phosphorylase ◽  
Amino Acid Conjugates ◽  
Nicotinamide Riboside

O5′ amino acid ester conjugates of nicotinamide riboside, generated via a reduced intermediate, are stable to purine nucleoside phosphorylase.

Isolation from atelia herbert-smithii pittier (sophoreae, leguminosae) and x-ray structure of cis-1-amino-3-hydroxymethyl-cyclobutane-1-carboxylic acid, an achiral non-protein amino acid

Tetrahedron ◽  
1987 ◽  
Vol 43 (8) ◽  
pp. 1857-1861 ◽  
Author(s):  
Geoffrey N. Austin ◽  
Peter D. Baird ◽  
Hak-Fun Chow ◽  
L.E. Fellows ◽  
G.W.J. Fleet ◽  
...  
Keyword(s):  
Amino Acid ◽  
Carboxylic Acid ◽  
Protein Amino Acid ◽  
X Ray

Synthesis and anti-phlogistic potency of some new non-proteinogenic amino acid conjugates of ?Diclofenac?

Amino Acids ◽  
1999 ◽  
Vol 16 (3-4) ◽  
pp. 425-440 ◽  
Author(s):  
M. H. Abo-Ghalia ◽  
A. M. Shalaby ◽  
W. I. El-Eraqi ◽  
H. M. Awad
Keyword(s):  
Amino Acid ◽  
Amino Acid Conjugates ◽  
Proteinogenic Amino Acid

BASIC ESTERS OF SUBSTITUTED PYRIMIDINE-4-CARBOXYLIC ACIDS

1956 ◽  
Vol 34 (10) ◽  
pp. 1444-1446 ◽  
Author(s):  
Gordon A. Grant ◽  
Carl Von Seemann ◽  
Stanley O. Winthrop
Keyword(s):  
Amino Acid ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Mucochloric Acid

A number of β-dialkylaminoethyl esters of 2,5-disubstituted pyrimidine-4-carboxylic acids have been synthesized and characterized as their hydrochlorides and in some cases as their methobromide and methiodide salts. Mucochloric acid has been condensed with S-methylisothiouronium sulphate to give 2-methylthio-5-chloropyrimidine-4-carboxylic acid, and the corresponding 5-bromo- acid has been converted to the 5-amino-acid.

Synthesis and evaluation of some amino acid conjugates of pirprofen

2013 ◽  
Vol 3 (3) ◽  
pp. 241-246 ◽  
Author(s):  
S.K. Sharma ◽  
C. Karthikeyan ◽  
N.S. Hari Narayana Moorthy ◽  
D.K. Jain ◽  
P. Trivedi
Keyword(s):  
Amino Acid ◽  
Amino Acid Conjugates
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