scholarly journals Spermine Derivatives of Indole‐3‐carboxylic Acid, Indole‐3‐acetic Acid and Indole‐3‐acrylic Acid as Gram‐Negative Antibiotic Adjuvants

ChemMedChem ◽  
2020 ◽  
Author(s):  
Melissa M. Cadelis ◽  
Steven A. Li ◽  
Marie‐Lise Bourguet‐Kondracki ◽  
Marine Blanchet ◽  
Hana Douafer ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Carboxylic Acid ◽  
Acrylic Acid ◽  
Gram Negative ◽  
Derivatives Of ◽  
Indole 3 Acetic Acid

Synthesis of amino acid derivatives of indole-3-acetic acid

2005 ◽  
Vol 2005 (10) ◽  
pp. 640-642 ◽  
Author(s):  
Ying Liu ◽  
Liang Zhao ◽  
Liang Liu ◽  
Lin-Yi Wei ◽  
Lu-Hua Lai
Keyword(s):  
Acetic Acid ◽  
Amino Acid ◽  
Amino Acid Derivatives ◽  
H Nmr ◽  
Derivatives Of ◽  
Indole 3 Acetic Acid

Amino acid derivatives of a modified indole-3-acetic acid have been synthesised. Fourteen new dipeptide-like compounds 3–4 were obtained and their structures were elucidated based on the IR, 1H NMR, MS spectra.

Structural studies on monofluorinated derivatives of the phytohormone indole-3-acetic acid (auxin)

1996 ◽  
Vol 52 (4) ◽  
pp. 651-661 ◽  
Author(s):  
A. Antolić ◽  
B. Kojić-Prodić ◽  
S. Tomić ◽  
B. Nigović ◽  
V. Magnus ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Side Chain ◽  
Structural Studies ◽  
X Ray Diffraction ◽  
Molecular Conformations ◽  
X Ray ◽  
Structure Activity ◽  
Planar Conformation ◽  
Derivatives Of ◽  
Indole 3 Acetic Acid

As part of the molecular recognition studies on the phytohormone indole-3-acetic acid (IAA) a series of fluorinated IAA's has been examined. The phenyl ring substitution at positions 4, 5, 6 and 7 resulted in four compounds, which were analyzed. Structure–activity correlation includes the analysis of their molecular conformations, based on the X-ray diffraction and computational chemistry results, and bioactivity determinations in the Avena coleoptile and the Pisum sativum stem straight-growth tests, lipophilicity and UV absorbance. The conformations of monofluorinated IAA's and a free hormone are defined by rotations about two bonds: one describes the relative orientation of a side chain towards the indole plane and the second the orientation of the carboxylic group. The results of X-ray structure analysis revealed the folded shape of the molecules in all compounds studied. Molecular mechanics and dynamics located the folded conformation as the local minimum, but failed to detect the planar conformation as one of the local minima, which according to ab initio results on IAA and 4-CI-IAA could also be possible. Crystal data at 295 K for 4-F-IAA and at 297 K for 5-F-IAA, and at 100 K for 6-F-IAA and 7-F-IAA using Mo Kα radiation (λ = 0.71073 Å) and Cu Kα (λ = 1.5418 Å, for 7-F-IAA), are as follows: 4-F-IAA, C10H8NO2F, Mr = 193.18, monoclinic, C2/c, a = 17.294 (5), b = 13.875 (4), c = 7.442 (4) Å, β = 103.88 (6)°, V = 1734 (1) Å3, Z = 8, Dx = 1.480 g cm−3, μ = 1.1 cm−1, F(000) = 800, R = 0.043, wR = 0.044 for 823 symmetry-independent [I ≥ 3σ(I)] reflections; 5-F-IAA, C10H8NO2F, monoclinic, P21/c, a = 19.284 (5), b = 5.083 (4), c = 9.939 (4) Å, β = 117.28 (6)°, V = 865.9 (1) Å3, Z = 4, Dx = 1.482 g cm−3, μ = 1.1  cm−1, F(000) = 400, R = 0.062, wR = 0.057 for 729 symmetry-independent [I ≥ 3σ(I)] reflections; 6-F-IAA, C10H8NO2F, monoclinic, P21/a, a = 9.360 (1), b = 5.167 (4), c = 17.751 (4) Å, β = 93.75 (1)°, V = 856.7 (8) Å3, Z = 4, Dx = 1.498 g cm−3, μ = 1.1 cm−1, F(000) = 400, R = 0.048, wR = 0.048 for 1032 symmetry-independent [I ≥ 2σ(I)] reflections; 7-F-IAA, C10H8NO2F, monoclinic, P21/a, a = 9.935 (5), b = 5.0059 (4), c = 17.610 (1) Å, β = 102.13 (1)°, V = 856.3 (1) Å3, Z = 4, Dx = 1.498 g cm−3, μ = 9.8 cm−1 (Cu Kα, F(000) = 400, R = 0.035, wR = 0.040 for 1504 symmetry-independent [I ≥ 2σ(I)] reflections.

scholarly journals Draft Genome Sequence of Endophytic BacteriumEnterobacter asburiaePDA134, Isolated from Date Palm (Phoenix dactyliferaL.) Roots

2016 ◽  
Vol 4 (4) ◽  
Author(s):  
Mahmoud W. Yaish
Keyword(s):  
Acetic Acid ◽  
Carboxylic Acid ◽  
Salinity Stress ◽  
Genome Sequence ◽  
Bacterial Strain ◽  
Date Palm ◽  
Draft Genome ◽  
Acc Deaminase ◽  
Enterobacter Asburiae ◽  
Indole 3 Acetic Acid

In this report, a draft of theEnterobacter asburiaestrain PDA134 genome was sequenced. This bacterial strain was isolated from the root tissue of a date palm, where it has the ability to produce 1-aminocyclopropane-1-carboxylic acid (ACC) deaminase and indole-3-acetic acid (IAA) under salinity stress.

scholarly journals Conformation and crystal structures of 1-aminocyclohexaneacetic acid (β3,3Ac6c) in N-protected derivatives

2014 ◽  
Vol 70 (11) ◽  
pp. 272-277
Author(s):  
Naiem Ahmad Wani ◽  
Vivek K. Gupta ◽  
Rajni Kant ◽  
Subrayashastry Aravinda ◽  
Rajkishor Rai
Keyword(s):  
Acetic Acid ◽  
Carboxylic Acid ◽  
Hydrogen Bonds ◽  
Chair Conformation ◽  
X Ray Diffraction ◽  
Axis Direction ◽  
Centroid Distance ◽  
Ring Centroid ◽  
Ribbon Structures ◽  
Derivatives Of

N-Protected derivatives of 1-aminocyclohexaneacetic acid (β3,3-Ac6c), namely Valeroyl-β3,3-Ac6c-OH [2-(1-pentanamidocyclohexyl)acetic acid, C13H23NO3], (I), Fmoc-β3,3-Ac6c-OH [2-(1-{[(9H-fluoren-9-yloxy)carbonyl]amino}cyclohexyl)acetic acid, C23H25NO4], (II), and Pyr-β3,3-Ac6c-OH {2-[1-(pyrazine-2-amido)cyclohexyl]acetic acid, C13H17N3O3}, (III), were synthesized and their conformational properties were determined by X-ray diffraction analysis. The backbone torsion angles (ϕ, θ) for β3,3-Ac6c-OH are restricted togaucheconformations in all the derivatives, with a chair conformation of the cyclohexane ring. In the crystal structure of (I), the packing of molecules shows both carboxylic acidR22(8) O—H...O and centrosymmetricR22(14) N—H...O hydrogen-bonding interactions, giving rise to chains along thec-axis direction. In (II), centrosymmetric carboxylic acidR22(8) O—H...O dimers are extended through N—H...O hydrogen bonds and together with inter-ring π–π interactions between Fmoc groups [ring centroid distance = 3.786 (2) Å], generate a layered structure lying parallel to (010). In the case of compound (III), carboxylic acid O—H...Npyrazinehydrogen bonds give rise to zigzag ribbon structures extending along thec-axis direction.

scholarly journals Synthesis of Fluoroquinolones Derivatives as Antimicrobial Agents

2019 ◽  
Vol 35 (4) ◽  
pp. 1248-1253
Author(s):  
Lubna Swellmeen ◽  
Amal Uzrail ◽  
Rand Shahin ◽  
Yusuf AL-Hiari
Keyword(s):  
Staphylococcus Aureus ◽  
Pseudomonas Aeruginosa ◽  
Carboxylic Acid ◽  
Inhibitory Activity ◽  
Antimicrobial Agents ◽  
Gram Negative Bacteria ◽  
Biological Test ◽  
Gram Negative ◽  
Gram Positive Bacteria ◽  
Derivatives Of

Fluoroquinolones are well known to have an anti-infective action. In the present study we described the synthesis of novel florouquinolones derivative as antimicrobial agent. The biological test highlighted a good inhibitory activity for the 7-Chloro-1-Alkyl-6-fluoro-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid derived synthons especially against pathogenic Gram-negative bacteria (Pseudomonas aeruginosa) and Gram-positive bacteria (Staphylococcus aureus and Streptococcus agalactiae). The binding interactions were monitored and could explain the good inhibitory activity of the synthesized derivatives of florouquinolones.

scholarly journals A New Sesquiterpene from an Endophytic Aspergillus versicolor Strain

2012 ◽  
Vol 7 (7) ◽  
pp. 1934578X1200700
Author(s):  
Xiang-Hong Liu ◽  
Feng-Ping Miao ◽  
Xiao-Dong Li ◽  
Xiu-Li Yin ◽  
Nai-Yun Ji
Keyword(s):  
Escherichia Coli ◽  
Acetic Acid ◽  
Carboxylic Acid ◽  
Brine Shrimp ◽  
2D Nmr ◽  
Spectroscopic Techniques ◽  
Aspergillus Versicolor ◽  
Codium Fragile ◽  
Staphyloccocus Aureus ◽  
Indole 3 Acetic Acid

A new sesquiterpene, albican-11,14-diol (1), and seven known compounds, including sterigmatocystin (2), 3-hydroxy-5-(hydroxymethyl)-4-(4′-hydroxyphenoxy) pyrrolidin-2-one (3), (1 H-indol-3-yl) oxoacetamide (4), indole-3-carboxylic acid (5), indole-3-acetic acid (6), indole-3-carboxaldehyde (7), and volemolide (8), were isolated from the cultures of Aspergillus versicolor, an endophytic fungus isolated from the marine green alga Codium fragile. The structure of 1 was elucidated by 1D, 2D NMR and mass spectroscopic techniques. The bioassay results showed that 1 possessed potent activity against brine shrimp, Escherichia coli, and Staphyloccocus aureus.

Synthesis of Amino Acid Derivatives of Indole-3-acetic Acid.

ChemInform ◽  
2006 ◽  
Vol 37 (9) ◽  
Author(s):  
Ying Liu ◽  
Liang Zhao ◽  
Liang Liu ◽  
Lin-Yi Wei ◽  
Lu-Hua Lai
Keyword(s):  
Acetic Acid ◽  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Derivatives Of ◽  
Indole 3 Acetic Acid

Molecular Cocrystals of Carboxylic Acids. XXXI Adducts of 2-Aminopyrimidine and 3-Amino-1,2,4-triazole with Heterocyclic Carboxylic Acids

1998 ◽  
Vol 51 (5) ◽  
pp. 403 ◽  
Author(s):  
Daniel E. Lynch ◽  
Tariq Latif ◽  
Graham Smith ◽  
Karl A. Byriel ◽  
Colin H. L. Kennard ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Carboxylic Acid ◽  
Single Crystal ◽  
Carboxylic Acids ◽  
Powder Diffraction ◽  
X Ray Diffraction ◽  
X Ray ◽  
Indole 3 Acetic Acid ◽  
Molecular Adducts

A series of molecular adducts of 2-aminopyrimidine and 3-amino-1,2,4-triazole with heterocyclic carboxylic acids have been prepared and characterized by using X-ray powder diffraction and in four cases by single-crystal X-ray diffraction methods. These four compounds are the (1 : 1) adducts of 2-aminopyrimidine with indole-3-acetic acid [(C4H5N3)(C10H9NO2)], N-methylpyrrole-2-carboxylic acid [(C4H5N3)(C6H7NO2)] and thiophen-2-carboxylic acid [(C4H5N3)(C5H4O2S)], and the (1 : 1) adduct of 3-amino-1,2,4-triazole with thiophen-2-carboxylic acid [(C2H4N4)(C5H4O2S)]. Other compounds described are the (1 : 1) adducts of 3-amino-1,2,4-triazole with indole-3-acetic acid and N-methylpyrrole-2-carboxylic acid.

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