The role of 4-nitrobenzoic acid polymorphs in the crystallization process of organic acid–base multicomponent systems

Croitor, Lilia; Petric, Mihaela; Szerb, Elisabeta I.; Vlase, Gabriela; Боурош, П. Н.; Chumakov, Yurii; Crişan, Manuela

doi:10.1039/c9ce01239g

Cited by 8 publications

(3 citation statements)

References 40 publications

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“…Our previous studies show the huge potential of alkanolamine-substituted benzoic acid systems which can generate supramolecular architectures with different topologies (1D, 2D and 3D) guided by different non-covalent interactions [23][24][25], have low toxicity [25,26], thermal stability [27] and promising applicability as auxin-like PGRs on the model plant Arabidopsis thaliana Col 0 [6]. The aim of this work was to develop new alkanolammonium p-aminobenzoates with characteristics of ideal PGRs: low toxicity, easily synthesized in laboratories, non-expensive, soluble in water and to investigate their role in growth and development of the most important vegetable cultivated in Romania and European Union in the last years, Solanum lycopersicum L. The discovery of new PGRs for commercial vegetables is essential, because vegetables play a vital role in food front, being the cheapest natural sources.…”

Section: Introductionmentioning

confidence: 99%

p-Aminobenzoate Organic Salts as Potential Plant Growth Regulators for Tomatoes

et al. 2020

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The discovery of environmentally friendly and inexpensive plant growth regulators (PGRs) for agronomically important crops is a necessity and must be considered a priority worldwide. This study provides the synthesis, structure determination and the biological evaluation of two binary organic salts as potential PGRs. New compounds have dual biological activity and are based on natural metabolite p-aminobenzoic acid (pABAH) and different alkanolamines. Studied compounds exhibit hydrogen-bonded 3D supramolecular architectures with different crystal packing due to the formation of one homosynthon and various heterosynthons. The biological profile of new compounds was investigated in laboratory and greenhouse on Solanum lycopersicum L., revealing the efficiency in promoting plant rooting and plant productivity. The results may have a positive impact on agricultural economics, developing new sustainable PGRs for tomatoes.

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Section: Introductionmentioning

confidence: 99%

p-Aminobenzoate Organic Salts as Potential Plant Growth Regulators for Tomatoes

et al. 2020

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“…Small biological active molecules, such as benzoic acid and its derivatives, which are important structural elements for many drugs and natural products, drew attention in the last years due to their involvement in various plant physiological processes [9]. Our previous studies revealed the important role of benzoic acids in the synthesis of stable acid-base systems with supramolecular architectures guided by hydrogen bonding interactions [10][11][12][13][14], low-toxicity [15] and promising plant growth regulatory activity on the model plant Arabidopsis (Arabidopsis thaliana) [16,17] and the vegetable crops cucumber (Cucumis sativus) [18] and tomato (Solanum lycopersicum) [19,20].…”

Section: Introductionmentioning

confidence: 99%

Bioprospecting Fluorescent Plant Growth Regulators from Arabidopsis to Vegetable Crops

Halip¹,

Maffei²,

Croitor³

et al. 2021

Preprint

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The phytohormone auxin is involved in almost every process of a plant’s life, from germination to plant development. Nowadays, auxin research connects synthetic chemistry, plant biology, and computational chemistry in order to develop innovative and safe compounds to be used in sustainable agricultural practice. In this framework, we developed new environmentally-friendly fluorescent compounds, ethanolammonium p-aminobenzoate (HEA-pABA) and p-nitrobenzoate (HEA-pNBA), and investigated their auxin-like behavior on two main commercial vegetables cultivated in Europe, cucumber (Cucumis sativus) and tomato (Solanum lycopersicum), in comparison to the model plant Arabidopsis (Arabidopsis thaliana). Moreover, the binding modes and affinities of two organic salts in relation to the natural auxin indole-3-acetic acid (IAA) into TIR1 auxin receptor were investigated by computational approaches (homology modeling and molecular docking). Both experimental and theoretical results highlight HEA-pABA as a fluorescent compound with auxin-like activity both in Arabidopsis and the commercial cucumber and tomato. Therefore, alkanolammonium benzoates have a great potential as promising sustainable plant growth stimulators to be efficiently used in vegetable crops.

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“…Beside the presence of carboxylate and a planar aromatic ring, the substituent on the benzene ring exhibits an essential role in biological activity establishment. Our previous studies revealed the important role of different substituted benzoic acids in the synthesis of stable acid–base systems with supramolecular architectures guided by hydrogen bonding interactions [ 11 , 12 , 13 , 14 , 15 ], low toxicity [ 16 ] and promising plant growth regulatory activity on the model plant Arabidopsis ( Arabidopsis thaliana ) [ 17 , 18 ] and the vegetable crops cucumber ( Cucumis sativus ) [ 19 ] and tomato (Solanum lycopersicum ) [ 20 , 21 ].…”

Section: Introductionmentioning

confidence: 99%

Bioprospecting Fluorescent Plant Growth Regulators from Arabidopsis to Vegetable Crops

Halip

Maffei

Croitor

et al. 2021

IJMS

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View full text Add to dashboard Cite

The phytohormone auxin is involved in almost every process of a plant’s life, from germination to plant development. Nowadays, auxin research connects synthetic chemistry, plant biology and computational chemistry in order to develop innovative and safe compounds to be used in sustainable agricultural practice. In this framework, we developed new fluorescent compounds, ethanolammonium p-aminobenzoate (HEA-pABA) and p-nitrobenzoate (HEA-pNBA), and investigated their auxin-like behavior on two main commercial vegetables cultivated in Europe, cucumber (Cucumis sativus) and tomato (Solanumlycopersicum), in comparison to the model plant Arabidopsis (Arabidopsis thaliana). Moreover, the binding modes and affinities of two organic salts in relation to the natural auxin indole-3-acetic acid (IAA) into TIR1 auxin receptor were investigated by computational approaches (homology modeling and molecular docking). Both experimental and theoretical results highlight HEA-pABA as a fluorescent compound with auxin-like activity both in Arabidopsis and the commercial cucumber and tomato. Therefore, alkanolammonium benzoates have a great potential as promising sustainable plant growth stimulators to be efficiently used in vegetable crops.

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The role of 4-nitrobenzoic acid polymorphs in the crystallization process of organic acid–base multicomponent systems

Abstract: An investigation of the role of 4-nitrobenzoic acid polymorphs in the crystallization process of dimethylethanolammonium 4-nitrobenzoate from solution and comprehensive characterization of time-dependent changes associated with solid-state transformations are presented.

Cited by 8 publications

References 40 publications

p-Aminobenzoate Organic Salts as Potential Plant Growth Regulators for Tomatoes

p-Aminobenzoate Organic Salts as Potential Plant Growth Regulators for Tomatoes

Bioprospecting Fluorescent Plant Growth Regulators from Arabidopsis to Vegetable Crops

Bioprospecting Fluorescent Plant Growth Regulators from Arabidopsis to Vegetable Crops

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