Increased antibacterial properties of indoline-derived phenolic Mannich bases

Rimpiläinen, Tatu; Nunes, Baltazar; Calado, Rita; Fernandes, Ana Sofia; Andrade, Joana M.; Ntungwe, Epole; Spengler, Gabriella; Szemerédi, Nikoletta; Rodrigues, João; Gomes, João Paulo; Rijo, Patrícia; Candeias, Nuno R.

doi:10.1016/j.ejmech.2021.113459

Cited by 5 publications

(3 citation statements)

References 48 publications

(39 reference statements)

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“…The yeast S. cerevisiae is one of the widely used eukaryotic models. Its rapid growth and ease of manipulation to evaluate multiple biological effects induced by the drugs under consideration make it a suitable model for cytotoxicity study [ 34 ]. In vitro preliminary cytotoxicity study on the crude stem bark extract of H. acida was performed against S. cerevisiae using nystatin as positive control and 2% DMSO in YPD as blank.…”

Section: Resultsmentioning

confidence: 99%

Enhanced Anticancer Activity of Hymenocardia acida Stem Bark Extract Loaded into PLGA Nanoparticles

et al. 2022

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Hymenocardia acida (H. acida) is an African well-known shrub recognized for numerous medicinal properties, including its cancer management potential. The advent of nanotechnology in delivering bioactive medicinal plant extract with poor solubility has improved the drug delivery system, for a better therapeutic value of several drugs from natural origins. This study aimed to evaluate the anticancer properties of H. acida using human lung (H460), breast (MCF-7), and colon (HCT 116) cancer cell lines as well as the production, characterization, and cytotoxicity study of H. acida loaded into PLGA nanoparticles. Benchtop models of Saccharomyce cerevisiae and Raniceps ranninus were used for preliminary toxicity evaluation. Notable cytotoxic activity in benchtop models and human cancer cell lines was observed for H. acida crude extract. The PLGA nanoparticles loading H. acida had a size of about 200 nm and an association efficiency of above 60%, making them suitable to be delivered by different routes. The outcomes from this research showed that H. acida has anticancer activity as claimed from an ethnomedical point of view; however, a loss in activity was noted upon encapsulation, due to the sustained release of the drug.

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Section: Resultsmentioning

confidence: 99%

Enhanced Anticancer Activity of Hymenocardia acida Stem Bark Extract Loaded into PLGA Nanoparticles

et al. 2022

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“…The NPB analogs were synthesized based on the Petasis borono−Mannich reaction using N-substituted-piperazines, salicylaldehyde, and various boronic acids as the nucleophilic reagent [17][18][19][20][21]. In this multicomponent reaction, the iminium ion formation occurs initially, which reacts with boronic acid to form a tetracoordinate boronate in situ intermediate, and eventually the product formation occurs by intramolecular delivery of the organic group to iminium carbon (Scheme 01).…”

Section: Resultsmentioning

confidence: 99%

Investigation of NPB Analogs That Target Phosphorylation of BAD-Ser99 in Human Mammary Carcinoma Cells

Girimanchanaika

Dukanya

Swamynayaka

et al. 2021

IJMS

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The design and development of a small molecule named NPB [3-{(4(2,3-dichlorophenyl)piperazin-1-yl}{2-hydroxyphenyl)methyl}-N-cyclopentylbenzamide], which specifically inhibited the phosphorylation of BAD at Ser99 in human carcinoma cells has been previously reported. Herein, the synthesis, characterization, and effect on cancer cell viability of NPB analogs, and the single-crystal X-ray crystallographic studies of an example compound (4r), which was grown via slow-solvent evaporation technique is reported. Screening for loss of viability in mammary carcinoma cells revealed that compounds such as 2[(4(2,3-dichlorophenyl)piperazin-1-yl][naphthalen-1-yl]methyl)phenol (4e), 5[(4(2,3-dichlorophenyl)piperazin-1-yl][2-hydroxyphenyl)methyl)uran-2-carbaldehyde (4f), 3[(2-hydroxyphenyl][4(p-tolyl)piperazin-1-yl)methyl)benzaldehyde (4i), and NPB inhibited the viability of MCF-7 cells with IC50 values of 5.90, 3.11, 7.68, and 6.5 µM, respectively. The loss of cell viability was enhanced by the NPB analogs synthesized by adding newer rings such as naphthalene and furan-2-carbaldehyde in place of N-cyclopentyl-benzamide of NPB. Furthermore, these compounds decreased Ser99 phosphorylation of hBAD. Additional in silico density functional theory calculations suggested possibilities for other analogs of NPB that may be more suitable for further development.

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“…Derivatives with antiviral, antimalarial, and anticancer activity are also known [26][27][28][29][30]. Thiosemicarbazides are often an initial compound for the synthesis of new active substances that include antibacterial and antifungal properties [31][32][33][34][35][36].…”

Section: Introductionmentioning

confidence: 99%

New Thiosemicarbazide Derivatives with Multidirectional Biological Action

Lasek,

Kosikowska,

Kołodziej

et al. 2024

Molecules

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Over the years, several new medicinal substances have been introduced for the treatment of diseases caused by bacteria and parasites. Unfortunately, due to the production of numerous defense mechanisms by microorganisms and parasites, they still pose a serious threat to humanity around the world. Therefore, laboratories all over the world are still working on finding new, effective methods of pharmacotherapy. This research work aimed to synthesize new compounds derived from 3-trifluoromethylbenzoic acid hydrazide and to determine their biological activity. The first stage of the research was to obtain seven new compounds, including six linear compounds and one derivative of 1,2,4-triazole. The PASS software was used to estimate the potential probabilities of biological activity of the newly obtained derivatives. Next, studies were carried out to determine the nematocidal potential of the compounds with the use of nematodes of the genus Rhabditis sp. and antibacterial activity using the ACCT standard strains. To determine the lack of cytotoxicity, tests were performed on two cell lines. Additionally, an antioxidant activity test was performed due to the importance of scavenging free radicals in infections with pathogenic microorganisms. The conducted research proved the anthelmintic and antibacterial potential of the newly obtained compounds. The most effective were two compounds with a 3-chlorophenyl substituent, both linear and cyclic derivatives. They demonstrated higher efficacy than the drugs used in treatment.

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Increased antibacterial properties of indoline-derived phenolic Mannich bases

Cited by 5 publications

References 48 publications

Enhanced Anticancer Activity of Hymenocardia acida Stem Bark Extract Loaded into PLGA Nanoparticles

Enhanced Anticancer Activity of Hymenocardia acida Stem Bark Extract Loaded into PLGA Nanoparticles

Investigation of NPB Analogs That Target Phosphorylation of BAD-Ser99 in Human Mammary Carcinoma Cells

New Thiosemicarbazide Derivatives with Multidirectional Biological Action

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