scholarly journals Synthesis, Antimicrobial and Antioxidant Activities of 2-Isoxazoline Derivatives

Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4271
Author(s):  
Asma Alshamari ◽  
Mahmoud Al-Qudah ◽  
Fedaa Hamadeh ◽  
Lo’ay Al-Momani ◽  
Sultan Abu-Orabi

A series of derivatives of trans-3-(2,4,6-trimethoxyphenyl)4,5-dihydroisoxazolo-4,5-bis[carbonyl-(4′phenyl)thiosemicarbazide (9) and of trans-3-(2,4,6-trimethoxyphenyl)-4,5-dihydro isoxazolo-4,5-bis(aroylcarbohydrazide) (10a–c) were synthesized from trans-3-(2,4,6-trimethoxyphenyl)-4,5-dihydro-4,5-bis(hydrazenocarbonyl)isoxazole (8). The structures of the compounds were elucidated by both elemental and spectral (IR, NMR, and MS) analysis. Compound 9 shows activity against some bacterial species. No antibacterial activities were observed for compounds 10a–c. The antioxidant activity of the new compounds has been screened. Compound 9 showed higher antioxidant activity using the DPPH (1,1-diphenyl-2-picrylhydrazyl) and ABTS (2’-azino–bis(3-ethylbenzoline-6-sulfonic acid) diammonium salt methods.

Author(s):  
Asma Alshamari ◽  
Mahmoud Al-Qudah ◽  
Fedaa Hamadeh ◽  
Lo’ay Al-Momani ◽  
Sultan Abu-Orabi

A series of derivatives of trans-3-(2,4,6-trimethoxy phenyl)-4,5-dihydro isoxazolo-4,5-bis(aroylcarbohydrazide) and of trans-3-(2,4,6-trimethoxyphenyl)4,5-dihydroisoxazolo-4,5-bis[carbonyl-(4’phenyl)thiosemi- carbazide (9) were synthesized from trans-3-(2,4,6-trimethoxyphenyl)-4,5-dihydro-4,5-bis(hydrazenocarbonyl) Isoxazole (8). The structures of the Compounds were elucidated by elemental and spectral (IR, NMR, and MS) analysis. The compound 9 show activity against some bacterial species. Whereas, no activity was observed for compounds 10a, 10b and 10c against all bacterial species. The antioxidant activity of new compounds has been screened. Compound 9 showed higher antioxidant activity using the DPPH and ATBS method.


2019 ◽  
Vol 6 (1) ◽  
pp. 17-25
Author(s):  
Ibtissem Boulacel ◽  
Brahim Harkati ◽  
Radia Ayad ◽  
Ibrahim Demirtas ◽  
Hocine Laouer ◽  
...  

Abstract The focus of this paper was to assess the phytochemical composition, the antioxidant and antibacterial activities of the crude extracts of the aerial parts of Ferula lutea. Four new compounds were isolated from this genus, and their structures were primarily established by extensive spectroscopic analysis including 1D and 2D spectroscopic techniques. Total phenolics and flavonoids containing in ethyl acetate (AcOEt) and n-butanol (n-BuOH) extracts were quantified [199.1-184.02 mg gallic acid equivalent / g of dry weight], flavonoids [70.24-65.95 mg quercetin / g dry weight]. DDPH scavenging and phosphomolybdenum methods were used to evaluate in vitro antioxidant activity. The obtained results showed a significant antioxidant activity of the two aerial parts. Correlation analysis between the DPPH values and those for TAC indicates the possibility of the two models for evaluating antioxidants power from medicinal plants. Dichloromethane (CH2Cl2), AcOEt and n-BuOH extracts were screened against two gram-negative [Escherichia coli (E.coli) and Pseudo aeruginosa (P.aer)] and two gram-positive [Staphylococcus aureus (S.aur) and Bacillus (Bacil.)] bacteria using disc diffusion method. The results indicate a good inhibition of CH2Cl2 and EtAct extracts on the growth of (Bacil. and E.coli). Furthermore n-but extract showed a significant inhibitory effect only against E.coli.


2018 ◽  
Vol 21 (3) ◽  
pp. 204-214 ◽  
Author(s):  
Vesna Rastija ◽  
Maja Molnar ◽  
Tena Siladi ◽  
Vijay Hariram Masand

Aims and Objectives: The aim of this study was to derive robust and reliable QSAR models for clarification and prediction of antioxidant activity of 43 heterocyclic and Schiff bases dipicolinic acid derivatives. According to the best obtained QSAR model, structures of new compounds with possible great activities should be proposed. Methods: Molecular descriptors were calculated by DRAGON and ADMEWORKS from optimized molecular structure and two algorithms were used for creating the training and test sets in both set of descriptors. Regression analysis and validation of models were performed using QSARINS. Results: The model with best internal validation result was obtained by DRAGON descriptors (MATS4m, EEig03d, BELm4, Mor10p), split by ranking method (R2 = 0.805; R2 ext = 0.833; F = 30.914). The model with best external validation result was obtained by ADMEWORKS descriptors (NDB, MATS5p, MDEN33, TPSA), split by random method (R2 = 0.692; R2 ext = 0.848; F = 16.818). Conclusion: Important structural requirements for great antioxidant activity are: low number of double bonds in molecules; absence of tertial nitrogen atoms; higher number of hydrogen bond donors; enhanced molecular polarity; and symmetrical moiety. Two new compounds with potentially great antioxidant activities were proposed.


2020 ◽  
Vol 17 ◽  
Author(s):  
Rahele Bargebid ◽  
Ali Khalafi-Nezhad ◽  
Kamiar Zomorodian ◽  
Leila Zamani ◽  
Ali Ahmadinejad ◽  
...  

Introduction: Mannich reaction is a typical example of a three-component condensation reaction and the chemistry of Mannich bases has been the matter of search by researchers. Here an efficient procedure for the synthesis of some new Mannich derivatives of simple phenols is described. Methods: In this procedure a microwave-assisted and solvent less condensation were done between different phenols, secondary amines and paraformaldehyde. The reactions proceed in the presence of catalytic amount of nano ZnO and tetrabutylammonium bromide (TBAB) in excellent yields. 10 new compounds were synthesized (A1-A10). Chemical structures of all new compounds were confirmed by different spectroscopic methods. We optimized the chemical reactions in different conditions. Optimization reactions were done in the presence of different mineral oxides, different amount of TBAB and also different solvents. Nano ZnO and TBAB in catalytic amounts and solvent free conditions were the best conditions. All the synthesized compounds were screened for their antimicrobial activities. Antifungal and antibacterial activities of the synthesized compounds were evaluated against some Candida, filaments fungi, gram positive and gram negative bacteria by broth micro dilution method as recommended by CLSI. Results: The result showed that compounds A2, A3 and A4 against most of the tested Candida species and compounds A5 and A7 against C. parapsilosis and C. tropicalis, exhibited considerable antifungal activities. Also Compounds A8 and A10 showed desirable antifungal activities against C. neoformance and C. parapsilosis, respectively. The antibacterial activities of the synthesized compounds were also evaluated. Compounds A6 - A10 against E. Fecalis and compounds A5, A7, A9 and A10 against P. aeruginosa showed desirable antibacterial activities. Discussion: We have synthesized some new Mannich adducts of poly-hydroxyl phenols in the presence of nano-ZnO as a reusable catalyst, with the hope of discovering new lead compounds serving as potent antimicrobial agents. The advantages of this method are generality, high yields with short reaction times, simplicity, low cost and matching with green chemistry protocols. The antimicriobial studies of Mannich derivatives of phenols showed desirable results in vitro.


AGROFOR ◽  
2021 ◽  
Vol 6 (1) ◽  
Author(s):  
Amina BESSEDIK

Cuminum cyminum (in arabic: Kemoun) is an important source of therapeutic, cosmetic, bio-food and technological agents. Ancient civilizations used this plant for therapeutic purposes. Extracts from this plant are nowadays strongly used in the industrial and research fields, particularly for the medicinal, pharmacological and cosmetological purposes. Bioactive molecules extracted from Cuminum cyminum may express biocidal activities and prove to be good candidates for new antioxidants. The objective of the present work is to evaluate the biological properties of this plant, including antibacterial and antioxidant effects. The seeds of cumin are harvested at the wilaya of Biskra, and stored in a dry place until their use. They were identified at Hassiba Benbouali University of Chlef. Essential oil is obtained by hydro-distillation using a Clivenger type device (AFNOR, 2000). The obtained sample is stored in sealed bottles at low temperature (4°C) and away from light. The antibacterial effect is assessed by the disc method. The minimum inhibitory concentration (MIC) is determined by standard methods. The antioxidant activity is evaluated by the DPPH free radical trapping method of the methanolic extracts. The essential oil of C. cyminum shows a better activity against Gram+ strains compared to Gram- strains. The determination of MICs leads to the conclusion that its activity can be triggered at a very low concentration. The reaction with DPPH gives an interesting IC50. This testifies to the ability of this essential oil to reduce free radicals. Thanks to the antibacterial activities that we have highlighted, cumin can be considered as a palliative that could replace certain antibiotics. Moreover, its antioxidant activity allows us to use it as a natural food additive.


2020 ◽  
Vol 38 ◽  
Author(s):  
M. AKBAR ◽  
I.N. SHERAZI ◽  
M.S. IQBAL ◽  
T. KHALIL ◽  
H.M. WAQAS

ABSTRACT: In the present study, antibacterial and antioxidant [1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity] activities of a weed, slender amaranth (Amaranthus viridis L.) were investigated. Extracts of different plant parts were prepared in n-hexane, chloroform and ethyl acetate. Antibacterial activity was measured by using 100 mg mL-1 concentration extracts against 4 deadly phytopathogenic bacterial species viz. Pseudomonas syringae Van Hall, Ralstonia solanacearum Smith, Erwinia carotovora (Jones), Holland and Xanthomonas axonopodis Hasse. In antioxidants assays, 10, 20 and 30 mg mL-1 extracts were used keeping DPPH as control. In these bioassays, ethyl acetate fraction of A. viridis leaf exhibited the best antibacterial and antioxidants activity. Ethyl acetate leaf fraction showed the highest inhibition zone diameter (IZD) where it caused 21 mm IZD against P. syringae and 19 mm IZD against E. carotovora. This extract also showed 22, 52 and 84% antioxidant activity at 10, 20 and 30 mg mL-1 concentrations, respectively. Previously there is no report available that describes antibacterial activity of root extract of A. viridis against P. syringae. Moreover, antioxidant activity of stem and root extracts in n-hexane, chloroform and ethyl acetate was investigated first time in the world. It was concluded that the biological activities observed during the present investigation may be due to the presence of bioactive constituents that can be harnessed as natural antibacterials and antioxidants.


Annona muricata is one of the important herbal plant that are widely used to treat antidiabetic, anti-inflammatory, insecticidal, antimalarial, anticancer, antibacterial and antioxidant activities. In the present study, extraction procedure was carried out in few step processes method. The extract contains high percentage of steroid, alkaloid, flavonoid, phenolic and saponin. The extract was used to study the antioxidant activity; antibacterial activities and anticancer activity by standard methods. The antioxidant activity was studied by using radical scavenging DPPH, FRAP and H2O2 method and disc diffusion method. The results of antibacterial activity of the following bacteria’s such as Pseudomonas, Staphylococcus, Bacillus, E.coli shows the maximum zone of inhibition against Staphylococcus aureus which is around 1.7 cm. The anticancer activity was carried out by MTT assay using Hep-G2 as cell line and results are reported in the paper.


2019 ◽  
Vol 23 (11n12) ◽  
pp. 1478-1485
Author(s):  
Senem Çolak Yazıcı ◽  
Sibel Kahraman ◽  
Salih Z. Yıldız ◽  
Mahmut D. Yılmaz

Tetra-zwitterionic-substituted nickel(II) phthalocyanine derivatives were newly synthesized starting from nonionic 2(3),9(10),16(17),23(24)-tetrakis-[2-([Formula: see text]-((3-dimethylamino)propyl)carbamate)oxyethyl)phthalocyaninato nickel (II). The novel compounds have been characterized by a combination of UV-vis, FT-IR and mass spectroscopies and elemental analysis. The critical micelle concentrations of the prepared compounds were measured, and the antioxidant activities were analyzed with radical scavenging ability of 1,1-diphenyl-2-picrylhydrazyl (DPPH) and with 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS). The zwitterionic molecules showed aggregated spectra in the UV-vis region, and they might be good surfactant candidates for the detergent industry with their appropriate critical micelle concentration (CMC) properties in water. The compounds exhibited ABTS radical scavenging activity and thus they have antioxidant activity.


2021 ◽  
Vol 33 (3) ◽  
pp. 545-550
Author(s):  
P. Siripipatthana ◽  
P. Srihanam ◽  
A. Sangdee

A hydromethanolic root extract of Ampelocissus martinii Planch. (A. martinii) was analyzed by standard methods for its phytochemical content, antioxidant activity, α-amylase and α-glucosidase inhibitions and antibacterial activities. The root extract exhibited the highest content of saponins, followed by phenols, proanthocyanidin and flavonoids, respectively. It showed high antioxidant activity in FRAP and CUPRAC assays. The root extract and standard Trolox had similar antioxidant activities in the DPPH and ABTS assay. It also showed much higher α-amylase and α-glucosidase inhibitory activity compared to standard acarbose. Moreover, the root extract inhibited all tested Gram-positive bacteria with the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) of 6.25 mg/mL. These results indicate that A. martinii root can be pharmaceutically used as active ingredients to prevent bacterial infection and radical-related diseases especially diabetes.


Molecules ◽  
2021 ◽  
Vol 26 (24) ◽  
pp. 7432
Author(s):  
Kanokwan Kulprachakarn ◽  
Supakit Chaipoot ◽  
Rewat Phongphisutthinant ◽  
Narisara Paradee ◽  
Adchara Prommaban ◽  
...  

Thua-nao, or Thai fermented soybeans, is a traditional Lanna fermented food in Northern Thailand. It is produced by using a specific bacterial species called Bacillus subtilis var. Thua-nao. We investigated the antioxidant activity and cytotoxic effect of isoflavones from Thua-nao. The phenolic compound contents and total flavonoid contents were determined by spectrophotometry. The antioxidant activity was examined using the ABTS, FRAP, and DPPH assays. The isoflavone contents and phenolic compositions were examined by the high-performance liquid chromatography (HPLC) and liquid chromatography-mass spectrometry (LC-MS) techniques. The ability of isoflavones to inhibit human cancer cell growth was assessed by the MTT assay. The total phenolic content, total flavonoid content, and antioxidant activities of the isoflavones were 49.00 ± 0.51 mg GAE/g of dry extract (DE), 10.76 ± 0.82 mg QE/g of DE, 61.03 ± 0.97 µmol Trolox/g of DE, 66.54 ± 3.97 µM FeSO4/g of DE, and 22.47 ± 1.92% of DPPH inhibition, respectively. Additionally, the isoflavone extracts from Thua-nao had high isoflavone contents and polyphenolic compound compositions, especially daidzein and genistein. The isoflavone demonstrated a weak inhibition of MCF-7 and HEK293 cancer cell growth. It has a high antioxidant component, which is beneficial and can be developed for new therapeutic uses. However, further studies on the benefits of Thua-nao should be performed for realizing better and more effective uses soon.


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