Utilization and Evaluation of Betalain Pigment from Red Dragon Fruit (Hylocereus Polyrhizus) as a Natural Colorant for Lipstick

2014 ◽  
Vol 69 (6) ◽  
Author(s):  
N. N. Azwanida ◽  
Normasarah Normasarah ◽  
Asrul Afandi
Keyword(s):  
Ascorbic Acid ◽  
Olive Oil ◽  
Antioxidant Activities ◽  
Radical Scavenging ◽  
Organoleptic Properties ◽  
Adverse Health ◽  
Dragon Fruit ◽  
Ic50 Value ◽  
Betalain Pigment ◽  
Vegetable Fat

Lipstick formulations are most widely used to enhance the beauty of lips. However, current lipcare products are often caused irritation (dry lips, chapped lips and wrinkled lips) to the consumers. The use of synthetic ingredients has also raised safety concern due to adverse health effects in the long term use. The objective of this study was to formulate natural lipsticks by using betalain pigments extracted from Hylocereuspolyrhizus and the lipsticks were evaluated for their organoleptic properties (spreading, hardness, shine and gloss), antimicrobial and antioxidant potential. The organoleptic properties of the formulated lipsticks were found to be satisfactory in order to give attractive beauty to the lips. The antimicrobial activities of the formulated lipstick showed significant inhibition compared to commercial lipsticks and the betalain pigment was proved to have antimicrobial effect. The formulated lipstick showed to have significant antioxidant activities compared to the reference ascorbic acid. In DPPH radical scavenging assay, the IC50 value of the formulated lipstick was 54.29 μg/mL, whereas IC50 value for the reference ascorbic acid was 14.56 μg/mL. As the lipsticks were prepared using natural ingredients like dragon fruit, olive oil and vegetable fat, additional medicinal values were added to the product. Adverse health risk effects as concerned by the consumers was minimized and the product can be used without hesitation and confidence. The lipsticks with the natural ingredients like vegetable fat and olive oil is an alternative to synthetic product and serves as an economical and effective cosmoseutical product.

Synthesis and Antioxidant Evaluation of a New Class of Thienopyrimidine-rhodanine Hybrids

2018 ◽  
Vol 15 (2) ◽  
pp. 118-126 ◽  
Author(s):  
Kerru Nagaraju ◽  
Venkata H.S.S. Bhaskaruni ◽  
Ravada Kishore ◽  
Suresh Maddila ◽  
Parvesh Singh ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Ascorbic Acid ◽  
Antioxidant Activities ◽  
Radical Scavenging ◽  
Target Cells ◽  
Standard Drug ◽  
Heterocyclic Molecules ◽  
Antioxidant Agents ◽  
Ic50 Value ◽  
Anti Oxidant

Background: Antioxidants are proficient of stabilizing agents in the target cells and biological systems. The homeostatic equilibrium between the reactive oxygen species and endogenous antioxidants is important in maintaining healthy tissues. As some antioxidant agent’s show improved resistance, it is necessary to design the new heterocyclic molecules to form potent antioxidant agents with promising pharmacological applications. Moreover, thienopyrimidine derivatives has been the subject of much research due to their significance in different applications and their extensive potential pharmacological and medicinal activities like antibacterial, antifungal, anticancer, anticonvulsant, anti-inflammatory, analgesic, anti-viral, anti-oxidant, anti-diabetic and antimalarial properties. Although, recently rhodanine was reported as privileged hybrid in drug discovery and exhibited pharmacological activities such as anti-malarial, antibacterial, antiviral, antidiabetic agents. Hence, the development of new molecules within the scope of synthetic procedure of thienopyrimidine scaffold for heterocyclic synthesis would be worthy and well desired. Methods: All the target thienopyrimidine-rhodanine derivatives (5a-l) prepared from the Knoevenagel condensation with different substituted benzaldehydes in the presence of glacial acetic acid and 3-(thieno[2,3-d]pyrimidin-4-yl)-2-thioxothiazolidin-4-one (4). Although, all the synthesized compounds tested for their anti-oxidant activity investigated using DPPH radical scavenging, nitric oxide (NO) and ABTS activity. Results: All the thienopyrimidine-rhodanine derivatives (5a-l) were evaluated for their in vitro anti-oxidant activity. In fact, (Z)-5-(4-methylbenzylidene)-3-(thieno[2,3-d]pyrimidin-4-yl)-2- thioxothiazolidin-4-one (5c) with IC50 value 17.64 ± 0.06 µg/mL and (Z)-5-(2-nitrobenzylidene)-3- (thieno[2,3-d]pyrimidin-4-yl)-2-thioxothiazolidin-4-one (5j) with IC50 value 17.54 ± 0.23µg/mL showed excellent antioxidant activity nearly similar to the standard drug as an ascorbic acid (IC50 = 17.45 ± 0.03µg/mL). Conclusion: The objective of the present work was to design, synthesis and screened for their antioxidant activities of novel thienopyrimidine containing rhodanine derivatives with the hope of discovering new structure leads as the most potent antioxidant agents. Our aim has been achieved by the synthesis of thienopyrimidines with diver functionalities by exploiting 2-thioxothiazolidin-4-one chemistry and tested for antioxidant activity. The compounds 5c and 5j were found most potent activity compare to the standard ascorbic acid. Furthermore, the electron withdrawing groups at position-4 in benzene ring enhanced the activity, whereas the compounds 5d, 5f, 5i and 5l showed good activity all the three radical scavenging methods.

scholarly journals Novel cholinesterase inhibitory effect of α-spinasterol isolated from the leaves of Acacia auriculiformis A. CUNN Ex. Benth (Fabaceae)

2020 ◽  
Vol 19 (7) ◽  
pp. 1473-1479
Author(s):  
Bilqis A. Lawal ◽  
Aniefiok Udobre ◽  
Taiwo O. Elufioye ◽  
Augustine A. Ahmadu ◽  
Bolatito Olanipekun
Keyword(s):  
Ascorbic Acid ◽  
Free Radical ◽  
Antioxidant Activities ◽  
Radical Scavenging ◽  
Inhibitory Effect ◽  
Free Radical Scavenging ◽  
Acacia Auriculiformis ◽  
Ic50 Value ◽  
Potent Inhibitory Effect

Purpose: To investigate the in vitro anticholinesterase, α-glucosidase and antioxidant activities of α-spinasterol isolated from Acacia auriculiformis leaves.Methods: The powdered leaves of Acacia auriculiformis were extracted with 70 % ethanol and the dried hydroalcoholic extract was suspended in water and partitioned with ethyl acetate and n-butanol to give their soluble fractions. The in vitro inhibitory activities of α-spinasterol were determined against cholinesterase and, α-glucosidase enzymes, and free radical scavenging potentials using (1,1-diphenyl-2-picrylhydarzyl (DPPH) and 2,2-azino-bis (3-Ethylbenzothiazoline-6-sulphonic acid (ABTS) antioxidantassays.Results: The compound, α-spinasterol, exhibited moderate anticholinesterase activity (IC50 value of 44.19±2.59 μg/mL which was significantly  different at (p < 0.05) when compared to the standard galanthamine (IC50 value of 1.73 ± 1.10 μg/mL). It also displayed a good α-glucosidase  inhibitory activity with IC``` value of 8.65 ± 1.71μg/mL which was not significantly different when compared to the standard, acarbose with IC50 value of 2.79±0.81 μg/mL. This compound, however, exhibited weak free radical scavenging activities at 26.93 ± 0.00 and 35.16 ±.0.26 % inhibition of DPPH+ and ABTS+ radicals as compared to ascorbic acid and Trolox (73.88 ± 0.04 and 99.82 ± 0.00%) respectively.Conclusion: The results show that α-spinasterol isolated from Acacia auriculiformis exerts potent inhibitory effect against cholinesterase enzyme which might serve as a lead in the search for drugs against Alzheimer disease and diabetes mellitus. Keywords: Acacia auriculiformis, α-Spinasterol, Galanthamine, Acarbose, Trolox, Ascorbic acid

Physiochemical properties and antioxidant potential of Persea Americana seed oil

2019 ◽  
Author(s):  
Chem Int
Keyword(s):  
Seed Oil ◽  
Antioxidant Activities ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Acid Value ◽  
Persea Americana ◽  
Antioxidant Potential ◽  
Physiochemical Properties ◽  
Physiochemical Parameters ◽  
Ic50 Value

Oil extracted from Persea Americana seed was assayed for its physiochemical properties and antioxidant potential using various standard methods. The oil content of the seed was found to be &lt; 10%. Brownish-red color oil was liquid at room temperature, with specific gravity of 0.91±0.02 g/mL. Other physiochemical parameters determined were; acid value (4.51±0.08 mgKOH/g), %FFA (2.26±0.08), peroxide value (2.40±0.57 mgO2/Kg), ester value (31.26±0.03 mgKOH/g), saponification value (35.76±0.07 mgKOH/g) and iodine value (23.5±0.07). The results of the antioxidant activities of the seed oil showed that the flavonoid content (80.00±1.41 mgQE/g) was ~10 folds higher than the phenolic content (8.27±0.06 mgGAE/g). The DPPH radical scavenging value was found to be 51.54±0.25% with an IC50 value of 4.68±0.02 mg/mL and reducing power with an average absorbance of 0.85±0.01 and an IC50 value of 0.001±0.02 mg/mL. Gallic acid showed better antioxidant activities than the oil studied. The results obtained in this study showed that Persea Americana seed oil has nutritional, industrial as well as medicinal potentials.

scholarly journals (−)-Epicatechin—An Important Contributor to the Antioxidant Activity of Japanese Knotweed Rhizome Bark Extract as Determined by Antioxidant Activity-Guided Fractionation

Antioxidants ◽  
2021 ◽  
Vol 10 (1) ◽  
pp. 133
Author(s):  
Urška Jug ◽  
Katerina Naumoska ◽  
Irena Vovk
Keyword(s):  
Antioxidant Activity ◽  
Ascorbic Acid ◽  
High Performance ◽  
Radical Scavenging ◽  
Size Exclusion ◽  
Solvent Mixtures ◽  
Japanese Knotweed ◽  
Compound Identification ◽  
Rp Hplc ◽  
Ic50 Value

The antioxidant activities of Japanese knotweed rhizome bark extracts, prepared with eight different solvents or solvent mixtures (water, methanol, 80% methanol(aq), acetone, 70% acetone(aq), ethanol, 70% ethanol(aq), and 90% ethyl acetate(aq)), were determined using a 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical-scavenging assay. Low half maximal inhibitory concentration (IC50) values (2.632–3.720 µg mL−1) for all the extracts were in the range of the IC50 value of the known antioxidant ascorbic acid at t0 (3.115 µg mL−1). Due to the highest extraction yield (~44%), 70% ethanol(aq) was selected for the preparation of the extract for further investigations. The IC50 value calculated for its antioxidant activity remained stable for at least 14 days, while the IC50 of ascorbic acid increased over time. The stability study showed that the container material was of great importance for the light-protected storage of the ascorbic acid(aq) solution in a refrigerator. Size exclusion–high-performance liquid chromatography (SEC-HPLC)–UV and reversed phase (RP)-HPLC-UV coupled with multistage mass spectrometry (MSn) were developed for fractionation of the 70% ethanol(aq) extract and for further compound identification, respectively. In the most potent antioxidant SEC fraction, determined using an on-line post-column SEC-HPLC-DPPH assay, epicatechin, resveratrol malonyl hexoside, and its in-source fragments (resveratrol and resveratrol acetyl hexoside) were tentatively identified by RP-HPLC-MSn. Moreover, epicatechin was additionally confirmed by two orthogonal methods, SEC-HPLC-UV and high-performance thin-layer chromatography (HPTLC) coupled with densitometry. Finally, the latter technique enabled the identification of (−)-epicatechin. (−)-Epicatechin demonstrated potent and stable time-dependent antioxidant activity (IC50 value ~1.5 µg mL−1) for at least 14 days.

Synthesis and Biological Activities of Hydroxytyrosol Ester Derivatives

2020 ◽  
Vol 42 (1) ◽  
pp. 109-109
Author(s):  
Hao Zang Hao Zang ◽  
Qian Xu Qian Xu ◽  
Luyun Zhang Luyun Zhang ◽  
Guangqing Xia Guangqing Xia ◽  
Jiaming Sun and Junyi Zhu Jiaming Sun and Junyi Zhu
Keyword(s):  
Ascorbic Acid ◽  
Antioxidant Activities ◽  
Biological Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Acetylcholinesterase Inhibition ◽  
Hydroxyl Group ◽  
Scavenging Activity ◽  
Antioxidant Power ◽  
Better Than

A series of hydroxytyrosol (HT) derivatives were synthesized by modification of alcohol hydroxyl group of HT, twenty-five target compounds were obtained and characterized by NMR and HRMS. The antioxidant activities of those compounds were evaluated in three different assays. Except 3e and 3y, all other compounds demonstrated significant 2,2and#39;-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) free radical cation scavenging activity ranging from IC50 3.4 to 24.4 μM, which were more potent than L-ascorbic acid (IC50=24.8 μM). Compounds 3b-3d, 3f-3k, 3m-3x were better than Trolox (18.3 M). Moreover, the ferric reducing antioxidant power (FRAP) of all compounds were discovered to be more potent than L-ascorbic acid (40.7 mmol/g), except 3e, all other compounds (141.5-202.1 mmol/g) were better than Trolox (94.7 mmol/g). Compounds 3a-3d, 3f-3j, 3l-3m, 3o, 3q, 3t, 3v-3y exhibited more potent hydroxyl radical scavenging activity (IC50=245.1-475.1 M) than L-ascorbic acid (554.4 M) and Trolox (500.4 M). Compounds 3q, 3t and 3y exhibited more potent -Glucosidase inhibition activity (39.1-52.4 M) than Acarbose (60.9 M). Compounds 3a, 3d, 3f-3m, 3s-3t, 3v-3y showed some acetylcholinesterase inhibition activities, compounds 3a, 3d, 3f-3j, 3l-3m, 3o-3p, 3s-3t, 3w showed some butyrylcholinesterase inhibition activities.

scholarly journals Evaluation of Antioxidant Properties ofPhaulopsis fascisepalaC.B.Cl. (Acanthaceae)

2009 ◽  
Vol 6 (2) ◽  
pp. 227-231 ◽  
Author(s):  
S. A. Adesegun ◽  
A. Fajana ◽  
C. I. Orabueze ◽  
H. A. B. Coker
Keyword(s):  
Ascorbic Acid ◽  
Leaf Extract ◽  
Antioxidant Activities ◽  
Antioxidant Properties ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Total Phenolic ◽  
Chelating Ability

The antioxidant activities of crude extract ofPhaulopsis fascisepalaleaf were evaluated and compared with α-tocopherol and BHT as synthetic antioxidants and ascorbic acid as natural-based antioxidant.In vitro, we studied its antioxidative activities, radical-scavenging effects, Fe2+-chelating ability and reducing power. The total phenolic content was determined and expressed in gallic acid equivalent. The extract showed variable activities in all of thesein vitrotests. The antioxidant effect ofP. fascisepalawas strongly dose dependent, increased with increasing leaf extract dose and then leveled off with further increase in extract dose. Compared to other antioxidants used in the study, α-Tocopherol, ascorbic acid and BHT,P. fascisepalaleaf extract showed less scavenging effect on α,α,-diphenyl-β-picrylhydrazyl (DPPH) radical and less reducing power on Fe3+/ferricyanide complex but better Fe2+-chelating ability. These results revealed thein vitroantioxidant activity ofP.fascisepala.Further investigations are necessary to verify these activitiesin vivo.

scholarly journals Cytotoxicity and Antioxidant Effects of Celastrus hindsii Benth. Leaf Extract

2020 ◽  
Vol 36 (1) ◽  
Author(s):  
Bui Thi Thanh Duyen ◽  
Vu Manh Hung ◽  
Bui Thanh Tung
Keyword(s):  
Free Radical ◽  
Cancer Cells ◽  
Leaf Extract ◽  
Antioxidant Activities ◽  
Publishing House ◽  
Radical Scavenging ◽  
Antioxidant Effect ◽  
Ic50 Value ◽  
Etoac Fraction ◽  
Antioxidant Effects

Celastrus hindsii Benth et Hook. is known as a herbal medicine for the treatment of cancer. In this study we evaluated the cytotoxic and antioxidant effects of Celastrus hindsii Benth et Hook. leaf extract. Samples of Celastrus hindsii were extracted with 90 % ethanol and subsequently fractionated with n-hexane, ethyl acetate (EtOAc) and n-butanol (n-BuOH) solvents. To evaluate the cytotoxic effect, we performed MTT (3- (4,5 dimethylthiazol-2 - yl) - 2,5 - diphenyltetrazolium) assay on the three cell lines human liver Hep G2 (HB - 8065TM), lung LU-1 (HTB - 57TM), breast MCF-7 (HTB - 22TM).  The antioxidant effect was evaluated by screening DPPH (2,2-diphenyl-1-picryhydrazyl) free radical assay. The results showed that the EtOAc fraction had the strongest cytoxicity effects on liver cancer cells and lung cancer cells with an IC50 value of 33,7 ± 1,5 mg/mL and 13,0 ± 0,5 mg/mL. The BuOH fraction showed a weaker effect on lung cancer cells with IC50 value of 64,0 ± 2,2 mg/mL. The antioxidant results indicated that the EtOAc fraction had the best antioxidant effect with IC50  value of 46,9 ± 2,5 µg/mL. The EtOH total extract also has strong antioxidant activity with IC50 value of 48,5 ± 2,3 µg/mL. Our study showed that Celastrus hindsii leaf extract has the strong cytotoxicity and antioxidant activities. Keywords Celastrus hindsii Benth et Hook., cytotoxicity, MTT, antioxidant, DPPH. References [1] Ministry of health, General oncology. 2009: Vietnam Education Publishing House Limited Company, 9-10.[2] N.V. Tuyen, Pharmaceutical chemistry curriculum, 2014, Science and Technics Publishing House. 222-223.[3] V.V. Chi. Dictionary of Vietnamese medicinal plants. Medical Publishing House 1 (2012).[4] V. Gan, G. Chen, W. Zhang, J. Zhou . Oleanen induces apoptosis of cervical cancer cells by up-regulation of Bim. International Journal of Gynecologic Cancer 22(1) (2012) 38.[5] Y.H. Kuo, L.M.Y. Kuo. Antitumour and anti-AIDS triterpenes from Celastrus hindsii. Phytochemistry 44(7) (1997) 1275.[6] T. Mosmann, Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays 65(1-2) (1983) 55.[7] P. Mahakunakorn, M. Tohda, Y. Murakami, K. Matsumoto, H.J.B. Watanabe, P. Bulletin, Antioxidant and free radical-scavenging activity of Choto-san and its related constituents 27(1) (2004) 38.[8] P.T. Thuong, M.K. Na, N.H. Dang, T.M. Hung, P.T. Ky, T.V. Thanh, et al. Antioxidant activities of Vietnamese medicinal plants 12(1) (2006) 29.[9] X.Q. Hu, W. Han, Z.Z. Han, Q.X. Li, X.K. Xu, P. Fu, et al. A new macrocyclic lactone and a new quinoflavan from Celastrus hindsii. Phytochemistry letters 7 (2014) 169.[10] A.C. Spivey, M. Weston, Woodhead SJCSR. Celastraceae sesquiterpenoids: biological activity and synthesis 31(1) (2002) 43.[11] T.L. Ngoc, Technology. Separation process of rosmarinic acid and their derivatives from Celastrus hindsii benth leaves. Vietnam Journal of Science 54(2C) (2016) 380.[12] F.R. Mowsumi, A. Rahaman, N.C. Sarker, B.K. Choudhury, Hossain SJWJPPS. In vitro relative free radical scavenging effects of Calocybe indica (milky oyster) and Pleurotus djamor (pink oyster). 4(07) (2015).[13] T.D. Viet, T.D. Xuan, T.M. Van, Y. Andriana, R. Rayee, H.D. Tran. Comprehensive Fractionation of Antioxidants and GC-MS and ESI-MS Fingerprints of Celastrus hindsii Leaves. Medicines 6(2) (2019) 64.[14] T.N. Ly, M. Shimoyamada, Yamauchi RJJoa, chemistry f. Isolation and characterization of rosmarinic acid oligomers in Celastrus hindsii Benth leaves and their antioxidative activity 54(11) (2006) 3786.    

scholarly journals THE ANTIOXIDANT STUDIES OF TWO MEDICINAL PLANTS, SPHAERANTHUS INDICUS AND PSOPHOCARPUS TETRAGONOLOBUS

2019 ◽  
Vol 12 (1) ◽  
pp. 321
Author(s):  
Vijayalakshmi N ◽  
Mudiganti Ram Krishna Rao
Keyword(s):  
Ascorbic Acid ◽  
Medicinal Plants ◽  
Antioxidant Activities ◽  
Psophocarpus Tetragonolobus ◽  
Leaf Extracts ◽  
Frap Assay ◽  
Methanol Fraction ◽  
Reducing Ability ◽  
Ic50 Value ◽  
Sphaeranthus Indicus

Objective: The present study deals with the antioxidant assays of the different leaf extracts of two medicinal plants, Sphaeranthus indicus and Psophocarpus tetragonolobus. Methods: Dried leaves of S. indicus and P. tetragonolobus were packed in separate round bottom flasks for sample extraction using ethanol, methanol, hexane, and distilled water as solvents for 72 h, and the extracts were collected after evaporating the solvents. Antioxidant studies of the various extracts were performed by 1-diphenyl-2-picrylhydrazyl and Ferric Reducing Ability of Plasma assays.Results: Among the two plants studied, S. indicus showed better 2-diphenyl-1-picryl-hydrazyl (DPPH), scavenging activity than P. tetragonolobus with IC50 values of 174.380 and 262.313, respectively, as compared to that of the standard, ascorbic acid, IC50 value of which being 111.16. The FRAP assay results for both the plants indicated that the methanol fractions showed closer results when compared with standards, ascorbic acid and quercetin. The IC50 value of S. indicus, P tetragonolobus, ascorbic acid, and quercetin was 70.065, 151.953, 85.162, and 79.647, respectively. These results clearly indicate that S. indicus methanol fraction had better antioxidant activity when compared to both standards.Conclusion: It is concluded that S. indicus and P. tetragonolobus have excellent antioxidant activities which could be the major contributing factors for their medicinal roles. Further studies in this direction are being carried on.

scholarly journals Antioxidant Activities of Extracts from Celery Leaves (Apium Graveolens L) Grown in Jos, Nigeria

2020 ◽  
pp. 1-5
Author(s):  
M. Suleman Stephen ◽  
E. A. Adelakun ◽  
J. H. Kanus ◽  
Meshack M. Gideon
Keyword(s):  
Antioxidant Activity ◽  
Ascorbic Acid ◽  
Antioxidant Activities ◽  
Antioxidant Properties ◽  
Radical Scavenging ◽  
Ethanolic Extract ◽  
Acetone Extract ◽  
Apium Graveolens ◽  
Isolation And Identification ◽  
Celery Plant

The presence of natural antioxidant in plants is well known. Plant phenolics constitute one of the major groups of components that act as antioxidant and free radical terminator. Hence, this study focused on investigating the antioxidant activity of Celery plant (Apium graveolens L). The fresh leaves were collected, crushed and extracted with ethanol and acetone by maceration. The radical scavenging properties of the extracts were determined by measuring changes in absorbance of DPPH radical at a wave lenght of 517 nm by UV and ascorbic acid is used as the standard. It showed that the crude ethanolic extract has higher antioxidant activity compared to ascorbic acid and acetone extract with less scavenging activity. The values were (IC50 114.6 µg/mL) for ascorbic acid, (IC50 112 µg/mL) for the crude ethanolic extract and (IC50172 µg/mL) for crude acetone extract. The result shows that Celery plant grown in Jos possess good antioxidant properties which may be linked to the presence of phenolics and flavonoids in the plant, which justifies its use as a medicinal plant. This can be further investigated for the isolation and identification of active compounds of medicinal utilities.

scholarly journals Synthesis and Antioxidant Properties of Novel 2-(2,4-Dioxothiazolidin-5-ylidene)-Acetamides Containing 1,3,4-Thia/Oxadiazole Moieties

2021 ◽  
Vol 12 (5) ◽  
pp. 6710-6722
Keyword(s):  
Ascorbic Acid ◽  
Acetyl Chloride ◽  
Antioxidant Properties ◽  
Radical Scavenging ◽  
Scavenging Effect ◽  
Highly Active ◽  
Ethanol Medium ◽  
Ic50 Value ◽  
Radical Scavenging Ability

A series of novel 1,3,4-thia(oxa)diazole substituted 2-(2,4-dioxothiazolidine-5-ylidene)-acetamides 3a-c, 4 and 5a-k have been synthesized following the acylation reaction of 2-amino-5-aryl-1,3,4-oxadiazoles, 5-amino-1,3,4-thiadiazole-2-thiol and it’s S-alkylated derivatives with 2-(2,4-dioxothiazolidine-5-ylidene)acetyl chloride in dioxane medium. The functionalization of compounds 3b, 3c, 5d and 5e was carried out on their N3 position under N-alkylation conditions with N-aryl-2-chloroacetamides in DMF/ethanol medium yielded the corresponding 2,4-dioxothiazolidine-3,5-diacetic acid diamides 6a-e and 7a-b. The structures of target compounds were confirmed by using 1H NMR spectroscopy and elemental analysis. The antioxidant activity evaluation in vitro of the synthesized compounds was performed by the method of scavenging effect on 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals. As a result, the highly active compound 4, namely 2-(2,4-dioxothiazolidin-5-ylidene)-N-(5-mercapto-[1,3,4]thiadiazol-2-yl)acetamide was found to be the most efficient candidate among all compounds with a radical scavenging ability of 88.9%, which was comparable that for ascorbic acid (92.7%). The experimentally calculated IC50 value of 43.1 µM for compound 4 was lower than for ascorbic acid (50.5 µM).

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