Uterine fibroids are common benign tumors in women, particularly among those African descent, and are often associated with pain, abnormal bleeding and infertility. However, the limitations and side effect of current surgical and hormonal treatments underscore the need for alterative therapeutic approaches. Therefore, this in silico study evaluated the antimyomatous potential of phytocompounds (polyphenols) from five African medicinal plants (Allium cepa, Combretum micranthum, Vitex agnus castus, Zingiber officinale and Elaeis guineensis), targeting estrogen receptor alpha (ERα). Initially, a total of 399 bioactive compounds were retrieved from the literature and online databases, molecular docking (High throughput virtual screening, Standard precision and extra precision with Schrödinger Glide) was performed with 4-hydroxytamoxifen used as the reference antagonist. As a result, twelve compounds including luteolin (-10.766 Kcal/Mol), orobol (-10.971Kcal/Mol), (-)-epigallocatechin (-10.481 Kcal/Mol) and (-)-epicatechin (-10.481Kcal/Mol) exhibited higher binding affinities than 4-hydroxytamoxifen. Moreover, ligand-protein interactions involve multiple hydrogen bonds and hydrophobic contacts with key active site residues. Subsequently, ADMET (Absorption, Distribution, Metabolism, Elimination and Toxicity) profiling predicted favorable pharmacokinetics, with good oral absorption and moderate toxicity. In addition, quantitative structure activity relationship modeling in MOE (Molecular Operating Environment), using decision-tree-based algorithms (HistGB, LightGBM, Random Forest), showed strong predictive performances (R2=0.82, RMSE=0.77, r=0.91). Furthermore, molecular dynamics simulations (100 ns) confirmed the stability of the luteolin-ERα complex, supporting a possible antagonistic effect.

The chemical investigation of the methanolic root extract of Caloncoba glauca (P. Beauv.) Gilg exhibited two new 30-norfriedelane triterpenes, glaucalactones A and B (1-2), together with eight known compounds, caloncobalactone (3), friedelin (4), friedelanol (5), 3-oxo-friedelan-28-oic acid (6), stigmasterol (7), β-sitosterol (8), β-sitosterol-3-O-β-D-glucopyranoside (9) and pentacosanoic acid (10). The structures of the isolates were elucidated by extensive spectroscopic and spectrometric analyses (1D and 2D NMR, ESI-MS) and by comparison with previously reported data. All the compounds were tested for their antioxidant, antifungal and antibacterial activities. Compound 1 displayed weak antibacterial effect with MIC value of 125 μg/mL against Staphylococcus aureus and Escherishia coli. Compound 6 exhibited moderated antifungal activity against Candida krusei with MIC value of 62.5 μg/mL. All the isolates were found to be inactive as antioxidants in the DPPH, ABTS and FRAP assays.

This study aimed to evaluate the phytochemical profile, antioxidant activity, and anti-inflammatory activity of water, methanol, ethyl acetate, leaf extracts of Tabernaemontana inconspicua Stapf. Phytochemical analysis using high-performance thin-layer chromatography (HPTLC) revealed the presence of sterols, flavonoids, and tannins in the leaves. The methanol extract exhibited the highest total phenolic (534.00 ± 0.07 mg GAE/g DW) and flavonoid (130.39 ± 0.18 mg QE/g DW) content compared to ethyl acetate and aqueous extracts. The antioxidant activity of the methanol extract was significant, with a ferric reducing antioxidant power (FRAP assay) value of 331.65 ± 1.05 mg ECAT/g DW, and an SC50 value of 20 ± 0.09 µg/mL using the ABTS method, comparable to the standard gallic acid (SC50 = 25 ± 0.09 µg/mL). The anti-inflammatory activity of the methanol extract, evaluated using the Bovine Serum Albumin (BSA) denaturation method, showed a significant IC50 value of 13 ± 0.09 µg/mL, comparable to the standard drug diclofenac sodium (IC50 = 15 ± 0.04 µg/mL). These results suggest that the leaves of T. inconspicua possess potential anti-inflammatory activity and are a good source of natural antioxidants.

The phytochemical investigation of a previously unstudied species of the genus Apocynaceae, Baissea mortehanii de Wild was undertaken and eight known secondary metabolites were isolated from leaves of this plant including one alkaloid, N-Feruloyltryptamine (1); one aromatic ester, Dibutyl phthalate (2); two flavonoids, Genistein (3) and Gerontoisoflavone A (4), four sterols, β-Sitosterol (5), Sitosterol-3-O-β-D-glucopyranoside (6), Stigmasterol (7) and Stigmasterol-3-O-β-D glucopyranoside (8). The structures of compounds were determined by means of spectroscopic methods :NMR analysis (1H and13C NMR, 1H-1H-COSY, HSQC, HMBC), spectrometric methods such as UV, IR, ESI-MS, EI, and by comparing their data with those reported in the literature. All the isolated compounds were tested for their potential to inhibit the enzyme urease. Urease activity was determined by measuring ammonia production using the indophenol method and thiourea was used as standard inhibitor of urease. Compounds 5 and 7 showed the best urease inhibition with an IC50 value 17. 2 and 18.5 µM respectively, which is higher than that of the potent inhibitor, thiourea (IC50 = 21.5 µM); Compounds 3, 4, 6 and 8 showed a good urease inhibition with an IC50 value 26.9, 29.7, 32.8 and 34.3 µM respectively; Compounds 1 and 2 showed a moderate urease inhibition with an IC50 value 49.1 and 46.8 µM respectively.

We have explored the chelation of dimethylglyoxime ligand to divalent (ndx: x = 6, 7, 8) transition metal (TM) cations in two media (gas phase and water) at the B3LYP//LANL2DZ/6-311+G (d,p) and B3LYP/def2-TZVP level at lower multiplicity and higher multiplicity states. Majority of the 18 optimized halide (chloride and bromide) complexes prefer square planar configuration. The correlations discerned between the experimental structural data and their estimated counterparts demonstrate a good credibility for complexes at lower multiplicity state. The basis set superposition errors (BSSEs) estimated is very small which reflects the fact that the choice of different basis sets (B3LYP//LANL2DZ/6-311+G (d,p)) introduces a slight bias in the calculation of energies. The ADMP (atom-centered density matrix propagation) simulations in water on chloride complexes indicate the irreversible nature of these M-N dissociation in trajectory simulation process. This fact explains our exclusive focus on the examination of the [glyoxime ligand]& mldr;[MX2] interactions. In addition, the solvation of (3d and 4d) transition metal chloride complexes causes a sensitive augmentation of the metal ion affinity (MIA) with an average of 0.29 and 0.24 kcal/mol. In both multiplicity states, the topological parameters have illustrated that the M-N and M-X bonds are typical metal-ligand in both media. The average Delta Eorb/Delta Esteric ratio equal to 0.45 and 0.11 in gas phase and water, respectively, reveals the predominance of the contributions from non-covalent bonding interactions (NCI) compared to those of covalent bonding. But, the maximal value equal to 6.760 is obtained for bromide rhodium complex in water. NBO analysis in both media highlights the fact that a more pronounced ionic character is observed for the majority of the chloride complexes at both spin multiplicity states because of their higher retained charges on the metal atom. For [dimethylglyoxime]& mldr;[MX2] interaction (X = Cl and Br), the charge decomposition analysis demonstrates that the lowest value of the d/b ratio is found for the chloride platinum complex at lower multiplicity state in water. This is a proof of its strong relativistic effects.

Objective: This work aimed to determine the phytochemical composition of Ceiba pentandra, and to evaluate its antioxidant properties in-vitro. Method: The study of the chemical composition was done by chromatography (LC-MS) and the evaluation of the antioxidant activity was done by DDPH, ABTS and FRAP methods. Result: Phytochemical analysis of extracts led to the identification of 18 compounds. The study of the antioxidant activity showed that aqueous fruits extract, hydroethanolic leaves’ extract and the decoction of the mixture of leaves and roots has the best antioxidant activity respectively on FRAP (IC50 = 13.91 μg / mL), ABTS (IC50 = 14.81 μg/mL) and DPPH (IC50 = 11.13 μg / mL) method. Conclusion: Studies carried out on Ceiba pentandra extracts show the diversity of secondary metabolites in this species and significant antioxidant activity.

Introduction: Diseases of the digestive system and liver are the leading cause of hospitalization worldwide, at around 12.2%. In particular hepatotoxicity which affects more than fifty million people worldwide and peptic ulcer disease. Moreover, the therapies used for the treatment of these diseases are not only very expensive but also present numerous undesirable side effects (hypersensitivity, arrhythmia, impotence, hematopoietic changes). The use of medicinal plants and herbal medicine probably make a considerable contribution. And the present study demonstrates it. Material and Method: 200 and 400 mg of crude ethanolic fruit peel extract (EFPE) were administered by nasogastric tube to two groups of G and H rats consisting of 3 batches of 5 rats each. The 3 batches representing the neutral, negative and positive controls. Then, gastric ulcer and hepatitis was induced in rats according to the Kanbur and al.’s procedures. Results and Discussion: The percentages of protection of the gastric mucosa are 6 - 7 times higher than those of rats pretreated with distilled water and close to nearly 90% than that of omeprazole at 20 mg / kg. At equal concentrations (200 mg / kg bw) the gastroprotective effect of the FFPE therefore appears to be 1.2 greater than that reported by Selmi et al., 2017 [5] on the fruit peels of the parent C. sinensis. The lowest serum transaminases (AST, ALT, ALP) levels were observed in rats pretreated with EFPE at 200 mg / kg bw. Oral administration of 200mg/kg bw of the EFPE equally twice that of silymarin would lead to a decrease in transaminases comparable to that of silymarin administered at 100 mg / kg used as a reference sample. The hepatoprotective effect of EFPE are similar with those observed on seeds by Udom et al., 2018 [6]. These results are consistent with macroscopic and histological examination of the damaged tissue. Conclusion: The EFPE of Citrus x paradisi has gastroprotective and hepatoprotective effects which would be comparable to those of Omeprazole and Sylmarin orally administered.

Abstract The present paper has been focused on the ability of the glyoxime ligand to chelate to the [MX 2 ] inorganic moieties in which M and X refer respectively to nd x transition metal(x = 6,7 and 8) and halogenated ligand(X =Br or Cl). The geometry optimizations at B3LYP/GEN level(LanL2DZ and 6-311+G (d,p) respectively for nd x transition metals (as well as halogen atoms) and for others atoms) have integrated the alteration of the multiplicity in each study media (gas phase and water). The passage from the fourth period transition metals to the sixth period ones enhances the reactivity of the complexes obtained regardless in gas phase. The metal-nitrogen bonds within higher multiplicity nd x (x=7,8) transition metal complexes are most unstable in both media. The [glyoxime ligand] ….[MX 2 ] interaction strength increases in the following order: Fe 2+ < Co 2+ < Ni 2+ ( 3d series ); Pd 2+ < Rh 2+ < Ru 2+ ( 4d series ) and Pt 2+ < Ir 2+ < Os 2+ ( 5d series ). For lower multiplicity bromide complexes exclusively, the enhancement of the donor character of the organic glyoxime ligand is promoted by its solvation except for nd 6 transition metal complexes.

A phytochemical investigation of the roots of Citrus × paradisi Macfad. (Rutaceae) led to the isolation of two new compounds, namely 1-formyl-5-hydroxy-N-methylindolin-1-ium (1) and decyloxycleomiscosin D (2), along with ten known compounds: 1,1-dimethylpyrrolidin-1-ium-2-carboxylate (3), furan-2,3-diol (4), 5-methoxyseselin (5), umbelliferone (6), scopoletin (7), citracridone I (8), citracridone II (9), citracridone III (10), limonin (11) and lupeol (12). The structures were determined through the comprehensive spectroscopic analysis of 1D and 2D NMR and EI- and ESI-MS, as well as a comparison with the published data. Notably, compounds 3 and 4 from the genus Citrus are reported here for the first time. In addition, the MeOH extract of the roots and compounds 1–7 were screened against the human adenocarcinoma alveolar basal epithelial cell line A549 and the Caucasian prostate adenocarcinoma cell line PC3 using the MTT assay. While the extract showed significant activity, with IC50 values of 35.2 and 38.1 µg/mL, respectively, compounds 1–7 showed weak activity, with IC50 values of 99.2 to 250.2 µM and 99.5 to 192.7 µM, respectively.

Phytochemical investigation of the methanolic extract of the trunk bark of Caloncoba welwitschii (Oliv.) Gilg (Achariaceae) led to the isolation of four new compounds, including three new 30-norfriedelane triterpenes, welwitschiilactones D-F (1-3), one new friedelane triterpene, welwitschioic acid (4) as well as ten known compounds: stigmastane-3,6-dione (7), a mixture of β-sitosterol and stigmasterol (6a and 6b), a mixture of β-sitosterol and stigmasterol glucoside (11a and 11b), (2S,3S,4R,5R)-N-(1,3,4,5-tetrahydroxyndecan-2-yl)tetradecanamide (10), 1-O-β-D-glucopyranosyl-(2S,3R,8E)-2-[(2'R)-2-hydroxylpalmitoylamino]-8-octadecene-1,3-diol (12), 3β,21β-dihydroxy-27-oxo-30-nor-(D:A)-friedo-olean-20(29))en-27,19α-lactone (8), 21β-hydroxy-3,27-dioxo-30-nor-(D:A)-friedo-olean-20(29)-en-27,19α-lactone (9) and 2β,21β-dihydroxy-27-oxo-30-nor-(D:A)-friedo-olean-20(29)-en-27,19α-lactone (5). The structures of all the isolated compounds were determined by extensive spectroscopic analyses (1D and 2D NMR as well as ESI-MS). The relative configuration of the 20-oxymethine in 1 as well as that of 19-oxymethine in 2 and 3 has been established using the NOESY spectrum. In an experiment, a sample of welwitschiilactone C (5) was chemically modified through reduction reaction to give a new hemi-synthetic derivative namely 2β,3β,21β-trihydroxy-30-nor-(D:A)-friedo-olean-20(29)-en-27,19α-lactone (5a).

The stem bark of Citrus × paradisi Macfad. (Rutaceae) gave (23S)-isolimonexic acid (1), limonin (2), citracridone II (3), citpressine II (4), citpressine I (5), grandisine (6), 2-hydroxynoracronycine (7), citracridone I (8), 5-methoxyseselin (9), umbelliferone (10), scopoletin (11), naringenin (12), apigenin (13), friedelin (14), agrostophyllinone (15) and stigmasterol-3-O-β-D-glucopyranoside (16). The structures of the compounds were determined using NMR and MS spectroscopic data, and by comparison with published data. The relative configuration of 1 was proposed as (23S)-isolimonexic acid using NOE studies. Hydrogenation reaction of compound 3 led to the new derivative 3',4'-dihydrocitracridone II (3a). Cytotoxicity activities against the human adenocarcinoma alveolar basal epithelial cell lines A549 and the Caucasian prostate adenocarcinoma cell lines PC3, using the MTT assays showed that the methanol crude extract was significant with IC50 values of 30.1 and 31.7 μg/mL, respectively, with the positive control, doxorubicin giving an IC50 of 0.9 μM. In addition, compounds 3, 7 and 8 gave moderate cytotoxic activities with IC50 values of 33.1, 31.2 and 32.5 μM for A549 cells and 35.7, 33.8 and 34.9 μM for PC3 cells, respectively. The hydrogenated 3a was less active than 3, suggesting that the presence of the double bond in pyrans is important for structure-activity relationship.

A chemical investigation of the leaves of Tabernaemontana inconspicua Stapf. led to the isolation of a new phenylpropanol derivative, namely irisdichototin G (1), together with nine known compounds, including one polyol derivative, dambonitol (2); three alkaloids, 10-hydroxycoronaridine (3), voacristine (4) and vobasine (5); two triterpenes lupeol (6), betulinic acid (7) and three sterols, sitosterol (8), sitosterol-3-O-β-D-glucopyranoside (9) and stigmasterol (10). The structure of the new compound, as well as those of the known ones, was established by means of spectroscopic methods: NMR analysis (1H and 13C NMR, 1H-1H-COSY, HSQC, HMBC and NOESY), high-resolution mass spectrometry (HR-ESI-MS) and comparisons with previously reported data. Among the known compounds, compound 2 was firstly reported from the family Apocynaceae. Compounds 1–5 were tested for their antimicrobial effects against three Gram-negative organisms associated with human wound and systemic infections, namely Haemophilus influenzae 9435337A, Klebsiella pneumoniae 17102005 and Pseudomonas aeruginosa 2137659B. Compounds 1, 3, and 5 showed significant antimicrobial effects with minimum inhibitory concentrations (MIC) of 62.5 μg/mL, 62.5 μg/mL and 7.81 μg/mL, respectively, against Haemophilus influenzae, whereas compounds 1 and 5 showed significant antimicrobial effects, with a MIC value of 31.25 μg/mL against Pseudomonas aeruginosa. In addition, compound 3 showed significant antimicrobial activity, with a MIC value of 31.25 μg/mL against Klebsiella pneumoniae.

Background: Caloncoba echinata is used in traditional medicine as vomiting, against lice and mange as well as in the treatment of dermal infection, leprosy, pustular eruption (small-pox) [1,4].It has been reported that the non-edible vegetable oil from Caloncoba echinata seeds possess potent antibacterial activity on Escherichia coli and Staphylococcus aureus [5].Objective: This work addressed the phytochemical investigation of the methanolic extract of leaves of Caloncoba echinate.Both extracts and all the isolates were screened for the antibacterial activities.Method: All the compounds were characterized by spectroscopic and mass spectrometric methods, and by comparison with literature data.The antibacterial activity of both extract and some isolated compounds against bacteria was determined using broth microdilution method in 96well microtitre sterile plates as previously described [11].Results: From the methanolic crude extract of the leaves of Caloncoba echinate, a new derivative flavonol named Kaempferol-4',7-dimethoxy-3-O-(6"-O-acetyl)-β-NULLglucopyranoside (1) together with nine known compounds namely ermanin-3-O-β-D glucopyranoside (2), Kaempferol-4′,7dimethoxy-3-O-(3",4",6"-O-triacetyl)-β-NULL glucopyranoside (3), friedelan-3-one (4), 29-hydroxyfriedelan-3-one (5), mixture of β-sitosterol and stigmasterol (6-7), mixture of β-sitosterol and stigmasterol glucoside (8-9), Lupeol (10) were isolated.Furthermore, compounds (2) and ( 5) were reported here for the first time from the Caloncoba genus.Crude extract exhibited a significant activity against the five bacteria with the MIC = 62.5µg/mL for Salmonella typhi, Escherishia coli, Shigella flexineri and the MIC = 32.25µg/mLfor Salmonella typhimurium, S. enteritidis.For the isolated compounds, the best activities were recorded by compound (1) showing a moderate activity against Salmonella typhi (MIC = 32.25µg/mL;MBC/MIC = 8), Salmonella typhimurium (62.5µg/mL;MBC/MIC = 4), Salmonella enteritidis (62.25 µg/mL; MBC/MIC = 2).Conclusion: These results showed that the antimicrobial activities could be mainly attributed to the constituents of flavonol glycoside (1).In addition, the antibacterial bioactivities and determined constituents support the use of this specie by traditional healers to treat a certain number of bacterial diseases.

The chemical study of the stems extract of Psychotria arborea Hiern led to the isolation of thirteen compounds, including four anthraquinones: 2-methylanthracene-9,10-dione (1), 2-methoxyanthracene-9,10-dione (2), 2-hydroxy-3-methylanthracene-9,10-dione (3) and 3-hydroxy-1-methoxy-2-methylanthracene-9,10-dione (4); two diterpenes: ent-kaur-16-en-19-oic acid (5) and 15-acetoxy-ent-kaur-16-en-19-oic acid (6); two triterpenes, β-amyrin (8) and oleanolic acid (9), one flavonoid: Quercetin (7), three sterols: A mixture of stigmasterol (10) and β-sitosterol (11) and β-sitosterol-3-O-β-D-glucopyranoside (12) and one fatty acid (13). The structures of these compounds were elucidated based on NMR and HR-ESIMS analysis, further supported by comparison with previously reported spectral data. Compounds 1–4 and compounds 10–12 were tested for their antibacterial activity against three bacteria strains Escherichia coli, Staphylococcus aureus and Salmonella enterica. All these tested compounds were found to be inactive. Furthermore, the chemotaxonomic significance of the obtained compounds was discussed in detail.

Phytochemical investigation of the stem barks of Ficus exasperata Vahl. (Moraceae) led to the isolation of two new cinnamic acid derivatives stereoisomers, named ficusanolide A (1) and ficusanolide B (2) along with twelve known compounds: ficusanol (3), umbelliferone-6-carboxylic acid (4), oxypeucedanin hydrate (5), marmesin (6), decursinol (7), beta-amyrin acetate (8), lupeol (9), betulinic acid (10), ursolic acid (11), a mixture of stigmasterol (12) and beta-sitosterol (13), sitosteryl-3-O-beta-D-glucopyranoside (14); and one hemisynthetic derivative : per acetylated betulinic acid (15). Their structures were established by the means of their physical data (melting point, rotatory power), their spectroscopic data, particularly IR, NMR (1H, 13C, DEPT, COSY, HSQC and HMBC) data, and HR-ESIMS data. Crude extract, compounds 1, 2, 3, 5, 6, 7, 9, 10, 11, as well as the semisynthetic derivative 15 were evaluated for their cytotoxic activity on the human cervix carcinoma cell line KB-3-1 and the human colon cancer cell line HT-29. Ursolic acid 11 showed a moderate activity on both cancer cells tested with IC50s of 50.9 mu M and 34.4 mu M respectively.

Two new friedelane triterpenoids, 20,20-dimethyl-3,27-dioxo-(D:A)-friedo-olean-27,22?-lactone (20,20-dimethylglaucalactone) (1) and 3?-ethanoyloxy-30-nor-(D:A)- friedo-olean-20(29)-en-27,22?-lactone (3-acetoxyglaucalactone) (2) and four known compounds (3?6) were isolated from the methanolic extract of the roots of Caloncoba glauca (P. Beauv.) Gild (Flacourtiaceae). Their structures were determined by comprehensive spectroscopic analyses (1D and 2D NMR in addition to HRESI-MS). The relative configuration of the 22-oxymethine was determined from the NOESY spectrum. The cardiotonic effects of the crude extract and isolated compounds were tested. The results suggest that the crude extract and 3-acetoxyglaucalactone (2) induced an interesting cardiotonic activity by exerting positive inotropic and chronotropic effects, which might be derived from the direct stimulation of the 13-adrenergic pathway through 131-adrenergic receptors or opening of the calcium channel.

This paper carries out the effects of the extraction methods on the quantities and qualities of vegetable oil from Ricinus communis. The same initial quantities of Ricinus communis were used to extract oil by the physical methods, hot and cold hydraulic press, and screw press; and the chemical method of solvent extraction using various solvents at the same temperature. The resulting oils were characterized to obtain the acid index, saponification index, iodine index, peroxide index, water content, specific density, kinematic viscosity at 40°C, color, hydrogen potential (pH), refractive index, the fatty acid profile of the oils by gas chromatography (GC) and the density at 15°C; in accordance with the ASTM standard specification. The results obtained show that, quantitatively, the hydraulic press has the best yield (46.25%) and qualitatively, the screw press extract has the best properties on a wide range of properties. This result allows us to conclude that the extraction methods depend on the use or application of the vegetable oil.

A new pyrrolidinyl-piperazine alkaloid derivative named 2-(7’-methylhexyloxy)furan-5’-yl)-6- (pyrrolidin-7-yl)piperazine (1), along with five known compounds were isolated from methanolic extract of the roots of Oxyanthus speciosus DC. (Rubiaceae). The structure of this new alkaloid was elucidated on the basis of the relevant NMR and MS analyses. Compound (1) possesses potent in vitro anti-inflammatory activity by protein denaturation assay with an IC50 value of 1.930 ± 0.9123 µg/mL. The obtained results indicated that the crude methanolic extract of O. speciosus DC. roots and its isolated pyrrolidinyl-piperazine alkaloid have potentials for further development as an effective and natural anti-inflammatory agents.

The present work is devoted to the exploration antioxidant and antiradical activity of twenty anthraquinones isolated from the Cameroonian flora at B3LYP/6-311++G(d,p) level of theory using the B3LYP/6-31 + G(d,p) geometrical data as geometry optimization starting points. The single electron transfer mechanism has been adopted to examine both biological activities. The classification of the antiradical profile to integrate the electrodonating power (ω−), electroaccepting power (ω+), donor index (Rd) and acceptor index (Ra) has been performed using the donor-acceptor map (DAM). The antioxidant and radical powers of compounds analyzed have been compared to that of two classical vitamins (vitamin C and gallic acid). The stability of each anthraquinone derivative of the molecular library has been developed according to thermodynamic and kinetic concepts. The global reactivity descriptors (GRDs; electrophilicity index (ω), electronegativity (χ), global softness (S), and global hardness (η)) have been used to analyze the reactivity. The topological analysis of optimized structures indicates that the strength of the hydrogen bonds formed is situated between 44.205 and 52.001 kJ/mol. Our B3LYP results reveal that 3-methoxy-1-vismiaquinone (in a configuration without hydrogen bond) exhibits the best antioxidant capacity in gas phase. A comparison between antioxidant performance of molecules examined and that of classical vitamins (gallic acid, caffeic acid, ferulic acid, and ascorbic acid (vitamin C)) displayed the fact that the single electron transfer (SET) mechanism is more prominent for compounds of the molecular library analyzed. In the same vein, the antiradical behaviors of anthraquinone derivatives have shown to be higher than that of gallic acid and vitamin C in gas phase and water. The 5,8-dihydroxy-2-methylantraquinone structure in a configuration bearing one hydrogen bond has been found to be the best antiradical of the series in aqueous solution.