Diabetes mellitus remains a global health challenge, necessitating novel therapeutic strategies to manage postprandial hyperglycemia. Inhibition of carbohydrate-hydrolyzing enzymes represents a key approach. This study investigates the inhibitory potential of phytochemicals from Combretum fragrans, a Cameroonian medicinal plant traditionally used for diabetes, against these enzymes. Five triterpenoids fragransinic acid (1), betulin (2), betulinic acid (3), bellericagenin B (4), and a mixture of β-sitosterol (5) and stigmasterol (6) were evaluated via molecular docking using HYBRID and FRED protocols. The crystal structures of α-amylase (PDB ID: 1B2Y) and α-glucosidase (PDB ID: 2QMJ) were prepared, and acarbose served as a reference inhibitor. Docking validation confirmed the reliability of the protocols (RMSD < 2 Å). Compounds 1 and 4 exhibited notable binding affinities, with HYBRID scores of -5.6 and -3.7 kcal/mol for α-glucosidase, and -8.1 and -7.3 kcal/mol for α-amylase, respectively. Key interactions included hydrogen bonds with catalytic residues (ASP443, THR205) and extensive Pi-alkyl interactions with aromatic residues (TYR299, TRP539, PHE575). All the compounds demonstrated selective binding modes, suggesting competitive inhibition. This study highlights the potential of C. fragrans triterpenoids as α-amylase and α-glucosidase inhibitors, providing a structural basis for further phytochemical optimization in antidiabetic drug discovery.

The present work investigates the phytochemical study and the antibacterial and antioxidant activities of Kigelia africana (Lam.) Benth. Column chromatography separation on silica gel of fractions led to the isolation of a new limonoid derivative named digsecokigelianolide (1), as well as nine known compounds (2-10). The structures of the isolated compounds were determined by comprehensive spectroscopic analysis, including 1 & 2D NMR, IR, UV, mass spectrometry and comparison with previous reported data. Compound 1 showed moderate antiradical activity (IC50 = 181.12 µg/mL) against ABST•+ radical compared to BHT (159.48 µg/mL) used as standard, and a good antibacterial activity against Salmonella typhi (MIC: 22.0 mm), Escherichia coli (MIC: 15.0 mm) and Pseudomonas aeruginosa (MIC: 20 mm) at the concentration of 25 mg/mL. Compound 9 and 10 showed good antiradical (which ranges from 56.39 to 61.16% of inhibition) and antibacterial (which ranges from 12 to 20 mm of inhibition zone) activities.

Tarenna conferta Benth is traditionally used to treat fever, headaches, parasitic and skin diseases. The aim of this study was to identify potential antileishmanial bioactive compounds from T. conferta and in silico studies against target receptors (2JK6 and 2W0H). The performance of successive chromatographic techniques followed by characterization using NMR (1D and 2D) as well as HR-ESIMS analyses, of methylene choride fraction of the stems of T. conferta, led to the identification of two unprecedented derivatives i.e. a new derivative of a dicarboxylic acid (1) and a new hydroxy ester derivative (2), with seven known compounds 3, 4, 5, 6, 7, 8 and 9. Compounds 1, 3 and 4 displayed highly potent antileishmanial activity against Leishmania donovani promastigotes with IC50 values of 3.586 f 0.554 mu g/mL, 0.154 f 0.8123 mu g/mL and 0.789 f 0.105 mu g/mL respectively, compared to amphotericine B (IC50 = 0.198 f 0.704 mu M), used as positive control. However crude extract exhibited significant antileishmanial activity against L. donovani (MHOM/SD/62/1S) promastigotes (IC50 56.860 f 1.755 mu g/mL) and showed no cytotoxicity on RAW 264.7 macrophage cells. The molecular docking provides a captivating glimpse into the intricate interactions between compounds 1, 2, 3, and 4 and the target receptors (2JK6 and 2W0H). The results revealed that, compounds 1, 3, and 4 consistently displayed strong binding affinities and hydrogen bond interactions, showcasing their potential for effective therapeutic interventions. Compounds 2 and 3 exhibit moderate binding affinities with essential amino acids. In terms of potential drug development, compound 4 emerges as a standout candidate due to its exceptionally high binding affinities and specific interactions.

The phytochemical study of Cordia myxa L. led to the isolation, through chromatographic techniques, of a new triterpenoid saponin, 3-O-[α-L-rhamnopyranosyl-(1→3)-(6-O-acetyl-β-D-glucopyranosyl)]-22β-hydroxyolean-12-ene (3) namely Myxaoside A, together with three known compounds, Soyasaponine I (1), oleanolic acid (2), and 3-O-acetyl-oleanolic acid (4). All structures were established, based on 1 & 2D-NMR spectroscopic analysis and comparison with previous published reports. Compound 1-4 were evaluated for their antibacterial activity on various strains of bacteria including Salmonella typhi, Staphylococcus aureus, Pseudomonas aeruginosa, Klebsiella pneumoniae and Vibrio cholerae. It appears that compounds 1 and 3 were active on all the tested microbial species, while compounds 2 and 4, shown no significant effect on S. aureus and K. pneumoniae at low concentrations 6.5 mg/mL and 3.0 mg/mL.

A phytochemical study was carried out on stem bark of Combretum fragrans F. Hoffm., a medicinal plant belonging to the Combretaceae family and used traditionally in the treatment of various ailments. Column chromatography separation on silica gel of the crude methanol extract from stem barks of C. fragrans led to the isolation of a new pentacyclic triterpene acid, with a 3,6-epoxide bridge and trivially named as fragransinic acid (1), along with four known compounds: betulin (2), betulinic acid (3), bellericagenin B (4) and a mixture of β-sitosterol (5) and stigmasterol (6). Structures were elucidated by extensive spectroscopic analyses including 1D and 2D NMR, mass spectrometry as well as by comparison with literature data. The above compounds were isolated for the first time from C. adenogonium. Implications for chemosystematics and traditional medicine were briefly discussed.

Propolis is a resinous material collected by different bee species from various plant exudates and used to seal holes in honeycombs, smoothen the internal walls, embalm intruders, improve health and prevent diseases. From its n-hexane extract, eight compounds were isolated and characterised as: mangiferonic acid (1); 1-hydroxymangiferonic acid (2), new natural product; mangiferolic acid(3); 27-hydroxymangiferolic acid (4), reported here for the first time as propolis constituent; 27-hydroxymangiferonic acid (5); α-amyrin (6); β-amyrin (7) and lupeol (8). The chemical structures of the isolated compounds were elucidated using spectroscopic methods, such as 1D and 2D-NMR, mass spectrometry and comparison with previous published reports. Compounds 6-8 and n-hexane extract were tested against Gram-negative and Gram-positive bacteria strains using agar disc diffusion and macrodilution techniques. Interestingly, n-hexane extract and compounds 6-8 had good inhibitory activities against Methicillin Resistant Staphylococcus aureus (MRSA) and the clinical Klebsiella pneumoniae isolates. The biological effects of n-hexane extract and its fraction against K. pneumoniae 12 CM and MRSA revealed in the present study suggest that the Cameroonian dark brown propolis could be a potential alternative management of biofilms on medical devices and respiratory skin or infections.

Graptophyllum pictum is a tropical plant noticeable for its variegated leaves and exploited for various medicinal purposes. In this study, seven compounds, including three furanolabdane diterpenoids, i.e., Hypopurin E, Hypopurin A and Hypopurin B, as well as with Lupeol, β-sitosterol 3-O-β-d-glucopyranoside, stigmasterol 3-O-β-d-glucopyranoside and a mixture of β-sitosterol and stigmasterol, were isolated from G. pictum, and their structures were deduced from ESI-TOF-MS, HR-ESI-TOF-MS, 1D and 2D NMR experiments. The compounds were evaluated for their anticholinesterase activities against acetylcholinesterase (AChE) and butyrylcholinesterase (BchE), as well as their antidiabetic potential through inhibition of α-glucosidase and α-amylase. For AChE inhibition, no sample had IC50 within tested concentrations, though the most potent was Hypopurin A, which had a percentage inhibition of 40.18 ± 0.75%, compared to 85.91 ± 0.58% for galantamine, at 100 µg/mL. BChE was more susceptible to the leaves extract (IC50 = 58.21 ± 0.65 µg/mL), stem extract (IC50 = 67.05 ± 0.82 µg/mL), Hypopurin A (IC50 = 58.00 ± 0.90 µg/mL), Hypopurin B (IC50 = 67.05 ± 0.92 µg/mL) and Hypopurin E (IC50 = 86.90 ± 0.76 µg/mL). In the antidiabetic assay, the furanolabdane diterpenoids, lupeol and the extracts had moderate to good activities. Against α-glucosidase, lupeol, Hypopurin E, Hypopurin A and Hypopurin B had appreciable activities but the leaves (IC50 = 48.90 ± 0.17 µg/mL) and stem (IC50 = 45.61 ± 0.56 µg/mL) extracts were more active than the pure compounds. In the α-amylase assay, stem extract (IC50 = 64.47 ± 0.78 µg/mL), Hypopurin A (IC50 = 60.68 ± 0.55 µg/mL) and Hypopurin B (IC50 = 69.51 ± 1.30 µg/mL) had moderate activities compared to the standard acarbose (IC50 = 32.25 ± 0.36 µg/mL). Molecular docking was performed to determine the binding modes and free binding energies of Hypopurin E, Hypopurin A and Hypopurin B in relation to the enzymes and decipher the structure–activity relationship. The results indicated that G. pictum and its compounds could, in general, be used in the development of therapies for Alzheimer’s disease and diabetes.

Plants of the genus Cordia (Boraginaceae family) are widely distributed in the tropical regions of America, Africa, and Asia. They are extensively used in folk medicine due to their rich medicinal properties. This review presents a comprehensive analysis of the isolation, structure, biogenesis, and biological properties of quinones from Cordia species reported from 1972 to 2023. Meroterpenoids were identified as the major quinones in most Cordia species and are reported as a chemotaxonomic markers of the Cordia. In addition to this property, quinones are reported to display a wider and broader spectrum of activities, are efficient scaffold in biological activity, compared to other classes of compounds reported in Cordia, hence our focus on the study of quinones reported from Cordia species. About 70 types of quinones have been isolated, while others have been identified by phytochemical screening or gas chromatography. Although the biosynthesis of quinones from Cordia species is not yet fully understood, previous reports suggest that they may be derived from geranyl pyrophosphate and an aromatic precursor unit, followed by oxidative cyclization of the allylic methyl group. Studies have demonstrated that quinones from this genus exhibit antifungal, larvicidal, antileishmanial, anti-inflammatory, antibiofilm, antimycobacterial, antioxidant, antimalarial, neuroinhibitory, and hemolytic activities. In addition, they have been shown to exhibit remarkable cytotoxic effects against several cancer cell lines which is likely related to their ability to inhibit electron transport as well as oxidative phosphorylation, and generate reactive oxygen species (ROS). Their biological activities indicate potential utility in the development of new drugs, especially as active components in drug-carrier systems, against a broad spectrum of pathogens and ailments.

Twenty indole alkaloids, among which two undescribed ones named rauvolfianoids A (1) and B (2), were isolated from the stem barks of Rauvolfia caffra Sond along with eight other compounds from other biosynthetic pathways. The structures were elucidated by analysis of spectroscopic data, including 1 D and 2 D NMR; absolute configurations of 1 and 2 were determined by CD exciton chirality method. Compounds 1 and 2 were evaluated for antimicrobial and anticancer activities against three bacterial strains (Escherichia coli, Shigella sp and Salmonella sp) and CRC-related opportunistic pathogens. 1 showed moderate antibacterial activity against Salmonella sp with the MIC value of 25 mu g/ml, while 2 exhibited weak selective activity against all tested pathogens. In addition, these alkaloids were characterized as weak apoptosis inducers in HCT116 human colon carcinoma cell line.

Background: Plants play an important role in cancer therapy. They are source of natural molecules which can induce apoptosis in cancer cells by affecting molecular mechanisms implicated in cancer progression. The MAP Kinase/ERK1/2 and PI3K/AKT signaling pathways are two classical signaling pathways implicated in cancer progression and constitute therapeutic targets against cancer. This study aimed to evaluate the effect of euphol on MAP Kinase/ERK1/2 and PI3K/AKT signaling pathways in glioblastoma and prostate cancer cells. Euphol is a tetracyclique triterpene alcohol isolated from Tapinanthus sp. which is a hemi parasitic plant belonging to Loranthaceae family. Methods: Plant powder was extracted by maceration and euphol was isolated and described using respectively column chromatography separation on silica gel and spectroscopic data. Cytotoxic effect of euphol was evaluated using XTT assay and its effect on MAP Kinase/ERK1/2 and PI3K/AKT protein expression was investigated by Western immunoblot analysis. Apotosis was analyzed by evaluating caspase-3/7 activity. Results: Our investigations demonstrated that this compound has an important cytotoxic effect on C6 and U87 MG glioblastoma (GBM) cells and PC-3 prostate cancer cells. Furthermore, euphol-induced apoptosis revealed by elevated caspase 3/7 activity, was correlated with a significant inhibition of MAP kinase/Erk 1/2 and PI3K/Akt signaling pathway in glioblastoma U87 MG cells. The reverse effect was observed in C6 glioblastoma cells, where apoptosis was correlated with a long-lasting activation of Erk 1/2. In PC-3 cells, euphol had no or limited effect on Erk 1/2 and Akt activity. Conclusion: These results indicate that euphol induces cell death in glioblastoma and prostate cancer cells and regulates significantly Erk1/2 and Akt activity in glioblastoma cells.

The present work describes the isolation and anticancer activity of Tapinanthus sp. which is a hemi parasitic plant harvested on Combretum glutinosum, the host plant. Phytochemical study afforded a new flavonoid glycoside, tapinantoside (1) isolated for the first time from natural source, alongside six known compounds (2-7). Structure of compounds were elucidated by extensive spectroscopic analyses including 1 D and 2 D NMR, mass spectrometry and by comparison with literature data. The anticancer activity of extract and some isolated compounds were evaluated on glioblastoma (U87MG, C6) and prostate (PC-3) cancer cells. The methanol leaves extract showed good anticancer activity against U87 (IC50 = 21.40 µg/mL) and PC-3 cells (IC50 = 10.26 µg/mL). Compound 3 powerfully inhibits the proliferation of C6 (IC50 = 38.84 µM) and PC-3 cells (IC50 = 21.33 µM), while its effect was moderated on U87MG cells. Compound 1 and 7 were not active on all tested cancer cell lines.

1 Nat Prod Chem Res, Vol.9 Iss.7 Two New Cycloartenol and Some Pentacyclic Triterpenoids from Cameroonian Propolis (Ngaoundal, AD Region) and Evaluation of their Antimicrobial Activity Sakava Paul1*, Tagatsing Fotsing Maurice2, Zeuko’o Menkem Elisabeth3, Talla Emmanuel3, Laurent Sophie4, Celine Hénoumont4, Vander Elst Luce4, Awantu Fusi Angelbert1, Atchadé Alex de Théodore2, Mbafor Tanyi Joseph2 Department of Chemistry, The University of Bamenda, Cameroon; Department of Organic Chemistry, University of Yaoundé I, Cameroon; Department of Chemistry, University of Ngaoundere, Cameroon; Department of General, Organic and Biomedical Chemistry, University of Mons, NMR and Molecular Imaging Laboratory, Belgium

Phytochemical study of the roots of Erythrina senegalensis led to the isolation of a new α-sophoradiol glycoside, erythrinoside (1), together with four known compounds, lupeol (2), α-sophoradiol (3), isoneorautenol (4) and D-mannitol (5). The structures of the compounds were elucidated using spectroscopic data including 1D and 2D NMR, mass spectrometry and by comparison made with some data reported previously; the samples (extracts and compounds) were also subjected to antidiabetic assay. Erythrinoside and isoneorautenol exhibited good α-amylase inhibitory potential of 54.6% and 53.3%, respectively, compared to acarbose (72.5%) at 400 µg/mL. With α-glucosidase, all samples showed promising inhibition percentages above 50% at 200 µg/mL. In the α-glucosidase assay, the ethyl acetate extract (65.5%), methanol extract (72.1%), erythrinoside (63.3%) and isoneorautenol (66.0%) had percentage inhibitions closer to that of acarbose (69.0%) at 200 µg/mL. The methanol extract (IC50 = 81.2 ± 0.9 µg/mL) was more active than acarbose (IC50 = 94.5 ± 0.7 µg.mL) in the α-glucosidase assay. The inhibition of α-amylase and α-glucosidase indicates that E. senegalensis extracts and compounds could be used to manage diabetic conditions.

Phytochemical study of the roots of Erythrina senegalensis led to the isolation of a new α -sophoradiol glycoside, erythrinoside ( 1 ), together with four known compounds, lupeol ( 2 ), α -sophoradiol ( 3 ), isoneorautenol ( 4 ) and D-mannitol ( 5 ). The structures of the compounds were elucidated using spectroscopic data including 1D and 2D NMR, mass spectrometry and by comparison made with some data reported previously; the samples (extracts and compounds) were also subjected to antidiabetic assay. Erythrinoside and isoneorautenol exhibited good α -amylase inhibitory potential of 54.6% and 53.3%, respectively, compared to acarbose (72.5%) at 400 µg/mL. With α -glucosidase, all samples showed promising inhibition percentages above 50% at 200 µg/mL. In the α -glucosidase assay, the ethyl acetate extract (65.5%), methanol extract (72.1%), erythrinoside (63.3%) and isoneorautenol (66.0%) had percentage inhibitions closer to that of acarbose (69.0%) at 200 µg/mL. The methanol extract (IC 50 = 81.2 ± 0.9 µg/mL) was more active than acarbose (IC 50 = 94.5 ± 0.7 µg.mL) in the α -glucosidase assay. The inhibition of α -amylase and α -glucosidase indicates that E. senegalensis extracts and compounds could be used to manage diabetic conditions.

Phytochemical study of Uvaria comperei afforded an alkaloid, 8,9-dimethoxy-5H-phenanthridin-6-one (1), isolated and characterised (assignment of 1H and 13C NMR) for the first time from a natural source along with two flavonoids, (2S)-5-hydroxy-7,8-dimethoxyflavanone (2) and (2S)-7-hydroxy-5-methoxy-6,8-dimethylflavone (3). Clethric acid (4), oleanoic acid (5), β-sitosterol 3-O-β-D-glucopyranoside (9), β-sitosterol palmitate (6) and a mixture of stigmasterol (7) and β-sitosterol (8) were isolated from Oxyanthus unilocularis. The structures of these compounds were elucidated using modern spectroscopic techniques including1D and 2D Nuclear Magnetic Resonance (NMR) Spectroscopy (1H, 13C, 1H-1H COSY, HSQC, HMBC) and Mass Spectrometry. Some fractions and compounds from Uvaria comperei exhibited good antifungal activity against clinical isolates and standard strains of yeast species of Candida and Cryptococcus genera while extracts from Oxyanthus unilocularis displayed weak antifungal activity. The results obtained show that Uvaria comperei could be a potential source of antifungal drugs.

Background: Cancer incidence has been growing in an alarming rate worldwide and new therapeutics are needed, particularly for intractable and chemoresistant cases. We evaluated the cytotoxic effects of Combretum fragrans F. Hoffm (Combretaceae) on glioblastoma (U87MG and C6) and prostate (PC-3) cancer cell lines. Methods: The cytotoxic effect of the methanolic extract of the stem bark of Combretum fragrans was assessed using XTT (2,3-bis (2-methoxy-4-nitro-5-sulfophenyl)-5-[(phenylamino) carbonyl]-2H-tetrazolium hydroxide) test. Expressions of Akt and ERK1/2 were determined using Western blot technique, while Caspase-3/7 kits were used to evaluate caspase-3/7 activity. Results: C. fragrans extract inhibited the proliferation of U87 (IC50 = 20.13 µg/mL), C6 (IC50 = 12.17 µg/mL), and PC-3 (IC50 = 11.50 µg/mL) cells. Treatment with the extract resulted in lower levels (p < 0.001) of phospho-ERK1/2 and phospho-Akt in U87 cells, and instead, higher levels of phospho-ERK1/2 (p < 0.001) in C6 and PC-3 cells. An increase in caspase-3/7 activity was observed, mainly after 24 hours of treatment, indicating the activation of apoptotic processes. Conclusion: Altogether, these results suggest that C. fragrans have potent anticancer properties. This plant should be further investigated for developing new anticancer drugs.

The phytochemical study of leaves of Funtumia elastica led to the isolation of three undescribed ursane derivatives, funtumic acids A, B and C (1-3), as well as one steroidal alkaloid, elasticine (4) and five other known compounds (5-9). Their structures were elucidated on the basis of NMR, MS, IR, UV spectroscopic data as well as by comparison with the literature. The compound 5-hydroxypyridine-3-carboxamide (9) was isolated for the first time from the Apocynaceae family. All the isolated compounds were evaluated for their antiparasitic effects against 3D7 and Dd2 strains of Plasmodium falciparum and promastigotes of Leishmania donovani (MHOM/SD/62/ 1S). Compounds 1-4 possessed good in vitro antimalarial activities against CQR Dd2 with IC50 values ranging from 4.68 to 5.36 mu g/mL and moderate on CQS 3D7. Only compounds 1 and 2 showed leishmanicidal activities with IC50 values ranging between 10.49 and 13.21 mu g/mL. In addition, crude extract exhibited potent antiplasmodial (IC50 0.91 and 3.12 mu g/mL) and antileishmanial (IC50 3.32 mu g/mL) activities, thus demonstrating their potential synergistic action.

In a continuation of our study on constituents of P. guineense now focusing on the search for saponins, phytochemical investigation of the n-BuOH fraction of P. guineense stem bark led to the isolation of three previously undescribed triterpenoid saponins, named guineenosides A─C (1─3). Their structures were established on the basis of extensive analysis of 1D and 2D NMR (1H, 13C NMR, DEPT, COSY, TOCSY, NOESY, HSQC, HSQC-TOCSY and HMBC) and HRESIMS experiments, and by chemical evidence as 3-O-{α-l-rhamnopyranosyl-(1 → 3)-β-d-xylopyranosyl-(1 → 2)-α-l-arabinopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 3)-[α-l-arabinofuranosyl-(1 → 4)]-α-l-rhamnopyranosyl-(1 → 3)-β-d-fucopyranosyl} polygalacic acid 28-O-α-l-rhamnopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 3)-β-d-xylopyranosyl ester (1), 3-O-{α-l-rhamnopyranosyl-(1 → 3)-β-d-xylopyranosyl-(1 → 2)-α-l-arabinopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 3)-[α-l-arabinofuranosyl-(1 → 4)]-α-l-rhamnopyranosyl-(1 → 3)-β-d-fucopyranosyl} polygalacic acid 28-O-β-d-glucopyranosyl-(1 → 3)-α-l-rhamnopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 3)-β-d-xylopyranosyl ester (2), and 3-O-{α-l-rhamnopyranosyl-(1 → 2)-β-d-xylopyranosyl-(1 → 3)-β-d-fucopyranosyl} polygalacic acid 28-O-[α-l-rhamnopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 3)-β-d-xylopyranosyl ester (3). This is the first report of triterpenoid saponins from P. guineense.

Five undescribed carboxy-indole alkaloids with corynanthe skeleton, penduflorines A-E (1-3) as well as a voacangine-N-oxide alkaloid, tabernaemontine (4), were isolated along with eight other known compounds (5-12) from the trunk bark of Tabernaemontana penduliflora K. Schum (Apocynaceae). Their structures were determined by means of spectroscopic and spectrometric methods such as UV, IR, NMR and HR-ESI-MS. Antiplasmodial activities of new isolates were evaluated against two strains of Plasmodium falciparum 3D7 and Dd2 by the Sybr green I-based fluorescence assay setup. Those compounds showed good in vitro activities. Among them, penduflorines A and B (1a and 1b) as well as tabernaemontine (4) showed significant inhibitory activities against the two strains with IC50 values ranged between 1.85 and 7.88 mu g/mL. This is the first report of quaternary-Nindole alkaloids (1a, 1b, 2, 3a, 3b and 4) occurring in the form of zwitterion from Tabernaemontana genus.