Insight into the antioxidant and antiradical properties of colorotane sesquiterpenes extracted from Warburgia ugandensis: theoretical evaluation

Mbieda, Joelle Nadine; Lissouck, Daniel; Onguene, Pie Pascal Amoa; Amana, Baruch Ateba; Ongagna, Jean Moto; Toze, Flavien A. A.; Mama, Désiré Bikele

doi:10.1007/s11224-020-01634-5

Cited by 3 publications

(4 citation statements)

References 38 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In previous study, colorotane sesquiternepes extracted from W. ugandensis were speculated as possible antioxidant and antiradical components by using computational tools [ 11 ]. However, no substantial evidences for both its active components and their corresponding targets were explored so far.…”

Section: Resultsmentioning

confidence: 99%

“…To date, more than 80 chemical components have been found in W. ugandensis , mainly including sesquiterpenes [ 4 , 5 , 6 , 7 , 8 ], flavonoids and their glycosides [ 9 ], fatty acids [ 10 ], etc. Bioactivities of different solvent extracts or isolated compounds are mainly manifested in antioxidant [ 11 ], anti-inflammatory [ 12 ], antibacterial [ 13 ], antifungal [ 5 ], antiviral [ 14 ], and antiparasitic activities and cytotoxicity [ 15 ].…”

Section: Introductionmentioning

confidence: 99%

“…Hence, SOD plays an important role in the balance between oxidation and anti-oxidation [ 23 ]. Thus far, several reports illustrated that sesquiterpenes from W. ugandensis exhibited antioxidant, antiradical [ 11 ], and anti-inflammatory activities [ 12 ]. However, the indistinctness of its antioxidant and anti-inflammatory clinic practices in local communities in Africa and correlated bioactive phytochemicals are still elusive, and hence, this needs to be further comprehensively addressed for the treatment of oxidation-related diseases.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

New Lignanamides with Antioxidant and Anti-Inflammatory Activities Screened Out and Identified from Warburgia ugandensis Combining Affinity Ultrafiltration LC-MS with SOD and XOD Enzymes

et al. 2021

View full text Add to dashboard Cite

Warburgia ugandensis, also known as “green heart,” is widely used for the treatment of various diseases as a traditional ethnomedicinal plant in local communities in Africa. In this work, 9 and 12 potential superoxide dismutase (SOD) and xanthine oxidase (XOD) ligands from W. ugandensis were quickly screened out by combining SOD and XOD affinity ultrafiltration with LC-MS, respectively. In this way, four new lignanamides (compounds 11-14) and one new macrocyclic glycoside (compound 5), along with three known compounds (compounds 1, 3, and 7), were isolated and identified firstly in this species. The structures of the new compounds were elucidated by spectroscopic analysis, including NMR and UPLC-QTOF-MS/MS. Among these compounds, compound 14 showed the highest 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2’-azinobis-(3-ethylbenzthiazoline)-6-sulfonic acid (ABTS) radical scavenging activities, and total ferric-reducing antioxidant power (FRAP) with IC50 values of 6.405 ± 0.362 µM, 5.381 ± 0.092 µM, and 17.488 ± 1.625 mmol TE/g, respectively. Moreover, compound 14 displayed the highest inhibitory activity on cyclooxygenase-2 (COX-2) with IC50 value of 0.123 ± 0.004 µM, and the ranking order of other compounds’ IC50 values was 13 > 11 > 7 > 1 > 12. The present study suggested that lignanamides might represent interesting new characteristic functional components of W. ugandensis to exert remarkable antioxidant and anti-inflammatory activities. Moreover, compound 14, a new arylnaphthalene lignanamide, would be a highly potential natural antioxidant and anti-inflammatory agent from W. ugandensis.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

New Lignanamides with Antioxidant and Anti-Inflammatory Activities Screened Out and Identified from Warburgia ugandensis Combining Affinity Ultrafiltration LC-MS with SOD and XOD Enzymes

et al. 2021

View full text Add to dashboard Cite

show abstract

“…[ 1 ]. Bioactivities of different solvent extracts from W. ugandensis were mainly manifested in anti-inflammatory [ 2 ], anti-proliferative [ 3 ], antioxidant [ 4 ], antimicrobial [ 5 , 6 , 7 , 8 , 9 ], antiparasitic activities [ 10 , 11 , 12 ], etc. However, its specific chemical components responsible for the activities above and their corresponding mechanisms of action remain need to be explored.…”

Section: Introductionmentioning

confidence: 99%

Identification of Anti-Inflammatory and Anti-Proliferative Neolignanamides from Warburgia ugandensis Employing Multi-Target Affinity Ultrafiltration and LC-MS

et al. 2021

View full text Add to dashboard Cite

Previous reports have illustrated that the incidence and mortality of cancer are increasing year by year worldwide. In addition, the occurrence, development, recurrence and metastasis of cancer are closely related to inflammation, which is a kind of defensive response of human body to various stimuli. As an important medicinal plant in Africa, Warburgia ugandensis has been reported to have certain anti-inflammatory and anti-proliferative activities, but its specific components and mechanisms of action remain elusive. To tackle this challenge, affinity ultrafiltration with drug targets of interest coupled to high-performance liquid chromatography-mass spectrometry (AUF-HPLC-MS/MS) could be utilized to quickly screen out bioactive constituents as ligands against target enzymes from complex extracts of this plant. AUF-HPLC-MS/MS with four drug targets, i.e., cyclooxygenase-2 (COX-2), 5-lipoxygenase (5-LOX), topoisomerase I (Top I) and topoisomerase II (Top II) were used to rapidly screen and characterize the anti-inflammatory and anti-proliferative natural ligands from W. ugandensis, and the resulting potential active compounds as ligands with specific binding affinity to COX-2, 5-LOX, Top I and Top II, were isolated with modern separation and purification techniques and identified with spectroscopic method like NMR, and then their antiinflammatory and anti-proliferative activities were tested to verify the screening results from AUF-HPLC-MS/MS. Compounds 1 and 2, which screened out and identified from W. ugandensis showed remarkable binding affinity to COX-2, 5-LOX, Top I and Top II with AUF-HPLC-MS/MS. In addition, 1 new compound (compound 3), together with 5 known compounds were also isolated and identified from W. ugandensis. The structure of compound 3 was elucidated by extensive 1D, 2D NMR data and UPLC-QTOF-MS/MS. Furthermore, compounds 1 and 2 were further proved to possess both anti-inflammatory and anti-proliferative activities which are in good agreement with the screening results using AUF-HPLC-MS/MS. This work showcased an efficient method for quickly screening out bioactive components with anti-inflammatory and anti-proliferative activity from complex medicinal plant extracts using AUF-HPLC-MS/MS with target enzymes of interest, and also demonstrated that neolignanamides (compounds 1 and 2) from W. ugandensis would be the active components responsible for its anti-inflammatory and anti-proliferative activity with the potential to treat cancer and inflammation.

show abstract

Electronic structure of curcuminoids with potential medicinal applications: a theoretical insight

2022

View full text Add to dashboard Cite

Insight into the antioxidant and antiradical properties of colorotane sesquiterpenes extracted from Warburgia ugandensis: theoretical evaluation

Cited by 3 publications

References 38 publications

New Lignanamides with Antioxidant and Anti-Inflammatory Activities Screened Out and Identified from Warburgia ugandensis Combining Affinity Ultrafiltration LC-MS with SOD and XOD Enzymes

New Lignanamides with Antioxidant and Anti-Inflammatory Activities Screened Out and Identified from Warburgia ugandensis Combining Affinity Ultrafiltration LC-MS with SOD and XOD Enzymes

Identification of Anti-Inflammatory and Anti-Proliferative Neolignanamides from Warburgia ugandensis Employing Multi-Target Affinity Ultrafiltration and LC-MS

Electronic structure of curcuminoids with potential medicinal applications: a theoretical insight

Contact Info

Product

Resources

About