In vitro anticancer and antibacterial potentials of selected medicinal plants and isolation and characterization of a natural compound from Withania coagulans
Abstract
In the current study, five different plants, Syzygium Cumini, Fagonia cretica, Acacia modesta, Withania coagulans, and Olea europaea aqueous extracts were prepared and applied against the anticancer and antibacterial activities. It was observed that O. Europaea extract shows the highest anticancer activity with cell viability of 21.5%. All the five plants extract was also used against the inhibition of Bacillus subtilis where O. Europaea extract shows a promising inhibitory activity of 3.2 cm followed by W. coagulans. Furthermore, W. coagulans was subjected to the process of column chromatography as a result a withanolide was isolated. The fast atom bombardment mass spectrometry (FAB-MS) and high resolution fast atom bombardment (HRFAB-MS) [M + 1] indicated molecular weight at m/z 453 and molecular formula C28H37O5. The UV–Vis. spectrum shows absorbance at 210 nm suggesting the presence of conjugated system, and Fourier-transform infrared spectroscopy (FTIR) was recorded to explore the functional groups. Similarly, 1D and 2D NMR spectroscopy techniques such as 1H, 13C NMR, correlation spectroscopy (COSY-45°), heteronuclear single quantum correlation (HSQC), heteronuclear multiple bond correlation (HMBC) and Nuclear Overhauser effect Spectroscopy (NOESY) techniques was carried out to determine the unknown natural product. The collective data of all these techniques established the structure of the unknown compound and recognized as a withanolide.
Funding source: Deanship of Scientific Research (DSR), King Abdulaziz University, Jeddah
Award Identifier / Grant number: G-461-130-1440
Acknowledgments
This project was funded by the Deanship of Scientific Research (DSR) at King Abdulaziz University, under grant no. G:461-130-1440. The authors, therefore, acknowledge with thanks DSR for technical and financial support.
-
Author contributions: ‘BOA’ have made substantial contributions to the conception, the acquisition, analysis, and interpretation of data. ‘YA’ have made substantial contributions to the conception, the acquisition, analysis, and interpretation of data. ‘SAK’ have made substantial contributions to the conception; design of the work; the acquisition, analysis, interpretation of data; and have drafted the work. All authors have read and approved the manuscript.
-
Research funding: None declared.
-
Institutional review board statement: Not Applicable.
-
Informed consent: Not Applicable.
-
Data availability statement: All data and material are available upon request.
-
Conflict of interest statement: The authors declare no conflict of interest.
References
1. Khan, SA, Maher, S, Naheed, N, Mahmood, T, Ayub, K, Farooq, A, et al.. Isolation, spectroscopic and density functional theory of two withanolide glycosides. J Mol Struct 2019;1177:449–56. https://doi.org/10.1016/j.molstruc.2018.09.078.Search in Google Scholar
2. Khan, SA, Khan, SB, Shah, Z, Asiri, AM. Withanolides: biologically active constituents in the treatment of Alzheimer’s disease. Med Chem 2016;12:238–56. https://doi.org/10.2174/1573406411666151030112314.Search in Google Scholar
3. Balandrin, MF, Kinghorn, AD, Farnsworth, NR. Plant-derived natural products in drug discovery and development: an overview. ACS (Am Chem Soc) Symp Ser 1993;534:2–12. https://doi.org/10.1021/bk-1993-0534.ch001.Search in Google Scholar
4. Shim, JS, Liu, JO. Recent advances in drug repositioning for the discovery of new anticancer drugs. Int J Biol Sci 2014;10:654. https://doi.org/10.7150/ijbs.9224.Search in Google Scholar
5. Farnsworth, NR, Akerele, O, Bingel, AS, Soejarto, DD, Guo, Z. Medicinal plants in therapy. Bull World Health Organ 1985;63:965.10.1016/0378-8741(87)90016-XSearch in Google Scholar
6. Shinwari, ZK, Qaiser, M. Efforts on conservation and sustainable use of medicinal plants of Pakistan. Pakistan J Bot 2011;43:5–10.Search in Google Scholar
7. Ho, L, Hoefel, D, Saint, CP, Newcombe, G. Isolation and identification of a novel microcystin-degrading bacterium from a biological sand filter. Water Res 2007;41:4685–95. https://doi.org/10.1016/j.watres.2007.06.057.Search in Google Scholar
8. Huang, HJ, Ross, CR, Blecha, F. Chemoattractant properties of PR‐39, a neutrophil antibacterial peptide. J Leukoc Biol 1997;61:624–9. https://doi.org/10.1002/jlb.61.5.624.Search in Google Scholar
9. Yeh, PY, Chuang, SE, Yeh, KH, Song, YC, Ea, CK, Cheng, AL. Increase of the resistance of human cervical carcinoma cells to cisplatin by inhibition of the MEK to ERK signaling pathway partly via enhancement of anticancer drug-induced NFκB activation. Biochem Pharmacol 2002;63:1423–30. https://doi.org/10.1016/s0006-2952(02)00908-5.Search in Google Scholar
10. Srivastava, S, Chandra, D. Pharmacological potentials of Syzygium cumini: a review. J Sci Food Agric 2013;93:2084–93. https://doi.org/10.1002/jsfa.6111.Search in Google Scholar
11. Shafi, P, Rosamma, M, Jamil, K, Reddy, P. Antibacterial activity of Syzygium cumini and Syzygium travancoricum leaf essential oils. Fitoterapia 2002;73:414–6. https://doi.org/10.1016/s0367-326x(02)00131-4.Search in Google Scholar
12. Spampinato, G, Musarella, CM, Cano-Ortiz, A, Signorino, G. Habitat, occurrence and conservation status of the Saharo-Macaronesian and Southern-Mediterranean element Fagonia cretica L. (Zygophyllaceae) in Italy. J Arid Land 2018;10:140–51. https://doi.org/10.1007/s40333-017-0076-5.Search in Google Scholar
13. Qureshi, H, Asif, S, Ahmed, H, Al-Kahtani, HA, Hayat, K. Chemical composition and medicinal significance of Fagonia cretica: a review. Nat Prod Res 2016;30:625–39. https://doi.org/10.1080/14786419.2015.1036268.Search in Google Scholar
14. Sharma, B, Siddiqui, MS, Kumar, SS, Ram, G, Chaudhary, M. Liver protective effects of aqueous extract of Syzygium cumini in Swiss albino mice on alloxan induced diabetes mellitus. J Pharm Res 2013;6:853–8. https://doi.org/10.1016/j.jopr.2013.07.020.Search in Google Scholar
15. Benavente-Garcıa, O, Castillo, J, Lorente, J, Ortuño, A, Del Rio, J. Antioxidant activity of phenolics extracted from Olea europaea L. leaves. Food Chem 2000;68:457–62.10.1016/S0308-8146(99)00221-6Search in Google Scholar
16. Khan, Y, Panchal, S, Vyas, N, Butani, A, Kumar, V. Olea europaea: a phyto-pharmacological review. Phcog Rev 2007;1:114–8.Search in Google Scholar
17. Somova, L, Shode, F, Ramnanan, P, Nadar, A. Antihypertensive, antiatherosclerotic and antioxidant activity of triterpenoids isolated from Olea europaea, subspecies africana leaves. J Ethnopharmacol 2003;84:299–305. https://doi.org/10.1016/s0378-8741(02)00332-x.Search in Google Scholar
18. Khan, SA, Adhikari, A, Ayub, K, Farooq, A, Mahar, S, Qureshi, MN, et al.. Isolation, characterization and DFT studies of epoxy ring containing new withanolides from Withania coagulans Dunal. Spectrochim Acta Mol Biomol Spectrosc 2019;217:113–21. https://doi.org/10.1016/j.saa.2019.03.046.Search in Google Scholar PubMed
19. Venditti, A, Serrilli, AM, Rizza, L, Frasca, G, Cardile, V, Bonina, FP, et al.. A new component of the flavonoid pattern of Olea europaea L. and its anti-inflammatory activity. Nat Prod Res 2013;27:340–9. https://doi.org/10.1080/14786419.2012.693924.Search in Google Scholar PubMed
20. Hadad, GB. Review article on chemical constituents and biological activity of Olea europaea. Record Pharmaceut Biomed Sci 2020;4:36–45.10.21608/rpbs.2019.19541.1048Search in Google Scholar
21. Suman, T, Rajasree, SR, Kanchana, A, Elizabeth, SB. Biosynthesis, characterization and cytotoxic effect of plant mediated silver nanoparticles using Morinda citrifolia root extract. Colloids Surf B Biointerfaces 2013;106:74–8. https://doi.org/10.1016/j.colsurfb.2013.01.037.Search in Google Scholar PubMed
22. Mirzajani, F, Ghassempour, A, Aliahmadi, A, Esmaeili, MA. Antibacterial effect of silver nanoparticles on Staphylococcus aureus. Res Microbiol 2011;162:542–9. https://doi.org/10.1016/j.resmic.2011.04.009.Search in Google Scholar PubMed
23. Cao, Y, Jin, R, Mirkin, CA. DNA-modified core− shell Ag/Au nanoparticles. J Am Chem Soc 2001;123:7961–2. https://doi.org/10.1021/ja011342n.Search in Google Scholar PubMed
24. Khan, SA, Khan, SB, Khan, LU, Farooq, A, Akhtar, K, Asiri, AM. Fourier transform infrared spectroscopy: fundamentals and application in functional groups and nanomaterials characterization. In: Handbook of materials characterization. Gewerbestrasse 11, 6330 Cham, Switzerland: Springer; 2018, 2:317–44 pp.10.1007/978-3-319-92955-2_9Search in Google Scholar
Supplementary Material
The online version of this article offers supplementary material (https://doi.org/10.1515/ZNC-2021-0259; www.mdpi.com/xxx/s1).
© 2021 Walter de Gruyter GmbH, Berlin/Boston
Articles in the same Issue
- Frontmatter
- Research Articles
- In vitro anticancer and antibacterial potentials of selected medicinal plants and isolation and characterization of a natural compound from Withania coagulans
- New compounds from Sarcophyton glaucom-derived Penicillium sp.
- Novel benzofurane-pyrazole derivatives with anti-inflammatory, cyclooxygenase inhibitory and cytotoxicity evaluation
- Evaluation and enzyme-aided enhancement of anti-photoaging properties of Camellia japonica in UVA-irradiated keratinocytes
- Electrochemical quantification of biomarker myeloperoxidase
- Scopoletin: a review of its source, biosynthesis, methods of extraction, and pharmacological activities
- Occurrence of Z-2-oxo-4-methyl-3-pentene-1,5-dioic acid and its regioisomer 4-methylene-2-oxo-glutaric acid in tulip tissues
- Phytochemical analysis, antioxidant, cytotoxic, and antimicrobial activities of golden chamomile (Matricaria aurea (Loefl.) Schultz Bip)
- Synthesis and characterization of silver nanoparticles using curcumin: cytotoxic, apoptotic, and necrotic effects on various cell lines
- Review Article
- A comparative analysis on the safety and efficacy of Covaxin versus other vaccines against COVID-19: a review
- Corrigendum
- Corrigendum to: an update on the progress of microbial biotransformation of commercial monoterpenes
Articles in the same Issue
- Frontmatter
- Research Articles
- In vitro anticancer and antibacterial potentials of selected medicinal plants and isolation and characterization of a natural compound from Withania coagulans
- New compounds from Sarcophyton glaucom-derived Penicillium sp.
- Novel benzofurane-pyrazole derivatives with anti-inflammatory, cyclooxygenase inhibitory and cytotoxicity evaluation
- Evaluation and enzyme-aided enhancement of anti-photoaging properties of Camellia japonica in UVA-irradiated keratinocytes
- Electrochemical quantification of biomarker myeloperoxidase
- Scopoletin: a review of its source, biosynthesis, methods of extraction, and pharmacological activities
- Occurrence of Z-2-oxo-4-methyl-3-pentene-1,5-dioic acid and its regioisomer 4-methylene-2-oxo-glutaric acid in tulip tissues
- Phytochemical analysis, antioxidant, cytotoxic, and antimicrobial activities of golden chamomile (Matricaria aurea (Loefl.) Schultz Bip)
- Synthesis and characterization of silver nanoparticles using curcumin: cytotoxic, apoptotic, and necrotic effects on various cell lines
- Review Article
- A comparative analysis on the safety and efficacy of Covaxin versus other vaccines against COVID-19: a review
- Corrigendum
- Corrigendum to: an update on the progress of microbial biotransformation of commercial monoterpenes