POLARITY GUIDED EXTRACTION AND CHROMATOGRAPHIC IDENTIFICATION OF ACETOGENINS FROM Annona glabra L. LEAVES
DOI:
https://doi.org/10.48165/abr.2024.26.01.13Keywords:
Acetogenin, column chromatography, lactone concentration test, LC MS/MS, polarity guided extractionAbstract
Annona glabra L. (family: Annonaceae) is used as a traditional medicine against several human infirmities, including cancer. Most of the members of family annonaceae possess a unique class of natural product called acetogenins. The present study was aimed to extract and fractionate the acetogenins from the leaves of Annona glabra using the solvents of increasing polarity, such as hexane, chloroform, ethyl acetate ethanol, and water. Solvents with higher polarity such as ethyl acetate were found more effective in extracting lactone-containing compounds as compared to the less polar solvents. The quantity of acetogenins isolated from the A. glabra leaves was estimated by lactone concentration test. LC-MS/MS screening showed the presence of acetogenins in the samples with m/z values 596.9, 606.9, 679.8, 566.8, 550.85, 672.15, 672.15, 624.9 and 565.35. These findings open up effective methods for separation and quantification of bioactive compounds. Further studies are to be focused on evaluating the efficacy of these compounds in pre-clinical and clinical trials, which may potentially contribute in developing the novel therapeutic formulations.
Downloads
References
Al Kazman, B.S., Harnett, J.E. and Hanrahan, J.R. 2022. Traditional uses, phytochemistry and pharmacological activities of annonacae. Molecules, 27: 3462. [https://doi.org/10.3390/molecules27113462].
Anaya-Esparza, L.M., de Lourdes Garcia-Magana, M., Domínguez-Ávila, J.A., Yahia, E.M., Salazar Lopez, N.J., Gonzalez-Aguilar, G.A. and Montalvo-González, E. 2020. Annonas: Underutilized species as a potential source of bioactive compounds. Food Research International, 138: 109775. [https://doi.org/10.1016/j.foodres.2020.109775].
Aromdee, C., Wichitchote, P. and Jantakun, N. 2005. Spectrophotometric determination of total lactones in Andrographis paniculata Nees. Songklanakarin Journal of Science and Technology, 27: 1227-1231.
Biba, V.S., Amily, A., Sangeetha, S. and Remani, P. 2014. Anticancer, antioxidant and antimicrobial activity of Annonaceae family. World Journal of Pharmacy and Pharmaceutical Sciences, 3: 1595-1604.
Cochrane, C.B., Nair, P.R., Melnick, S.J., Resek, A.P. and Ramachandran, C. 2008. Anticancer effects of Annona glabra plant extracts in human leukemia cell lines. Anticancer Research, 28: 965-971. Dev, A.A. and Joseph, S.M. 2021. Anticancer potential of Annona genus: A detailed review. Journal of the Indian Chemical Society, 98: 100231. [https://doi.org/10.1016/j.jics.2021.100231]. Fatima, H., Kainat, A., Akbar, F., Shinwari, Z.K. and Naz, I. 2022. Polarity guided extraction, HPLC based phytochemical quantification, and multimode biological evaluation of Otostegia limbata (Benth.) Boiss. Arabian Journal of Chemistry, 15: 103583. [https://doi.org/10.1016/j.arabjc.2021.103583].
Gavamukulya, Y., Maina, E.N., Meroka, A.M., Madivoli, E.S., El-Shemy, H.A., Magoma, G. and Wamunyokoli, F. 2019. Liquid chromatography single quadrupole mass spectrometry (LC/SQ MS) analysis reveals presence of novel antineoplastic metabolites in ethanolic extracts of fruits and leaves of Annona muricata. Pharmacognosy Journal, 11: 660-668.
Gavamukulya, Y., Wamunyokoli, F. and El-Shemy, H.A. 2017. Annona muricata: Is the natural therapy to most disease conditions including cancer growing in our backyard? A systematic review of its research history and future prospects. Asian Pacific Journal of Tropical Medicine, 10: 835-848.
Growther, L. 2018. Anticancer activity of Annona muricata leaf extracts and screening for bioactive phytochemicals. International Journal of Pharmacy and Biological Sciences, 8: 475-481. Hamann, M.T. 2006. Methods in biotechnology. pp. 2666. In: Natural Products Isolation (Eds. Satyajit D. Sarker, Zahid Latif. and Alexander I. Gray), Humana Press, Totowa, New Jersey, USA.
Hartler, J., Triebl, A., Ziegl, A., Trötzmüller, M., Rechberger, G.N., Zeleznik, O.A., Zierler, K.A., Torta, F., Cazenave-Gassiot, A., Wenk, M.R. and Fauland, A. 2017. Deciphering lipid structures based on platform-independent decision rules. Nature Methods, 14: 1171-1174.
P.T. Sheba et al.
Kaur, J., Dhiman, V., Bhadada, S., Katare, O.P. and Ghoshal, G. 2022. LC/MS guided identification of metabolites of different extracts of Cissus quadrangularis. Food Chemistry Advances, 1: 100084. [https://doi.org/10.1016/j.focha.2022.100084].
Kojima, N. and Tanaka, T. 2009. Medicinal chemistry of Annonaceous acetogenins: Design, synthesis, and biological evaluation of novel analogues. Molecules, 14: 3621-3661. Lee, M.S. and Kerns, E.H. 1999. LC/MS applications in drug development. Mass Spectrometry Reviews, 18: 187-279.
Liaw, C.C., Liou, J.R., Wu, T.Y., Chang, F.R. and Wu, Y.C. 2016. Acetogenins from annonaceae. Progress in the Chemistry of Organic Natural Products, 101: 113-230. Liu, X.X., Alali, F.Q., Pilarinou, E. and McLaughlin, J.L. 1998. Glacins A and B: Two novel bioactive mono-tetrahydrofuran acetogenins from Annona glabra. Journal of Natural Products, 61: 620- 624.
Luna, J.D.S., De Carvalho, J.M., De Lima, M.R.F., Bieber, L.W., Bento, E.D.S., Franck, X. and Sant’Ana, A.E.G. 2006. Acetogenins in Annona muricata L. (Annonaceae) leaves are potent molluscicides. Natural Product Research, 20: 253-257.
Mulia, K., Krisanti, E. and Maulana, T. 2015. Selective polarity-guided extraction and purification of acetogenins in Annona muricata L. leaves. International Journal of Technology, 7: 1221-1227 Sheba, P.T., Devasia, J.V. and Joseph, E. 2022. Phytochemical screening and chromatographic identification of acetogenin in Annona glabra L. leaves. International Journal of Current Research in Chemistry and Pharmaceutical Sciences, 9: 1-7.
Teoh, W.Y., Yong, Y.S., Razali, F.N., Stephenie, S., Dawood Shah, M., Tan, J.K., Gnanaraj, C. and Mohd Esa, N. 2023. LC-MS/MS and GC-MS analysis for the identification of bioactive metabolites responsible for the antioxidant and antibacterial activities of Lygodium microphyllum (Cav.) R. Br. Separations, 10: 215. [https://10.3390/separations10030215].
Yang, H., Zhang, N., Zeng, Q., Yu, Q., Ke, S. and Li, X. 2010. HPLC method for the simultaneous determination of ten annonaceous acetogenins after supercritical fluid CO2 extraction. International Journal of Biomedical Science, 6: 202-207.
Downloads
Published
Issue
Section
How to Cite
