A Comparative Assessment of Cytotoxic Activity and Phytochemical Profiling of J.L.Ellis and (Burm. F.) Nees Using UPLC-QTOF-MS/MS Approach

Overview

Journal RSC Adv

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2022 May 2

PMID 35492784

Authors

Narender Goel

Rahul L Gajbhiye

Moumita Saha

Chennuru Nagendra

Araveeti Madhusudhana Reddy

V Ravichandiran

Krishna Das Saha

Parasuraman Jaisankar

Affiliations

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Abstract

(Burm. f.) Nees and J.L.Ellis have traditionally been used to treat various ailments such as mouth ulcers, intermittent fever, inflammation, snake bite. This study compares the comparative cytotoxic activity, and phytochemical profiling of methanol extract of (ANM) and (APM). UPLC-ESI-QTOF-MS/MS analysis has been performed. The cytotoxic activity of crude methanol extracts were evaluated against three different cancer cell lines (HCT 116, HepG2, and A549 cell line). Both plants' extract exhibited significant cytotoxic activity against tested cell lines in a dose-dependent manner. IC of ANM and APM in HCT 116 cell was 11.71 ± 2.48 μg ml and 45.32 ± 0.86 μg ml and in HepG2 cell line was 15.65 ± 2.25 μg ml and 60.32 ± 1.05 μg ml respectively. Cytotoxicity of these two extracts was comparatively similar in A549 cells. ANM induced cytotoxicity involved programmed cell death, externalisation of phosphatidylserine, ROS generation, up-regulation and down-regulation of major apoptotic markers. HRMS analysis of ANM and APM resulted in the identification of 59 and 42 compounds, respectively. Further, using the MS/MS fragmentation approach, 20 compounds, of which 18 compounds were identified for the first time from ANM, which belongs to phenolic acids, flavonoids, and their glycosides. Three known compounds, echioidinin, skullcapflavone I and 5,2',6'-trihydroxy-7-methoxyflavone 2'--β-d-glucopyranoside, were isolated from and their crystal structures were reported for the first time. Subsequently, seven major compounds were identified in by direct comparison (retention time and UV-spectra) with authentic commercial standards and isolated compounds using HPLC-UV analysis. The cytotoxicity of phytochemicals from both the plants using tools also justify their cytotoxic activity. It is the first report on the comparative characterisation of phytochemicals present in the methanolic extract of both the species of , along with the cytotoxic activity of .

References

Wu L, Zhang X, Xu X, Zheng Q, Yang J, Ding W . Characterization of aromatic glycosides in the extracts of Trollius species by ultra high-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. J Pharm Biomed Anal. 2013; 75:55-63. DOI: 10.1016/j.jpba.2012.11.015. View

Ahmed S, Moni D, Sonawane K, Paek K, Shohael A . A comprehensive exploration of pharmacological properties, bioactivities and COX-2 inhibitory potential of eleutheroside B from (Rupr. & Maxim.) Maxim. J Biomol Struct Dyn. 2020; 39(17):6553-6566. DOI: 10.1080/07391102.2020.1803135. View

Boopathi C . Andrographis SPP.: A Source of Bitter Compounds for Medicinal Use. Anc Sci Life. 2012; 19(3-4):164-8. PMC: 3336446. View

Clifford M, Johnston K, Knight S, Kuhnert N . Hierarchical scheme for LC-MSn identification of chlorogenic acids. J Agric Food Chem. 2003; 51(10):2900-11. DOI: 10.1021/jf026187q. View

Wu W, Yan C, Li L, Liu Z, Liu S . Studies on the flavones using liquid chromatography-electrospray ionization tandem mass spectrometry. J Chromatogr A. 2004; 1047(2):213-20. DOI: 10.1016/j.chroma.2004.06.128. View

Jaganathan S, Supriyanto E, Mandal M . Events associated with apoptotic effect of p-Coumaric acid in HCT-15 colon cancer cells. World J Gastroenterol. 2013; 19(43):7726-34. PMC: 3837272. DOI: 10.3748/wjg.v19.i43.7726. View

Li Z, Guo H, Xu W, Ge J, Li X, Alimu M . Rapid Identification of Flavonoid Constituents Directly from PTP1B Inhibitive Extract of Raspberry (Rubus idaeus L.) Leaves by HPLC-ESI-QTOF-MS-MS. J Chromatogr Sci. 2016; 54(5):805-10. PMC: 4890459. DOI: 10.1093/chromsci/bmw016. View

Gildea R, Bourhis L, Dolomanov O, Grosse-Kunstleve R, Puschmann H, Adams P . iotbx.cif: a comprehensive CIF toolbox. J Appl Crystallogr. 2011; 44(Pt 6):1259-1263. PMC: 3236671. DOI: 10.1107/S0021889811041161. View

Damu A, Jayaprakasam B, Rao K, Gunasekar D . A flavone glycoside from Andrographis alata. Phytochemistry. 2001; 49(6):1811-1813. DOI: 10.1016/s0031-9422(98)00342-2. View

10.

Wang Y, Yang L, He Y, Wang C, Welbeck E, Bligh S . Characterization of fifty-one flavonoids in a Chinese herbal prescription Longdan Xiegan Decoction by high-performance liquid chromatography coupled to electrospray ionization tandem mass spectrometry and photodiode array detection. Rapid Commun Mass Spectrom. 2008; 22(12):1767-78. DOI: 10.1002/rcm.3536. View

11.

Brito A, Areche C, Sepulveda B, Kennelly E, Simirgiotis M . Anthocyanin characterization, total phenolic quantification and antioxidant features of some Chilean edible berry extracts. Molecules. 2014; 19(8):10936-55. PMC: 6271127. DOI: 10.3390/molecules190810936. View

12.

Cheng Q, Xu X, Jiang H, Xu L, Li Q . Knockdown of long non-coding RNA XIST suppresses nasopharyngeal carcinoma progression by activating miR-491-5p. J Cell Biochem. 2017; 119(5):3936-3944. DOI: 10.1002/jcb.26535. View

13.

Kaushik S, Shyam H, Agarwal S, Sharma R, Nag T, Dwivedi A . Genistein potentiates Centchroman induced antineoplasticity in breast cancer via PI3K/Akt deactivation and ROS dependent induction of apoptosis. Life Sci. 2019; 239:117073. DOI: 10.1016/j.lfs.2019.117073. View

14.

Kuo S . Dietary flavonoid and cancer prevention: evidence and potential mechanism. Crit Rev Oncog. 1997; 8(1):47-69. DOI: 10.1615/critrevoncog.v8.i1.30. View

15.

Brauchle E, Thude S, Brucker S, Schenke-Layland K . Cell death stages in single apoptotic and necrotic cells monitored by Raman microspectroscopy. Sci Rep. 2014; 4:4698. PMC: 3986703. DOI: 10.1038/srep04698. View

16.

Kumar R, Sridevi K, Kumar N, Nanduri S, Rajagopal S . Anticancer and immunostimulatory compounds from Andrographis paniculata. J Ethnopharmacol. 2004; 92(2-3):291-5. DOI: 10.1016/j.jep.2004.03.004. View

17.

Youn H, Lee J, Saitoh S, Miyake K, Kang K, Choi Y . Suppression of MyD88- and TRIF-dependent signaling pathways of Toll-like receptor by (-)-epigallocatechin-3-gallate, a polyphenol component of green tea. Biochem Pharmacol. 2006; 72(7):850-9. DOI: 10.1016/j.bcp.2006.06.021. View

18.

Kopustinskiene D, Jakstas V, Savickas A, Bernatoniene J . Flavonoids as Anticancer Agents. Nutrients. 2020; 12(2). PMC: 7071196. DOI: 10.3390/nu12020457. View

19.

Yu J, Zhang L, Hwang P, Kinzler K, Vogelstein B . PUMA induces the rapid apoptosis of colorectal cancer cells. Mol Cell. 2001; 7(3):673-82. DOI: 10.1016/s1097-2765(01)00213-1. View

20.

Hadi S, Asad S, Singh S, Ahmad A . Putative mechanism for anticancer and apoptosis-inducing properties of plant-derived polyphenolic compounds. IUBMB Life. 2001; 50(3):167-71. DOI: 10.1080/152165400300001471. View