HPLC-based Cytotoxicity Profiling and LC-ESIQTOF-MS/MS Analysis of

Overview

Journal Heliyon

Specialty Social Sciences

Date 2024 Mar 7

PMID 38449622

Authors

Saber Samimi-Dehkordi

Zahra Tayarani-Najaran

Seyed Ahmad Emami

Karel Nesmerak

Martin Sticha

Narjes Azizi

Maryam Akaberi

Affiliations

Soon will be listed here.

Abstract

Introduction: Boiss. (Asteraceae) is an endemic plant to Iran. No reports have studied the cytotoxicity of the plant. The current study aimed to evaluate the cytotoxicity of collected from Fars province (Iran) against MCF-7 and HDF cell lines using HPLC-based activity profiling and to annotate the active constituents by LC-ESIQTOF-MS/MS.

Methods: was collected from three locations in Fars province. The dried flowers and leaves were separately extracted by percolation using methanol. The crude extracts were fractionated by liquid-liquid partitioning with dichloromethane (DCM) and aqueous methanol. The cytotoxicity of the fractions was evaluated against MCF-7 and HDF cells by Alamarblue assay. HPLC-based activity profiling was used to track the active constituents. LC-MS dereplication strategy was used for the annotation of the compounds in the active time window. LC-MS data were preprocessed by MZmine 3.3.0 and submitted to multivariate analysis to compare the differences and similarities in the metabolites of the samples.

Results: The DCM fractions showed a dose-dependent cytotoxicity against the cancerous cells (IC50s, 9.8-105.1 μg/ml). In general, the metabolites of the flowers and their cytotoxicity were higher than the leaves. LCESIMS/MS analyses revealed that prenylated and geranylated α,β-unsaturated spiroketal phloroglucinols were among the active constituents.

Conclusion: It can be concluded that is a rich source of phloroglucinol derivatives with cytotoxic activities. Further phytochemical analysis is needed to characterize the bioactive components.

References

Matic I, Aljancic I, Vajs V, Jadranin M, Gligorijevic N, Milosavljevic S . Cancer-suppressive potential of extracts of endemic plant Helichrysum zivojinii: effects on cell migration, invasion and angiogenesis. Nat Prod Commun. 2013; 8(9):1291-6. View

Bigovic D, Savikin K, Jankovic T, Menkovic N, Zdunic G, Stanojkovic T . Antiradical and cytotoxic activity of different Helichrysum plicatum flower extracts. Nat Prod Commun. 2011; 6(6):819-22. View

Akaberi M, Emami S, Vatani M, Tayarani-Najaran Z . Evaluation of Antioxidant and Anti-Melanogenic Activity of Different Extracts of Aerial Parts of in Murine Melanoma B16F10 Cells. Iran J Pharm Res. 2018; 17(1):225-235. PMC: 5937093. View

Wang C, Jiang Y, Liu D, Yan X, Ma S . Characterization of phloroglucinol derivatives and diterpenes in Hayata by utilizing ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry. J Pharm Anal. 2018; 3(4):292-297. PMC: 5760954. DOI: 10.1016/j.jpha.2013.01.002. View

Czinner E, Hagymasi K, Blazovics A, Kery A , Szoke E , Lemberkovics E . The in vitro effect of Helichrysi flos on microsomal lipid peroxidation. J Ethnopharmacol. 2001; 77(1):31-5. DOI: 10.1016/s0378-8741(01)00258-6. View

Akaberi M, Danton O, Tayarani-Najaran Z, Asili J, Iranshahi M, Emami S . HPLC-Based Activity Profiling for Antiprotozoal Compounds in the Endemic Iranian Medicinal Plant Helichrysum oocephalum. J Nat Prod. 2019; 82(4):958-969. DOI: 10.1021/acs.jnatprod.8b01031. View

Suntar I, Akkol E, Keles H, Yesilada E, Sarker S . Exploration of the wound healing potential of Helichrysum graveolens (Bieb.) Sweet: isolation of apigenin as an active component. J Ethnopharmacol. 2013; 149(1):103-10. DOI: 10.1016/j.jep.2013.06.006. View

Akinfenwa A, Sagbo I, Makhaba M, Mabusela W, Hussein A . Genus and Compound Activities in the Management of Diabetes Mellitus. Plants (Basel). 2022; 11(10). PMC: 9143910. DOI: 10.3390/plants11101386. View

Peron G, Pant D, Shrestha S, Rajbhandary S, DallAcqua S . An Integrated LC-ESI-MS and High Resolution LC-ESI-QTOF Approach for the Identification of Phloroglucinols from Nepalese . Molecules. 2020; 25(24). PMC: 7765257. DOI: 10.3390/molecules25245937. View

10.

Potterat O, Hamburger M . Combined use of extract libraries and HPLC-based activity profiling for lead discovery: potential, challenges, and practical considerations. Planta Med. 2014; 80(14):1171-81. DOI: 10.1055/s-0034-1382900. View

11.

Potterat O, Hamburger M . Concepts and technologies for tracking bioactive compounds in natural product extracts: generation of libraries, and hyphenation of analytical processes with bioassays. Nat Prod Rep. 2013; 30(4):546-64. DOI: 10.1039/c3np20094a. View

12.

Sleno L, Daneshfar R, Eckert G, Muller W, Volmer D . Mass spectral characterization of phloroglucinol derivatives hyperforin and adhyperforin. Rapid Commun Mass Spectrom. 2006; 20(18):2641-8. DOI: 10.1002/rcm.2650. View

13.

Bozicevic A, Dobrzynski M, De Bie H, Gafner F, Garo E, Hamburger M . Automated Comparative Metabolite Profiling of Large LC-ESIMS Data Sets in an ACD/MS Workbook Suite Add-in, and Data Clustering on a New Open-Source Web Platform FreeClust. Anal Chem. 2017; 89(23):12682-12689. DOI: 10.1021/acs.analchem.7b02221. View

14.

Afoulous S, Ferhout H, Raoelison E, Valentin A, Moukarzel B, Couderc F . Helichrysum gymnocephalum essential oil: chemical composition and cytotoxic, antimalarial and antioxidant activities, attribution of the activity origin by correlations. Molecules. 2011; 16(10):8273-91. PMC: 6264711. DOI: 10.3390/molecules16108273. View

15.

Pluskal T, Castillo S, Villar-Briones A, Oresic M . MZmine 2: modular framework for processing, visualizing, and analyzing mass spectrometry-based molecular profile data. BMC Bioinformatics. 2010; 11:395. PMC: 2918584. DOI: 10.1186/1471-2105-11-395. View