Metabolite Fingerprinting of Piper nigrum L. from Different Regions of Thailand by UHPLC-QTOF-MS Approach and In Vitro Bioactivities
DOI:
https://doi.org/10.48048/tis.2022.1520Keywords:
Piper nigrum L., HPLC, UHPLC-Quadrupole time of flight (QTOF)-MS, Piperine, Metabolite fingerprintAbstract
This study aimed to profile the metabolites, piperine content, and biological activities (antioxidant, anti-inflammatory, anticancer, antibacterial, and apoptotic cell) of 15 samples of Piper nigrum L. from various geographic regions of Thailand. UHPLC-QTOF-MS was applied to establish alkaloid profiles of the P. nigrum L. samples. PCA and HCA analysis showed that the samples from the PN-1, PN-2, and PN-11 sources differed significantly from those of other sources in terms of compound type and alkaloid concentration profile. Comparative analysis based on a validated HPLC-DAD method was used for the standardization of 15 varieties of P. nigrum L. with piperine as a standard phytomarker which revealed that PN-4 source possessed a high content of piperine. PN-2 showed the highest antioxidant capacity (DPPH activity) while PN-10, PN-12, and PN-15 showed the highest FRAP activity. PN-11 source showed high inhibition of anti-inflammatory and anticancer properties. Furthermore, PN-3, and PN-4 also showed the highest both anti-inflammatory and antibacterial activity. Almost samples have been shown to induce late apoptosis and necrosis in SW480 cell line. This study will also be useful for the development of quality control parameters through the standardization of varieties of P. nigrum L. as raw materials in traditional medicine formulations.
HIGHLIGHTS
- Metabolite profiling of the nigrum L. varieties from 15 different geographical locations in Thailand
- Quality control parameter for standardization based on marker analysis by HPLC-DAD using piperine as the marker compound
- Comparisons of metabolites among 15 different cultivations by Principal Component Analysis (PCA) and hierarchical cluster analysis (HCA)
- Biological activity of the nigrum L. varieties from 15 different geographical locations in Thailand
GRAPHICAL ABSTRACT
Downloads
Metrics
References
C Suwanphakdee, DA Simpson, TR Hodkinson and P Chantaranothai. A synopsis of Thai Piper (Piperaceae). Thai Forest Bull. 2020; 48, 145-83.
VK Joshi, A Joshi and KS Dhiman. The ayurvedic pharmacopoeia of India, development and perspectives. J. Ethnopharmacol. 2017; 197, 32-8.
RK Harwansh, K Mukherjee, S Bhadra, A Kar, S Bahadur, A Mitra and PK Mukherjee. Cytochrome P450 inhibitory potential and RP-HPLC standardization of trikatu-a Rasayana from Indian Ayurveda. J. Ethnopharmacol. 2014; 153, 674-81.
VMAS Grinevicius, KS Andrade, F Ourique, GA Micke, SRS Ferreira and RC Pedrosa. Antitumor activity of conventional and supercritical extracts from Piper nigrum L. cultivar Bragantina through cell cycle arrest and apoptosis induction. J. Supercritical Fluid. 2017; 128, 94-101.
F Tasleem, I Azhar, SN Ali, S Perveen and ZA Mahmood. Analgesic and anti-inflammatory activities of Piper nigrum L. Asian Pac. J. Trop. Med. 2014; 7S1, S461-8.
S Sriwiriyajan, Y Sukpondma, T Srisawat, S Madla and P Graidist. (−)-Kusunokinin and piperloguminine from Piper nigrum: An alternative option to treat breast cancer. Biomed. Pharmacother. 2017; 92, 732-43.
Z Zarai, E Boujelbene, N Ben Salem, Y Gargouri and A Sayari. Antioxidant and antimicrobial activities of various solvent extracts, piperine and piperic acid from Piper nigrum. LWT Food Sci. Tech. 2013; 50, 634-41.
ES Yoo, GS Choo, SH Kim, JS Woo, HJ Kim, YS Park, BS Kim, SK Kim, BK Park, SD Cho, JS Nam, CS Choi, JH Che and JY Jung. Antitumor and apoptosis-inducing effects of piperine on human melanoma cells. Anticancer. Res. 2019; 39, 1883-92.
L Hritcu, JA Noumedem, O Cioanca, M Hancianu, P Postu and M Mishasan. Anxiolytic and antidepressant profile of the methanolic extract of Piper nigrum fruits in beta-amyloid (1 - 42) rat model of Alzheimer’s disease. Behav. Brain Functions 2015; 11, 13.
C Zhang, J Zhao, E Famous, S Pan, X Peng and J Tian. Antioxidant, hepatoprotective and antifungal activities of black pepper (Piper nigrum L.) essential oil. Food Chem. 2021; 1, 128845.
B Salehi, ZA Zakaria, R Gyawali, SA Ibrahim, J Rajkovic, ZK Shinwari, T Khan, J Sharifi-Rad, A Ozleyen, E Turkdonmez, M Valussi, TB Tumber, LM Fidalgo, M Martorell and WN Setzer. Piper species: A comprehensive review on their phytochemistry, biological activities and applications. Molecules 2019; 24, 1364.
S Kumar, V Singhal, R Roshan, A Sharma, GW Rembhotkar and B Ghos. Piperine inhibits TNF-alpha induced adhesion of neutrophils to endothelial monolayer through suppression of NF-kappa B and Ikappa B kinase activation. Eur. J. Pharmacol. 2007; 575, 177-86.
M Zahin, NA Bokhari, I Ahmad, FM Husain, AS Althubiani, MW Alruways, K Perveen and M Shalawi. Antioxidant, antibacterial, and antimutagenic activity of Piper nigrum seeds extracts. Saudi J. Biol. Sci. 2021; 28, 5094-105.
D Sing, SS Jan, S Banerjee, R Malik, K Majumdar, PK Halder, A Bandyopadhyay, N Sharma, R Bandyoypadhyay and PK Mukherjee. Rapid estimation of piperine in black pepper: Exploration of Raman spectroscopy. Phytochemical Anal. 2021; 33, 204-13.
S Panda and A Kar. Piperine lowers the serum concentrations of thyroid hormones, glucose and hepatic 5'D activity in adult male mice. Horm. Metab. Res. 2003; 35, 523-6.
M Samuel, SV Oliver, M Coetzee and BD Brooke. The larvicidal effects of black pepper (Piper nigrum L.) and piperine against insecticide resistant and susceptible strains of Anopheles malaria vector mosquitoes. Parasites Vectors 2016; 9, 238-47.
PK Mukherjee, RK Harwansh, S Bahadur, S Banerjee and A Kar. Evidence based validation of Indian traditional medicine-way forward. World J. Tradit. Chin. Med. 2016; 2, 48-61.
PK Mukherjee. Quality control and evaluation of herbal drugs: Evaluating natural products and traditional medicine. Elsevier, Amsterdam, Netherlands, 2019, p. 79-149.
S Banerjee, P Bhattacharjee, A Kar and PK Mukherjee. LC-MS/MS analysis and network pharmacology of Trigonellafoenum-graecum-A plant from ayurveda against hyperlipidemia and hyperglycemia with combination synergy. Phytomedicine 2019; 60, 152944.
PK Mukherjee, NK Nema, P Venkatesh and PK Debnath. Changing scenario for promotion and development of Ayurveda-way forward. J. Ethnopharmacol. 2012; 143, 424-34.
A Kar, S Pandit, K Mukherjee, S Bahadur and PK Mukherjee. Safety assessment of selected medicinal food plants used in Ayurveda through CYP450 enzyme inhibition study. J. Sci. Food Agr. 2017; 97, 333-40.
PK Mukherjee, S Banerjee, A Kar and J Chanda. Drugs from our ancestors: Tradition to innovation. Herbal Medicine in India, Springer, Singapore, 2020, p. 263-80.
A Kar, PK Mukherjee, S Saha, S Banerjee, D Goswami, MG Matsabisa, R Charoensub and T Duangyod. Metabolite profiling and evaluation of CYP450 interaction potential of ‘Trimada’-an Ayurvedic formulation. J. Ethnopharmacol. 2021; 266, 113457.
W Jaidee, W Maneerat, RJ Andersen, BO Pactrick, SGPyne and S Laphookhieo. Antioxidant neolignans from the twigs and leaves of Mitrephora wangii HU. Fitoterapia 2018; 130, 219-24.
T Duangyod, C Palanuvej and N Ruangrungsi. Pharmacognostic evaluation with reference to catechin content and antioxidant activities of pale catechu in Thailand. J. Adv. Pharm. Tech. Res. 2015; 6, 97.
MR Zaidan, RA Noor, AR Badrul, A Adlin, A Norazah and I Zakiah. In vitro screening of five local medicinal plants for antibacterial activity using disc diffusionmethod. Asian Pac. J. Trop. Biomed. 2005; 22, 165-70.
M Rafi, AF Devi, UD Syafitri, R Heryanto, IH Suparto, MB Amran, A Rohman, B Projogo and LW Lim. Classification of Andrographispaniculata extracts by solvent extraction using HPLC fingerprint and chemometric analysis. BMC Res. Notes 2020; 13, 56-62.
S Yudthavorasit, K Wonggravee and N Leepipatpiboon. Characteristic fingerprint based on gingerol derivative analysis for discrimination of ginger (Zingiber officinale) according to geographical origin using HPLC-DAD combined with chemometrics. Food Chem. 2014; 158, 101-11.
JE Lee, BJ Lee, JO Chung, HN Kim, EL Kim, S Jung, H Lee, SJ Lee and YS Hong. Metabolomic unveiling of a diverse range of green tea (Camellia sinensis) metabolites dependent on geography. Food Chem. 2015; 174, 452-9.
PN Akbar, IA Jahan, H Hossain, R Banik, HP Nur and MT Hossain. Antioxidant capacity of Piper longum and Piper nigrum fruits grown in Bangladesh. World J. Pharm. Res. 2018; 2, 931-41.
GCL Ee, CM Lim, M Rahmani, K Shaari, CFJ Bong. Pellitorine, a potential anti-cancer lead compound against HL60 and MCT-7 cell lines and microbial transformation of piperine from Piper nigrum. Molecules 2010; 15, 2398-404.
YH Wang, SLM Natschke, J Yang, HM Niu, CL Long and KH Lee. Anticancer principles from medicinal piper (胡椒HúJiāo) plants. J. Tradit. Compl. Med. 2014; 4, 8-16.
PB Yaffe, MRP Coombs, CD Doucette, M Walsh and DW Hoskin. Piperine, an alkaloid from black pepper, inhibits growth of human colon cancer cells via G1 arrest and apoptosis triggered by endoplasmic reticulum stress. Mol. Carcinog. 2015; 54, 1070-85.
E Turrini, P Sestili and C Fimognari. Overview of the anticancer potential of the “King of Spices” Piper nigrum and its main constituent piperine. Toxins 2020; 12, 747-80.
S Umar, AHMG Sarwar, K Umar, N Ahmad, M Sajad, S Ahmad, CK Katiya and HA Khan. Piperine ameliorates oxidative stress, inflammation and histological outcome in collagen induced arthritis. Cell. Immunol. 2013; 284, 51-9.
Y Li, K Li, Y Hu, B Xu and J Zhao. Piperine mediates LPS induced inflammatory and catabolic effects in rat intervertebral disc. Int. J. Clin. Exp. Pathol. 2015; 8, 6203-13.
DM Hikal. Antibacterial activity of piperine and black pepper oil. Biosci. Biotechnol. Res. Asia 2018; 15, 877-80.
J Maitra and Maitra. Synergistic effect of piperine, extracted from Piper nigrum, with Ciprofloxacin on Escherichia coli, Bacillus subtilis. Der Pharmacia Sin. 2017; 8, 29-34.
EE Mgbeahuruike, M Stålnacke, H Vuorela and Y Holm. Antimicrobial and synergistic effects of commercial piperine and piperlongumine in combination with conventional antimicrobials. Antibiotics 2019; 8, 55-67.
Downloads
Published
How to Cite
Issue
Section
License
Copyright (c) 2022 Walailak University
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
