Year 2025,
Volume: 53 Issue: 3, 21 - 28, 01.07.2025
Tuba Nur Suyurdu
,
Ekrem Köksal
,
Cemalettin Alp
References
- Ü. Yaşar, Y. Demir, İ. Gönül, M.S. Özaslan, G.G. Çelik, C. Türkeş, Ş. Beydemir, Novel Schiff Base Sulfonate Derivatives as Carbonic Anhydrase and Acetylcholinesterase Inhibitors: Synthesis, Biological Activity, and Molecular Docking Insights, Chem. Biodivers., 10 (2025) 194–200.
- T. Alagöz, F.G. Çalişkan, H.G. Bilgiçli, M. Zengin, M. Sadeghi, P. Taslimi, İ. Gulçin, Synthesis, characterization, biochemical, and molecular modeling studies of carvacrol-based new thiosemicarbazide and 1,3,4-thiadiazole derivatives, Arch. Pharm. (Weinheim)., 356 (2023).
- T. Goswami, M. Meghwal, Chemical Composition, Nutritional, Medicinal And Functional Properties of Black Pepper: A Review, J. Nutr. Food Sci., 01 (2012) 1–6.
- K. V. Padalkar, V.G. Gaikar, Extraction of piperine from Piper Nigrum (black pepper) by aqueous solutions of surfactant and surfactant + hydrotrope mixtures, Sep. Sci. Technol., 43 (2008) 3097–3118.
- J.S. Souza, E.P.S. Martins, H.D.S. Souza, R.F. de Oliveira, F.S. Alves, E.O. Lima, L. V. Cordeiro, E.O. Trindade, B.F. Lira, G.B. Rocha, P.F. de Athayde-Filho, J.M. Barbosa-Filho, Synthesis, spectroscopic characterization, DFT calculations and preliminary antifungal activity of new piperine derivatives, J. Braz. Chem. Soc., 32 (2021) 490–502.
- T. Arif, J.D. Bhosale, N. Kumar, T.K. Mandal, R.S. Bendre, G.S. Lavekar, R. Dabur, Natural products - Antifungal agents derived from plants, J. Asian Nat. Prod. Res., 11 (2009) 621–638.
- H. Chandra, P. Bishnoi, A. Yadav, B. Patni, A.P. Mishra, A.R. Nautiyal, Antimicrobial resistance and the alternative resources with special emphasis on plant-based antimicrobials - A review, Plants, 6 (2017) 457–462.
- D.M. Aziz, J.R. Hama, S.M. Alam, Synthesising a novel derivatives of piperine from black pepper (Piper nigrum L.), J. Food Meas. Charact., 9 (2015) 324–331.
- L.D. Do Nascimento, A.A.B. de Moraes, K.S. da Costa, J.M.P. Galúcio, P.S. Taube, C.M.L. Costa, J.N. Cruz, E.H. de A. Andrade, L.J.G. de Faria, Bioactive natural compounds and antioxidant activity of essential oils from spice plants: New findings and potential applications, Biomolecules, 10 (2020) 1–37.
- F.S. Alves, J.N. Cruz, I.N. de Farias Ramos, D.L. do Nascimento Brandão, R.N. Queiroz, G.V. da Silva, G.V. da Silva, M.F. Dolabela, M.L. da Costa, A.S. Khayat, J. de Arimatéia Rodrigues do Rego, D. do Socorro Barros Brasil, Evaluation of Antimicrobial Activity and Cytotoxicity Effects of Extracts of Piper nigrum L. and Piperine, Separations, 10 (2023) 1–18.
- K. Wdowiak, R. Pietrzak, E. Tykarska, J. Cielecka-Piontek, Hot-Melt Extrusion as an Effective Technique for Obtaining an Amorphous System of Curcumin and Piperine with Improved Properties Essential for Their Better Biological Activities, Molecules, 28 (2023).
- L. Gorgani, M. Mohammadi, G.D. Najafpour, M. Nikzad, Piperine — The Bioactive Compound of Black Pepper : From Isolation to Medicinal Formulations, 16 (2017).
- A. Tiwari, K.R. Mahadik, S.Y. Gabhe, Piperine: A comprehensive review of methods of isolation, purification, and biological properties, Med. Drug Discov., 7 (2020) 100027.
- L. Hlavačková, A. Janegová, O. Uličná, P. Janega, A. Černá, P. Babál, Spice up the hypertension diet - Curcumin and piperine prevent remodeling of aorta in experimental L-NAME induced hypertension, Nutr. Metab., 8 (2011) 1–10.
- C.R. Pradeep, G. Kuttan, Effect of piperine on the inhibition of lung metastasis induced B16F-10 melanoma cells in mice, (2002) 703–708.
- L.M. Barata, E.H. Andrade, A.R. Ramos, O.F. De Lemos, W.N. Setzer, K.G. Byler, J.G.S. Maia, J.K.R. Da Silva, Secondary metabolic profile as a tool for distinction and characterization of cultivars of black pepper (Piper nigrum L.) cultivated in Pará State, Brazil, Int. J. Mol. Sci., 22 (2021) 1–18.
- R.K. Bhardwaj, H. Glaeser, L. Becquemont, U. Klotz, S.K. Gupta, M.F. Fromm, Piperine, a major constituent of black pepper, inhibits human P-glycoprotein and CYP3A4, J. Pharmacol. Exp. Ther., 302 (2002) 645–650.
- R.S. Vijayakumar, D. Surya, N. Nalini, Antioxidant efficacy of black pepper (Piper nigrum L.) and piperine in rats with high fat diet induced oxidative stress, Redox Rep., 9 (2004) 105–110.
- R. Capasso, A.A. Izzo, F. Borrelli, A. Russo, L. Sautebin, A. Pinto, F. Capasso, N. Mascolo, Effect of piperine, the active ingredient of black pepper, on intestinal secretion in mice, Life Sci., 71 (2002) 2311–2317.
- D. Chavarria, T. Silva, D. MagalhãesE Silva, F. Remiaõ, F. Borges, Lessons from black pepper: Piperine and derivatives thereof, Expert Opin. Ther. Pat., 26 (2016) 245–264.
- R. Venkatasamy, L. Faas, A.R. Young, A. Raman, R.C. Hider, Effects of piperine analogues on stimulation of melanocyte proliferation and melanocyte differentiation, Bioorganic Med. Chem., 12 (2004) 1905–1920.
- S. Li, Y. Lei, Y. Jia, N. Li, M. Wink, Y. Ma, Phytomedicine Piperine , a piperidine alkaloid from Piper nigrum re-sensitizes P-gp , MRP1 and BCRP dependent multidrug resistant cancer cells, 19 (2011) 83–87.
- P. Chonpathompikunlert, T. Yoshitomi, J. Han, H. Isoda, Y. Nagasaki, The use of nitroxide radical-containing nanoparticles coupled with piperine to protect neuroblastoma SH-SY5Y cells from Aβ-induced oxidative stress, Biomaterials 32 (2011) 8605–8612.
- E. Christoforides, A. Andreou, A. Papaioannou, K. Bethanis, Structural Studies of Piperine Inclusion Complexes in Native and Derivative β-Cyclodextrins, Biomolecules, 12 (2022).
- S.J. Sreeja, Synthetic Plant Activators for Crop Disease Management – A Review, Int. J. Thesis Proj. Diss., 2 (2014) 19–28.
- F.R. Cavalcanti, M.L.V. Resende, J.P.M.S. Lima, J.A.G. Silveira, J.T.A. Oliveira, Activities of antioxidant enzymes and photosynthetic responses in tomato pre-treated by plant activators and inoculated by Xanthomonas vesicatoria, Physiol. Mol. Plant Pathol., 68 (2006) 198–208.
- D. Fodil, B. Jaouadi, A. Badis, Z.J. Nadia, F.Z. Ferradji, S. Bejar, H. Boutoumi, A thermostable humic acid peroxidase from Streptomyces sp. strain AH4: Purification and biochemical characterization, Bioresour. Technol., 111 (2012) 383–390.
- T. Köktepe, S. Altın, H. Tohma, İ. Gülçin, E. Köksal, Purification, characterization and selected inhibition properties of peroxidase from haricot bean (Phaseolus vulgaris L.), Int. J. Food Prop., 20 (2017) 1944–1953.
- K. Wakamatsu, U. Takahama, Changes in peroxidase activity and in peroxidase isozymes in carrot callus, Physiol. Plant., 88 (1993) 167–171.
- I.Y. Sakharov, J.L. Castillo, J.C. Areza, I.Y. Galaev, Purification and stability of peroxidase of African oil palm Elaies guineensis, Bioseparation, 9 (2000) 125–132.
- I.G. Şat, The effect of heavy metals on peroxidase from Jerusalem artichoke (Helianthus tuberosus L.) tubers, African J. Biotechnol., 7 (2008) 2248–2253.
- S. Jaipea, N. Saehlim, W. Sutcharitruk, A. Athipornchai, K. Ingkaninan, R. Saeeng, Synthesis of piperine analogues as AChE and BChE inhibitors for the treatment of Alzheimer’s disease, Phytochem. Lett., 53 (2023) 216–221.
- L.H. Mu, B. Wang, H.Y. Ren, P. Liu, D.H. Guo, F.M. Wang, L. Bai, Y.S. Guo, Synthesis and inhibitory effect of piperine derivates on monoamine oxidase, Bioorganic Med. Chem. Lett., 22 (2012) 3343–3348.
- E. Koksal, I. Gulcin, Purification and Characterization of Peroxidase from Cauliflower (Brassica oleracea L. var. botrytis) Buds, Protein Pept. Lett., 15 (2008) 320–326.
- B. Gu, X. Zhang, X. Bai, B. Fu, D. Chen, Four steps to food security for swelling cities, Nature, 566 (2019) 31–33.
- F. Hilliou, T. Chertemps, M. Maiibeche, G. Le Goff, Resisrique Chertemps, Thomas Maïbèche, Martine Le Goff, Gaëlletance in the genus Spodoptera: Key insect detoxification genes, Insects, 12 (2021) 1–27.
- T. Li, M. Lv, H. Wen, Y. Wang, S. Thapa, S. Zhang, H. Xu, Synthesis of Piperine-Based Ester Derivatives with Diverse Aromatic Rings and Their Agricultural Bioactivities against, Insects, 14 (2023) 1–13.
- D. Worrall, G.H. Holroyd, J.P. Moore, M. Glowacz, P. Croft, J.E. Taylor, N.D. Paul, M.R. Roberts, Treating seeds with activators of plant defence generates long-lasting priming of resistance to pests and pathogens, New Phytol., 193 (2012) 770–778.
- C. Liu, L. Chen, R. Zhao, R. Li, S. Zhang, W. Yu, J. Sheng, L. Shen, Melatonin Induces Disease Resistance to Botrytis cinerea in Tomato Fruit by Activating Jasmonic Acid Signaling Pathway, J. Agric. Food Chem., 67 (2019) 6116–6124.
- Q. Du, W. Zhu, Z. Zhao, X. Qian, Y. Xu, Novel benzo-1,2,3-thiadiazole-7-carboxylate derivatives as plant activators and the development of their agricultural applications, J. Agric. Food Chem., 60 (2012) 346–353.
- R.A. Rather, M. Bhagat, Cancer chemoprevention and piperine: Molecular mechanisms and therapeutic opportunities, Front. Cell Dev. Biol., 6 (2018) 1–12.
- M. Elmastaş, I. Gülçin, Ş. Beydemir, Ö.I. Küfrevioǧlu, H.Y. Aboul-Enein, A study on the in vitro antioxidant activity of juniper (Juniperus communis L.) fruit extracts, Anal. Lett., 39 (2006) 47–65.
- M. Elmastaş, İ. Gülçin, L. Ozturk, İ. Gökçe, Investigation of Antioxidant Properties of Spearmint (Mentha spicata L.), Asian J. Chem., 17 (2005) 137–148.
- N. Sreenivasulu, S. Ramanjulu, K. Ramachandra-Kini, H.S. Prakash, H. Shekar-Shetty, H.S. Savithri, C. Sudhakar, Total peroxidase activity and peroxidase isoforms as modified by salt stress in two cultivars of fox-tail millet with differential salt tolerance, Plant Sci., 141 (1999) 1–9.
- V. Velikova, I. Yordanov, A. Edreva, Oxidative stress and some antioxidant systems in acid rain-treated bean plants Protective role of exogenous polyamines, Plant Sci., 151 (2000) 59–66.
- R.L. Farrell, K.E. Murtagh, M. Tien, M.D. Mozuch, T.K. Kirk, Physical and enzymatic properties of lignin peroxidase isoenzymes from Phanerochaete chrysosporium, Enzyme Microb. Technol., 11 (1989) 322–328.
- E. Torres, R. Tinoco, R. Vazquez-Duhalt, Biocatalytic oxidation of polycyclic aromatic hydrocarbons in media containing organic solvents, Water Sci. Technol., 36 (1997) 37–44.
- I. Gulcin, M.E. Buyukokuroglu, M. Oktay, O.I. Kufrevioglu, On the in vitro antioxidative properties of melatonin, J. Pineal Res., 33 (2002) 167–171.
- I. Gülçin, R. Elias, A. Gepdiremen, L. Boyer, Antioxidant activity of lignans from fringe tree (Chionanthus virginicus L.), Eur. Food Res. Technol., 223 (2006) 759–767.
- R. Buonaurio, L. Scarponi, M. Ferrara, P. Sidoti, A. Bertona, Induction of systemic acquired resistance in pepper plants by acibenzolar-s-methyl against bacterial spot disease, Eur. J. Plant Pathol., 108 (2002) 41–49.
- Y. Huang, C. Sun, X. Guan, S. Lian, B. Li, C. Wang, Butylated Hydroxytoluene Induced Resistance Against Botryosphaeria dothidea in Apple Fruit, Front. Microbiol., 11 (2021) 1–11.
- U. Gawlik-Dziki, Dietary spices as a natural effectors of lipoxygenase, xanthine oxidase, peroxidase and antioxidant agents, Lwt, 47 (2012) 138–146.
Effect of Piperine and Its Derivatives on Peroxidase Enzyme
Year 2025,
Volume: 53 Issue: 3, 21 - 28, 01.07.2025
Tuba Nur Suyurdu
,
Ekrem Köksal
,
Cemalettin Alp
Abstract
In this study, the effects of the piperine molecule isolated from the black pepper (Piper nigrum) plant and its three derivatives, piperic acid, piperic acid ethyl ester and piperic acid methyl ester, on the peroxidase enzyme were investigated. Piperine is the main component of black pepper, which is traditionally used for spice and medicinal purposes. The aim of the study is to determine how these four molecules affect peroxidase activity.
First, piperine was purified from black pepper and piperic acid, piperic acid ethyl ester and piperic acid methyl ester were synthesized by chemical methods. The activation of these compounds on the peroxidase enzyme was evaluated by spectrophotometric analysis in vitro. The results showed that each molecule significantly increased peroxidase activity. It was determined that derivatives of piperine showed a higher activation effect compared to piperine.
These findings suggest that piperine and its derivatives may be used in potential biotechnological and plant health applications and may strengthen plant defense mechanisms. The results of the study suggest that piperine and its derivatives may be evaluated as natural peroxidase activators, which can be used especially in areas such as plant stress management and disease resistance.
References
- Ü. Yaşar, Y. Demir, İ. Gönül, M.S. Özaslan, G.G. Çelik, C. Türkeş, Ş. Beydemir, Novel Schiff Base Sulfonate Derivatives as Carbonic Anhydrase and Acetylcholinesterase Inhibitors: Synthesis, Biological Activity, and Molecular Docking Insights, Chem. Biodivers., 10 (2025) 194–200.
- T. Alagöz, F.G. Çalişkan, H.G. Bilgiçli, M. Zengin, M. Sadeghi, P. Taslimi, İ. Gulçin, Synthesis, characterization, biochemical, and molecular modeling studies of carvacrol-based new thiosemicarbazide and 1,3,4-thiadiazole derivatives, Arch. Pharm. (Weinheim)., 356 (2023).
- T. Goswami, M. Meghwal, Chemical Composition, Nutritional, Medicinal And Functional Properties of Black Pepper: A Review, J. Nutr. Food Sci., 01 (2012) 1–6.
- K. V. Padalkar, V.G. Gaikar, Extraction of piperine from Piper Nigrum (black pepper) by aqueous solutions of surfactant and surfactant + hydrotrope mixtures, Sep. Sci. Technol., 43 (2008) 3097–3118.
- J.S. Souza, E.P.S. Martins, H.D.S. Souza, R.F. de Oliveira, F.S. Alves, E.O. Lima, L. V. Cordeiro, E.O. Trindade, B.F. Lira, G.B. Rocha, P.F. de Athayde-Filho, J.M. Barbosa-Filho, Synthesis, spectroscopic characterization, DFT calculations and preliminary antifungal activity of new piperine derivatives, J. Braz. Chem. Soc., 32 (2021) 490–502.
- T. Arif, J.D. Bhosale, N. Kumar, T.K. Mandal, R.S. Bendre, G.S. Lavekar, R. Dabur, Natural products - Antifungal agents derived from plants, J. Asian Nat. Prod. Res., 11 (2009) 621–638.
- H. Chandra, P. Bishnoi, A. Yadav, B. Patni, A.P. Mishra, A.R. Nautiyal, Antimicrobial resistance and the alternative resources with special emphasis on plant-based antimicrobials - A review, Plants, 6 (2017) 457–462.
- D.M. Aziz, J.R. Hama, S.M. Alam, Synthesising a novel derivatives of piperine from black pepper (Piper nigrum L.), J. Food Meas. Charact., 9 (2015) 324–331.
- L.D. Do Nascimento, A.A.B. de Moraes, K.S. da Costa, J.M.P. Galúcio, P.S. Taube, C.M.L. Costa, J.N. Cruz, E.H. de A. Andrade, L.J.G. de Faria, Bioactive natural compounds and antioxidant activity of essential oils from spice plants: New findings and potential applications, Biomolecules, 10 (2020) 1–37.
- F.S. Alves, J.N. Cruz, I.N. de Farias Ramos, D.L. do Nascimento Brandão, R.N. Queiroz, G.V. da Silva, G.V. da Silva, M.F. Dolabela, M.L. da Costa, A.S. Khayat, J. de Arimatéia Rodrigues do Rego, D. do Socorro Barros Brasil, Evaluation of Antimicrobial Activity and Cytotoxicity Effects of Extracts of Piper nigrum L. and Piperine, Separations, 10 (2023) 1–18.
- K. Wdowiak, R. Pietrzak, E. Tykarska, J. Cielecka-Piontek, Hot-Melt Extrusion as an Effective Technique for Obtaining an Amorphous System of Curcumin and Piperine with Improved Properties Essential for Their Better Biological Activities, Molecules, 28 (2023).
- L. Gorgani, M. Mohammadi, G.D. Najafpour, M. Nikzad, Piperine — The Bioactive Compound of Black Pepper : From Isolation to Medicinal Formulations, 16 (2017).
- A. Tiwari, K.R. Mahadik, S.Y. Gabhe, Piperine: A comprehensive review of methods of isolation, purification, and biological properties, Med. Drug Discov., 7 (2020) 100027.
- L. Hlavačková, A. Janegová, O. Uličná, P. Janega, A. Černá, P. Babál, Spice up the hypertension diet - Curcumin and piperine prevent remodeling of aorta in experimental L-NAME induced hypertension, Nutr. Metab., 8 (2011) 1–10.
- C.R. Pradeep, G. Kuttan, Effect of piperine on the inhibition of lung metastasis induced B16F-10 melanoma cells in mice, (2002) 703–708.
- L.M. Barata, E.H. Andrade, A.R. Ramos, O.F. De Lemos, W.N. Setzer, K.G. Byler, J.G.S. Maia, J.K.R. Da Silva, Secondary metabolic profile as a tool for distinction and characterization of cultivars of black pepper (Piper nigrum L.) cultivated in Pará State, Brazil, Int. J. Mol. Sci., 22 (2021) 1–18.
- R.K. Bhardwaj, H. Glaeser, L. Becquemont, U. Klotz, S.K. Gupta, M.F. Fromm, Piperine, a major constituent of black pepper, inhibits human P-glycoprotein and CYP3A4, J. Pharmacol. Exp. Ther., 302 (2002) 645–650.
- R.S. Vijayakumar, D. Surya, N. Nalini, Antioxidant efficacy of black pepper (Piper nigrum L.) and piperine in rats with high fat diet induced oxidative stress, Redox Rep., 9 (2004) 105–110.
- R. Capasso, A.A. Izzo, F. Borrelli, A. Russo, L. Sautebin, A. Pinto, F. Capasso, N. Mascolo, Effect of piperine, the active ingredient of black pepper, on intestinal secretion in mice, Life Sci., 71 (2002) 2311–2317.
- D. Chavarria, T. Silva, D. MagalhãesE Silva, F. Remiaõ, F. Borges, Lessons from black pepper: Piperine and derivatives thereof, Expert Opin. Ther. Pat., 26 (2016) 245–264.
- R. Venkatasamy, L. Faas, A.R. Young, A. Raman, R.C. Hider, Effects of piperine analogues on stimulation of melanocyte proliferation and melanocyte differentiation, Bioorganic Med. Chem., 12 (2004) 1905–1920.
- S. Li, Y. Lei, Y. Jia, N. Li, M. Wink, Y. Ma, Phytomedicine Piperine , a piperidine alkaloid from Piper nigrum re-sensitizes P-gp , MRP1 and BCRP dependent multidrug resistant cancer cells, 19 (2011) 83–87.
- P. Chonpathompikunlert, T. Yoshitomi, J. Han, H. Isoda, Y. Nagasaki, The use of nitroxide radical-containing nanoparticles coupled with piperine to protect neuroblastoma SH-SY5Y cells from Aβ-induced oxidative stress, Biomaterials 32 (2011) 8605–8612.
- E. Christoforides, A. Andreou, A. Papaioannou, K. Bethanis, Structural Studies of Piperine Inclusion Complexes in Native and Derivative β-Cyclodextrins, Biomolecules, 12 (2022).
- S.J. Sreeja, Synthetic Plant Activators for Crop Disease Management – A Review, Int. J. Thesis Proj. Diss., 2 (2014) 19–28.
- F.R. Cavalcanti, M.L.V. Resende, J.P.M.S. Lima, J.A.G. Silveira, J.T.A. Oliveira, Activities of antioxidant enzymes and photosynthetic responses in tomato pre-treated by plant activators and inoculated by Xanthomonas vesicatoria, Physiol. Mol. Plant Pathol., 68 (2006) 198–208.
- D. Fodil, B. Jaouadi, A. Badis, Z.J. Nadia, F.Z. Ferradji, S. Bejar, H. Boutoumi, A thermostable humic acid peroxidase from Streptomyces sp. strain AH4: Purification and biochemical characterization, Bioresour. Technol., 111 (2012) 383–390.
- T. Köktepe, S. Altın, H. Tohma, İ. Gülçin, E. Köksal, Purification, characterization and selected inhibition properties of peroxidase from haricot bean (Phaseolus vulgaris L.), Int. J. Food Prop., 20 (2017) 1944–1953.
- K. Wakamatsu, U. Takahama, Changes in peroxidase activity and in peroxidase isozymes in carrot callus, Physiol. Plant., 88 (1993) 167–171.
- I.Y. Sakharov, J.L. Castillo, J.C. Areza, I.Y. Galaev, Purification and stability of peroxidase of African oil palm Elaies guineensis, Bioseparation, 9 (2000) 125–132.
- I.G. Şat, The effect of heavy metals on peroxidase from Jerusalem artichoke (Helianthus tuberosus L.) tubers, African J. Biotechnol., 7 (2008) 2248–2253.
- S. Jaipea, N. Saehlim, W. Sutcharitruk, A. Athipornchai, K. Ingkaninan, R. Saeeng, Synthesis of piperine analogues as AChE and BChE inhibitors for the treatment of Alzheimer’s disease, Phytochem. Lett., 53 (2023) 216–221.
- L.H. Mu, B. Wang, H.Y. Ren, P. Liu, D.H. Guo, F.M. Wang, L. Bai, Y.S. Guo, Synthesis and inhibitory effect of piperine derivates on monoamine oxidase, Bioorganic Med. Chem. Lett., 22 (2012) 3343–3348.
- E. Koksal, I. Gulcin, Purification and Characterization of Peroxidase from Cauliflower (Brassica oleracea L. var. botrytis) Buds, Protein Pept. Lett., 15 (2008) 320–326.
- B. Gu, X. Zhang, X. Bai, B. Fu, D. Chen, Four steps to food security for swelling cities, Nature, 566 (2019) 31–33.
- F. Hilliou, T. Chertemps, M. Maiibeche, G. Le Goff, Resisrique Chertemps, Thomas Maïbèche, Martine Le Goff, Gaëlletance in the genus Spodoptera: Key insect detoxification genes, Insects, 12 (2021) 1–27.
- T. Li, M. Lv, H. Wen, Y. Wang, S. Thapa, S. Zhang, H. Xu, Synthesis of Piperine-Based Ester Derivatives with Diverse Aromatic Rings and Their Agricultural Bioactivities against, Insects, 14 (2023) 1–13.
- D. Worrall, G.H. Holroyd, J.P. Moore, M. Glowacz, P. Croft, J.E. Taylor, N.D. Paul, M.R. Roberts, Treating seeds with activators of plant defence generates long-lasting priming of resistance to pests and pathogens, New Phytol., 193 (2012) 770–778.
- C. Liu, L. Chen, R. Zhao, R. Li, S. Zhang, W. Yu, J. Sheng, L. Shen, Melatonin Induces Disease Resistance to Botrytis cinerea in Tomato Fruit by Activating Jasmonic Acid Signaling Pathway, J. Agric. Food Chem., 67 (2019) 6116–6124.
- Q. Du, W. Zhu, Z. Zhao, X. Qian, Y. Xu, Novel benzo-1,2,3-thiadiazole-7-carboxylate derivatives as plant activators and the development of their agricultural applications, J. Agric. Food Chem., 60 (2012) 346–353.
- R.A. Rather, M. Bhagat, Cancer chemoprevention and piperine: Molecular mechanisms and therapeutic opportunities, Front. Cell Dev. Biol., 6 (2018) 1–12.
- M. Elmastaş, I. Gülçin, Ş. Beydemir, Ö.I. Küfrevioǧlu, H.Y. Aboul-Enein, A study on the in vitro antioxidant activity of juniper (Juniperus communis L.) fruit extracts, Anal. Lett., 39 (2006) 47–65.
- M. Elmastaş, İ. Gülçin, L. Ozturk, İ. Gökçe, Investigation of Antioxidant Properties of Spearmint (Mentha spicata L.), Asian J. Chem., 17 (2005) 137–148.
- N. Sreenivasulu, S. Ramanjulu, K. Ramachandra-Kini, H.S. Prakash, H. Shekar-Shetty, H.S. Savithri, C. Sudhakar, Total peroxidase activity and peroxidase isoforms as modified by salt stress in two cultivars of fox-tail millet with differential salt tolerance, Plant Sci., 141 (1999) 1–9.
- V. Velikova, I. Yordanov, A. Edreva, Oxidative stress and some antioxidant systems in acid rain-treated bean plants Protective role of exogenous polyamines, Plant Sci., 151 (2000) 59–66.
- R.L. Farrell, K.E. Murtagh, M. Tien, M.D. Mozuch, T.K. Kirk, Physical and enzymatic properties of lignin peroxidase isoenzymes from Phanerochaete chrysosporium, Enzyme Microb. Technol., 11 (1989) 322–328.
- E. Torres, R. Tinoco, R. Vazquez-Duhalt, Biocatalytic oxidation of polycyclic aromatic hydrocarbons in media containing organic solvents, Water Sci. Technol., 36 (1997) 37–44.
- I. Gulcin, M.E. Buyukokuroglu, M. Oktay, O.I. Kufrevioglu, On the in vitro antioxidative properties of melatonin, J. Pineal Res., 33 (2002) 167–171.
- I. Gülçin, R. Elias, A. Gepdiremen, L. Boyer, Antioxidant activity of lignans from fringe tree (Chionanthus virginicus L.), Eur. Food Res. Technol., 223 (2006) 759–767.
- R. Buonaurio, L. Scarponi, M. Ferrara, P. Sidoti, A. Bertona, Induction of systemic acquired resistance in pepper plants by acibenzolar-s-methyl against bacterial spot disease, Eur. J. Plant Pathol., 108 (2002) 41–49.
- Y. Huang, C. Sun, X. Guan, S. Lian, B. Li, C. Wang, Butylated Hydroxytoluene Induced Resistance Against Botryosphaeria dothidea in Apple Fruit, Front. Microbiol., 11 (2021) 1–11.
- U. Gawlik-Dziki, Dietary spices as a natural effectors of lipoxygenase, xanthine oxidase, peroxidase and antioxidant agents, Lwt, 47 (2012) 138–146.