Anticancer potential of delphinidin and its derivatives: therapeutic and mechanistic insights

Patel K, Singh GK, Patel DK. A review on pharmacological and analytical aspects of naringenin. Chin J Integr Med. 2018;24:551–60. https://doi.org/10.1007/s11655-014-1960-x.

Article  CAS  PubMed  Google Scholar 

do Carmo Brito BN, da Silva Pena R, Santos Lopes A, Campos Chisté R. Anthocyanins of Jambolão (Syzygium cumini): extraction and pH-dependent color changes. J Food Sci. 2017;82:2286–90. https://doi.org/10.1111/1750-3841.13847.

Article  CAS  PubMed  Google Scholar 

Zhang J, Celli GB, Brooks MS. “Natural sources of anthocyanins”. Lancet Respiratory Med. 2019;10:1–33. https://doi.org/10.1016/S2213-2600(21)00559-2.

Article  Google Scholar 

Husain A, Chanana H, Khan SA, Dhanalekshmi UM, Ali M, Alghamdi AA, et al. Chemistry and pharmacological actions of delphinidin, a dietary purple pigment in anthocyanidin and anthocyanin forms. Front Nutr. 2022;9:746881 https://doi.org/10.3389/fnut.2022.746881.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Del Rio D, Rodriguez-Mateos A, Spencer JP, Tognolini M, Borges G, Crozier A. Dietary (poly) phenolics in human health: structures, bioavailability, and evidence of protective effects against chronic diseases. Antioxid Redox Signal. 2013;18:1818–92.

Article  PubMed  PubMed Central  Google Scholar 

Han B, Peng X, Cheng D, Zhu Y, Du J, Li J, et al. Delphinidin suppresses breast carcinogenesis through the HOTAIR/microRNA-34a axis. Cancer Sci. 2019;110:3089–97. https://doi.org/10.1111/cas.14133.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Chamcheu JC, Adhami VM, Esnault S, Sechi M, Siddiqui IA, Satyshur KA, et al. Dual inhibition of PI3K/Akt and mTOR by the dietary antioxidant, delphinidin, ameliorates psoriatic features in vitro and in an imiquimod-induced psoriasis-like disease in mice. Antioxid redox Signal. 2017;26:49–69.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Sogo T, Kumamoto T, Ishida H, Hisanaga A, Sakao K, Terahara N, et al. Comparison of the inhibitory effects of delphinidin and its glycosides on cell transformation. Planta Med. 2015;81:26–31.

CAS  PubMed  Google Scholar 

Kumoro AC, Retnowati DS, Budiyati CS. Solubility of delphinidin in water and various organic solvents between (298.15 and 343.15) K. J Chem Eng Data. 2010;55:2603–6.

Article  CAS  Google Scholar 

Dudek A, Spiegel M, Strugała-Danak P, Gabrielska J. (2022) Analytical and theoretical studies of antioxidant properties of chosen anthocyanins; a structure-dependent relationships. Int J Mol Sci. 2022;23:5432. https://doi.org/10.3390/ijms23105432.

Chen K, Kortesniemi MK, Linderborg KM, Yang B. Anthocyanins as promising molecules affecting energy homeostasis, inflammation, and gut microbiota in type 2 diabetes with special reference to impact of acylation. J Agric Food Chem. 2023;71:1002–17. https://doi.org/10.1021/acs.jafc.2c05879.

Article  CAS  PubMed  Google Scholar 

Merecz-Sadowska A, Sitarek P, Kowalczyk T, Zajdel K, Jęcek M, Nowak P, et al. Food anthocyanins: malvidin and its glycosides as promising antioxidant and anti-inflammatory agents with potential health benefits. Nutrients. 2023;15:3016. https://doi.org/10.3390/nu15133016.

Sharma A, Choi HK, Kim YK, Lee HJ. Delphinidin and its glycosides’ war on cancer: preclinical perspectives. Int J Mol Sci. 2021;22:11500. https://doi.org/10.3390/ijms222111500.

Wu A, Zhu Y, Han B, Peng J, Deng X, Chen W, et al. Delphinidin induces cell cycle arrest and apoptosis in HER-2 positive breast cancer cell lines by regulating the NF-kappaB and MAPK signaling pathways. Oncol Lett. 2021;22:832 https://doi.org/10.3892/ol.2021.13093.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Kuo HD, Wu R, Li S, Yang AY, Kong AN. Anthocyanin delphinidin prevents neoplastic transformation of mouse skin JB6 P+ cells: epigenetic re-activation of Nrf2-ARE pathway. AAPS J. 2019;21:83 https://doi.org/10.1208/s12248-019-0355-5.

Article  CAS  PubMed  Google Scholar 

Bu C, Zhang Q, Zeng J, Cao X, Hao Z, Qiao D, et al. Identification of a novel anthocyanin synthesis pathway in the fungus Aspergillus sydowii H-1. BMC Genomics. 2020;21:29 https://doi.org/10.1186/s12864-019-6442-2.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Liu C, Yao X, Li G, Huang L, Xie Z. Transcriptomic profiling of purple broccoli reveals light-induced anthocyanin biosynthetic signaling and structural genes. PeerJ. 2020;8:e8870 https://doi.org/10.7717/peerj.8870.

Article  PubMed  PubMed Central  Google Scholar 

James AM, Ma D, Mellway R, Gesell A, Yoshida K, Walker V, et al. Poplar MYB115 and MYB134 transcription factors regulate proanthocyanidin synthesis and structure. Plant Physiol. 2017;174:154–71. https://doi.org/10.1104/pp.16.01962.

Article  CAS  PubMed  PubMed Central  Google Scholar 

He F, Mu L, Yan GL, Liang NN, Pan QH, Wang J, et al. Biosynthesis of anthocyanins and their regulation in colored grapes. Molecules. 2010;15:9057–91. https://doi.org/10.3390/molecules15129057.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Yang J, Shi W, Li B, Bai Y, Hou Z. Preharvest and postharvest UV radiation affected flavonoid metabolism and antioxidant capacity differently in developing blueberries (Vaccinium corymbosum L.). Food Chem. 2019;301:125248 https://doi.org/10.1016/j.foodchem.2019.125248.

Article  CAS  PubMed  Google Scholar 

Zhang Q, Hu J, Liu M, Shi Y, De Vos R, Ruan J. Stimulated biosynthesis of delphinidin-related anthocyanins in tea shoots reducing the quality of green tea in summer. J Sci Food Agric. 2020;100:1505–14. https://doi.org/10.1002/jsfa.10158.

Article  CAS  PubMed  Google Scholar 

Ozbay T, Nahta R. Delphinidin inhibits HER2 and Erk1/2 signaling and suppresses growth of HER2-overexpressing and triple negative breast cancer cell lines. Breast Cancer (Auckl). 2011;5:143–54. https://doi.org/10.4137/BCBCR.S7156.

Article  CAS  PubMed  Google Scholar 

Clere N, Faure S, Martinez MC, Andriantsitohaina R. Anticancer properties of flavonoids: roles in various stages of carcinogenesis. Cardiovasc Hematol Agents Med Chem. 2011;9:62–77. https://doi.org/10.2174/187152511796196498.

Article  CAS  PubMed  Google Scholar 

Paixao J, Dinis TC, Almeida LM. Dietary anthocyanins protect endothelial cells against peroxynitrite-induced mitochondrial apoptosis pathway and Bax nuclear translocation: an in vitro approach. Apoptosis. 2011;16:976–89. https://doi.org/10.1007/s10495-011-0632-y.

Article  CAS  PubMed  Google Scholar 

Fritz J, Roth M, Holbach P, Esselen M, Marko D. Impact of delphinidin on the maintenance of DNA integrity in human colon carcinoma cells. J Agric Food Chem. 2008;56:8891–6. https://doi.org/10.1021/jf801522x.

Article  CAS  PubMed  Google Scholar 

Kang NJ, Lee KW, Kwon JY, Hwang MK, Rogozin EA, Heo YS, et al. Delphinidin attenuates neoplastic transformation in JB6 Cl41 mouse epidermal cells by blocking Raf/mitogen-activated protein kinase kinase/extracellular signal-regulated kinase signaling. Cancer Prev Res (Philos). 2008;1:522–31. https://doi.org/10.1158/1940-6207.CAPR-08-0071.

Article  CAS  Google Scholar 

Yun JM, Afaq F, Khan N, Mukhtar H. Delphinidin, an anthocyanidin in pigmented fruits and vegetables, induces apoptosis and cell cycle arrest in human colon cancer HCT116 cells. Mol Carcinog. 2009;48:260–70. https://doi.org/10.1002/mc.20477.

Article  CAS  PubMed  PubMed Central  Google Scholar 

Lim W, Jeong W, Song G. Delphinidin suppresses proliferation and migration of human ovarian clear cell carcinoma cells through blocking AKT and ERK1/2 MAPK signaling pathways. Mol Cell Endocrinol. 2016;422:172–81. https://doi.org/10.1016/j.mce.2015.12.013.

Article  CAS  PubMed  Google Scholar 

Lim W, Song G. Inhibitory effects of delphinidin on the proliferation of ovarian cancer cells via PI3K/AKT and ERK 1/2 MAPK signal transduction. Oncol Lett. 2017;14:810–8. https://doi.org/10.3892/ol.2017.6232.

Article  CAS  PubMed  PubMed Central 

Comments (0)

No login
gif