Isorhamnetin: A review of pharmacological effects

Biomedicine & Pharmacotherapy - Tập 128 - Trang 110301 - 2020
Gang Gong1,2, Ying‐Yun Guan3, Zhonglin Zhang4, Khalid Rahman5, Sujuan Wang6, Shuang Zhou7, Xin Luan1, Hong Zhang1,2
1Institute of Interdisciplinary Integrative Medicine Research, Shanghai University of Traditional Chinese Medicine, Shanghai, PR China
2School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, PR China
3Department of Pharmacy, Ruijin Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai, PR China
4Department of Pharmacology, School of Pharmacy, Chengdu Medical College, Chengdu, PR China
5School of Pharmacy and Biomolecular Sciences, Faculty of Science, Liverpool John Moores University, Liverpool, L3 3AF, England, UK
6Department of Drug Preparation, Hospital of TCM and Hui Nationality Medicine, Ningxia Medical University, Wuzhong, PR China
7Acupuncture and Moxibustion Techniques Department, School of Acupuncture-Moxibustion and Tuina, Shanghai University of Traditional Chinese Medicine, No. 1200, Cailun Road, Shanghai, 200032, PR China

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Cristina, 2011, Investigation of cytotoxic, apoptosis-inducing, genotoxic and protective effects of the flavonoid rutin in HTC hepatic cells, Exp. Toxicol. Pathol., 63, 459, 10.1016/j.etp.2010.03.005

Teng, 2016, Research progress of isorhamnetin in pharma codynamics, Clin. J. Tradit. Chin. Med., 28, 593

Zhao, 2008, Cardiovascular protective effect of isorhamnetin, Med. Recapitulate, 15, 2321

Li, 2011, Research progress on antitumor effect and mechanism of isorhamnetin, Shanxi Med. J., 40, 1215

Ishola, 2019, Isorhamnetin enhanced cortico-hippocampal learning and memory capability in mice with scopolamine-induced amnesia: role of antioxidant defense, cholinergic and BDNF signaling, Brain Res., 1712, 188, 10.1016/j.brainres.2019.02.017

Adachi, 2019, Anti-hyperuricemic effect of isorhamnetin in cultured hepatocytes and model mice: structure-activity relationships of methylquercetins as inhibitors of uric acid production, Cytotechnology, 71, 181, 10.1007/s10616-018-0275-8

Zheng, 2019, Isorhamnetin protects against bleomycin-induced pulmonary fibrosis by inhibiting endoplasmic reticulum stress and epithelial-mesenchymal transition, Int. J. Mol. Med., 43, 117

Dong, 2015, Protective effect of isorhamnetin on oxidative stress induced by H2O2 in H9C2 cells, Chin. Pharmacol. Bull., 31, 853

Liang, 2017, Effects of isorhamnetin on human liver microsomes CYPs and rat primary hepatocytes, Drug Eval. Res., 40, 627

Zhang, 2015, Ginkgo biloba leaf extract induces DNA damage by inhibiting topoisomerase II activity in human hepatic cells, Sci. Rep.-UK, 5

Wu, 2019, Pro‐apoptotic effect of haem oxygenase‐1 in human colorectal carcinoma cells via endoplasmic reticular stress, J. Cell. Mol. Med., 23, 5692, 10.1111/jcmm.14482

Alam, 2003, Transcriptional regulation of the heme oxygenase-1 gene via the stress response element pathway, Curr. Pharm. Des., 9, 2499, 10.2174/1381612033453730

Nakaso, 2003, PI3K is a key molecule in the Nrf2-mediated regulation of antioxidative proteins by hemin in human neuroblastoma cells, FEBS Lett., 546, 181, 10.1016/S0014-5793(03)00517-9

Li, 2019, Role of PI3K and Akt in cardiovascular diseases, Basic Clin. Med., 39, 1200

Yun, 2015, Isorhamnetin attenuates atherosclerosis by inhibiting macrophage apoptosis via PI3K/AKT activation and HO-1 induction, PLoS One, 3

Gao, 2017, Isorhamnetin protects against cardiac hypertrophy through blocking PI3K-AKT pathway, Mol. Cell. Biochem., 429, 167, 10.1007/s11010-017-2944-x

Huang, 2016, Protective effects of isorhamnetin on cardiomyocytes against Anoxia/Reoxygenation-induced injury is mediated by SIRT1, J. Cardiovasc. Pharmacol. Ther., 67

Zhao, 2018, Isorhamnetin protects against hypoxia/reoxygenation-induced injure by attenuating apoptosis and oxidative stress in H9c2 cardiomyocytes, Gene, 666, 92, 10.1016/j.gene.2018.05.009

Chen, 2005, Effects of quercetin and isorhamnetin on collagen synthesis in human vascular smooth muscle cells, Chin. J. Atherbladder, 03, 320

Zhang, 2011, Protective effect of isorhamnetin on endothelial cells injured by H2O2, Chin. J. Exp. Formulaol., 17, 169

Jiayi, 2019, Isorhamnetin protects endothelial cells model CRL1730 from oxidative injury by hydrogen peroxide, Pak. J. Pharm. Sci., 32, 131

Bao, 2010, Effects of isorhamnetin on endothelial cell apoptosis induced by oxidized low density lipoprotein, Chin. J. Atherbladder, 18, 445

Li, 2016, The protective role of isorhamnetin on human brain microvascular endothelial cells from cytotoxicity induced by methylglyoxal and oxygen–glucose deprivation, J. Neurochem., 136, 10.1111/jnc.13436

Zhang, 2011, Isorhamnetin protects rat ventricular myocytes from ischemia and reperfusion injury, Exp. Toxicol. Pathol., 63, 33, 10.1016/j.etp.2009.09.005

Li, 2006, Influence of isorhamnetin on cultured neonatal rat cardic fibroblast proliferation and collagen synthesis induced by angiotensinⅱ, Chin. J. Cardiovasc. Res., 03, 200

Bai, 2018, Interventional effects of isorhamnetin on myocardial fibrosis in diabetic cardiomyopathy rats, J. Xinjiang Med. Univ., 41, 865

Zhao, 2016, Treatment with isorhamnetin protects the brain against ischemic injury in mice, Neurochem. Res., 41, 1939, 10.1007/s11064-016-1904-2

Xu, 2012, Isorhamnetin, a flavonol aglycone from ginkgo biloba l., induces neuronal differentiation of cultured PC12 cells: potentiating the effect of nerve growth factor, Evid. - Based Complement. Altern. Med., 2012, 10.1155/2012/278273

Iida, 2015, Protective effects of Nitraria retusa extract and its constituent isorhamnetin against amyloid β-induced cytotoxicity and amyloid β aggregation, Biosci. Biotechnol. Biochem., 79, 10.1080/09168451.2015.1027655

Olennikov, 2017, Isorhamnetin and quercetin derivatives as Anti-Acetylcholinesterase principles of marigold (Calendula officinalis) flowers and preparations, Int. J. Mol. Sci., 18, 10.3390/ijms18081685

Francisco, 2002, Endothelium-independent vasodilator effects of the flavonoid quercetin and its methylated metabolites in rat conductance and resistance arteries, J. Pharmacol. Exp. Ther., 302

Li, 1999, Effects of isorhamnetin on intracellular free calcium concentration in rabbit aortic vascular smooth muscle cells, J. Luzhou Med. Coll., 03, 188

Zhu, 2005, Effects of total flavonoids of Hippophae RhamnoidesL.oN intracellular free calciumin cultured vascular smooth muscle cells of spontaneously hypertensive rats and Wistar-Kyoto rats, Chin. J. Integr. Tradit. Western Med., 04, 287

Manuel, 2002, Cardiovascular effects of isorhamnetin and quercetin in isolated rat and porcine vascular smooth muscle and isolated rat atria, Planta Med., 68

Zhao, 2010, Vasodilatation effect of isorhamnetin on the isolated thoracic aorta in rat, J. Luzhou Med. Coll., 33, 494

Hubbard, 2006, Ingestion of onion soup high in quercetin inhibits platelet aggregation and essential components of the collagen-stimulated platelet activation pathway in man: a pilot study, Br. J. Nutr., 482, 10.1079/BJN20061831

Tan, 2013, Effects of the main monomer ingredients of Ginkgo biloba extract on phosphodiesterase 3 activity of platelet, Chin. J. Clin. (Electron. Ed.), 7, 11569

Sil, 2005, Inhibitory effects of isorhamnetin-3-O-Beta-D-glucoside from Salicornia herbacea on rat lens aldose reductase and sorbitol accumulation in streptozotocin-induced diabetic rat tissues, Biol. Pharm. Bull., 28

Krolopp, 2016, IL-15 activates the Jak3/STAT3 signaling pathway to mediate glucose uptake in skeletal muscle cells, Front. Physiol., 7, 626, 10.3389/fphys.2016.00626

Jiang, 2019, Quercetin and its metabolite isorhamnetin promote glucose uptake through different signalling pathways in myotubes, Sci. Rep., 9, 2690, 10.1038/s41598-019-38711-7

Yang, 2003, Effect of Isorhmnetin on Bcl-2 gene expression of HeLa cell, Western Med., 03, 196

Wei, 2018, Anti-proliferative effect of isorhamnetin on HeLa cells through inducingG2/M cell cycle arrest, Exp. Ther. Med., 15

Li, 2012, Isorhamnetin suppresses the growth of gefitinib resistant human lung cancer PC9 cells, Herald Med., 31, 831

Zhu, 2005, Effects and mechanisms of isorhamnetin on lung carcinoma, Aerosp. Med. Med. Eng., 381

Ruan, 2015, Autophagy inhibition enhances isorhamnetin‑induced mitochondria‑dependent apoptosis in non‑small cell lung cancer cells, Mol. Med. Rep., 12, 10.3892/mmr.2015.4148

Antunes-Ricardo, 2014, Induction of apoptosis in colon cancer cells treated with isorhamnetin glycosides from Opuntia ficus-indica pads, Plant Foods Hum. Nutr., 69, 331, 10.1007/s11130-014-0438-5

Sara, 2010, The flavonol isorhamnetin exhibits cytotoxic effects on human colon cancer cells, J. Agric. Food Chem., 58, 10869, 10.1021/jf102669p

Hu, 2019, ROS-mediated activation and mitochondrial translocation of CaMKII contributes to Drp1-dependent mitochondrial fission and apoptosis in triple-negative breast cancer cells by isorhamnetin and chloroquine, J. Exp. Clin. Cancer Res., 38, 225, 10.1186/s13046-019-1201-4

Hu, 2015, Isorhamnetin inhibits cell proliferation and induces apoptosis in breast cancer via Akt and mitogen‑activated protein kinase signaling pathways, Mol. Med. Rep., 12, 10.3892/mmr.2015.4269

Hu, 2013, Mechanism of isorhamnetin on breast cancer cells, J. China Pharm. Univ., 44, 563

Wang, 2018, Isorhamnetin suppresses PANC-1 pancreatic cancer cell proliferation through S phase arrest, Biomed. Pharmacother., 108, 925, 10.1016/j.biopha.2018.09.105

Luo, 2011, Effect of isorhamnetin on the growth and proliferation of nasopharyngeal carcinoma cells, J. Guangdong Med. Coll., 29, 119

Jiang, 2012, Effects of isorhamnetin on the proliferous cycle and apoptosis of human hepatoma HepG-2 cells: an experimental study, J. Milit. Surg. Southwest China, 14, 432

Li, 2008, The inhibitory effect of isorhamnetin on growth of human gastric Car cinoma cells, Chin. Prim. Health Care, 06, 58

Ahn, 2000, Threonine 68 phosphorylation by ataxia telangiectasia mutated is required for efficient activation of Chk2 in response to ionizing radiation, Cancer Res., 60, 5934

Li, 2015, Anti-proliferation effects of isorhamnetin on lung cancer cells in vitro and in vivo, Asian Pac. J. Cancer Prev.: APJCP, 16, 10.7314/APJCP.2015.16.7.3035

Liu, 2015, Isorhamnetin induces autophagy in HCT116 cells, Chin. Tradit. Pat. Med., 37, 2596

Yang, 2004, Inhibitory effect of Isorhmnetin on telomerase activity of HeLa cells, J. Sichuan Univ. (Med. Ed.), 198

Chi, 2016, Isorhamnetin protects mice from lipopolysaccharide-induced acute lung injury via the inhibition of inflammatory responses, Inflamm. Res., 33, 10.1007/s00011-015-0887-9

Bo, 2016, Protective effect of isorhamnetin on Lipopolysaccharide-Induced acute lung injury in mice, Inflammation, 39

Li, 2016, Isorhamnetin ameliorates LPS-induced inflammatory response through downregulation of NF-kappa B signaling, Inflammation, 39, 1291, 10.1007/s10753-016-0361-z

Jnawali, 2016, Antituberculosis activity of a naturally occurring flavonoid, isorhamnetin, J. Nat. Prod., 79, 961, 10.1021/acs.jnatprod.5b01033

Qiu, 2017, Immunoprotective effect of isorhamnetin on acute renal injury induced by ischemia-reperfusion in rats, Curr. Immunol., 37, 461

Qiu, 2016, Involvement of the NF-kappa B signaling pathway in the renoprotective effects of isorhamnetin in a type 2 diabetic rat model, Biomed. Rep., 4, 628, 10.3892/br.2016.636

Qi, 2018, Anti-inflammatory effects of isorhamnetin on LPS-stimulated human gingival fibroblasts by activating Nrf2 signaling pathway, Microb. Pathogenesis, 120, 37, 10.1016/j.micpath.2018.04.049

Dou, 2014, Plant flavonol isorhamnetin attenuates chemically induced inflammatory bowel disease via a PXR-dependent pathway, J. Nutr. Biochem., 25, 923, 10.1016/j.jnutbio.2014.04.006

Kim, 2019, Isorhamnetin alleviates lipopolysaccharide-induced inflammatory responses in BV2 microglia by inactivating NF-kappaB, blocking the TLR4 pathway and reducing ROS generation, Int. J. Mol. Med., 43, 682

Li, 2017, Isorhamnetin inhibits IL1betainduced expression of inflammatory mediators in human chondrocytes, Mol. Med. Rep., 16, 4253, 10.3892/mmr.2017.7041

Zhou, 2019, Isorhamnetin attenuates osteoarthritis by inhibiting osteoclastogenesis and protecting chondrocytes through modulating reactive oxygen species homeostasis, J. Cell. Mol. Med., 23, 4395, 10.1111/jcmm.14333

Qiu, 2017, Protective effects of isorhamnetin on N2a cell against endoplasmic reticulum stress-induced injury is mediated by PKCε, Biomed. Pharmacother., 93, 10.1016/j.biopha.2017.06.062

Masayoshi, 2007, Effects of flavonoid on calcium content in femoral tissue culture and parathyroid hormone-stimulated osteoclastogenesis in bone marrow culture in vitro, Mol. Cell. Biochem., 303

Chao, 2016, Anti-osteoporotic effect and mechanism of isorhamnetin against ovariectomy- induced osteoporosis in rats, Chin. Hosp. J. Pharm., 36, 1456

Li, 2018, Effect and molecular mechanism of isorhamnetin extracted from Ginkgo biloba on the differentiation of RAW264.7 cells into osteoclasts, Prev. Treat. Oral Dis., 26, 158

Xiao, 2012, Study on antioxidant activity of Isorhamnosine and quercetin, Lishizhen Med. Mater. Med. Res., 23, 1118

Wang, 2018, Isorhamnetin prevents H2O2induced oxidative stress in human retinal pigment epithelial cells, Mol. Med. Rep., 17, 648

Hyun, 2016, The cytoprotective effect of isorhamnetin against oxidative stress is mediated by the upregulation of the Nrf2-dependent HO-1 expression in C2C12 myoblasts through scavenging reactive oxygen species and ERK inactivation, Gen. Physiol. Biophys., 35

Seo, 2016, Isorhamnetin inhibits reactive oxygen Species-Dependent hypoxia inducible factor (HIF)-1alpha accumulation, Biol. Pharm. Bull., 39, 1830, 10.1248/bpb.b16-00414

Bakır, 2014, Antioxidant/prooxidant effects of α-tocopherol, quercetin and isorhamnetin on linoleic acid peroxidation induced by Cu(II) and H2O2, Int. J. Food Sci. Nutr., 65, 226, 10.3109/09637486.2013.845654

Kong, 2009, Protective effect of isorhamnetin 3- O -β- d -glucopyranoside from Salicornia herbacea against oxidation-induced cell damage, Food Chem. Toxicol., 47, 10.1016/j.fct.2009.05.002

Li, 2004, Inhibitory effects of querectin and isorhamnetin on oxidative modification of HDL induced, China Med. Eng., 22

Liu, 2007, [Inhibitory effect of isorhamnetin and hesperidin on the oxidation of high-density lipoproteins (HDL) induced by Cu2+], Sichuan Daxue Xuebao (Yixue Ban), 38

Liu, 2007, Inhibitory effect of Isorhamnetin and Hesperidin on LDL oxidation induced by Cu2+, Zhongyaocai, 30

Li, 2003, The effects of quercetin and isorhamnetin on oxidative modification of VLDL induced by Cu2+, Hua Xi Yi Ke Da Xue Xue Bao, 32

Dong, 2014, AMPK activation by isorhamnetin protects hepatocytes against oxidative stress and mitochondrial dysfunction, Eur. J. Pharmacol., 740, 634, 10.1016/j.ejphar.2014.06.017

Yang, 2016, Isorhamnetin attenuates liver fibrosis by inhibiting TGF-beta/Smad signaling and relieving oxidative stress, Eur. J. Pharmacol., 783, 92, 10.1016/j.ejphar.2016.04.042

Messmer, 2015, A selective novel peroxisome Proliferator-Activated receptor (PPAR)-alpha antagonist induces apoptosis and inhibits proliferation of CLL cells in vitro and in vivo, Mol. Med., 21, 410, 10.2119/molmed.2015.00139

Lu, 2018, Isorhamnetin: a hepatoprotective flavonoid inhibits apoptosis and autophagy via P38/PPAR-alpha pathway in mice, Biomed. Pharmacother., 103, 800, 10.1016/j.biopha.2018.04.016

Jiang, 2018, Effect of sedi herba total flavanones and isorhamnetin on APAP-induced injured l02 cells, Chin. J. Exp. Tradit. Med. Formulae, 24, 121

Jiang, 2015, Experimental study on the anti-hypoxia effect of isorhamnetin under different hypoxia conditions, J. Northwest. Univ. Nationalities (Natural Science Edition)., 36, 38

Wang, 2012, Effect of the Miaoyao Fanggan sachet-derived isorhamnetin on TLR2/4 and NKp46 expression in mice, J. Ethnopharmacol., 144, 10.1016/j.jep.2012.08.040

Shi, 2018, Isorhamnetin, the active constituent of a Chinese herb Hippophae rhamnoides L, is a potent suppressor of dendritic-cell maturation and trafficking, Int. Immunopharmacol., 55, 216, 10.1016/j.intimp.2017.12.014

Ahmed, 2015, Antiviral effect of methylated flavonol isorhamnetin against influenza, PLoS One, 10

Jiang, 2016, Isorhamnetin attenuates staphylococcus Aureus-Induced lung cell injury by inhibiting Alpha-Hemolysin expression, J. Microbiol. Biotechnol., 26, 596, 10.4014/jmb.1507.07091

Bhattacharya, 2018, Antibacterial activity of polyphenolic fraction of Kombucha against Vibrio cholerae: Targeting cell membrane, Lett. Appl. Microbiol., 66, 145, 10.1111/lam.12829

Habtamu, 2018, Antibacterial and antioxidant compounds from the flower extracts of Vernonia amygdalina, Adv. Pharmacol. Sci., 2018, 4083736

Kang, 2004, Expression and function of peroxisome proliferator-activated receptors in human melanocytes, Br. J. Dermatol., 150, 462, 10.1111/j.1365-2133.2004.05844.x

Wang, 2017, Network pharmacological mechanisms of Vernonia anthelmintica (L.) in the treatment of vitiligo: isorhamnetin induction of melanogenesis via up-regulation of melanin-biosynthetic genes, BMC Syst. Biol., 11, 103, 10.1186/s12918-017-0486-1

César, 2015, The effect of isorhamnetin glycosides extracted from Opuntia ficus-indica in a mouse model of diet induced obesity, Food Funct., 6

Zhang, 2016, Dietary component isorhamnetin is a PPARgamma antagonist and ameliorates metabolic disorders induced by diet or leptin deficiency, Sci. Rep., 6, 19288, 10.1038/srep19288

Mak-Soon, 2018, Effects of isorhamnetin on adipocyte mitochondrial biogenesis and AMPK activation, Molecules, 23

Han, 2015, Isorhamnetin protects human keratinocytes against ultraviolet B-Induced cell damage, Biomol. Ther. (Seoul), 23, 357, 10.4062/biomolther.2015.005