General Information of the Drug (ID: ferrodrug0078)
Name
Luteolin
Synonyms
luteolin; 491-70-3; Digitoflavone; Luteolol; 3',4',5,7-Tetrahydroxyflavone; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one; Flacitran; Luteoline; Salifazide; Weld Lake; Yama kariyasu; Cyanidenon 1470; 5,7,3',4'-Tetrahydroxyflavone; C.I. Natural Yellow 2; Bismite; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one; Cyanidenon-1470; 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-; Daphneflavonol; Flavopurpol; CCRIS 3790; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone; BRN 0292084; UNII-KUX1ZNC9J2; KUX1ZNC9J2; EINECS 207-741-0; CHEBI:15864; C.I. 75590; FLAVONE, 3',4',5,7-TETRAHYDROXY-; MFCD00017309; CHEMBL151; DTXSID4074988; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-chromenone; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one; 1318-21-4; SMR000326896; 7-Tetrahydroxyflavone; SR-01000779333; Argemexitin; Lutl; 4dew; 4dgn; 4hkn; Luteolin,(S); 3',4',5,7-Tetrahydroxy-Flavone; LU2; Prestwick_122; LUTEOLIN [INCI]; LUTEOLIN [MI]; Prestwick0_000870; Prestwick1_000870; Prestwick2_000870; Prestwick3_000870; LUTEOLIN [WHO-DD]; BIDD:PXR0059; Lopac0_000660; Oprea1_849964; SCHEMBL20426; BSPBio_000919; Luteolin, analytical standard; MLS000697655; MLS000860038; MLS002154043; MLS006011917; BIDD:ER0122; SPBio_002840; BDBM7459; BPBio1_001011; GTPL5215; MEGxp0_000143; DTXCID6040668; ACon1_000223; cid_5280445; HMS1570N21; HMS2097N21; HMS2220C06; HMS3356L02; HMS3561N09; HMS3649N21; HMS3656A05; HMS3714N21; Luteolin, >=99.0% (TLC); BCP03511; HY-N0162; TNP00073; Luteolin, >=98% (TLC), powder; BBL027837; LMPK12110006; s2320; STK801923; AKOS002140588; AC-1125; BCP9000865; CCG-208309; CS-4611; DB15584; KS-5202; Luteolin 100 microg/mL in Acetonitrile; SMP2_000042; NCGC00016467-01; NCGC00016467-02; NCGC00016467-03; NCGC00016467-04; NCGC00016467-05; NCGC00016467-06; NCGC00016467-07; NCGC00016467-08; NCGC00016467-21; NCGC00142375-01; NCGC00142375-02; NCGC00142375-03; NCGC00179375-01; NCGC00179375-02; CAS-491-70-3; SY030155; BCP0726000198; FT-0600053; SW196433-3; T2682; C01514; L 9283; S00110; EN300-1659559; A827664; Luteolin, primary pharmaceutical reference standard; Q415011; Q-100551; SR-01000779333-4; SR-01000779333-5; SR-01000779333-7; BRD-K05236810-001-05-9; 23A002A4-B47B-46CD-848C-65042EACF3FF; NCGC00142375-01,NCGC00142375-02; Z1741977179; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyrone-4-one; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one #; 4H-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-

    Click to Show/Hide
Structure
Formula
C15H10O6
IUPAC Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
Canonical SMILES
C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)O
InChI
InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H
InChIKey
IQPNAANSBPBGFQ-UHFFFAOYSA-N
PubChem CID
5280445
Full List of Ferroptosis Target Related to This Drug
Prostaglandin G/H synthase 2 (PTGS2)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Marker
Responsed Disease Ischemia/reperfusion injury ICD-11: DB98
Pathway Response Fatty acid metabolism hsa01212
Cell Process Cell ferroptosis
In Vitro Model CHO-S/H9C2 cells Normal Cricetulus griseus CVCL_A0TS
In Vivo Model
In this study, 30 male Sprague Dawley rats (325-375 g) anesthetized using pentobarbital (1.5 g/kg, i.p.) were used for heart infarct studies,Western blot analysis, and qPCR. The isolated hearts were perfused in a Langendorff system. A water-filled latex balloon was inserted into the left ventricle cavity via mitral valve and linked to a physiological pressure transducer (AD Instruments, MLT884) for continuous monitoring of left ventricular systolic pressure (LVSP) and end diastolic pressure (LVEDP). Left ventricular developed pressure (LVDP) was calculated as the difference between LVSP and LVEDP (LVDP = LVSP-LVEDP). Measurements were recorded using PowerLab system and Chart 8 software (ADInstrument, Bella Vista, New South Wales, Australia). The hearts were stable for 30 min, and then subjected to 45 min of global ischemia by halting perfusion, followed by 1 h of reperfusion with Krebs-Henseleit (KH) bicarbonate buffer gassed with 95% O2, 5% CO2 at 37 (pH 7.4). The infarcted myocardium was measured using triphenyltetrazolium chloride(TTC, 25 mg/mL) staining. The KH buffer containing 118 mM NaCl, 4.8 mM KCl, 1.2 mM KH2PO4, 1.2 mM MgSO4, 25 mM NaHCO 31.3 mM CaCl2, and 11 mM glucose was filtered through a 0.22 uM pore before use.

    Click to Show/Hide
Response regulation Baicalein and luteolin protected cardiomyocytes against ferroptosis caused by ferroptosis inducers and I/R. Moreover, both baicalein and luteolin decreased ROS and malondialdehyde (MDA) generation and the protein levels of ferroptosis markers, and restored Glutathione peroxidase 4 (GPX4) protein levels in cardiomyocytes reduced by ferroptosis inducers. Baicalein and luteolin reduced the ischemia/reperfusion-induced myocardium infarction and decreased the levels of Acsl4 and Ptgs2 mRNA.
Phospholipid hydroperoxide glutathione peroxidase (GPX4)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Suppressor
Responsed Disease Ischemia/reperfusion injury ICD-11: DB98
Pathway Response Fatty acid metabolism hsa01212
Cell Process Cell ferroptosis
In Vitro Model CHO-S/H9C2 cells Normal Cricetulus griseus CVCL_A0TS
In Vivo Model
In this study, 30 male Sprague Dawley rats (325-375 g) anesthetized using pentobarbital (1.5 g/kg, i.p.) were used for heart infarct studies,Western blot analysis, and qPCR. The isolated hearts were perfused in a Langendorff system. A water-filled latex balloon was inserted into the left ventricle cavity via mitral valve and linked to a physiological pressure transducer (AD Instruments, MLT884) for continuous monitoring of left ventricular systolic pressure (LVSP) and end diastolic pressure (LVEDP). Left ventricular developed pressure (LVDP) was calculated as the difference between LVSP and LVEDP (LVDP = LVSP-LVEDP). Measurements were recorded using PowerLab system and Chart 8 software (ADInstrument, Bella Vista, New South Wales, Australia). The hearts were stable for 30 min, and then subjected to 45 min of global ischemia by halting perfusion, followed by 1 h of reperfusion with Krebs-Henseleit (KH) bicarbonate buffer gassed with 95% O2, 5% CO2 at 37 (pH 7.4). The infarcted myocardium was measured using triphenyltetrazolium chloride(TTC, 25 mg/mL) staining. The KH buffer containing 118 mM NaCl, 4.8 mM KCl, 1.2 mM KH2PO4, 1.2 mM MgSO4, 25 mM NaHCO 31.3 mM CaCl2, and 11 mM glucose was filtered through a 0.22 uM pore before use.

    Click to Show/Hide
Response regulation Baicalein and luteolin protected cardiomyocytes against ferroptosis caused by ferroptosis inducers and I/R. Moreover, both baicalein and luteolin decreased ROS and malondialdehyde (MDA) generation and the protein levels of ferroptosis markers, and restored Glutathione peroxidase 4 (GPX4) protein levels in cardiomyocytes reduced by ferroptosis inducers. Baicalein and luteolin reduced the ischemia/reperfusion-induced myocardium infarction and decreased the levels of Acsl4 and Ptgs2 mRNA.
Long-chain-fatty-acid--CoA ligase 4 (ACSL4)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Driver
Responsed Disease Ischemia/reperfusion injury ICD-11: DB98
Pathway Response Fatty acid metabolism hsa01212
Cell Process Cell ferroptosis
In Vitro Model CHO-S/H9C2 cells Normal Cricetulus griseus CVCL_A0TS
In Vivo Model
In this study, 30 male Sprague Dawley rats (325-375 g) anesthetized using pentobarbital (1.5 g/kg, i.p.) were used for heart infarct studies,Western blot analysis, and qPCR. The isolated hearts were perfused in a Langendorff system. A water-filled latex balloon was inserted into the left ventricle cavity via mitral valve and linked to a physiological pressure transducer (AD Instruments, MLT884) for continuous monitoring of left ventricular systolic pressure (LVSP) and end diastolic pressure (LVEDP). Left ventricular developed pressure (LVDP) was calculated as the difference between LVSP and LVEDP (LVDP = LVSP-LVEDP). Measurements were recorded using PowerLab system and Chart 8 software (ADInstrument, Bella Vista, New South Wales, Australia). The hearts were stable for 30 min, and then subjected to 45 min of global ischemia by halting perfusion, followed by 1 h of reperfusion with Krebs-Henseleit (KH) bicarbonate buffer gassed with 95% O2, 5% CO2 at 37 (pH 7.4). The infarcted myocardium was measured using triphenyltetrazolium chloride(TTC, 25 mg/mL) staining. The KH buffer containing 118 mM NaCl, 4.8 mM KCl, 1.2 mM KH2PO4, 1.2 mM MgSO4, 25 mM NaHCO 31.3 mM CaCl2, and 11 mM glucose was filtered through a 0.22 uM pore before use.

    Click to Show/Hide
Response regulation Baicalein and luteolin protected cardiomyocytes against ferroptosis caused by ferroptosis inducers and I/R. Moreover, both baicalein and luteolin decreased ROS and malondialdehyde (MDA) generation and the protein levels of ferroptosis markers, and restored Glutathione peroxidase 4 (GPX4) protein levels in cardiomyocytes reduced by ferroptosis inducers. baicalein and luteolin reduced the ischemia/reperfusion-induced myocardium infarction and decreased the levels of Acsl4 and Ptgs2 mRNA.
References
Ref 1 Baicalein and luteolin inhibit ischemia/reperfusion-induced ferroptosis in rat cardiomyocytes. Int J Cardiol. 2023 Mar 15;375:74-86. doi: 10.1016/j.ijcard.2022.12.018. Epub 2022 Dec 10.