METHOXYLATED FLAVONES: Overview, Uses, Side Effects, Precautions, Interactions, Dosing and Reviews

Overview

Flavonoids are pigments found in plants. They are responsible for many of the yellow, red, and orange colors in plants. Flavonoids are divided into groups based on slight differences in chemical structure. Flavones are one of the groups. Methoxylated flavones are a subdivision of that group. Methoxylated flavones are found in especially large amounts in citrus fruits.

Over 4000 different flavonoids have been identified from various plant sources. Common food sources include red wine, stems, flowers, fruits, vegetables, nuts, seeds, herbs, spices, coffee, and teas.

Methoxylated flavones are used for poor circulation in the legs (venous insufficiency), varicose veins (enlarged veins that appear on the skin), heart disease, high cholesterol, cataracts, cancer, and other conditions, but there is no good scientific research to support any of these uses.

How does it work ?

Methoxylated flavones are natural antioxidants and might reduce inflammation (swelling). They might also affect the way the liver processes cholesterol and other blood fats. Scientists think methoxylated flavones might also reduce the spread of cancer cells. But more information is needed.

Interactions ?

Moderate Interaction

Be cautious with this combination

Medications changed by the liver (Cytochrome P450 1A2 (CYP1A2) substrates) interacts with METHOXYLATED FLAVONES
Some medications are changed and broken down by the liver. Methoxylated flavones might increase how quickly the liver breaks down some medications. Taking methoxylated flavones along with some medications that are changed by the liver might decrease the effects of some medications. Before taking methoxylated flavones, talk to your healthcare provider if you take any medications that are changed by the liver.

Some of these medications that are changed by the liver include clozapine (Clozaril), cyclobenzaprine (Flexeril), fluvoxamine (Luvox), haloperidol (Haldol), imipramine (Tofranil), mexiletine (Mexitil), olanzapine (Zyprexa), pentazocine (Talwin), propranolol (Inderal), tacrine (Cognex), theophylline, zileuton (Zyflo), zolmitriptan (Zomig), and others.
Medications moved by pumps in cells (P-Glycoprotein substrates) interacts with METHOXYLATED FLAVONES
Some medications are moved by pumps in cells. Some methoxylated flavones might change how these pumps work and increase how much of some medications get absorbed by the body.

Some medications that are moved by these pumps include etoposide, paclitaxel, vinblastine, vincristine, vindesine, ketoconazole, itraconazole, amprenavir, indinavir, nelfinavir, saquinavir, cimetidine, ranitidine, diltiazem, verapamil, corticosteroids, erythromycin, cisapride (Propulsid), fexofenadine (Allegra), cyclosporine, loperamide (Imodium), quinidine, and others.
Medications that slow blood clotting (Anticoagulant / Antiplatelet drugs) interacts with METHOXYLATED FLAVONES
Some methoxylated flavones might slow blood clotting. Taking methoxylated flavones along with medications that also slow clotting might increase the chances of bruising and bleeding.

Some medications that slow blood clotting include aspirin, clopidogrel (Plavix), diclofenac (Voltaren, Cataflam, others), ibuprofen (Advil, Motrin, others), naproxen (Anaprox, Naprosyn, others), dalteparin (Fragmin), enoxaparin (Lovenox), heparin, warfarin (Coumadin), and others.
Medications changed by the liver (Cytochrome P450 3A4 (CYP3A4) substrates) interacts with METHOXYLATED FLAVONES
Some medications are changed and broken down by the liver. Methoxylated flavones might decrease how quickly the liver breaks down some medications. Taking methoxylated flavones along with some medications that are changed by the liver might increase the effects and side effects of some medications. Before taking methoxylated flavones, talk to your healthcare provider if you take any medications that are changed by the liver.

Some medications changed by the liver include lovastatin (Mevacor), ketoconazole (Nizoral), itraconazole (Sporanox), fexofenadine (Allegra), triazolam (Halcion), and many others.
Medications moved by pumps in cells (Organic anion-transporting polypeptide substrates) interacts with METHOXYLATED FLAVONES
Some medications are moved in and out of cells by pumps. Methoxylated flavones might change how these pumps work and change how much medication stays in the body. In some cases, this might change the effects and side effects of a medication.

View References

REFERENCES:

Ayatollahi AM, Ghanadian M, Att-Ur-Rahman R, Mesaik MA, Khalid AS, Adeli F. Methoxylated flavones from Salvia Mirzayanii Rech. f. and Esfand with immunosuppressive properties. Iran J Pharm Res 2015;14(3):955-60. View abstract.

Bajraktari-Sylejmani G, Weiss J. Potential risk of food-drug interactions: Citrus polymethoxyflavones and flavanones as inhibitors of the organic anion transporting polypeptides (OATP) 1B1, 1B3, and 2B1. Eur J Drug Metab Pharmacokinet. 2020;45(6):809-815. View abstract.

Duan L, Dou LL, Yu KY, et al. Polymethoxyflavones in peel of Citrus reticulata 'Chachi' and their biological activities. Food Chem. 2017 Nov 1;234:254-261. View abstract.

Feng SL, Yuan ZW, Yao XJ, et al. Tangeretin, a citrus pentamethoxyflavone, antagonizes ABCB1-mediated multidrug resistance by inhibiting its transport function. Pharmacol Res 2016;110:193-204. View abstract.

Hamada Y, Nakajima M, Tsuzuki K, et al. Heptamethoxyflavone Reduces Phosphodiesterase Activity and T-Cell Growth in vitro. Int Arch Allergy Immunol. 2017;174(3-4):113-120. View abstract.

Kurowska EM, Manthey JA. Hypolipidemic Effects and Absorption of Citrus Polymethoxylated Flavones in Hamsters with Diet-Induced Hypercholesterolemia. J Agric Food Chem 2004;52:2879-86. View abstract.

Li Y, Ning J, Wang Y, et al. Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects. Toxicol Lett. 2018 Sep 15;294:27-36. View abstract.

Manthey JA, Cesar TB, Jackson E, Mertens-Talcott S. Pharmacokinetic study of nobiletin and tangeretin in rat serum by high-performance liquid chromatography-electrospray ionization-mass spectrometry. J Agric Food Chem 2011;59(1):145-51. View abstract.

Manthey JA, Guthrie N. Antiproliferative effects of citrus flavonoids against six human cancer cell lines. J Agric Food Chem 2002;50:5837-43. View abstract.

Middleton E, Kandaswami C, Theoharides TC. The effects of plant flavonoids on mammalian cells: implications for inflammation, heart disease, and cancer. Pharmacol Rev 2000;52:673-751. View abstract.

Robbins RC. Action in human blood of methoxylated flavones which confer disease resistance on both plants and animals: Concept of a dietary conditioned mechanism of defense against disease. Internat J Vit Nutr Res 1975;45:51-60. View abstract.

Robbins RC. Effect of methoxylated flavones on erythrocyte aggregation and sedimentation in blood of normal subjects: Evidence of a dietary role for flavonoids. Internat J Vit Nutr Res 1973;43:494-503.

Robbins RC. In vitro effects of penta-, hexa-, and hepta-methoxylated flavones on aggregation of cells in blood from hospitalized patients. J Clin Pharmacol 1973;13:271-5.

Robbins RC. Specificities between blood cell adhesion in human diseases and antiadhesion action in vitro of methoxylated flavones. J Clin Pharmacol 1973;13:401-7.

Robbins RC. Stabilization of flow properties of blood with phenylbenzo-y-pyrone derivatives (Flavonoids). Internat J Vit Nutr Res 1977;47:373-82. View abstract.

Seo SH, Lee YC, Moon HI. Acetyl-cholinesterase Inhibitory Activity of Methoxyflavones Isolated from Kaempferia parviflora. Nat Prod Commun. 2017 Jan;12(1):21-22.View abstract.

Surichan S, Arroo RR, Tsatsakis AM, Androutsopoulos VP. Tangeretin inhibits the proliferation of human breast cancer cells via CYP1A1/CYP1B1 enzyme induction and CYP1A1/CYP1B1-mediated metabolism to the product 4' hydroxy tangeretin. Toxicol In Vitro. 2018 Aug;50:274-284. View abstract.

Takanaga H, Ohnishi A, Yamada S, et al. Polymethoxylated flavones in orange juice are inhibitors of P-glycoprotein but not cytochrome P450 3A4. J Pharmacol Exp Ther 2000;293:230-6. View abstract.

Wang H, Dong L, Qu F, et al. Effects of glycyrrhizin on the pharmacokinetics of nobiletin in rats and its potential mechanism. Pharm Biol. 2020 Dec;58(1):352-356. View abstract.

Wudtiwai B, Sripanidkulchai B, Kongtawelert P, Banjerdpongchai R. Methoxyflavone derivatives modulate the effect of TRAIL-induced apoptosis in human leukemic cell lines. J Hematol Oncol 2011;4:52. View abstract.

Yoshizaki N, Hashizume R, Masaki H. A polymethoxyflavone mixture extracted from orange peels, mainly containing nobiletin, 3,3',4',5,6,7,8-heptamethoxyflavone and tangeretin, suppresses melanogenesis through the acidification of cell organelles, including melanosomes. J Dermatol Sci. 2017 Oct;88(1):78-84. View abstract.

Understanding Heartburn: The Basics

Chronic Conditions Common in Minorities

5 Health Benefits of Hemp

Vitamins and Supplements to Avoid with Hepatitis C

CONDITIONS OF USE AND IMPORTANT INFORMATION: This information is meant to supplement, not replace advice from your doctor or healthcare provider and is not meant to cover all possible uses, precautions, interactions or adverse effects. This information may not fit your specific health circumstances. Never delay or disregard seeking professional medical advice from your doctor or other qualified health care provider because of something you have read on WebMD. You should always speak with your doctor or health care professional before you start, stop, or change any prescribed part of your health care plan or treatment and to determine what course of therapy is right for you.

This copyrighted material is provided by Natural Medicines Comprehensive Database Consumer Version. Information from this source is evidence-based and objective, and without commercial influence. For professional medical information on natural medicines, see Natural Medicines Comprehensive Database Professional Version.
© Therapeutic Research Faculty 2020.

VITAMINS & SUPPLEMENTS CENTER

DRUGS AND MEDICATIONS CENTER

FIRST AID RESOURCES

RELATED TO VITAMINS & SUPPLEMENTS

METHOXYLATED FLAVONES - Uses, Side Effects, and More

Overview

How does it work ?

Uses & Effectiveness ?

Insufficient Evidence for

Side Effects

Special Precautions and Warnings

Interactions ?

Moderate Interaction

Medications changed by the liver (Cytochrome P450 1A2 (CYP1A2) substrates) interacts with METHOXYLATED FLAVONES

Medications moved by pumps in cells (P-Glycoprotein substrates) interacts with METHOXYLATED FLAVONES

Medications that slow blood clotting (Anticoagulant / Antiplatelet drugs) interacts with METHOXYLATED FLAVONES

Medications changed by the liver (Cytochrome P450 3A4 (CYP3A4) substrates) interacts with METHOXYLATED FLAVONES

Medications moved by pumps in cells (Organic anion-transporting polypeptide substrates) interacts with METHOXYLATED FLAVONES

Dosing

You Might Also Like

WebMD Special Sections

Health Solutions

More from WebMD