FOLLOWUS
A review on pharmacological and analytical aspects of diosmetin: A concise report
- Chinese Journal of Integrative Medicine Vol. 19, Issue 10, Pages: 792-800(2013)
- Affiliations：
1. GLA Institute of Pharmaceutical Research, Mathura,India
2. SKIPS, Warangal-Andhra Pradesh,India
3. Sonekar College of Pharmacy, Koradi, Nagpur,India
4. Department of Pharmaceutics, Institute of Technology, Banaras Hindu University, Varanasi,India
- Author bio：
- Funds：
DOI：10.1007/s11655-013-1595-3
CLC：Published：2013，
Published Online：4 October 2013，
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Patel, K., Gadewar, M., Tahilyani, V. et al. A review on pharmacological and analytical aspects of diosmetin: A concise report., Chin. J. Integr. Med. 19, 792–800 (2013). https://doi.org/10.1007/s11655-013-1595-3
Kanika Patel, Manoj Gadewar, Vijay Tahilyani, et al. A review on pharmacological and analytical aspects of diosmetin: A concise report. [J]. Chinese Journal of Integrative Medicine 19(10):792-800(2013)
Patel, K., Gadewar, M., Tahilyani, V. et al. A review on pharmacological and analytical aspects of diosmetin: A concise report., Chin. J. Integr. Med. 19, 792–800 (2013). https://doi.org/10.1007/s11655-013-1595-3 DOI：
Kanika Patel, Manoj Gadewar, Vijay Tahilyani, et al. A review on pharmacological and analytical aspects of diosmetin: A concise report. [J]. Chinese Journal of Integrative Medicine 19(10):792-800(2013) DOI： 10.1007/s11655-013-1595-3.
摘要
Plants have been used as a source for food material and natural remedies for the treatment of vast range of diseases. Nature provides us remedies for the treatment of various types of disorders ranging from simple ailments to complicated diseases. Plants are known to possess different pharmacological activities due to the presence of various phytoconstituents. Flavonoids are one of the main active phytoconstituents found in fruits
vegetables
wines
tea and cocoa. Flavonoids exhibit various pharmacological activities such as antioxidant
anti-inflammatory
anti-allergic
antibacterial
oestrogenic
cytotoxic antitumoural
hepatoprotective
antithrombotic and antiviral activity. Diosmetin (3′
5
7-trihydroxy-4′-methoxyflavone)
the aglycone part of the flavonoid glycosides diosmin occurs naturally in citrus fruit. Although it is found in herbal medicines and plays an important role in the treatment of various ailments
only limited scientific researches have been conducted. The aim of this review is to collect all available scientific literature published on diosmetin and combine it into this paper. This review contains an overview of pharmacological activities
isolation techniques and analytical techniques for diosmetin. Thus
valuable information provided in the present review will help researchers in developing alternative methods for the treatment of diseases from diosmetin.
Abstract
Plants have been used as a source for food material and natural remedies for the treatment of vast range of diseases. Nature provides us remedies for the treatment of various types of disorders ranging from simple ailments to complicated diseases. Plants are known to possess different pharmacological activities due to the presence of various phytoconstituents. Flavonoids are one of the main active phytoconstituents found in fruits
vegetables
wines
tea and cocoa. Flavonoids exhibit various pharmacological activities such as antioxidant
anti-inflammatory
anti-allergic
antibacterial
oestrogenic
cytotoxic antitumoural
hepatoprotective
antithrombotic and antiviral activity. Diosmetin (3′
5
7-trihydroxy-4′-methoxyflavone)
the aglycone part of the flavonoid glycosides diosmin occurs naturally in citrus fruit. Although it is found in herbal medicines and plays an important role in the treatment of various ailments
only limited scientific researches have been conducted. The aim of this review is to collect all available scientific literature published on diosmetin and combine it into this paper. This review contains an overview of pharmacological activities
isolation techniques and analytical techniques for diosmetin. Thus
valuable information provided in the present review will help researchers in developing alternative methods for the treatment of diseases from diosmetin.
关键词
analytical techniquesdiosmetinFlavonoidpharmacological activityphytoconstituents
Keywords
analytical techniquesdiosmetinFlavonoidpharmacological activityphytoconstituents
references
Patel DK, Laloo D, Kumar R, Hemalatha S. Pedalium murex Linn.: an overview of its phytopharmacological aspects. Asian Pac J Trop Med 2011;4:748–755.
Patel K, Gadewar M, Tripathi R, Prasad SK, Patel DK. A review on medicinal importance, pharmacological activity and bioanalytical aspects of β-carboline alkaloid ‘Harmine’. Asian Pac J Trop Biomed 2012;2:660–664.
Patel DK, Kumar R, Laloo D, Hemalatha S. Diabetes mellitus: an overview on its pharmacological aspects and reported medicinal plants having andiabetic activity. Asian Pac J Trop Biomed 2012;2:411–420.
Patel DK, Prasad SK, Kumar R, Hemalatha S. An overview on antidiabetic medicinal plants having insulin mimetics property. Asian Pac J Trop Biomed 2012;2:320–330.
Patel DK, Kumar R, Prasad SK, Hemalatha S. Pharmacologically screened aphrodisiac plant—a review of current scientific literature. Asian Pac J Trop Biomed 2011;1:S131–S138.
Patel DK, Prasad SK, Kumar R, Hemalatha S. Cataract: a major secondary complication of diabetes, its epidemiology and an overview on major medicinal plants screened for anticatract activity. Asian Pac J Trop Dis 2011;1:323–329.
Ávila M, Hidalgo M, Sánchez-Moreno C, Pelaez C, Requena T, de Pascual-Teresa S. Bioconversion of anthocyanin glycosides by bifidobacteria and lactobacillus. Food Res Int 2009;42:1453–1461.
Galluzzo P, Ascenzi P, Bulzomi P, Marino M. The nutritional flavanone naringenin triggers antiestrogenic effects by regulating estrogen receptor α-palmitoylation. Endocrinology 2008;149:2567–2575.
Hughes LA, Arts IC, Ambergen T, Brants HA, Dagnelie PC, Goldbohm RA, et al. Netherlands cohort study. Higher dietary flavone, flavonol, and catechin intakes are associated with less of an increase in BMI over time in women: a longitudinal analysis from the Netherlands Cohort Study. Am J Clin Nutr 2008;88:1341–1352.
Verbeek R, Plomp AC, Van Tol EA, Van Noort JM. The flavones luteolin and apigenin inhibit in vitro antigen-specific proliferation and interferon-gamma production by murine and human autoimmune T cells. Biochem Pharmacol 2004;68:621–629.
Schmitt E, Stopper H. Estrogenic activity of naturally occurring anthocyanidins. Nutr Cancer 2001;41:145–149.
Brown JP. A review of the genetic effects of naturally occurring flavonoids, anthraquinones and related compounds. Mutation Res 1980; 75:243–277.
Kiihnau J. The flavonoids A class of semi-essential food components: their role in human nutrition. Worm Rev Nutrition Dietetics 1976;24:117–191.
Lin XQ, He JB, Zha ZG. Simultaneous determination of quercetin and rutin at a multi-wall carbon-nanotube paste electrode by reversing differential pulse voltammetry. Sens Actuators B Chem 2006;119:608–614.
Felgines C, Texier O, Morand C, Manach C, Scalbert A, Régerat F, et al. Bioavailability of the flavanone naringenin and its glycosides in rats. Am J Physiol Gastrointest Liver Physiol 2000;279:G1148–G1154.
Erd Gdu Y, Unsalan O, GÜllÜǒGlu MT. Vibrational analysis of flavone. Turk J Phys 2009;33:249–259.
Yang JX, Guo J, Yuan JF. In vitro antioxidant properties of rutin. LWT 2008;41:1060–1066.
Tapas AR, Sakarkar DM, Kakde RB. Flavonoids as nutraceuticals: a review. Trop J Pharm Res 2008;7:1089–1099.
Horvath CR, Martos PA, Saxena PK. Identification and quantification of eight flavones in root and shoot tissues of the medicinal plant huang-qin (Scutellaria baicalensis Georgi) using high-performance liquid chromatography with diode array and mass spectrometric detection. J Chromatogr A 2005;1062:199–207.
Lee S, Lee CH, Moon SS, Kim E, Kim CT, Kim BH. Naringenin derivatives as anti-atherogenic agents. Bioorg Med Chem Lett 2003;13:3901–3903.
Ciolino HP, Wang TTY, Yeh GC. Diosmin and diosmetin are agonists of the aryl hydrocarbon receptor that differentially affect cytochrome P450 1A1 activity. Cancer Res 1998;58:2754–2760.
Kálai T, Kulcsár G, Ösz E, Jekö J, Sümegi B, Hideg K. Synthesis of paramagnetic and diamagnetic flavones and flavanones. ARKIVOC 2004;7:266–276.
Spanakis M, Kasmas S, Niopas I. Simul taneous determination of the flavonoid aglycones diosmetin and hesperetin in human plasma and urine by a validated GC/MS method: In vivo metabolic reduction of diosmetin to hesperetin. Biomed Chromatogr 2009;23:124–131.
Androutsopoulos V, Wilsher N, Arroo RR, Potter GA. Bioactivation of the phytoestrogen diosmetin by CYP1 cytochromes P450. Cancer Lett 2009;274:54–60.
Kanaze FI, Bounartzi MI, Niopas I. A validated HPLC determination of the flavone aglycone diosmetin in human plasma. Biomed Chromatogr 2004;18:800–804.
Zhao R, Chen Z, Jia G, Li J, Cai Y, Shao X. Protective effects of diosmetin extracted from Galium verum L. on the thymus of U14-bearing mice. Can J Physiol Pharmacol 2011;89:665–673.
Mohamed NH. Anticancer activity of Marrubium alysson L. and its phenolic constituents. Recent Prog Med Plants 2010;185–193.
Brozic P, Kocbek P, Sova M, Kristl J, Martens S, Adamski J, et al. Flavonoids and cinnamic acid derivatives as inhibitors of 17 beta -hydroxysteroid dehydrogenase type 1. Mol Cell Endocrinol 2009;301:229–234.
Comalada M, Ballester I, Bailón E, Sierra S, Xaus J, Gálvez J, et al. Inhibition of pro-inflammatory markers in primary bone marrow-derived mouse macrophages by naturally occurring flavonoids: analysis of the structure-activity relationship. Biochem Pharmacol 2006;72:1010–1021.
Browning AM, Walle UK, Walle T. Flavonoid glycosides inhibit oral cancer cell proliferation—role of cellular uptake and hydrolysis to the aglycones. J Pharm Pharmacol 2005;57:1037–1041.
Bai NS, Zhou Z, Zhu NQ, Zhang L, Quan Z, He K, et al. Antioxidative flavonoids from the flower of Inula Britannica. J Food Lipids 2005;12:141–149.
Lin AS, Lin CR, Du YC, Lübken T, Chiang MY, Chen IH, et al. Acasiane A and B and farnesirane A and B, diterpene derivatives from the roots of Acacia farnesiana. Planta Med 2009;75:256–261.
Xie YY, Yuan D, Yang JY, Wang LH, Wu CF. Cytotoxic activity of flavonoids from the flowers of Chrysanthemum morifolium on human colon cancer Colon 205 cells. J Asian Nat Prod Res 2009;11:771–778.
Domínguez M, Avila JG, Nieto A, Céspedes CL. Anti-inflammatory activity of Penstemon gentianoides and Penstemon campanulatus. Pharm Biol 2011;49:118–124.
Cespedes CL, Alarcon J, Avila JG, Antonio N. Anti-inflammatory activity of Aristotelia chilensis Mol. (Stuntz) (Elaeocarpaceae). Boletin Latinoamericano y del Caribe de Plantas Medicinales Y Aromaticas 2010;9:127–135.
Mueller M, Hobiger S, Jungbauer A. Anti-inflammatory activity of extracts from fruits, herbs and spices. Food Chem 2010;122:987–996.
Chandler D, Woldu A, Rahmadi A, Shanmugam K, Steiner N, Wright E, et al. Effects of plant-derived polyphenols on TNF-alpha and nitric oxide production induced by advanced glycation endproducts. (Special Issue: New perspectives on dietary polyphenols.) Mol Nutr Food Res 2010;54:S141–S150.
Shanmugam K, Holmquist L, Steele M, Stuchbury G, Berbaum K, Schulz O, et al. Plant-derived polyphenols attenuate lipopolysaccharide-induced nitric oxide and tumour necrosis factor production in murine microglia and macrophages. Mol Nutr Food Res 2008;52:427–438.
Codignola A, Sher E, Cova D, Perego R. Angelis L De, Clementi F. Flavonoids extracted from Citrus limon as vasoactive drugs: pharmacodynamic and pharmacokinetic studies of diosmin. Planta Med 1992;58:A628.
Shimoda H, Kawahara Y, Yoshikawa M. Bioactive constituents of medicinal herb: phytoestrogens from parsley (Petroselinum crispum). Aroma Res 2000;1:67–74.
Yoshikawa M, Uemura T, Shimoda H, Kishi A, Kawahara Y, Matsuda H. Medicinal foodstuffs. XVIII. Phytoestrogens from the aerial part of Petroselinum crispum Mill. (parsley) and structures of 6″-acetylapiin and a new monoterpene glycoside, petroside. Chem Pharm Bull 2000;48:1039–1044.
Lee SangJun, Chung HaYull Maier, CGA, Wood AR, Dixon RA, et al. Estrogenic flavonoids from Artemisia vulgaris L. J Agric Food Chem 1998;46:3325–3329.
Meng JC, Zhu QX, Tan RX. New antimicrobial mono- and sesquiterpenes from Soroseris hookeriana subsp. erysimoides. Planta Med 2000;66:541–544.
Wang P, Li S, Ownby S, Zhang Z, Yuan W, Zhang W, et al. Ecdysteroids and a sucrose phenylpropanoid ester from Froelichia floridana. Phytochemistry 2009;70:430–436.
Brunskole M, Zorko K, Kerbler V, Martens S, Stojan J, Gobec S et al. Trihydroxynaphthalene reductase of Curvularia lunata—a target for flavonoid action? (Special Issue: Enzymology and molecular biology of carbonyl metabolism). Chem Biol Interact 2009;178:259–267.
Lee MK, Ha NR, Yang H, Sung SH, Kim YC. Stimulatory constituents of Eclipta prostrate on mouse osteoblast differentiation. Phytother Res 2009;23:129–131.
Mueller M, Lukas B, Novak J, Simoncini T, Genazzani AR, Jungbauer A. Oregano: a source for peroxisome proliferator-activated receptor gamma antagonists. J Agric Food Chem 2008;56:11621–11630.
López-Posadas R, Ballester I, Abadía-Molina AC, Suárez MD, Zarzuelo A, Martínez-Augustin O, et al. Effect of flavonoids on rat splenocytes, a structure-activity relationship study. Biochem Pharmacol 2008;76:495–506.
Ko WC, Shih CM, Lai YH, Chen JH, Huang HL. Inhibitory effects of flavonoids on phosphodiesterase isozymes from guinea pig and their structure-activity relationships. Biochem Pharmacol 2004;68:2087–2094.
Sugihara N, Kaneko A, Furuno K. Oxidation of flavonoids which promote DNA degradation induced by bleomycin-Fe complex. Biol Pharm Bull 2003;26:1108–1114.
Kavutcu M, Melzig MF. In vitro effects of selected flavonoids on the 5′-nucleotidase activity. Pharmazie 1999;54:457–459.
Cheong H, Ryu SY, Oak MH, Cheon SH, Yoo GS, Kim KM. Studies of structure activity relationship of flavonoids for the anti-allergic actions. Arch Pharm Res 1998;21:478–480.
Lin YT, Hsiu SL, Hou YC, Chen HY, Chao PD. Degradation of flavonoid aglycones by rabbit, rat and human fecal flora. Biol Pharm Bull 2003;26:747–751.
Nakazawa T, Ohsawa K. Metabolites of orally administered Perilla frutescens extract in rats and humans. Biol Pharm Bull 2000;23:122–127.
Bae EA, Han MJ, Kim DH. In vitro anti-helicobacter pylori activity of some flavonoids and their metabolites. Planta Med 1999;65:442–443.
Campanero MA, Escolar M, Perez G, Garcia-Quetglas E, Sadaba B, Azanza JR. Simultaneous determination of diosmin and diosmetin in human plasma by ion trap liquid chromatography-atmospheric pressure chemical ionization tandem mass spectrometry: application to a clinical pharmacokinetic study. J Pharm Biomed Anal 2010;51:875–881.
Piccinelli AL, García Mesa M, Armenteros DM, Alfonso MA, Arevalo AC, Campone L, et al. HPLC-PDA-MS and NMR characterization of C-glycosyl flavones in a hydroalcoholic extract of Citrus aurantifolia leaves with antiplatelet activity. J Agric Food Chem 2008;56:1574–1581.
Du QZ, Wang K. Preparative separation of phenolic constituents in the fruits of Luffa cylindrica (L.) Roem using slow rotary countercurrent chromatography. J Liq Chromatogr Related Technol 2007;30:1915–1922.
Gattuso G, Caristi C, Gargiulli C, Bellocco E, Toscano G, Leuzzi U. Flavonoid glycosides in bergamot juice (Citrus bergamia Risso). J Agric Food Chem 2006;54:3929–3935.
Ferreres F, Ribeiro V, Izquierdo AG, Rodrigues MA, Seabra RM, Andrade PB, et al. Rumex induratus leaves: interesting dietary source of potential bioactive compounds. J Agric Food Chem 2006;54:5782–5789.
Sahu NP, Achari B, Banerjee S. 7,3′-dihydroxy-4′-methoxyflavone from seeds of Acacia farnesiana. Phytochemistry 1998;49:1425–1426.
SangJun L, HaYull C, Maier CGA, Wood AR, Dixon RA, Mabry TJ. Estrogenic flavonoids from Artemisia vulgaris L. J Agric Food Chem 1998;46:3325–3329.
Beninger CW, Hall JC. Allelopathic activity of luteolin 7-Obeta-glucuronide isolated from Chrysanthemum morifolium L. Biochem Syst Ecol 2005;33:103–111.
Yin F, Cheng L, Lou FC. Studies on the constituents of Citrus medica L. var. sarcodactylis (Noot.) Swingle. Chin J Nat Med (Chin) 2004;2:149–151.
Kitanaka S, Takido M. Studies on the constituents of the leaves of Cassia torosa Cav. III. The structures of two new flavone glycosides. Chem Pharm Bull 1992;40:249–251.
Konishi T, Wada S, Kiyosawa S. Constituents of the leaves of Daphne pseudo-mezereum. Yakugaku Zasshi 1993;113:670–675.
El-Sayed NH, Mahmoud NH, Soher EA, Mohamed KH, Mabry TJ. Flavonoids and other constituents from Diplotaxis acris (Cruciferae). Revista Latinoamericana de Quimica 1999;27:1–4.
Zhao C, Shao J, Cao D, Zhang Y, Li X. Chemical constituents of Galium verum. Chin J Chin Mater Med (Chin) 2009;34:2761–2764.
Webb ME, Harborne JB. Leaf flavonoid aglycone patterns and sectional classification in the genus Vicia (Leguminosae). Biochem Syst Ecol 1991;19:81–86.
Xu ZH, Wu HX, Wei XY, Feng SX, Hu TM. Flavonoids from Lespedeza davurica. (Chin.) Acta Botanica Boreali-Occidentalia Sin 2010;30:1485–1489.
Qian ZM, Li HJ, Qi FF, He QH, Li P. Flavonoids from the aerial parts of Lonicera syringantha Maxim. Chem Ind Forest Products 2006;26:6–8.
Du Q, Cui H. A new flavone glycoside from the fruits of Luffa cylindrical. Fitoterapia 2007; 78:609–610.
Du Q, Xu Y, Li L, Zhao Y, Jerz G, Winterhalter P. Antioxidant constituents in the fruits of Luffa cylindrical (L.) Roem. J Agric Food Chem 2006;54:4186–4190.
Petrus AJA. Foliar phenolic antioxidant constitution of Mallotus stenanthus. Asian J Chem 2011;23:857–962.
Kulevanova S, Stafilov T, Anastasova F, Ristic M, Brkic D. Isolation and identification of flavonoid aglycones from some taxa of Sect. Marginati of genus Thymus. Pharmazie 1997;52:886–888.
Krishnappan AL, Seetharaman TR. Flavonoids of Merremia tridentate. Fitoterapia 1992;63:190.
Koukoulitsa C, Karioti A, Bergonzi MC, Pescitelli G, Di Bari L, Skaltsa H. Polar constituents from the aerial parts of Origanum vulgare L. Ssp. hirtum growing wild in Greece. J Agric Food Chem 2006;54:5388–5392.
Kulevanova S, Stefova M, Stefkov G, Stafilov T. Identification, isolation, and determination of flavones in Origanum vulgare from Macedonian flora. J Liq Chromatogr R T 2001;24:589–600.
Pinzon LC, Uy MM, Chu KI. Isolation and characterization of antimicrobial, anti-inflammatory and chemopreventive flavones from Premna odorata Blanco. J Med Plant Res 2011;5:2729–2735.
Meirinhos J, Silva BM, Valentão P, Seabra RM, Pereira JA, Dias A, et al. Analysis and quantification of flavonoidic compounds from Portuguese olive (Olea europaea L.) leaf cultivars. Nat Prod Res 2005;19:189–195.
Veitch NC, Elliott PC, Kite GC, Lewis GP. Flavonoid glycosides of the black locust tree, Robinia pseudoacacia (Leguminosae). Phytochemistry 2010;71:479–486.
Bts L, Kultur S, Melkoglu G, Ozsoy N, Can A. Flavonoids and antioxidant activity of Rosa agrestis leaves. (Part B — bioactive natural products.) Nat Prod Res 2010;24:580–589.
Semwal S, Rawat U, Sharma RK. Isolat ion and characterization of a new flavone diglucoside from Salix denticulate. Chem Nat Compd 2011;47:366–368.
MiHyun O, InHye H, SungHee C, WanKyun W. Flavonoids from Salix hallaisanensis leaves. Kor J Pharmacognosy 2005;36:282–290.
Xu CL, Zheng YN, Yang XW, Li XG, Li X, Chen QC. Raddeanalin, a new flavonoid glycoside from the leaves of Salix raddeana Laksh. J Asian Nat Prod Res 2007;9:415–419.
Topcu G, Tan N, Ulubelen A, Sun D, Watson WH. Terpenoids and flavonoids from the aerial parts of Salvia candidissima. Phytochemistry 1995;40:501–504.
Seetharaman TR. Flavonoids of Firmiana simplex and Sterculia villosa. Fitoterapia 1990;61:373–374.
Schinella GR, Giner RM, Recio MC, Mordujovich-Buschiazzo PM, Rios JL, Manez S. Anti-inflammatory effects of South American Tanacetum vulgare. J Pharm Pharacol 1998;50:1069–1074.
Marzouk M, Gamal-Eldeen A, Mohamed M, El-Sayed M. Anti-proliferative and antioxidant constituents from Tecoma stans. Z Naturforsch C 2006;61:783–791.
Liang QL, Jiang JH, Min ZD. A germacrane sesquiterpenoid from Vernonia patula. Chin J Nat Med (Chin) 2010;8:104–106.
Heim KE, Tagliaferro AR, Bobilya DJ. Flavonoid antioxidants: chemistry, metabolism and structure-activity relationships. J Nutr Biochem 2002;13:572–584.
Kühnau J. The flavonoids. A class of semi-essential food components: their role in human nutrition. World Rev Nutr Diet 1976;24:117–91.
Patel K, Gadewar M, Tahilyani V, Patel DK. A review on pharmacological and analytical aspects of diosgenin: a concise report. Nat Prod Bioprospect 2012;2:46–52.
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