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Drug Res (Stuttg) 2014; 64(12): 680-689
DOI: 10.1055/s-0034-1370965
Original Article
© Georg Thieme Verlag KG Stuttgart · New York

Leaf Extract of Markhamia platycalyx: Polyphenolic Profile, Acute Toxicity, Anti-inflammatory, Hepatoprotective and in vitro Antioxidant Activities

R. A. El Dib
1   Department of Pharmacognosy, College of Pharmacy (Girls), King Saud University, Riyadh, Saudi Arabia
2   Department of Pharmacognosy, College of Pharmacy, Helwan University, Cairo, Egypt
,
A. H. Gaara
3   Department of Chemistry of Natural Compounds, National Research Center, Cairo, Egypt
,
S. M. El-Shenawy
4   Department of Pharmacology, National Research Center, Cairo, Egypt
,
J. A. A. Micky
5   Department of Chemistry, Faculty of Science, Alazhar University, Cairo, Egypt
,
A. A. Mohammed
4   Department of Pharmacology, National Research Center, Cairo, Egypt
,
M. S. Marzouk
6   Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, Saudi Arabia
7   Chemistry of Natural Products Group, Center of Excellence for Advanced Sciences National Research Center, Cairo, Egypt
› Author Affiliations
Further Information

Publication History

received 18 January 2014

accepted 13 February 2014

Publication Date:
02 April 2014 (online)

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Abstract

10 polyphenols were identified from 80% aqueous methanol extract (AME) of Markhamia platycalyx [(Baker) Sprague] leaf. Their structures were characterized as protocatechuic acid (1), E-caffeic acid (2), E-methyl caffeate (3), isoverbascoside (4), verbascoside (5), jacraninoside-I (6), cosmosiin (7), cinaroside (8), luteolin (9) and apigenin (10) based on chemical and extensive spectral studies (UV, ESI-MS, 1H, 13C and 1D/2D NMR). Biological evaluation indicated that AME is non-toxic to the experimental animals. It exhibited a significant inhibition of oedema after 1, 2, 3 and 4 h for all examined doses (250, 500 and 1 000 mg/kg). In comparison with silymarin, the AME demonstrated a significant hepatoprotective effect in the form of high reduction in elevated ALT and AST serum levels in regard to paracetamol treated group. As well as, it revealed a marked significant scavenging activity by 62.9, 82.5, 88.3, 83.7 and 83.7%, for the concentrations 20, 40, 60, 80 and 100 mg/ml of the extract, respectively, relative to L-ascorbic acid (86.8%), which was used as a reference antioxidant drug.

Key words

Bignoniaceae - Markhamia platycalyx leaf - acute toxicity - hepatoprotection - anti-inflamatory - in vitro antioxidant
 

  • References

  • 1 Dahlgren G. The last Dahlgrenogram. System of classification of the dicotyledons. In: Tank. ed. The Davis and Hedge Festschrift. Plant taxonomy, phytogeography and related subjects. Edinburgh: Edinburgh University Press; 1989: 249-261
    Google Scholar
  • 2 Gentry AH. Bignoniaceae – Part I (Crescentieae and Tourretieae). Flora Neotropica. Monogr. 25. The New York Botanical Garden; New York: 1980
    Google Scholar
  • 3 Kadereit JW. The Families and Genera of Vascular Plants. Volume VII: Flowering Plants Dicotyledons, Lamiales (except Acanthaceae including Avicenniaceae). 1st ed. Berlin, Heidelberg, New York: Springer-Verlag; 2004: 18
    Google Scholar
  • 4 Barwick M. Tropical and Subtropical Trees: A Worldwide Encyclopaedic Guide. 1st ed. United Kingdom: Thames and Hudson Ltd.; 2004: 267
    Google Scholar
  • 5 Kernan MR, Amarquaye A, Chen JL et al. Antiviral phenylpropanoid glycosides from the Medicinal Plant Markhamia lutea . J Nat Prod 1998; 61: 564-570
    CrossrefPubMedGoogle Scholar
  • 6 Sendl A, Chen JL, Jolad SD et al. Two new naphthoquinones with antiviral activity from Rhinacanthus nasutus . J Nat Prod 1996; 59: 808-811
    CrossrefPubMedGoogle Scholar
  • 7 Ubillas R, Jolad SD, Bruening RC et al. SP D an antiviral oligomeric proanthocyanidin from the latex of C. lechleri (sangre de Drago). Phytomedicine 1994; 1: 77-106
    CrossrefPubMedGoogle Scholar
  • 8 Wyde P, Meyerson L, Gilbert B. An in vitro evaluation of the antiviral activity of SP-303, an Euphorbiaceae shrub extract, against a panel of respiratory viruses. Drug Dev Res 1993; 28: 467-472
    CrossrefPubMedGoogle Scholar
  • 9 Kanchanapoom T, Kasai R, Yamasaki K. Phenolic glycosides from Markhamia stipulata . Phytochemistry 2002; 59: 557-563
    CrossrefPubMedGoogle Scholar
  • 10 Eloff JN, Nchu F, Aderogba MA et al. Markhamia obtusifolia (Baker) Sprague (Bignoniaceae) contains compounds active against Candida albicans . South Afr J Bot 2008; 74: 366-366
    PubMedGoogle Scholar
  • 11 Nchu F, Aderogba MA, Mdee LK et al. Isolation of anti-Candida albicans compounds from Markhamia obtusifolia (Baker) Sprague (Bignoniaceae). South Afr J Bot 2010; 76: 54-57
    CrossrefPubMedGoogle Scholar
  • 12 Lacroix D, Prado S, Deville A et al. Hydroperoxy-cycloartane triterpenoids from the leaves of Markhamia lutea, a plant ingested by wild chimpanzees. Phytochemistry 2009; 70: 1239-1245
    CrossrefPubMedGoogle Scholar
  • 13 Khan MR, Mlungwana SM. γ-Sitosterol, a cytotoxic sterol from Markhamia zanzibarica and . Kigelia Africana Fitoterapia 1999; 70: 96-97
    CrossrefPubMedGoogle Scholar
  • 14 Schuerich AR, Wehrli W. Beta-Lapachone, an inhibitor of oncornavirus reverse transcriptase and eukaryotic DNA polymerase-alpha. Inhibitory effect, thiol dependence and specificity. Eur J Biochem 1978; 84: 197-205
    CrossrefPubMedGoogle Scholar
  • 15 Joshi KC, Singh P, Mahesh C et al. Quinones and other constituents of Markhamia platycalyx and Bignonia unguiscati . J Nat Prod 1985; 48: 145-145
    CrossrefPubMedGoogle Scholar
  • 16 Thornson RH. Naturally occurring quinones. 2nd ed. London: Academic Press; 1971
    Google Scholar
  • 17 Oates JF, Tony S, Wain T et al. Secondary compounds and food selection by Colobus Monkeys. Biochem Syst Ecol 1977; 5: 713-721
    PubMedGoogle Scholar
  • 18 Hamill FA, Apio S, Mubiru NK et al. Traditional herbal drugs of Southern Uganda, II: literature analysis and antimicrobial assays. J Ethnopharmacol 2003; 84: 57-58
    CrossrefPubMedGoogle Scholar
  • 19 Magassouba FB, Diallo A, Kouyate M et al. Ethnobotanical survey and antibacterial activity of some plants used in Guinean traditional medicine. J Ethnopharmacol 2007; 114: 44-53
    CrossrefPubMedGoogle Scholar
  • 20 Mbatchi SF, Mbatchi B, Banzouzi JT et al. In vitro antiplasmodial activity of 18 plants used in Congo Brazzaville traditional medicine. J Ethnopharmacol 2006; 104: 168-174
    CrossrefPubMedGoogle Scholar
  • 21 Harborne JB. Phytochemical methods: A guide to modern techniques of plant analysis. 2nd ed. London: Chapman & Hall Ltd; 1984: 49-50
    Google Scholar
  • 22 Hiermann A. Die Untersuchung potentieller Wirkstoffe in Epilobium-Arten.1. Mitteilung: Aufklärung der Flavonoidmuster. Sci Pharm 1983; 51: 158-167
    PubMedGoogle Scholar
  • 23 Suleyman H, Demircan B, Karagoz Y et al. Anti-inflammatory effects of selective COX-2 inhibitors. Pol J Pharmacol 2004; 56: 775-780
    PubMedGoogle Scholar
  • 24 Semler DE. The rats toxicology in animal models in toxicology. Eds. Gad SC, Chengelis CP. New York, Basel, Hong Kong: Marcel Dekker, Inc.; 1992: 39
    Google Scholar
  • 25 Winter CA, Risley EA, Nuss GW. Carrageenan-induced oedema in hind paw of rat as an assay for anti-inflammatory drugs. Proc Soc Exp Biol Med 1962; 111: 544-552
    CrossrefPubMedGoogle Scholar
  • 26 Obukowicz MG, Raz A, Pyla PD et al. Identification and characterization of a novel 6/5 fatty acid desaturase inhibitor as a potential anti-inflammatory agent. Biochem Pharmacol 1998; 55: 1045-1058
    CrossrefPubMedGoogle Scholar
  • 27 Silva VM, Thibodeau MS, Chen C et al. Transport deficient (TR−) hyperbilirubinemic rats are resistant to acetaminophen hepatotoxicity. Biochem Pharmacol 2005; 70: 182-183
    PubMedGoogle Scholar
  • 28 Sorg DA, Buckner B. A simple method of obtaining venous blood from small animals. Proc Soc Exp Biol Med 1964; 115: 1131-1132
    CrossrefPubMedGoogle Scholar
  • 29 Bergmcyer HU, Horder M, Rej R. Approved recommendation (1985) on IFCC methods for the measurement of catalytic concentration of enzyme. Part 3. IFCC Method for alanine amino transferase. J Clin Chem Biochem 1986; 24: 481-489
    PubMedGoogle Scholar
  • 30 Klauke R, Schwidt E, Lorentz K. Recommendations for carrying out standard ECCLS (1988) for the catalytic concentration of creatine kinase, aspartate aminotransferase, alanine aminotransferase and δ-glutamyl transferase at 37°C. Eur J Clin Chem Clin Biochem 1993; 31: 901-909
    PubMedGoogle Scholar
  • 31 Tietz NW, Shuey DF. Reference intervals for alkaline phosphatase activity determined by the IFCC and AACC reference methods. Clin Chem 1986; 32: 1593-1594
    PubMedGoogle Scholar
  • 32 Peiwu L, Hopia A, Jari S et al. TLC method for evaluation of free radical scavenging activity of rapeseed meal by video scanning technology. In: 10 International Rapeseed Congress, Canberra, Australia 1999
    PubMedGoogle Scholar
  • 33 Govindarajan R, Rastogi S, Vijayakumar M et al. Studies on the antioxidant activities of Desmodium gangeticum . Biol Pharm Bull 2003; 26: 1424-1427
    CrossrefPubMedGoogle Scholar
  • 34 Sendocor WG, Cochran GW. Statistical methods. University Press; loma state Ames: 1971
    Google Scholar
  • 35 Markham KR. Techniques of flavonoid identification. London: Academic Press; 1982
    Google Scholar
  • 36 Marzouk MSA, Gamal-Eldeen AM, Mohamed MA et al. Anti-proliferative and Antioxidant constituents from Tecoma stans . Z Naturforsch 2006; 61c: 783-791
    PubMedGoogle Scholar
  • 37 Moharram FA, Marzouk MSA. A Novel Phenylethanoid Dimer and flavonoids from Jacaranda mimosaefolia . Z Naturforsch 2007; 62b: 1213-1220
    PubMedGoogle Scholar
  • 38 Mehrabani M, Ghassemi N, Sajjadi E et al. Main phenolic compound of petals of Echium amoenum fisch and C.A. Mey., a famous medicinal plant of Iran. DARU 2005; 13: 65-69
    PubMedGoogle Scholar
  • 39 Gupta RK, Al-Shafi SM, Layden K et al. The metabolism of gallic acid and hexahydroxydiphenic acid in plants. Part 2. Esters of (S)-hexahydroxydiphenic acid with D-glucopyranose (4C1). J Chem Soc Perkin Trans 1 1982; 2525-2534
    CrossrefPubMedGoogle Scholar
  • 40 Gormann R, Kaloga M, Ferreira D et al. Newbouldiosides A–C, phenylethanoid glycosides from the stem bark of Newbouldia laevis . Phytochemistry 2006; 67: 805-811
    CrossrefPubMedGoogle Scholar
  • 41 Abougazar H, Bedir E, Khan IA et al. Wiedemanniosides A-E: New Phenylethanoid glycosides from the roots of Verbascum wiedemannianum . Planta Med 2003; 69: 814-819
    Article in Thieme ConnectPubMedGoogle Scholar
  • 42 Saracoglu I, Harput US, Inoue M et al. New phenylethanoid glycosides from Veronica pectinata var. glandulosa and their free radical scavenging activities. Chem Pharm Bull 2002; 50: 665-668
    CrossrefPubMedGoogle Scholar
  • 43 Lin LC, Chiou WF, Chou CJ. Phenylpropanoid glycosides from Orobanche coerulescens . Planta Med 2004; 70: 50-53
    Article in Thieme ConnectPubMedGoogle Scholar
  • 44 Williams CA, Harborne JB. 1H NMR of flavonoids and their glycosides. In: Harborne JB. (ed.) The Flavonoids: advances in research since 1986. Cambridge, London: Chapman & Hall, University Press; 1994: 441-497
    Google Scholar
  • 45 Mohamed MA, Marzouk MSA, Moharram FA et al. Phytochemical constituents and hepatoprotective activity of Viburnum tinus . Phytochemistry 2005; 66: 2780-2786
    CrossrefPubMedGoogle Scholar
  • 46 Marzouk MSA, El-Toumy SA, Moharram FA et al. Pharmacologically active ellagitannins from Terminalia myriocarpa . Planta Med 2002; 68: 523-527
    Article in Thieme ConnectPubMedGoogle Scholar
  • 47 Marzouk MSA, Moharram FA, Haggag EG et al. Antioxidant flavonol glycosides from . Schinus molle Phytother Res 2006; 20: 200-205
    CrossrefPubMedGoogle Scholar
  • 48 Marzouk MSA, Moharram FA, Mohamed MA et al. Anti-cancer and Antioxidant tannins from Pimenta dioica leaves. Z Naturforsch 2007; 62c: 526-536
    PubMedGoogle Scholar
  • 49 Moharram FA, Marzouk MSA, Ibrahim MT et al. Antioxidant galloylated flavonol glycosides from Calliandra haematocephola . Nat Prod Res 2006; 20: 927-934
    CrossrefPubMedGoogle Scholar