Journal of Food Bioactives, ISSN 2637-8752 print, 2637-8779 online
Journal website www.isnff-jfb.com

Review

Volume 4, Number , December 2018, pages 69-87


Phytochemical composition and bioactivities of hawthorn (Crataegus spp.): review of recent research advances

Tables

Table 1. Published review articles on Crataegus spp. bioactive compounds, pharmacological and health effects and safety
 
Plants or their productsTopicSummary of contentReference
Standardized Crataegus extractsTreatment of heart failurePositive inotropic, chronotropic, dromotropic effects; negative bathmotropic effects; increases coronary and myocardial perfusion, lowers peripheral resistance, has antiarrhythmic and economizing action with respect to oxygen and energy consumption.Loew, 1997
Extract from fresh hawthorn berriesOrthostatic hypotensionIn combination with D-camphor exerts a significant effect that counteracts an orthostatic fall in blood pressureBelz and Loew, 2003
Hawthorn extractClinical trials to treat chronic heart failureA significant benefit from hawthorn extract as an adjunctive treatment for chronic heart failurePittler et al., 2003
HawthornCardiovascular diseaseMay induce anti-ischemia/reperfusion-injury, anti-arrhythmic, hypolipidemic and hypotensive effects, which may in part be due to the presence of antioxidant flavonoid components.Chang et al., 2005
Hawthorn medicinal extracts (WS 1442, LI 132)Heart failureImprovement in patients with mild forms of heart failure, clinical symptoms, pressure-heart rate product, left ventricular ejection fraction; no evidence of a notable reduction in mortality or sudden deathDahmer and Scott, 2010
Standardized extracts from hawthorn leaves and flowersPreclinical and clinical studies mild chronic heart failureCardiotonic effects, cardio- and vasoprotective properties; may be employed in the prophylactic and therapeutic treatment of endothelial dysfunction, atherosclerosis, coronary heart disease, or prevention of restenosis/reocclusion following peripheral endo-vascular treatment.Koch and Malek, 2011
C. oxyacanthaCardiovascular disease preventionA wide range of cardiovascular pharmacological properties: antioxidant activity, positive inotropic effect, anti-inflammatory effect, anticardiac remodeling effect, antiplatelet aggregation effect, vasodilating effect, endothelial protective effect, reduction of smooth muscle cell migration and proliferation, protective effect against ischemia/reperfusion injury, antiarrhythmic effect, lipid-lowering effect and decrease of arterial blood pressure effectWang et al., 2013
C. pinnatifidaChemical constituents, pharmacology, potential applications>150 compounds (flavonoids, triterpenoids, steroids, monoterpenoids, sesquiterpenoids, lignans, hydroxycinnamic acids, organic acids and nitrogen-containing) have been isolated and identified; broad pharmacological effects with low toxicity; wide applications in pharmacological therapyWu et al., 2014
The genus CrataegusChemical, pharmacological, health, uses aspectsHeart (cardiovascular disorders), central nervous system, immune system, eyes, reproductive system, liver, kidney etc; cytotoxic, gastroprotective, anti-inflammatory, anti-HIV and antimicrobial activities. Bioactive phytochemicals: oligomeric procyanidins, flavonoids, triterpenes, polysaccharides, catecholamines; traditional uses; the clinical trials and regulatory status.Kumar et al., 2012
Crataegus spp. of different originsComposition and health effects of phenolic compoundsEpicatechin, aglycons and glycosides of B-type oligomeric procyanidins and flavonols, phenolic acids and C-glycosyl flavones as he major groups of phenolics; in vitro and animal studies showing cardioprotective, hypolipidaemic, hypotensive, antioxidant, radical-scavenging and anti-inflammatory potentialsYang and Liu, 2012
C. oxycanthaTreatment of atrial fibrillationMechanisms of cardiovascular health benefits; lack of clinical studies evaluating its use in atrial fibrillationKanman-thareddy et al., 2015
C. monogyna Jacq.Polyphenolic composition and medical applicationsA critical review about physiological and pharmacological activities due to the presence of different bioactive natural compounds. In addition, scientific evidence suggests that the toxicity of hawthorn is negligibleNabavi et al., 2015
Hawthorn juiceVarious aspectsNutritional characteristics, bioactives and antioxidant efficacy, phenolics, health effects, novel products/formulations and future trendsVenskutonis, 2016
Crataegus extract WS 1442Benefit-risk assessmentPositive inotropic and antiarrhythmic properties; protecting from ischemic damage, reperfusion injury, and hypertension-related hypertrophy; improving endothelial functions (NO synthesis, delay of endothelial senescence); favorable safety profile (monotherapy and as add-on therapy); no drug interactions; no specific adverse reactionsHolubarsch et al., 2018
WS 1442 extract from Crataegus spp. leaves and flowers with 18.75% oligomeric procyanidinsEffects on cardiovascular system in vitro and in vivo, inc. large clinical trialsBeneficial cardioprotective values; free radicals scavenger; protect the ischemic heart tissue from neutrophile elastase action successions; vasorelaxant activity, via affecting eNOS synthase, and prevents ischemic heart tissue swelling by influence on calcium signaling pathways, and thus detain hyperpermeability of endothelium.Zorniak et al., 2017
Crataegus spp.Phenolic compounds; their bioactivityBeneficial effects and the mechanisms of action involved are analyzed in a critical and systematic way in order to promote its use in the treatment of various diseases considered in Mexico as public health problems.Cervantes-Paz et al., 2018
C. meyeri and C. ponticaAntioxidant properties and medicinal usesThe advantages of using natural remedies over their synthetic equivalents, the necessity of thorough investigations of less studied Crataegus sppDolatkhani and Jameie, 2015

 

Table 2. Phytoconstituents of Crataegus spp. (recently reported; newly identified compounds are in italics)
 
Sample informationNameBioactivities, other study objectiveReference
Abbreviations are: glcp,glucopyranoside; glc, glucoside; TPC,total phenolic content; TFC,total flavonoid content; GAE,gallic acid equivalents; and QE,quercetin equivalents.
C. pinnatifida, extract of leaves4 monoterpene glycosides, pinnatifidanosides A-D; phenolic glycoside, pinnatifidanoside E; byzantionoside B, (3S,5R,6R,7E,9R)-3,6-epoxy-7-megastigmen-5, 9-diol-9-O-β-D-glcp, (65,7Z,9R)-roseoside, icariside B6, linalool oxide β-D-glc, shanyenoside A, dihydrocharcone-2′-β-D-glc, eriodectyol, vitexin, 2″-O-rhamnosyl vitexinAntithrombotic effectsLi et al., 2015
C. pinnatifida, ethanolic extract of leavesNorhawthornoids A, B; sesquiterpenoids shnyegenin B, shnyeside B, (3S,5R,6R,7E,9S)-megastiman-7-ene-3,5,6,9-tetrol, euodionosides D, (6R,9R)-3-oxo-α-ionol-9-O-β-D-glucopyranoside, (6S,7E,9R)-6,9-dihydroxy-4,7-megastiymadien-3-one-9-O-[β-D-xylopyranosy-β-D-glucopyranoside], linarionosides A, B, C; 3,9-dihydroxy-5-megastigmen-3-O-[β-D-xylopyranosy-β-D-glucopyranoside], pinnatifidanosides C, F, G.Antithrombotic effectsGao et al., 2017
C. pinnatifida, hydroethanolic extract of fruitsCrataegusoids: A(−), B, C, D, E (−) and (+), FCytotoxicity against cancer cellsGuo et al., 2018
C. pinnatifida, extract of seeds8 new lignans, hawthornnins A-H and 7 known analoguesAntioxidant and anti-inflammatoryHuang et al., 2015a
C. pinnatifida, extract of seeds2 new 8-0-4neolignans, huangnin A and B; 4 known analogsTyrosinase inhibitionHuang et al., 2015b
C. pinnatifida, 70% ethanol extract of seeds7 Crataegusnins A-G; 3 substituted propanetriols (3); leptolepisol DAntioxidant and anti-inflammatoryPeng et al., 2016
Crataegus spp., 70% ethanol extract from seeds(7R, 8R, 8S)-, (7′S, 8′R, 8R)-, (7′R, 8′S, 8S)-isolariciresinols, (7′S, 8′R, 8R)-lyoniresinol, (7′S, 8′R, 8R)-isolariciresinol-9′-β-D-glc, lyoniside, nudiposideInhibition of amyloid Aβ1–42 aggregationHuang et al., 2018b
C. pinnatifida, flavonoid extract of leaves(-)-Epicatechin, quercetin-3-O-(2,6-di-α-L-rhamnopyranosyl)-β-D-galactopyranoside, 4″-O-glucosyl and 2″-O-rhamnosylvitexins, vitexin, hyperoside and isoquercitrinIsolation and purification of flavonoidsWen et al., 2017b
C. pinnatifida var. major, crude Crataegus Fructus drugCrataegusins A and B (2) (new flavanocoumarins)DPPH reducing activityKazuma et al., 2016
C. azarolus var. eu-azarolus Maire, ethanol extract of leaves and its fractionsEtOH: rutin, salicylic and ellagic acids; chloroform and n-butanol fractions: ursolic, 3-β-O-acetyl ursolic, and ellagic acids, quercetin-3-O-β methyl ether, rutin and apigenin7-O-rutinosideAnti-hyperglycemic activityAbu-Gharbieh Shehab, 2017
C. azarolus var. aronia, ethyl acetate extract of leavesA new ursane-type triterpene acid, azarolic acid, 4 known phenolic compounds; 4 known triterpene acidsAnti-vasoconstrictionMahmud et al., 2016
C. monogyna, C. azarolus fruit3 hydroxycinnamic and 1 hydroxybenzoic acid, 6 glucosylated flavonols and 2 flavones, 2 cyanidin glycosides; (-)-epicatechin, a dimer B2, two trimers, C1 and C2.Phytochemical characterizationMraihi et al., 2015
C. pycnoloba, total extract4 dibenzofurans inc. newly discovered compound 6-hydroxy-2,3,4-trimethoxydibenzofuran; ursolic aldehyde.Melanin synthesis inhibitionAgalou et al., 2018
C. oxyacantha, shade dried plant twigs2-(3, 4-dimethoxyphenyl)-2-methoxyethanol, 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl propan-1-one, β-sitosterol-3-O-β-D-glc, lupeol, β-sitosterol, betulin, betulinic and oleanolic acids, chrysin (9);Inhibition of acetyl and butyryl-cholinesterasesAli, et al., 2017
Crataegus spp. from Bosnia, leaves with flowers, and berriesIn mg/g DW: gallic acid (0.001–0.082), chlorogenic acid (0.19–8.70, rutin (0.03 to 13.49).Phytochemical characterizationČulum et al., 2018
C. pubescens, Fruit pulp (from Mexico)In mg/100 mg DW: (+)-catechin (9.17±0.20), (-)-epicatechin (4.32±0.11), chlorogenic acid (5.60±0.24 mg/100); total proanthocyanidins 84.6±1.4 mg cyanidin; total flavonoids 55.89±1.43 mg quercetin.Phytochemical characterizationGonzález-Jiménez et al., 2018
C. microphylla Koch. ssp. malyana K. I. Chr. & Janjic, extracts of leaves with flowersIn mg/g DW: gallic acid 0.04, caffeic acid0.60, and hyperoside 2.61; TPC: 2.47 to 13.35 GAE; TFC: 0.01–1.09 QEPhytochemical characterizationČopra-Janićijević et al., 2018
Various Crataegus spp., flowers and leaves of 56 samples from IranTPC: 7.21–87.73 mg GAE/g DW; TFC: 2.27–17.40 mg/g DW; chlorogenic acid, vitexin-2-O-rhamnoside, vitexin, rutin, hyperoside, quercetin, isoquercetinFlavonoids profile, antioxidant activityAlirezalu et al., 2018
C. almaatensis Pojark, leaves, flowers and fruits22 secondary metabolites (flavonoids and phenolic acids); TPC: 218 mg/gCopmparison with C. oxyacanthaBekbolatova et al., 2018
C. pinnatifida, commercial berries15 triterpenoids, inc. 4 novel hydroxy-olean-12-en-28-oic (HOA) acids: 3-β,6 β,18 β-triHOA, 3 β,6 β,18 β,23-tetra HOA, 2 α,3 β,6 β,18 β-HOA, 2 α,3 β,6 β,18 β,23-pentaHOAAntiproliferative and antioxidant activityQiao et al., 2015
Fruits, methanol, ethanol, acetone (80%) water extractsWater (mg/g): vanillic (0.093), gallic (0.279) acids, catechin (3.622), chlorogenic (1.457 0.058) and ferulic (6.909) acid; acetone: epicatechin (2.71), protocatechuic acid (5.827)Effect of solvents, antioxidant, α-glucosidase inhibitory activityMiao et al., 2016
Crataegus spp., of leaves and flowers81 components: benzaldehyde (82.54%) butyraldehyde (38.27%), (E)2-hexenal (21.67%)Volatile, components, aromaOzderin et al., 2016
C. pinnatifida,GC area %: Methyl acetate (4.40), n-hexane (2.90), 2-methyl-furan (1.80), 3-methyl-butyraldehyde (3.64), hexanal (2.08), furaldehyde (5.77), D-limonene (7.99)Volatile compounds, aromaZhong et al., 2015
Hawthorn, pharmaceutical forms of inflorescenceEssential oil (%): 0.05 to 0.20% v/w; tricosane (12–17), (11–16), (6–11), n-hexadecanoic acid (1–11), nonadecane (3–7), (E,E)-α-farnesene (1–5), caryophyllene oxide (1–4), methyl eugenol (up to 6).Essential oil, aromaKowalski et al., 2018