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
Plants or their products | Topic | Summary of content | Reference |
---|---|---|---|
Standardized Crataegus extracts | Treatment of heart failure | Positive 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 berries | Orthostatic hypotension | In combination with D-camphor exerts a significant effect that counteracts an orthostatic fall in blood pressure | Belz and Loew, 2003 |
Hawthorn extract | Clinical trials to treat chronic heart failure | A significant benefit from hawthorn extract as an adjunctive treatment for chronic heart failure | Pittler et al., 2003 |
Hawthorn | Cardiovascular disease | May 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 failure | Improvement 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 death | Dahmer and Scott, 2010 |
Standardized extracts from hawthorn leaves and flowers | Preclinical and clinical studies mild chronic heart failure | Cardiotonic 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. oxyacantha | Cardiovascular disease prevention | A 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 effect | Wang et al., 2013 |
C. pinnatifida | Chemical 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 therapy | Wu et al., 2014 |
The genus Crataegus | Chemical, pharmacological, health, uses aspects | Heart (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 origins | Composition and health effects of phenolic compounds | Epicatechin, 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 potentials | Yang and Liu, 2012 |
C. oxycantha | Treatment of atrial fibrillation | Mechanisms of cardiovascular health benefits; lack of clinical studies evaluating its use in atrial fibrillation | Kanman-thareddy et al., 2015 |
C. monogyna Jacq. | Polyphenolic composition and medical applications | A 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 negligible | Nabavi et al., 2015 |
Hawthorn juice | Various aspects | Nutritional characteristics, bioactives and antioxidant efficacy, phenolics, health effects, novel products/formulations and future trends | Venskutonis, 2016 |
Crataegus extract WS 1442 | Benefit-risk assessment | Positive 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 reactions | Holubarsch et al., 2018 |
WS 1442 extract from Crataegus spp. leaves and flowers with 18.75% oligomeric procyanidins | Effects on cardiovascular system in vitro and in vivo, inc. large clinical trials | Beneficial 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 bioactivity | Beneficial 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. pontica | Antioxidant properties and medicinal uses | The advantages of using natural remedies over their synthetic equivalents, the necessity of thorough investigations of less studied Crataegus spp | Dolatkhani and Jameie, 2015 |
Sample information | Name | Bioactivities, other study objective | Reference |
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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 leaves | 4 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 vitexin | Antithrombotic effects | Li et al., 2015 |
C. pinnatifida, ethanolic extract of leaves | Norhawthornoids 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 effects | Gao et al., 2017 |
C. pinnatifida, hydroethanolic extract of fruits | Crataegusoids: A(−), B, C, D, E (−) and (+), F | Cytotoxicity against cancer cells | Guo et al., 2018 |
C. pinnatifida, extract of seeds | 8 new lignans, hawthornnins A-H and 7 known analogues | Antioxidant and anti-inflammatory | Huang et al., 2015a |
C. pinnatifida, extract of seeds | 2 new 8-0-4′ neolignans, huangnin A and B; 4 known analogs | Tyrosinase inhibition | Huang et al., 2015b |
C. pinnatifida, 70% ethanol extract of seeds | 7 Crataegusnins A-G; 3 substituted propanetriols (3); leptolepisol D | Antioxidant and anti-inflammatory | Peng 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, nudiposide | Inhibition of amyloid Aβ1–42 aggregation | Huang 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 isoquercitrin | Isolation and purification of flavonoids | Wen et al., 2017b |
C. pinnatifida var. major, crude Crataegus Fructus drug | Crataegusins A and B (2) (new flavanocoumarins) | DPPH reducing activity | Kazuma et al., 2016 |
C. azarolus var. eu-azarolus Maire, ethanol extract of leaves and its fractions | EtOH: 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-rutinoside | Anti-hyperglycemic activity | Abu-Gharbieh Shehab, 2017 |
C. azarolus var. aronia, ethyl acetate extract of leaves | A new ursane-type triterpene acid, azarolic acid, 4 known phenolic compounds; 4 known triterpene acids | Anti-vasoconstriction | Mahmud et al., 2016 |
C. monogyna, C. azarolus fruit | 3 hydroxycinnamic and 1 hydroxybenzoic acid, 6 glucosylated flavonols and 2 flavones, 2 cyanidin glycosides; (-)-epicatechin, a dimer B2, two trimers, C1 and C2. | Phytochemical characterization | Mraihi et al., 2015 |
C. pycnoloba, total extract | 4 dibenzofurans inc. newly discovered compound 6-hydroxy-2,3,4-trimethoxydibenzofuran; ursolic aldehyde. | Melanin synthesis inhibition | Agalou et al., 2018 |
C. oxyacantha, shade dried plant twigs | 2-(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-cholinesterases | Ali, et al., 2017 |
Crataegus spp. from Bosnia, leaves with flowers, and berries | In mg/g DW: gallic acid (0.001–0.082), chlorogenic acid (0.19–8.70, rutin (0.03 to 13.49). | Phytochemical characterization | Čulum 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 characterization | González-Jiménez et al., 2018 |
C. microphylla Koch. ssp. malyana K. I. Chr. & Janjic, extracts of leaves with flowers | In 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 QE | Phytochemical characterization | Čopra-Janićijević et al., 2018 |
Various Crataegus spp., flowers and leaves of 56 samples from Iran | TPC: 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, isoquercetin | Flavonoids profile, antioxidant activity | Alirezalu et al., 2018 |
C. almaatensis Pojark, leaves, flowers and fruits | 22 secondary metabolites (flavonoids and phenolic acids); TPC: 218 mg/g | Copmparison with C. oxyacantha | Bekbolatova et al., 2018 |
C. pinnatifida, commercial berries | 15 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-pentaHOA | Antiproliferative and antioxidant activity | Qiao et al., 2015 |
Fruits, methanol, ethanol, acetone (80%) water extracts | Water (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 activity | Miao et al., 2016 |
Crataegus spp., of leaves and flowers | 81 components: benzaldehyde (82.54%) butyraldehyde (38.27%), (E)2-hexenal (21.67%) | Volatile, components, aroma | Ozderin 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, aroma | Zhong et al., 2015 |
Hawthorn, pharmaceutical forms of inflorescence | Essential 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, aroma | Kowalski et al., 2018 |