Phytochemistry and Evidence-Based Traditional Uses of the Genus Achillea L.: An Update (2011–2021)

Knowledge within the field of phytochemistry research has accelerated at a tremendous speed. The excess of literature reports featuring plants of high ethnopharmacological importance, in combination with our interest in the Asteraceae family and traditional medicine, led us to acknowledge the value of the Achillea L. genus. In a broad context, the various Achillea species are used around the globe for the prevention and treatment of different diseases, including gastrointestinal problems, haemorrhages, pneumonia, rheumatic pains, diuresis, inflammation, infections, and wounds, as well as menstrual and gynaecologic abnormalities. The present review aims to provide and summarize the recent literature (2011–2021) on the phytochemistry of the Achillea genus. In parallel, this study attempts to bridge the reports on the traditional uses with modern pharmacological data. Research articles that focused on secondary metabolites, traditional uses and pharmacological activities were collected from various scientific databases such as Pubmed, ScienceDirect, Reaxys and Google Scholar. This study revealed the presence of 141 phytochemicals, while 24 traditionally used Achillea spp. were discussed in comparison to current data with an experimental basis.

[1]  Han Wu,et al.  Inhibition of temperature-sensitive TRPV3 channel by two natural isochlorogenic acid isomers for alleviation of dermatitis and chronic pruritus , 2021, Acta pharmaceutica Sinica. B.

[2]  Y. Shokoohinia,et al.  Salvigenin, a Trimethoxylated Flavone from Achillea Wilhelmsii C. Koch, Exerts Combined Lipid-Lowering and Mitochondrial Stimulatory Effects , 2021, Antioxidants.

[3]  A. Abdollahpour,et al.  Effects of Achillea tenuifolia Lam. hydro-alcoholic extract on anxiety-like behavior and reproductive parameters in rat model of chronic restraint stress , 2021, Human & experimental toxicology.

[4]  F. Stintzing,et al.  Comparison of the Phenolic Compound Profile and Antioxidant Potential of Achillea atrata L. and Achillea millefolium L. , 2021, Molecules.

[5]  E. Karalija,et al.  Influence of Extraction Solvent on the Phenolic Profile and Bioactivity of Two Achillea Species , 2021, Molecules.

[6]  F. Stintzing,et al.  Phytochemical characterization of different yarrow species (Achillea sp.) and investigations into their antimicrobial activity , 2020, Zeitschrift fur Naturforschung. C, Journal of biosciences.

[7]  M. Dogan,et al.  Bioassay-guided isolation and antiproliferative efficacy of extract loaded in chitosan nanoparticles and LC-QTOF-MS/MS analysis of Achillea magnifica , 2020 .

[8]  E. Güler,et al.  Cytotoxic Activity-Guided Isolation from Achillea monocephala, and Biological Activities of its Different Extracts , 2020 .

[9]  K. Głowniak,et al.  Achillea millefolium L. and Achillea biebersteinii Afan. Hydroglycolic Extracts–Bioactive Ingredients for Cosmetic Use , 2020, Molecules.

[10]  Dılhun Keriman Arserim-Uçar,et al.  Achillea spp.: A comprehensive review on its ethnobotany, phytochemistry, phytopharmacology and industrial applications. , 2020, Cellular and molecular biology.

[11]  O. Tsitsilonis,et al.  Cytotoxicity and Anti-cancer Activity of the Genus Achillea L. , 2020, Current medicinal chemistry.

[12]  Hang Qi,et al.  Identification of Transient Receptor Potential Vanilloid 3 Antagonists from Achillea alpina L. and Separation by Liquid-Liquid-Refining Extraction and High-Speed Counter-Current Chromatography , 2020, Molecules.

[13]  A. Aminkhani,et al.  Achillea filipendulina Lam.: Chemical Constituents and Antimicrobial Activities of Essential Oil of Stem, Leaf, and Flower , 2020, Chemistry & biodiversity.

[14]  M. Abdollahi,et al.  Phytochemical profiling and ameliorative effects of Achillea cretica L. on rat model of endometriosis. , 2020, Journal of ethnopharmacology.

[15]  M. Iriti,et al.  Polyphenol content and bioactivity of Achillea moschata from the Italian and Swiss Alps , 2020, Zeitschrift fur Naturforschung. C, Journal of biosciences.

[16]  R. Villalobos-Molina,et al.  Tracheal relaxation through calcium channel blockade of Achillea millefolium hexanic extract and its main bioactive compounds. , 2020, Journal of ethnopharmacology.

[17]  B. Al-Najjar,et al.  Analgesic and Anxiolytic Activities of Achillea Biebersteinii: Evidence for the Involvement of GABAergic Systems , 2019, Oriental Journal Of Chemistry.

[18]  Hyun Joo Lee,et al.  Antioxidant and Antimelanogenic Activities of Compounds Isolated from the Aerial Parts of Achillea alpina L. , 2019, Chemistry & biodiversity.

[19]  S. Gharibi,et al.  The effect of drought stress on polyphenolic compounds and expression of flavonoid biosynthesis related genes in Achillea pachycephala Rech.f. , 2019, Phytochemistry.

[20]  A. Gökbulut,et al.  Characterization of phenolic compounds, total phenolic content and antioxidant activity of three Achillea species , 2019, Journal of Research in Pharmacy.

[21]  Yibing Wu,et al.  Phenolic Components of the Aerial Parts of Achillea alpina , 2019, Chemistry of Natural Compounds.

[22]  T. Taşkın,et al.  Characterization of Phenolic Constituents and Pharmacological Activity of Achillea vermicularis , 2019, Indian Journal of Pharmaceutical Sciences.

[23]  M. Miroliaei,et al.  Variation in Polyphenolic Profiles, Antioxidant and Antimicrobial Activity of Different Achillea Species as Natural Sources of Antiglycative Compounds , 2018, Chemistry & biodiversity.

[24]  Humaira Bano,et al.  Brinjasif (Achillea millefolium Linn): An efficacious unani medicine , 2018 .

[25]  S. Süzgeç-Selçuk,et al.  Characterization of the Biological Activity and Phenolics in Achillea lycaonica , 2018 .

[26]  U. Holzgrabe,et al.  Improving anti-trypanosomal activity of alkamides isolated from Achillea fragrantissima. , 2017, Fitoterapia.

[27]  D. Taşkın,et al.  Phenolic composition and biological properties of Achillea nobilis L. subsp. neilreichii (Kerner) Formanek , 2018 .

[28]  H. Abd-Alla,et al.  Therapeutic potential of Achillea fragrantissima extracts in amelioration of high-fat diet and low dose streptozotocin diabetic rats - , 2018 .

[29]  Shabana I. Khan,et al.  Comparative Study of Three Achillea Essential Oils from Eastern Part of Turkey and their Biological Activities , 2018 .

[30]  Dan Wang,et al.  A new lignan and a new terpenoid from Achillea millefolium L , 2017 .

[31]  Myungsuk Kim,et al.  Achillea asiatica extract and its active compounds induce cutaneous wound healing. , 2017, Journal of ethnopharmacology.

[32]  Safwat Ahmed,et al.  Cytotoxic activity evaluation and molecular docking study of phenolic derivatives from Achillea fragrantissima (Forssk.) growing in Egypt , 2017, Medicinal Chemistry Research.

[33]  A. Akbarzadeh,et al.  Chemical composition of the essential oils and extracts of Achillea species and their biological activities: A review. , 2017, Journal of ethnopharmacology.

[34]  V. Tadić,et al.  The estimation of the traditionally used yarrow (Achillea millefolium L. Asteraceae) oil extracts with anti-inflamatory potential in topical application. , 2017, Journal of ethnopharmacology.

[35]  D. Taşkın,et al.  Analysis of natural dyestuffs in Achillea grandifolia Friv. using HPLC-DAD and Q-TOF LC/MS , 2017 .

[36]  A. Hamed,et al.  Anti-inflammatory activity of highly oxygenated terpenoids from Achillea biebersteinii Afan , 2016, Zeitschrift fur Naturforschung. C, Journal of biosciences.

[37]  L. Bitiş,et al.  Identification of phenolic compounds and evaluation of antioxidant, antimicrobial and cytotoxic effects of the endemic Achillea multifida , 2016 .

[38]  L. Vlase,et al.  Achillea schurii Flowers: Chemical, Antioxidant, and Antimicrobial Investigations , 2016, Molecules.

[39]  M. Iriti,et al.  Chemical Profile, Antioxidant and Antibacterial Activities of Achillea moschata Wulfen, an Endemic Species from the Alps , 2016, Molecules.

[40]  S. Rosselli,et al.  Phytochemical analysis of Achillea ligustica All. from Lipari Island (Aeolian Islands) , 2016, Natural product research.

[41]  J. Muselík,et al.  The Chemical Composition of Achillea wilhelmsii C. Koch and Its Desirable Effects on Hyperglycemia, Inflammatory Mediators and Hypercholesterolemia as Risk Factors for Cardiometabolic Disease , 2016, Molecules.

[42]  J. Bouajila,et al.  Phytochemical composition, protective and therapeutic effect on gastric ulcer and α-amylase inhibitory activity of Achillea biebersteinii Afan. , 2016, Archives of pharmacal research.

[43]  J. Bouajila,et al.  A new sesquiterpene lactone and secoguaianolides from Achillea cretica L. growing in Tunisia , 2015 .

[44]  Z. Güvenalp,et al.  The discovery of potential anticholinesterase compounds from Achillea millefolium L. , 2015 .

[45]  H. Temel,et al.  Comparative Studies on Phenolic Composition, Antioxidant, Wound Healing and Cytotoxic Activities of Selected Achillea L. Species Growing in Turkey , 2015, Molecules.

[46]  G. Akaydin,et al.  Characterization of Volatile Compounds of Eleven Achillea Species from Turkey and Biological Activities of Essential Oil and Methanol Extract of A. hamzaoglui Arabacı & Budak , 2015, Molecules.

[47]  M. Hegazy,et al.  Evaluation of the anti-inflammatory, analgesic and anti-ulcerogenic potentials of Achillea fragrantissima (Forssk.) , 2014 .

[48]  P. L. Rosalen,et al.  Antibacterial Activity of Essential Oils and Their Isolated Constituents against Cariogenic Bacteria: A Systematic Review , 2015, Molecules.

[49]  J. Ríos,et al.  Modulation of Cox-1, 5-, 12- and 15-Lox by Popular Herbal Remedies Used in Southern Italy Against Psoriasis and Other Skin Diseases , 2014, Phytotherapy research : PTR.

[50]  M. Hamzeloo-Moghadam,et al.  Achillea vermicularis a medicinal plant from Iranian Traditional Medicine induces apoptosis in MCF-7 cells , 2015 .

[51]  Qingwen Shi,et al.  Chemical Composition of Achillea alpina , 2014, Chemistry of Natural Compounds.

[52]  H. Wagner,et al.  Medicinal plants of the Russian Pharmacopoeia; their history and applications. , 2014, Journal of ethnopharmacology.

[53]  M. Boğa,et al.  Antioxidant, anticholinesterase, and antimicrobial activities and fatty acid constituents of Achillea cappadocica Hausskn. et Bornm. , 2014 .

[54]  F. Naghibi,et al.  Ethnobotanical survey of medicinal plants used traditionally in two villages of Hamedan, Iran , 2014 .

[55]  S. Ezzat,et al.  A new α-glucosidase inhibitor from Achillea fragrantissima (Forssk.) Sch. Bip. growing in Egypt , 2014, Natural product research.

[56]  R. Brun,et al.  Antiprotozoal Activity of Achillea ptarmica (Asteraceae) and Its Main Alkamide Constituents † , 2014, Molecules.

[57]  M. Junaid,et al.  Acute toxicity and antispasmodic activities of Achillea wilhelmsii C. Koch. , 2014, Pakistan journal of pharmaceutical sciences.

[58]  M. Novaković,et al.  Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae , 2014, Planta Medica.

[59]  A. Hamid,et al.  Antioxidant and Cytotoxic Activities of Achillea millefolium from Kashmir , 2014 .

[60]  F. Kobarfard,et al.  Phytochemical Investigations on Chemical Constituents of Achillea tenuifolia Lam , 2014, Iranian journal of pharmaceutical research : IJPR.

[61]  Ana Maria Carvalho,et al.  Chemical composition of wild and commercial Achillea millefolium L. and bioactivity of the methanolic extract, infusion and decoction. , 2013, Food chemistry.

[62]  H. Shirmardi,et al.  Essential oil variation, antioxidant and antibacterial activity of mountain fennel (Zaravschanica membranacea (Boiss.) M. Pimen.) , 2013 .

[63]  A. Moț,et al.  Polyphenolic Composition, Antioxidant and Antibacterial Activities for Two Romanian Subspecies of Achillea distans Waldst. et Kit. ex Willd , 2013, Molecules.

[64]  H. Gali-Muhtasib,et al.  Differential Growth Inhibitory Effects of Highly Oxygenated Guaianolides Isolated from the Middle Eastern Indigenous Plant Achillea falcata in HCT-116 Colorectal Cancer Cells , 2013, Molecules.

[65]  Q. Shi,et al.  Cytotoxic flavonoids from the flowers of Achillea millefolium , 2013, Chemistry of Natural Compounds.

[66]  A. Sahebkar,et al.  Investigation of optimal extraction, antioxidant, and antimicrobial activities of Achillea biebersteinii and A. wilhelmsii , 2012, Pharmaceutical biology.

[67]  N. Darwiche,et al.  Sesquiterpene lactones isolated from indigenous Middle Eastern plants inhibit tumor promoter-induced transformation of JB6 cells , 2012, BMC Complementary and Alternative Medicine.

[68]  Mei Dong,et al.  Achillinin B and C, new sesquiterpene dimers isolated from Achillea millefolium , 2012 .

[69]  Mei Dong,et al.  Millifolides A–C. New 1,10-Seco-guaianolides from the Flowers of Achillea millefolium , 2012 .

[70]  Ute Roessner,et al.  A Historical Overview of Natural Products in Drug Discovery , 2012, Metabolites.

[71]  A. Gasparotto Junior,et al.  Anxiolytic-like effects of acute and chronic treatment with Achillea millefolium L. extract. , 2012, Journal of ethnopharmacology.

[72]  R. Ofir,et al.  Anti-Neuroinflammatory effects of the extract of Achillea fragrantissima , 2011, BMC complementary and alternative medicine.

[73]  Mei Dong,et al.  Achillinin A, a Cytotoxic Guaianolide from the Flower of Yarrow, Achillea millefolium , 2011, Bioscience, biotechnology, and biochemistry.

[74]  E. Akkol,et al.  Evaluation of the Wound Healing Potential of Achillea biebersteinii Afan. (Asteraceae) by In Vivo Excision and Incision Models , 2011, Evidence-based complementary and alternative medicine : eCAM.

[75]  W. Applequist,et al.  Yarrow (Achillea millefolium L.): A Neglected Panacea? A Review of Ethnobotany, Bioactivity, and Biomedical Research1 , 2011, Economic Botany.

[76]  M. Yavuz,et al.  In Vitro Antimicrobial and Antioxidant Activity of Ethanol Extract of Three Hypericum and Three Achillea Species From Turkey , 2011 .

[77]  F. Afifi,et al.  In vitro and in vivo acute antihyperglycemic effects of five selected indigenous plants from Jordan used in traditional medicine. , 2011, Journal of ethnopharmacology.

[78]  M. Ozturk,et al.  Ethnomedicinal studies on the plant resources of east Anatolia, Turkey , 2011 .

[79]  S. Saeidnia,et al.  A review on phytochemistry and medicinal properties of the genus Achillea , 2011, Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences.

[80]  M. Derakhshan,et al.  Effects of Achillea wilhelmsii on rat’s gastric acid output at basal, vagotomized, and vagal-stimulated conditions , 2010, Pharmacognosy magazine.

[81]  C. Dobeš,et al.  Ethnobotanical study on medicinal use of wild and cultivated plants in middle, south and west Bosnia and Herzegovina. , 2010, Journal of ethnopharmacology.

[82]  C. Dobeš,et al.  Traditional Medicine in the Pristine Village of Prokoško Lake on Vranica Mountain, Bosnia and Herzegovina , 2010, Scientia pharmaceutica.

[83]  S. Piacente,et al.  Flavonoid characterization and antioxidant activity of hydroalcoholic extracts from Achillea ligustica All. , 2009, Journal of pharmaceutical and biomedical analysis.

[84]  G. Cristalli,et al.  Composition and biological activity of essential oil of Achillea ligustica All. (Asteraceae) naturalized in central Italy: ideal candidate for anti-cariogenic formulations. , 2009, Fitoterapia.

[85]  N. Darwiche,et al.  Structure-activity relationship of seco-tanapartholides isolated from Achillea falcata for inhibition of HaCaT cell growth. , 2009, European journal of medicinal chemistry.

[86]  M. Cosentino,et al.  Antioxidant and cytoprotective properties of infusions from leaves and inflorescences of Achillea collina Becker ex Rchb. , 2009, Phytotherapy research : PTR.

[87]  C. Karaalp,et al.  Evaluation of antimicrobial properties of Achillea L. flower head extracts , 2009 .

[88]  Laurence Marie Victoria Totelin,et al.  Hippocratic Recipes: Oral and Written Transmission of Pharmacological Knowledge in Fifth- And Fourth-Century Greece , 2008 .

[89]  É. Németh,et al.  Biological activities of yarrow species (Achillea spp.). , 2008, Current pharmaceutical design.

[90]  A. Ardestani,et al.  Experimental diabetes treated with Achillea santolina: effect on pancreatic oxidative parameters. , 2007, Journal of ethnopharmacology.

[91]  B. Kopp,et al.  Achillea millefolium L. s.l. revisited: Recent findings confirm the traditional use , 2007, Wiener Medizinische Wochenschrift.

[92]  Q. Shi,et al.  Chemical Constituents of the Plants in the Genus Achillea , 2006, Chemistry & biodiversity.

[93]  F. Ehrendorfer,et al.  Multidisciplinary studies on Achillea sensu lato (Compositae-Anthemideae): new data on systematics and phylogeography , 2006 .

[94]  G. Stojanović,et al.  In vitro antimicrobial activity of extracts of four Achillea species: the composition of Achillea clavennae L. (Asteraceae) extract. , 2005, Journal of ethnopharmacology.

[95]  M. Loizzo,et al.  Comparative radical scavenging and antidiabetic activities of methanolic extract and fractions from Achillea ligustica ALL. , 2005, Biological & pharmaceutical bulletin.

[96]  A. Radonić,et al.  Antibacterial activity of Achillea clavennae essential oil against respiratory tract pathogens. , 2004, Fitoterapia.

[97]  F. Ehrendorfer,et al.  Phylogeny and systematics of Achillea (Asteraceae-Anthemideae) inferred from nrITS and plastid trnL-F DNA sequences , 2004 .

[98]  N. Chauhan,et al.  Observations on the traditional phytotherapy among the inhabitants of Parvati valley in western Himalaya, India. , 2004, Journal of ethnopharmacology.

[99]  N. Kovačević,et al.  Chemical Analysis and Antifungal Activity of the Essential Oil of Achillea atrata L. , 2004 .

[100]  L. Chiang,et al.  In vitro anti‐hepatoma activity of fifteen natural medicines from Canada , 2002, Phytotherapy research : PTR.

[101]  S. Macura,et al.  Flavones and sesquiterpene lactones from Achillea atrata subsp. multifida: antimicrobial activity. , 1999, Journal of natural products.

[102]  K. Valant-Vetschera,et al.  Comparative analysis of leaf exudate flavonoids in Achillea subsect. Filipendulinae , 1996 .

[103]  E. Haslinger,et al.  Entzündungshemmende Sesquiterpenlactone von Achillea setacea , 1991 .