{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,7]],"date-time":"2026-07-07T21:33:22Z","timestamp":1783460002585,"version":"3.55.0"},"reference-count":96,"publisher":"MDPI AG","issue":"10","license":[{"start":{"date-parts":[[2023,10,3]],"date-time":"2023-10-03T00:00:00Z","timestamp":1696291200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Pharmaceuticals"],"abstract":"<jats:p>Ageratina pichinchensis (Kunth) R.M. King &amp; H. Rob. belongs to the Asteraceae family and is a plant native to Mexico to which several biological properties are attributed. In this study, the cytotoxic effect of four extracts from the wild plants and two extracts from A. pichinchensis callus culture were evaluated against carcinogenic cell lines including prostate carcinoma, cervical cancer, hepatocellular carcinoma, hepatoma human, lung cancer, and cellular keratinocytes. The extracts were obtained with ethyl acetate and methanol using both leaves and stems or the callus. Only the ethyl acetate extract of the callus culture influenced the cervical cancer cell line (HeLa) with an IC50 of 94.79 \u00b1 2.0 \u00b5g\/mL. From the ethyl acetate callus extract, 2,3-dihydrobenzofuran was isolated and purified and also evaluated against cancer cells. The cytotoxic evaluation of this compound showed a significant effect against the HeLa cell line with an IC50 of 23.86 \u00b1 2.5 \u00b5g\/mL. Our results contribute to the development of biotechnological alternatives and extraction processes to produce compounds with possible potential against certain types of human cancer.<\/jats:p>","DOI":"10.3390\/ph16101400","type":"journal-article","created":{"date-parts":[[2023,10,3]],"date-time":"2023-10-03T07:28:29Z","timestamp":1696318109000},"page":"1400","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Cytotoxic Activity of Wild Plant and Callus Extracts of Ageratina pichinchensis and 2,3-Dihydrobenzofuran Isolated from a Callus Culture"],"prefix":"10.3390","volume":"16","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3558-4803","authenticated-orcid":false,"given":"Mariana","family":"S\u00e1nchez-Ramos","sequence":"first","affiliation":[{"name":"Departament of Biotechnology Autonomous Metropolitan University-Iztapalapa Campus, Av. Ferrocarril de San Rafael Atlixco 186, Col. Leyes de Reforma 1\u00aa. Secci\u00f3n, Alcald\u00eda Iztapalapa, M\u00e9xico City 09310, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jos\u00e9 Guillermo","family":"Encarnaci\u00f3n-Garc\u00eda","sequence":"additional","affiliation":[{"name":"Faculty of Chemical Science and Engineering, Autonomous University of the State of Morelos, Av. Universidad 1001, Chamilpa, Cuernavaca 62209, Morelos, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Silvia","family":"Marquina-Bahena","sequence":"additional","affiliation":[{"name":"Chemical Research Center\u2014IICBA, Autonomous University of the State of Morelos, Av. Universidad 1001, Chamilpa, Cuernavaca 62209, Morelos, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jessica Nayelli","family":"S\u00e1nchez-Carranza","sequence":"additional","affiliation":[{"name":"Faculty of Pharmacy, Autonomous University of the State of Morelos, Av. Universidad 1001, Chamilpa, Cuernavaca 62209, Morelos, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2811-1143","authenticated-orcid":false,"given":"Antonio","family":"Bernab\u00e9-Antonio","sequence":"additional","affiliation":[{"name":"Departament of Wood, Pulp and Paper, University Center of Exact Sciences and Engineering, University of Guadalajara, Km. 15.5 Guadalajara-Nogales, Col. Las Agujas, Zapopan 45200, Jalisco, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9366-8744","authenticated-orcid":false,"given":"Valeri","family":"Dom\u00ednguez-Villegas","sequence":"additional","affiliation":[{"name":"Faculty of Chemical Science and Engineering, Autonomous University of the State of Morelos, Av. Universidad 1001, Chamilpa, Cuernavaca 62209, Morelos, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Emmanuel","family":"Caba\u00f1as-Garc\u00eda","sequence":"additional","affiliation":[{"name":"Scientific and Technological Studies Center No. 18, National Polytechnic Institute, Blvd. Del Bote 202 Cerro del Gato, Ejido La Escondida, Co. Ciudad Administrativa, Zacatecas 98160, Zacatecas, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7127-7264","authenticated-orcid":false,"given":"Francisco","family":"Cruz-Sosa","sequence":"additional","affiliation":[{"name":"Departament of Biotechnology Autonomous Metropolitan University-Iztapalapa Campus, Av. Ferrocarril de San Rafael Atlixco 186, Col. Leyes de Reforma 1\u00aa. Secci\u00f3n, Alcald\u00eda Iztapalapa, M\u00e9xico City 09310, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2023,10,3]]},"reference":[{"key":"ref_1","unstructured":"Argueta, A., Cano, L., and Rodarte, M. (1994). Atlas de la Medicina Tradicional Mexicana, Instituto Nacional Indigenista. Tomo 1\u20133."},{"key":"ref_2","unstructured":"WFO (2023, September 18). Ageratina pichinchensis (Kunth) R.M. Available online: www.worldfloraonline.org\/taxon\/wfo-40000000936."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"1257","DOI":"10.1055\/s-2006-951694","article-title":"Effectiveness and tolerability of a standardized extract from Ageratina pichinchensis on patients with tinea pedis: An explorative pilot study controlled with ketaconazole","volume":"72","author":"Rojas","year":"2006","journal-title":"Planta Medica"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"74","DOI":"10.1016\/j.jep.2009.08.007","article-title":"Clinical trial to compare the effectiveness of two concentrations of the Ageratina pichinchensis extract in the topical treatment of onychomycosis","volume":"126","author":"Zamilpa","year":"2009","journal-title":"J. Ethnopharmacol."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"622","DOI":"10.1055\/s-0032-1328462","article-title":"Pharmacological and chemical study to identify wound-healing active compounds in Ageratina pichinchensis","volume":"79","author":"Zamilpa","year":"2013","journal-title":"Planta Medica"},{"key":"ref_6","first-page":"1430","article-title":"Double-blind clinical trial for evaluating the effectiveness and tolerability of Ageratina pichinchensis extract on patients with mild to moderate onychomycosis. A comparative study with ciclopirox","volume":"78","author":"Zamilpa","year":"2008","journal-title":"Planta Medica"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"979","DOI":"10.1055\/s-0030-1250743","article-title":"Effect on the wound healing process and in vitro cell proliferation by the medicinal mexican plant Ageratina pichinchensis","volume":"77","author":"Tortoriello","year":"2011","journal-title":"Planta Medica"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1559","DOI":"10.1080\/14786410902843301","article-title":"Active compounds against tinea pedis dermatophytes from Ageratina pichinchensis var","volume":"23","author":"Navarro","year":"2009","journal-title":"bustamenta. Nat. Prod. Res."},{"key":"ref_9","doi-asserted-by":"crossref","unstructured":"S\u00e1nchez-Ramos, M., Marquina-Bahena, S., Romero-Estrada, A., Bernab\u00e9-Antonio, A., Cruz-Sosa, F., Gonz\u00e1lez-Christen, J., Acevedo-Fern\u00e1ndez, J.J., Perea-Arango, I., and Alvarez, L. (2018). Establishment and phytochemical analysis of a callus culture from Ageratina pichinchensis (Asteraceae) and its anti-inflammatory activity. Molecules, 23.","DOI":"10.3390\/molecules23061258"},{"key":"ref_10","doi-asserted-by":"crossref","unstructured":"S\u00e1nchez-Ramos, M., Alvarez, L., Romero-Estrada, A., Bernab\u00e9-Antonio, A., Marquina-Bahena, S., and Cruz-Sosa, F. (2020). Establishment of a cell suspension culture of Ageratina pichinchensis (Kunth) for the improved production of anti-inflammatory compounds. Plants, 9.","DOI":"10.20944\/preprints202008.0443.v1"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"578","DOI":"10.3390\/molecules28020578","article-title":"Obtaining 2,3-dihydrobenzofuran and 3-epilupeol from Ageratina pichinchensis (Kunth) R. King & Ho. Rob. Cell cultures grown in shake flasks under photoperiod and darkness, and its scale-up to an airlift bioreactor for enhanced production","volume":"28","author":"Alvarez","year":"2023","journal-title":"Molecules"},{"key":"ref_12","unstructured":"WHO (2023, September 18). WHO Outlines Steps to Save 7 Million Lives from Cancer. Available online: https:\/\/www.who.int\/es\/news\/item\/04-02-2020-who-outlines-steps-to-save-7-million-lives-from-cancer."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"778","DOI":"10.1002\/ijc.33588","article-title":"Cancer statistics for the year 2020: An overview","volume":"149","author":"Ferlay","year":"2021","journal-title":"Int. J. Cancer"},{"key":"ref_14","doi-asserted-by":"crossref","unstructured":"Rayan, A., Raiyn, J., and Falah, M. (2017). Nature is the best source of anticancer drugs: Indexing natural products for their anticancer bioactivity. PLoS ONE, 12.","DOI":"10.1371\/journal.pone.0187925"},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Khalifa, S.A.M., Elias, N., Farag, M.A., Chen, L., Saeed, A., Hegazy, M.-E.F., Moustafa, M.S., El-Wahed, A.A., Al-Mousawi, S.M., and Musharraf, S.G. (2019). Marine natural products: A source of novel anticancer drugs. Mar. Drugs, 17.","DOI":"10.3390\/md17090491"},{"key":"ref_16","first-page":"1618","article-title":"Traditional chinese medicine (TCM) as a source of new anticancer drugs","volume":"9","author":"Yao","year":"2020","journal-title":"Nat. Prod. Rep."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"eadd0887","DOI":"10.1126\/scitranslmed.add0887","article-title":"Mechanism-based combination therapies for metastatic cancer","volume":"14","author":"Obenauf","year":"2022","journal-title":"Sci. Transl. Med."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"419","DOI":"10.1007\/s00262-010-0930-1","article-title":"Mechanism of synergistic effect of chemotherapy and immunotherapy of cancer","volume":"60","author":"Ramakrishnan","year":"2011","journal-title":"Cancer Immunol Immun"},{"key":"ref_19","first-page":"1818","article-title":"Review on cancer and anticancer properties of some medicinal plants","volume":"5","author":"Sharma","year":"2011","journal-title":"J. Med. Plant Res."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"242","DOI":"10.1016\/j.nbt.2014.02.010","article-title":"Paclitaxel: Biosynthesis, production and future prospects","volume":"31","author":"Howat","year":"2014","journal-title":"N. Biotechnol."},{"key":"ref_21","first-page":"890","article-title":"Research progress on the source, production, and anti-cancer mechanisms of paclitaxel","volume":"18","year":"2020","journal-title":"Chin. J. Nat. Med."},{"key":"ref_22","first-page":"23","article-title":"Vincristine and vinblastine: A review","volume":"6","author":"Kumar","year":"2016","journal-title":"Int. J. Med. Pharm. Sci."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"101","DOI":"10.2174\/1871520619666181224121004","article-title":"Current perspectives in the application of medicinal plants against cancer: Novel therapeutic agents","volume":"19","author":"Gezici","year":"2019","journal-title":"Anti-Cancer Agents Med. Chem."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"206","DOI":"10.1186\/s12935-022-02624-9","article-title":"Anticancer potential of alkaloids: A key emphasis to colchicine, vinblastine, vincristine, vindesine, vinorelbine and vincamine","volume":"22","author":"Dhyani","year":"2022","journal-title":"Cancer Cell Int."},{"key":"ref_25","first-page":"5794350","article-title":"Natural products for cancer therapy: A review of their mechanism of actions and toxicity in the past decade","volume":"2022","author":"Abdalla","year":"2022","journal-title":"J. Trop. Med."},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"Tungmunnithum, D., Thongboonyou, A., Pholboon, A., and Yangsabai, A. (2018). Flavonoids and other compounds from medicinal plants for pharmaceutical and medical aspects: An overview. Medicines, 5.","DOI":"10.3390\/medicines5030093"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"1239","DOI":"10.1016\/j.bcp.2013.08.007","article-title":"Anticancer bioactivity of compounds from medicinal plants used in European medieval traditions","volume":"86","author":"Teiten","year":"2013","journal-title":"Biochem. Pharmacol."},{"key":"ref_28","first-page":"945","article-title":"Mexican medicinal plants used for cancer treatment: Pharmacological, phytochemical and ethnobotanical studies","volume":"133","author":"Villarreal","year":"2010","journal-title":"J. Ethnopharmacol."},{"key":"ref_29","doi-asserted-by":"crossref","unstructured":"Soto, K.M., P\u00e9rez, B.J.J., Mendoza, L.M.L., Ap\u00e1tiga-Castro, M., L\u00f3pez-Romero, J.M., Mendoza, S., and Manzano-Ram\u00edrez, A. (2023). Antioxidants in traditional Mexicans medicine and their applications as antitumor treatments. Pharmaceuticals, 16.","DOI":"10.3390\/ph16040482"},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"761","DOI":"10.1083\/jcb.106.3.761","article-title":"Normal keratinization in a spontaneously immortalized aneuploid human keratinocyte cell line","volume":"3","author":"Boukamp","year":"1988","journal-title":"J. Cell Biol."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"280","DOI":"10.1016\/j.jconrel.2022.01.010","article-title":"Emerging nanomedicines of paclitaxel for cancer treatment","volume":"342","author":"Chen","year":"2022","journal-title":"JCR"},{"key":"ref_32","doi-asserted-by":"crossref","unstructured":"Ma, Y., Yu, S., Ni, S., Zhang, B., Kung, A.C.F., Gao, J., Lu, A., and Zhang, G. (2022). Targeting strategies for enhancing paclitaxel specificity in chemotherapy. Front. Cell Dev. Biol., 9.","DOI":"10.3389\/fcell.2021.626910"},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"230","DOI":"10.1007\/s10600-021-03324-y","article-title":"Biological activity of fatty acids from lipids of Orchis chusua","volume":"57","author":"Nuerxiati","year":"2021","journal-title":"Chem. Nat. Compd."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"689","DOI":"10.3390\/molecules15020689","article-title":"Chemical analysis and biological activity of the essential oils of two endemic soqotri Commiphora species","volume":"15","author":"Mothana","year":"2010","journal-title":"Molecules"},{"key":"ref_35","doi-asserted-by":"crossref","unstructured":"Ganesan, T., Subban, M., and Christopher, L.D.B. (2022). Structural characterization of n-hexadecanoic acid from the leaves of Ipomea eriocarpa and its antioxidant and antibacterial activities. Biomass Convers. Biorefinery, 1\u201312.","DOI":"10.1007\/s13399-022-03576-w"},{"key":"ref_36","first-page":"1023","article-title":"Chemical composition and biological activity of Salvia verbenaca essential oil","volume":"6","author":"Canzoneri","year":"2011","journal-title":"Nat. Prod. Commun."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"186","DOI":"10.1080\/0972060X.2012.10644035","article-title":"Chemical composition and biological activities of the essential oil from leaves of Cleidion javanicum Bl","volume":"15","author":"Sanseera","year":"2012","journal-title":"J. Essent. Oil-Bear. Plants"},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"434","DOI":"10.1111\/j.1747-0285.2012.01418.x","article-title":"Anti-inflammatory property of n-hexadecanoic acid: Structural evidence and kinetic assessment","volume":"80","author":"Arpana","year":"2012","journal-title":"Chem. Biol. Drug Des."},{"key":"ref_39","first-page":"775","article-title":"Antibacterial and antifungal efficacy of fatty acid methyl esters from the leaves of Sesuvium portulacastrum L","volume":"15","author":"Chandrasekaran","year":"2011","journal-title":"Eur. Rev. Med. Pharmacol. Sci."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"879","DOI":"10.13005\/bbra\/1211","article-title":"In vitro antifungal potentials of bioactive compound methyl ester of hexadecenoic acid isolated from Annona muricata Linn. (Annonaceae) leaves","volume":"10","author":"Abubacker","year":"2013","journal-title":"Biosci. Biotechnol. Res. Asia"},{"key":"ref_41","doi-asserted-by":"crossref","unstructured":"Ayoub, I.M., Korinek, M., El-Shazly, M., Wetterauer, B., El-Beshbishy, H.A., Hwang, T.-L., Chen, B.-H., Chang, F.-R., Wink, M., and Singab, A.N.B. (2021). Anti-allergic, anti-inflammatory, and anti-hyperglycemic activity of Chasmanthe aethiopica leaf extract and its profiling using LC\/MS and GLC\/MS. Plants, 10.","DOI":"10.3390\/plants10061118"},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"306","DOI":"10.1021\/jf0509658","article-title":"Study on the anti-inflammatory activity of methanol extract from seagrass Zostera japonica","volume":"54","author":"Hua","year":"2006","journal-title":"J. Agric. Food Chem"},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"11","DOI":"10.1186\/s12906-015-0528-4","article-title":"Elucidation of in-vitro anti-inflammatory bioactive compounds isolated from Jatropha curcas L","volume":"15","author":"Othman","year":"2015","journal-title":"plant root. Complementary Altern. Med."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"237","DOI":"10.1016\/j.jep.2004.11.007","article-title":"Antibacterial activity of an eudesmane sesquiterpene isolated from common Varthemia, Varthemia iphionoides","volume":"97","author":"Hashinaga","year":"2005","journal-title":"J. Ethnopharmacol."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"1544","DOI":"10.1080\/14786419.2022.2025591","article-title":"Two new eudesmane sesquiterpene glucosides from the aerial parts of Artemisia vulgaris","volume":"37","author":"Hong","year":"2023","journal-title":"Nat. Prod. Res."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"145","DOI":"10.1007\/s13659-019-0199-9","article-title":"Two new eudesmane sesquiterpenoids from the flowers of Chrysanthemum indicum","volume":"9","author":"Yang","year":"2019","journal-title":"Nat. Prod. Bioprospect."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"2245","DOI":"10.1007\/s10886-007-9388-9","article-title":"J.V. Antifungal activity of a new phenolic compound from Capitulum of a head rot-resistant sunflower genotype","volume":"33","author":"Prats","year":"2007","journal-title":"J. Chem. Ecol."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"113","DOI":"10.1007\/BF00037663","article-title":"Composition of the essential oil from suspension cultures of Achillea millefolium ssp","volume":"40","author":"Figueiredo","year":"1995","journal-title":"millefolium. Plant Cell Tissue Organ Cult."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"1573","DOI":"10.1021\/acs.jnatprod.1c00105","article-title":"\u03b1-glucosidase inhibitors from Ageratina grandifolia","volume":"84","author":"Mata","year":"2021","journal-title":"J. Nat. Prod."},{"key":"ref_50","first-page":"2259","article-title":"Stigmasterol: A comprehensive review","volume":"2","author":"Kaur","year":"2011","journal-title":"Int. J. Pharm. Sci. Res."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"354","DOI":"10.3389\/fpls.2019.00354","article-title":"Why do plants convert sitosterol to stigmasterol?","volume":"10","author":"Aboobucker","year":"2019","journal-title":"Front. Plant Sci."},{"key":"ref_52","first-page":"a38","article-title":"Antimicrobial activity of stigmasterol from the stem bark of Neocarya macrophylla","volume":"2","author":"Yusuf","year":"2018","journal-title":"J. Med. Plants Econ. Dev."},{"key":"ref_53","doi-asserted-by":"crossref","unstructured":"Bakrim, S., Benkhaira, N., Bourais, I., Benali, T., Lee, L.-H., El, O.N., Sheikh, R.A., Wen, G.K., Chiau, M.L., and Bouyahya, A. (2022). Health benefits and pharmacological properties of stigmasterol. Antioxidants, 11.","DOI":"10.3390\/antiox11101912"},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"5135","DOI":"10.5897\/JMPR12.151","article-title":"Antifungal activity of stigmasterol, sitosterol and ergosterol from Bulbine natalensis baker (Asphodelaceae)","volume":"6","author":"Mbambo","year":"2012","journal-title":"J. Med. Plants Res."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"470","DOI":"10.1248\/bpb.24.470","article-title":"Anti-inflammatory and immunomodulating properties of a sterol fraction from Sideritis foetens","volume":"24","author":"Navarro","year":"2001","journal-title":"Clem. Biol. Pharm. Bull."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"52","DOI":"10.1111\/bcpt.12639","article-title":"In vitro effects of the neolignane 2,3-dihydrobenzofuran against Leishmania Amazonensis","volume":"120","author":"Moreira","year":"2017","journal-title":"Basic Clin. Pharmacol. Toxicol."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"2545","DOI":"10.1016\/j.bmcl.2015.04.050","article-title":"Design, synthesis, and biological evaluation of benzofuran- and 2,3-dihydrobenzofuran-2-carboxylic acid N-(substituted)phenylamide derivates as anticancer agents and inhibitors of NF-kB","volume":"25","author":"Choi","year":"2015","journal-title":"Bioorganic Med. Chem. Lett."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"820","DOI":"10.1016\/j.bmc.2016.01.002","article-title":"2,3-dihydrobenzofuran privileged structures as a new bioinspired lead compounds for the design of mPGES-1 inhibitors","volume":"24","author":"Spatafora","year":"2016","journal-title":"Bioorg. Med. Chem."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"345","DOI":"10.1016\/S0031-9422(99)00176-4","article-title":"2,3-dihydrobenzofuran neolignans from Aristolochia pubescens","volume":"52","author":"Nascimento","year":"1999","journal-title":"Phytochemistry"},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1186\/s40659-018-0209-0","article-title":"Isolation of dihydrobenzofuran derivates from ethnomedicinal species Polygonum barbatum as anticancer compounds","volume":"52","author":"Farooq","year":"2019","journal-title":"Biol. Res."},{"key":"ref_61","doi-asserted-by":"crossref","unstructured":"Wang, Y.-M., Ran, X.-K., Riaz, M., Yu, M., Cai, Q., Dou, D.-Q., Metwaly, A.M., Kang, T.-G., and Cai, D.-C. (2019). Chemical constituents of stems and leaves of Tagetespatula L. and its fingerprint. Molecules, 24.","DOI":"10.3390\/molecules24213911"},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"438","DOI":"10.1016\/j.biopha.2018.02.098","article-title":"\u03b2-amyrin, the cannabinoid receptors agonist, abrogates mice brain microglial cells inflammation induced by lipopolysaccharide\/interferon-\u03b3 and regulates M\u03c61\/M\u03c62 balances","volume":"101","author":"Askari","year":"2018","journal-title":"Biomed. Pharmacother."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"373","DOI":"10.1007\/s10787-014-0218-8","article-title":"Anti-inflammatory potential of \u03b2-amyrin, a triterpenoid isolated from Costus igneus","volume":"22","author":"Krishnan","year":"2014","journal-title":"Inflammopharmacology"},{"key":"ref_64","first-page":"815","article-title":"Cytotoxic, antibacterial and antioxidant activity of triterpenoids from Kopsia singapurensis Ridl","volume":"6","author":"Shan","year":"2014","journal-title":"J. Chem. Pharm. Res."},{"key":"ref_65","doi-asserted-by":"crossref","unstructured":"Mishra, T., Arya, R.K., Meena, S., Joshi, P., Pal, M., Meena, B., Upreti, D.K., Rana, T.S., and Datta, D. (2016). Isolation, characterization and anticancer potential of cytotoxic triterpenes from Betula utilis bark. PLoS ONE, 11.","DOI":"10.1371\/journal.pone.0159430"},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"48","DOI":"10.1007\/s10787-007-1609-x","article-title":"Anti-inflammatory effect of \u03b1, \u03b2-amyrin, a pentacyclic triterpene from Protium heptaphyllum in rat model acute periodontitis","volume":"16","author":"Pinto","year":"2008","journal-title":"Inflammopharmacology"},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"399","DOI":"10.1016\/j.bjp.2014.06.003","article-title":"Triterpenes from the Protium heptaphyllum resin-chemical composition and cytotoxicity","volume":"24","author":"Lima","year":"2014","journal-title":"Rev. Bras. Farmacogn."},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"199","DOI":"10.1186\/s12906-016-1166-1","article-title":"Cytotoxic potential of selected medicinal plants in northeast Brazil","volume":"16","author":"Costa","year":"2016","journal-title":"Complement Altern. Med."},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"1478","DOI":"10.3109\/13880209.2014.898078","article-title":"Beta-amyrin and Alpha-amyrin acetate isolated from the stem bark of Alstonia boonei display profund anti-inflammatory activity","volume":"52","author":"Okoye","year":"2014","journal-title":"Pharm. Biol."},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"673","DOI":"10.1007\/s00011-011-0321-x","article-title":"Anti-inflammatory effect of \u03b1, \u03b2-amyrin, a triterpene from Protium heptaphyllum, on cerulein-induced acute pancreatitis in mice","volume":"60","author":"Melo","year":"2011","journal-title":"Inflamm. Res."},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"4","DOI":"10.1111\/fcp.12402","article-title":"Pharmacological effects of the isomeric mixture of alpha and beta amyrin from Protium heptaphyllum: A literature review","volume":"33","author":"Nogueira","year":"2019","journal-title":"Fundam. Clin. Pharmacol."},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"115539","DOI":"10.1016\/j.jep.2022.115539","article-title":"Evaluation of the in vitro and in vivo anti-inflammatory activity of Gymnosporia montana (Roth). Benth leaves","volume":"297","author":"Ambati","year":"2022","journal-title":"J. Ethnopharmacol."},{"key":"ref_73","first-page":"1777","article-title":"Antioxidant activity of \u03b1, and \u03b2-amyrin isolated from Myrcianthes pungens leaves","volume":"12","author":"Cardoso","year":"2018","journal-title":"Nat. Prod. Res."},{"key":"ref_74","doi-asserted-by":"crossref","unstructured":"Viet, T.D., Xuan, T.D., and Anh, L.H. (2021). \u03b1-amyrin and \u03b2-amyrin isolated from Celastrus hindsii leaves and their antioxidant, anti-xanthine oxidase, and anti-tyrosinase potentials. Molecules, 26.","DOI":"10.3390\/molecules26237248"},{"key":"ref_75","doi-asserted-by":"crossref","unstructured":"Akramov, D.K., Mamadalieva, N.Z., Porzel, A., Hussain, H., Dube, M., Akhmedov, A., Altyar, A.E., Ashour, M.L., and Wessjohann, L.A. (2021). Sugar containing compounds and biological activities of Lagochilus setulosus. Molecules, 6.","DOI":"10.3390\/molecules26061755"},{"key":"ref_76","doi-asserted-by":"crossref","first-page":"105","DOI":"10.21010\/ajtcam.v13i4.15","article-title":"Phytochemistry, cytotoxic and apoptosis studies of B-sitosteol-3-O-glucoside and B-amyrin from Prunus africana","volume":"13","author":"Maiyo","year":"2016","journal-title":"Afr. J. Tradit. Complement Altern. Med."},{"key":"ref_77","doi-asserted-by":"crossref","first-page":"1238","DOI":"10.1007\/s00044-018-2143-7","article-title":"Cytotoxic and anti-inflammatory compounds from red sea grass Thalassodendron ciliatum","volume":"27","author":"Abdelhameed","year":"2018","journal-title":"Med. Chem. Res."},{"key":"ref_78","first-page":"603","article-title":"Phytochemical and Biological studies of Helichrysum acutatum DC","volume":"14","author":"Moodley","year":"2022","journal-title":"Multifaceted J. Field Nat. Prod. Pharmacogn."},{"key":"ref_79","first-page":"273","article-title":"Identification of the bioactive constituents and the antibacterial, antifungal and cytotoxic activities of different fractions from Cestrum nocturnum L","volume":"11","author":"Rashed","year":"2018","journal-title":"Jordan J. Biol. Sci."},{"key":"ref_80","doi-asserted-by":"crossref","first-page":"1325","DOI":"10.1080\/14786419.2016.1239091","article-title":"In vitro evaluation of cytotoxic activity of the ethanol extract and isolated compounds from the corms of Liatris spicata (L.) wild on HepG2","volume":"11","author":"Ezzat","year":"2017","journal-title":"Nat. Prod. Res."},{"key":"ref_81","first-page":"75","article-title":"Anti-inflammatory and antimicrobial activities of steroids and triterpenes isolates from aerial parts of Justicia acumintissima (Acanthaceae)","volume":"6","author":"Abreu","year":"2014","journal-title":"Int. J. Pharm. Pharm. Sci."},{"key":"ref_82","doi-asserted-by":"crossref","unstructured":"Yuan, L., Shen, M., and Jianhua, X.S.J. (2019). Phytosterols suppress phagocytosis and inhibit inflammatory mediators responses in RAW 264.7 macrophages and the correlation with their structure. Foods, 8.","DOI":"10.3390\/foods8110582"},{"key":"ref_83","doi-asserted-by":"crossref","first-page":"1380","DOI":"10.3109\/13880209.2015.1078383","article-title":"Assessment of anti-inflammatory, antinociceptive, immunomodulatory, and antioxidant activities of Cajanus cajan L. seeds cultivated in Egypt and its phytochemical composition","volume":"8","author":"Hassan","year":"2016","journal-title":"Pharm. Biol."},{"key":"ref_84","doi-asserted-by":"crossref","first-page":"469","DOI":"10.1007\/s10787-017-0379-3","article-title":"Anti-inflammatory evaluation and characterization of leaf extract of Ananas comosus","volume":"26","author":"Kargutkar","year":"2018","journal-title":"Inflammopharmacology"},{"key":"ref_85","first-page":"309","article-title":"Anti-inflammatory effects of Allium schoenoprasum L. leaves","volume":"2","author":"Parvu","year":"2014","journal-title":"J. Physiol. Pharmacol."},{"key":"ref_86","doi-asserted-by":"crossref","first-page":"4571","DOI":"10.1007\/s13369-020-04555-x","article-title":"Anti-inflammatory activity and chemical characterization of Opuntia ficus-indica seed oil cultivated in Saudi Arabia","volume":"45","author":"Koshak","year":"2020","journal-title":"Arab. J. Sci. Eng."},{"key":"ref_87","doi-asserted-by":"crossref","first-page":"965","DOI":"10.1007\/s12272-001-1252-z","article-title":"A new cytotoxic prenylated dihydrobenzofuran derivate and other chemical constituents from the rhizomes of Atractylodes lancea DC","volume":"31","author":"Duan","year":"2008","journal-title":"Arch. Pharm. Res."},{"key":"ref_88","doi-asserted-by":"crossref","first-page":"132899","DOI":"10.1016\/j.molstruc.2022.132899","article-title":"Novel diastereoselective trans 2,3-dihydrobenzofuran derivates: Tandem synthesis, crystal structure, antioxidant and anticancer activity","volume":"1261","author":"Nousheen","year":"2022","journal-title":"J. Mol. Struct."},{"key":"ref_89","first-page":"2993","article-title":"Selective cytotoxic activities of two novel synthetic drugs on human breast carcinoma MCF-7 cells","volume":"29","author":"Badisa","year":"2009","journal-title":"Anticancer Res."},{"key":"ref_90","doi-asserted-by":"crossref","first-page":"85","DOI":"10.1016\/S0014-5793(96)01502-5","article-title":"Sesquiterpene lactone containing Mexican Indian medicinal plants and pure sesquiterpene lactones as potent inhibitors of transcription factor NF-kB","volume":"402","author":"Bork","year":"1997","journal-title":"FEBS Lett."},{"key":"ref_91","doi-asserted-by":"crossref","first-page":"e8871","DOI":"10.5812\/ircmj.8871","article-title":"Cytotoxic properties of some medicinal plant extracts from Mazandaran, Iran","volume":"15","author":"Nemati","year":"2013","journal-title":"Iran. Red Crescent Med. J."},{"key":"ref_92","doi-asserted-by":"crossref","first-page":"138","DOI":"10.4103\/2229-5119.86260","article-title":"Anticancer, cytotoxic potential of Moringa oleifera extracts on HeLa cell line","volume":"2","author":"Nair","year":"2011","journal-title":"J. Nat. Pharm."},{"key":"ref_93","first-page":"273","article-title":"Cytotoxic effects of different extract and latex of Ficus Carica L. on HeLa cell line","volume":"10","author":"Khodarahmi","year":"2011","journal-title":"Iran. J. Pharm. Res. IJPR"},{"key":"ref_94","doi-asserted-by":"crossref","first-page":"846","DOI":"10.1016\/j.phymed.2007.09.004","article-title":"Benzobijuglone, a novel cytotoxic compound from Juglans mandshurica, induced apoptosis in HeLa cervical cancer cells","volume":"14","author":"Li","year":"2007","journal-title":"Phytomedicine"},{"key":"ref_95","doi-asserted-by":"crossref","first-page":"227","DOI":"10.4103\/0973-8258.56280","article-title":"Anticancer-cytotoxic activity of saponins isolated from the leaves of Gymnema sylvestre and Eclipta prostrata on HeLa cells","volume":"3","author":"Gopiesh","year":"2009","journal-title":"Int. J. Green Pharm."},{"key":"ref_96","doi-asserted-by":"crossref","first-page":"885","DOI":"10.1002\/ptr.5802","article-title":"Effectiveness of Ageratina pichinchensis extract in patients with vulvovaginal candidiasis. A randomized, double-blind, and controlled pilot study","volume":"31","author":"Zamilpa","year":"2017","journal-title":"Phytother. Res."}],"container-title":["Pharmaceuticals"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1424-8247\/16\/10\/1400\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T21:04:29Z","timestamp":1760130269000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1424-8247\/16\/10\/1400"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,10,3]]},"references-count":96,"journal-issue":{"issue":"10","published-online":{"date-parts":[[2023,10]]}},"alternative-id":["ph16101400"],"URL":"https:\/\/doi.org\/10.3390\/ph16101400","relation":{},"ISSN":["1424-8247"],"issn-type":[{"value":"1424-8247","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,10,3]]}}}