{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,29]],"date-time":"2026-10-29T02:07:12Z","timestamp":1793239632985,"version":"4.5.0"},"reference-count":119,"publisher":"Frontiers Media SA","license":[{"start":{"date-parts":[[2024,2,15]],"date-time":"2024-02-15T00:00:00Z","timestamp":1707955200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":["frontiersin.org"],"crossmark-restriction":true},"short-container-title":["Front. Chem."],"abstract":"<jats:p>\n                    <jats:italic>Cistus albidus<\/jats:italic>\n                    : L., also known as Grey-leaved rockrose and locally addressed as \u0161\u1e6dab or t\u00fbzz\u00e2la lb\u00ee\u1e0da, is a plant species with a well-established reputation for its health-promoting properties and traditional use for the treatment of various diseases. This research delves into exploring the essential oil extracted from the aerial components of\n                    <jats:italic>Cistus albidus<\/jats:italic>\n                    (referred to as CAEO), aiming to comprehend its properties concerning antioxidation, anti-inflammation, antimicrobial efficacy, and cytotoxicity. Firstly, a comprehensive analysis of CAEO\u2019s chemical composition was performed through Gas Chromatography-Mass Spectrometry (GC-MS). Subsequently, four complementary assays were conducted to assess its antioxidant potential, including DPPH scavenging, \u03b2-carotene bleaching, ABTS scavenging, and total antioxidant capacity assays. The investigation delved into the anti-inflammatory properties via the 5-lipoxygenase assay and the antimicrobial effects of CAEO against various bacterial and fungal strains. Additionally, the research investigated the cytotoxic effects of CAEO on two human breast cancer subtypes, namely, MCF-7 and MDA-MB-231. Chemical analysis revealed camphene as the major compound, comprising 39.21% of the composition, followed by \u03b1-pinene (19.01%), bornyl acetate (18.32%), tricyclene (6.86%), and melonal (5.44%). Notably, CAEO exhibited robust antioxidant activity, as demonstrated by the low IC\n                    <jats:sub>50<\/jats:sub>\n                    values in DPPH (153.92 \u00b1 4.30\u00a0\u03bcg\/mL) and \u03b2-carotene (95.25 \u00b1 3.75\u00a0\u03bcg\/mL) assays, indicating its ability to counteract oxidative damage. The ABTS assay and the total antioxidant capacity assay also confirmed the potent antioxidant potential with IC\n                    <jats:sub>50<\/jats:sub>\n                    values of 120.51 \u00b1 3.33\u00a0TE\u00a0\u03bcmol\/mL and 458.25 \u00b1 3.67\u00a0\u00b5g AAE\/mg, respectively. In terms of anti-inflammatory activity, CAEO displayed a substantial lipoxygenase inhibition at 0.5\u00a0mg\/mL. Its antimicrobial properties were broad-spectrum, although some resistance was observed in the case of\n                    <jats:italic>Escherichia coli<\/jats:italic>\n                    and\n                    <jats:italic>Staphylococcus aureus<\/jats:italic>\n                    . CAEO exhibited significant dose-dependent inhibitory effects on tumor cell lines\n                    <jats:italic>in vitro<\/jats:italic>\n                    . Additionally, computational analyses were carried out to appraise the physicochemical characteristics, drug-likeness, and pharmacokinetic properties of CAEO\u2019s constituent molecules, while the toxicity was assessed using the Protox II web server.\n                  <\/jats:p>","DOI":"10.3389\/fchem.2024.1334028","type":"journal-article","created":{"date-parts":[[2024,2,14]],"date-time":"2024-02-14T23:30:11Z","timestamp":1707953411000},"update-policy":"https:\/\/doi.org\/10.3389\/crossmark-policy","source":"Crossref","is-referenced-by-count":50,"title":["Chemical profiling of volatile compounds of the essential oil of grey-leaved rockrose (Cistus albidus L.) and its antioxidant, anti-inflammatory, antibacterial, antifungal, and anticancer activity in vitro and in silico"],"prefix":"10.3389","volume":"12","author":[{"given":"Amine","family":"Elbouzidi","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mohamed","family":"Taibi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Salah","family":"Laaraj","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"El Hassania","family":"Loukili","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mounir","family":"Haddou","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Naoufal","family":"El Hachlafi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hanae","family":"Naceiri Mrabti","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Abdellah","family":"Baraich","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Reda","family":"Bellaouchi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Abdeslam","family":"Asehraou","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mohammed","family":"Bourhia","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hiba-Allah","family":"Nafidi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yousef A.","family":"Bin Jardan","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Khalid","family":"Chaabane","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mohamed","family":"Addi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1965","published-online":{"date-parts":[[2024,2,15]]},"reference":[{"key":"B1","doi-asserted-by":"publisher","first-page":"512","DOI":"10.1016\/j.joad.2016.08.024","article-title":"Antibacterial activity of Hibiscus sabdariffa L. calyces against hospital isolates of multidrug-resistant Acinetobacter baumannii","volume":"5","author":"Abdallah","year":"2016","journal-title":"J. Acute Dis."},{"key":"B2","doi-asserted-by":"publisher","first-page":"2801","DOI":"10.3390\/app9142801","article-title":"A brief recap of microbial adhesion and biofilms","volume":"9","author":"Achinas","year":"2019","journal-title":"Appl. Sci."},{"key":"B3","doi-asserted-by":"publisher","first-page":"136","DOI":"10.3390\/computers11090136","article-title":"Predicting breast cancer from risk factors using SVM and extra-trees-based feature selection method","volume":"11","author":"Alfian","year":"2022","journal-title":"Computers"},{"key":"B4","doi-asserted-by":"publisher","first-page":"104700","DOI":"10.1016\/j.bse.2023.104700","article-title":"Integrated analysis of antimicrobial, antioxidant, and phytochemical properties of Cinnamomum verum: a comprehensive in vitro and in silico study","volume":"110","author":"Al-Mijalli","year":"2023","journal-title":"Biochem. Syst. Ecol."},{"key":"B5","doi-asserted-by":"publisher","first-page":"170","DOI":"10.1007\/s11130-010-0168-2","article-title":"Antioxidant activity and chemical content of methanol and ethanol extracts from leaves of rockrose (Cistus ladaniferus)","volume":"65","author":"Amensour","year":"2010","journal-title":"Plant Foods Hum. Nutr."},{"key":"B6","doi-asserted-by":"publisher","first-page":"7126","DOI":"10.1021\/acs.jpcb.2c05112","article-title":"Comparison of the role of protein dynamics in catalysis by dihydrofolate reductase from E. coli and H. sapiens","volume":"126","author":"Andrews","year":"2022","journal-title":"J. Phys. Chem. B"},{"key":"B7","doi-asserted-by":"publisher","first-page":"W257","DOI":"10.1093\/nar\/gky318","article-title":"ProTox-II: a web server for the prediction of toxicity of chemicals","volume":"46","author":"Banerjee","year":"2018","journal-title":"Nucleic Acids Res."},{"key":"B8","first-page":"6747","article-title":"Differential insulin-like growth factor I receptor signaling and function in estrogen receptor (ER)-positive MCF-7 and ER-negative MDA-MB-231 breast cancer cells","volume":"61","author":"Bartucci","year":"2001","journal-title":"Cancer Res."},{"key":"B9","doi-asserted-by":"publisher","first-page":"132653","DOI":"10.1016\/j.molstruc.2022.132653","article-title":"Formazan analogous: synthesis, antimicrobial activity, dihydrofolate reductase inhibitors and docking study","volume":"1258","author":"Bayazeed","year":"2022","journal-title":"J. Mol. Struct."},{"key":"B10","doi-asserted-by":"publisher","first-page":"491","DOI":"10.1016\/j.enzmictec.2006.11.025","article-title":"Lipoxygenase in fruits and vegetables: a review","volume":"40","author":"Baysal","year":"2007","journal-title":"Enzyme Microb. Technol."},{"key":"B11","first-page":"283","article-title":"Chemical analysis of the essential oils of three Cistus species growing in the northwest of Algeria","volume":"84","author":"Bechlaghem","year":"2019","journal-title":"Agric. Conspec. Sci."},{"key":"B12","doi-asserted-by":"publisher","first-page":"1243","DOI":"10.1038\/nsmb.2676","article-title":"Divergent evolution of protein conformational dynamics in dihydrofolate reductase","volume":"20","author":"Bhabha","year":"2013","journal-title":"Nat. Struct. Mol. Biol."},{"key":"B13","doi-asserted-by":"publisher","first-page":"1079","DOI":"10.1080\/13543776.2022.2130752","article-title":"Dihydrofolate reductase inhibitors: patent landscape and phases of clinical development (2001\u20132021)","volume":"32","author":"Bhagat","year":"2022","journal-title":"Expert Opin. Ther. Pat."},{"key":"B14","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1186\/1758-2946-1-15","article-title":"Application of the PM6 semi-empirical method to modeling proteins enhances the docking accuracy of AutoDock","volume":"1","author":"Bikadi","year":"2009","journal-title":"J. Cheminform."},{"key":"B15","doi-asserted-by":"publisher","first-page":"567","DOI":"10.1056\/nejmoa053422","article-title":"Radiotherapy plus cetuximab for squamous-cell carcinoma of the head and neck","volume":"354","author":"Bonner","year":"2006","journal-title":"N. Engl. J. Med."},{"key":"B16","doi-asserted-by":"publisher","first-page":"1934578X2096259","DOI":"10.1177\/1934578x20962595","article-title":"Multidrug and pan-antibiotic resistance\u2014the role of antimicrobial and synergistic essential oils: a review","volume":"15","author":"Boren","year":"2020","journal-title":"Nat. Prod. Commun."},{"key":"B17","doi-asserted-by":"publisher","first-page":"340","DOI":"10.1007\/s10753-016-0477-1","article-title":"Aptamers against pro-and anti-inflammatory cytokines: a review","volume":"40","author":"Boshtam","year":"2017","journal-title":"Inflammation"},{"key":"B18","doi-asserted-by":"publisher","first-page":"2","DOI":"10.4172\/2157-7471.1000342","article-title":"Determination of phenol content and antibacterial activity of five medicinal plants ethanolic extracts from North-West of Morocco","volume":"7","author":"Bouyahya","year":"2016","journal-title":"J. Plant Pathol. Microbiol."},{"key":"B19","doi-asserted-by":"publisher","first-page":"3286","DOI":"10.3390\/molecules27103286","article-title":"Chemical compounds of berry-derived polyphenols and their effects on gut microbiota, inflammation, and cancer","volume":"27","author":"Bouyahya","year":"2022","journal-title":"Molecules"},{"key":"B20","doi-asserted-by":"publisher","first-page":"23679","DOI":"10.1074\/jbc.274.34.23679","article-title":"Lipoxygenases: occurrence, functions, catalysis, and acquisition of substrate","volume":"274","author":"Brash","year":"1999","journal-title":"J. Biol. Chem."},{"key":"B21","doi-asserted-by":"publisher","first-page":"287","DOI":"10.1016\/j.bpobgyn.2010.10.016","article-title":"Oxidative stress","volume":"25","author":"Burton","year":"2011","journal-title":"Best. Pract. Res. Clin. Obstet. Gynaecol."},{"key":"B22","doi-asserted-by":"publisher","first-page":"50","DOI":"10.1186\/s12906-015-0563-1","article-title":"Evaluation of antioxidant and anticancer activity of extract and fractions of Nardostachys jatamansi DC in breast carcinoma","volume":"15","author":"Chaudhary","year":"2015","journal-title":"BMC Complement. Altern. Med."},{"key":"B23","doi-asserted-by":"publisher","first-page":"12101","DOI":"10.1002\/slct.202102555","article-title":"An insight into synthetic strategies and recent developments of dihydrofolate reductase inhibitors","volume":"6","author":"Chawla","year":"2021","journal-title":"ChemistrySelect"},{"key":"B24","doi-asserted-by":"publisher","first-page":"911","DOI":"10.3390\/molecules23040911","article-title":"Evaluating molecular properties involved in transport of small molecules in stratum corneum: a quantitative structure-activity relationship for skin permeability","volume":"23","author":"Chen","year":"2018","journal-title":"Molecules"},{"key":"B25","doi-asserted-by":"publisher","first-page":"178","DOI":"10.1080\/03602532.2019.1632889","article-title":"A comprehensive review of cytochrome P450 2E1 for xenobiotic metabolism","volume":"51","author":"Chen","year":"2019","journal-title":"Drug Metab. Rev."},{"key":"B26","doi-asserted-by":"publisher","first-page":"597","DOI":"10.1517\/17460441.2010.484460","article-title":"Virtual screening with AutoDock: theory and practice","volume":"5","author":"Cosconati","year":"2010","journal-title":"Expert Opin. Drug Discov."},{"key":"B27","doi-asserted-by":"publisher","first-page":"42717","DOI":"10.1038\/srep42717","article-title":"SwissADME: a free web tool to evaluate pharmacokinetics, drug-likeness, and medicinal chemistry friendliness of small molecules","volume":"7","author":"Daina","year":"2017","journal-title":"Sci. Rep."},{"key":"B28","doi-asserted-by":"publisher","first-page":"1117","DOI":"10.1002\/cmdc.201600182","article-title":"A BOILED-egg to predict gastrointestinal absorption and brain penetration of small molecules","volume":"11","author":"Daina","year":"2016","journal-title":"ChemMedChem"},{"key":"B29","doi-asserted-by":"publisher","first-page":"8","DOI":"10.3390\/plants7010008","article-title":"Cistus incanus from Strandja Mountain as a source of bioactive antioxidants","volume":"7","author":"Dimcheva","year":"2018","journal-title":"Plants"},{"key":"B30","doi-asserted-by":"publisher","first-page":"256","DOI":"10.3390\/molecules28010256","article-title":"Phytochemical profiling, antioxidant and anti-inflammatory activity of plants belonging to the lavandula genus","volume":"28","author":"Dobros","year":"2022","journal-title":"Molecules"},{"key":"B31","doi-asserted-by":"publisher","first-page":"1156","DOI":"10.3390\/ph15091156","article-title":"LC\u2013MS\/MS phytochemical profiling, antioxidant activity, and cytotoxicity of the ethanolic extract of Atriplex halimus L. Against breast cancer cell lines: computational studies and experimental validation","volume":"15","author":"Elbouzidi","year":"2022","journal-title":"Pharmaceuticals"},{"key":"B32","doi-asserted-by":"publisher","first-page":"840","DOI":"10.3390\/ph16060840","article-title":"Exploring the multi-faceted potential of carob (ceratonia siliqua var. Rahma) leaves from Morocco: a comprehensive analysis of polyphenols profile, antimicrobial activity, cytotoxicity against breast cancer cell lines, and genotoxicity","volume":"16","author":"Elbouzidi","year":"2023","journal-title":"Pharmaceuticals"},{"key":"B33","doi-asserted-by":"publisher","first-page":"e01927","DOI":"10.1016\/j.sciaf.2023.e01927","article-title":"Exploration of novel antibacterial and anti-adhesive formulations from three chemically characterized essential oils: optimization using experimental design methodology","volume":"22","author":"El Hachlafi","year":"","journal-title":"Sci. Afr."},{"key":"B34","doi-asserted-by":"publisher","first-page":"5913","DOI":"10.3390\/molecules28155913","article-title":"Antioxidant, volatile compounds; antimicrobial, anti-inflammatory, and dermatoprotective properties of cedrus atlantica (endl.) manetti ex carriere essential oil: in vitro and in silico investigations","volume":"28","author":"El Hachlafi","year":"","journal-title":"Molecules"},{"key":"B35","doi-asserted-by":"publisher","first-page":"1120432","DOI":"10.3389\/fchem.2023.1120432","article-title":"Essential oils of Psidium cattleianum Sabine leaves and flowers: anti-inflammatory and cytotoxic activities","volume":"11","author":"Elsayed","year":"2023","journal-title":"Front. Chem."},{"key":"B36","doi-asserted-by":"publisher","first-page":"38","DOI":"10.12816\/0058534","article-title":"Identification of volatile components and antioxidant assessment of the aerial part extracts from an Algerian Cistus albidus L. of the Aures region","volume":"10","author":"Fadel","year":"2020","journal-title":"J. N. Technol. Mater"},{"key":"B37","doi-asserted-by":"publisher","first-page":"157","DOI":"10.3390\/ph14020157","article-title":"Status and challenges of plant-anticancer compounds in cancer treatment","volume":"14","author":"Garcia-Oliveira","year":"2021","journal-title":"Pharmaceuticals"},{"key":"B38","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1186\/1758-3284-2-8","article-title":"Molecularly targeted therapies in head and neck cancer-An update of recent developments","volume":"2","author":"Goerner","year":"2010","journal-title":"Head. Neck Oncol."},{"key":"B39","doi-asserted-by":"publisher","first-page":"2714","DOI":"10.1002\/elps.1150181505","article-title":"SWISS\u2010MODEL and the Swiss\u2010Pdb Viewer: an environment for comparative protein modeling","volume":"18","author":"Guex","year":"1997","journal-title":"Electrophoresis"},{"key":"B40","doi-asserted-by":"publisher","first-page":"1744","DOI":"10.1080\/07391102.2020.1738962","article-title":"A study on the effects of inhibition mechanism of curcumin, quercetin, and resveratrol on human glutathione reductase through in vitro and in silico approaches","volume":"39","author":"G\u00fcller","year":"2021","journal-title":"J. Biomol. Struct. Dyn."},{"key":"B41","doi-asserted-by":"publisher","first-page":"644","DOI":"10.1016\/j.ympev.2005.04.026","article-title":"Systematics, character evolution, and biogeography of Cistus L.(Cistaceae) based on ITS, trnL-trnF, and matK sequences","volume":"37","author":"Guzm\u00e1n","year":"2005","journal-title":"Mol. Phylogenet. Evol."},{"key":"B42","doi-asserted-by":"publisher","first-page":"954","DOI":"10.1111\/j.1365-2699.2008.02040.x","article-title":"Long\u2010distance colonization of the Western Mediterranean by Cistus ladanifer (Cistaceae) despite the absence of special dispersal mechanisms","volume":"36","author":"Guzm\u00e1n","year":"2009","journal-title":"J. Biogeogr."},{"key":"B43","doi-asserted-by":"publisher","first-page":"1799","DOI":"10.1080\/87559129.2021.1936007","article-title":"In vitro and in vivo biological investigations of camphene and its mechanism insights: a review","volume":"39","author":"Hachlafi","year":"2023","journal-title":"Food Rev. Int."},{"key":"B44","doi-asserted-by":"publisher","first-page":"638","DOI":"10.3390\/ijpb14030049","article-title":"Investigating the impact of irrigation water quality on secondary metabolites and chemical profile of mentha piperita essential oil: analytical profiling, characterization, and potential pharmacological applications","volume":"14","author":"Haddou","year":"2023","journal-title":"Int. J. Plant Biol."},{"key":"B45","doi-asserted-by":"publisher","first-page":"2680","DOI":"10.1172\/jci97945","article-title":"Leukotriene biosynthetic enzymes as therapeutic targets","volume":"128","author":"Haeggstr\u00f6m","year":"2018","journal-title":"J. Clin. Invest."},{"key":"B46","doi-asserted-by":"publisher","first-page":"365","DOI":"10.1007\/s10298-013-0806-6","article-title":"Antimycobacterial activity of extracts of two Moroccan Cistus L. species","volume":"11","author":"Haouat","year":"2013","journal-title":"Phytoth\u00e9rapie"},{"key":"B47","doi-asserted-by":"publisher","first-page":"684","DOI":"10.7326\/0003-4819-121-9-199411010-00010","article-title":"The role of leukotrienes in inflammation","volume":"121","author":"Henderson","year":"1994","journal-title":"Ann. Intern. Med."},{"key":"B48","doi-asserted-by":"publisher","first-page":"S21","DOI":"10.1016\/j.ijrobp.2003.11.041","article-title":"Review of epidermal growth factor receptor biology","volume":"59","author":"Herbst","year":"2004","journal-title":"Int. J. Radiat. Oncol. Biol. Phys."},{"key":"B49","doi-asserted-by":"publisher","first-page":"270","DOI":"10.1007\/s12088-017-0657-1","article-title":"Recent advances in ergosterol biosynthesis and regulation mechanisms in Saccharomyces cerevisiae","volume":"57","author":"Hu","year":"2017","journal-title":"Indian J. Microbiol."},{"key":"B50","doi-asserted-by":"publisher","first-page":"31","DOI":"10.3322\/caac.21440","article-title":"Proportion and number of cancer cases and deaths attributable to potentially modifiable risk factors in the United States","volume":"68","author":"Islami","year":"2018","journal-title":"Ca. Cancer J. Clin."},{"key":"B51","doi-asserted-by":"publisher","first-page":"4024","DOI":"10.3390\/molecules27134024","article-title":"Chemical and pharmacological profiling of Wrightia coccinea (roxb. Ex hornem.) sims focusing antioxidant, cytotoxic, antidiarrheal, hypoglycemic, and analgesic properties","volume":"27","author":"Jannat","year":"2022","journal-title":"Molecules"},{"key":"B52","doi-asserted-by":"publisher","first-page":"248","DOI":"10.1016\/j.drudis.2019.10.014","article-title":"A drug-likeness toolbox facilitates ADMET study in drug discovery","volume":"25","author":"Jia","year":"2020","journal-title":"Drug Discov. Today"},{"key":"B53","doi-asserted-by":"publisher","first-page":"482","DOI":"10.3390\/antibiotics11040482","article-title":"Antibacterial and antioxidant activity of dysphania ambrosioides (L.) mosyakin and clemants essential oils: experimental and computational approaches","volume":"11","author":"Kandsi","year":"2022","journal-title":"Antibiotics"},{"key":"B54","doi-asserted-by":"publisher","first-page":"e08475","DOI":"10.1016\/j.heliyon.2021.e08475","article-title":"Isolation of phytochemical constituents from Stevia rebaudiana (Bert.) and evaluation of their anticancer, antimicrobial, and antioxidant properties via in vitro and in silico approaches","volume":"7","author":"Khatun","year":"2021","journal-title":"Heliyon"},{"key":"B55","doi-asserted-by":"publisher","first-page":"731","DOI":"10.1142\/s0192415x15500457","article-title":"Alpha-pinene exhibits anti-inflammatory activity through the suppression of MAPKs and the NF-\u03baB pathway in mouse peritoneal macrophages","volume":"43","author":"Kim","year":"2015","journal-title":"Am. J. Chin. Med."},{"key":"B56","doi-asserted-by":"publisher","first-page":"PC01","DOI":"10.7860\/JCDR\/2015\/12273.5563","article-title":"A comparitive study to evaluate the role of serum lipid levels in aetiology of carcinoma breast","volume":"9","author":"Kumar","year":"2015","journal-title":"J. Clin. Diagn. Res. JCDR"},{"key":"B57","doi-asserted-by":"publisher","first-page":"154569","DOI":"10.1016\/j.phymed.2022.154569","article-title":"Neuroprotective effects of bornyl acetate on experimental autoimmune encephalomyelitis via anti-inflammatory effects and maintaining blood-brain-barrier integrity","volume":"112","author":"Lee","year":"2023","journal-title":"Phytomedicine"},{"key":"B58","doi-asserted-by":"publisher","first-page":"1117","DOI":"10.1007\/s11745-008-3225-y","article-title":"CYP51: a major drug target in the cytochrome P450 superfamily","volume":"43","author":"Lepesheva","year":"2008","journal-title":"Lipids"},{"key":"B59","doi-asserted-by":"publisher","first-page":"387","DOI":"10.1007\/s11738-009-0416-y","article-title":"Annual and seasonal changes in foliar terpene content and emission rates in Cistus albidus L. submitted to soil drought in Prades forest (Catalonia, NE Spain)","volume":"32","author":"Llusi\u00e0","year":"2010","journal-title":"Acta Physiol. Plant."},{"key":"B60","doi-asserted-by":"publisher","first-page":"3376","DOI":"10.3390\/plants12193376","article-title":"Phytochemical composition and pharmacological activities of three essential oils collected from eastern Morocco (origanum compactum, salvia officinalis, and syzygium aromaticum): a comparative study","volume":"12","author":"Loukili","year":"2023","journal-title":"Plants"},{"key":"B61","doi-asserted-by":"publisher","first-page":"4287","DOI":"10.3390\/cancers13174287","article-title":"Breast cancer\u2014epidemiology, risk factors, classification, prognostic markers, and current treatment strategies\u2014an updated review","volume":"13","author":"\u0141ukasiewicz","year":"2021","journal-title":"Cancers (Basel)."},{"key":"B62","doi-asserted-by":"publisher","first-page":"61","DOI":"10.1002\/ffj.1759","article-title":"In vivo volatiles emission and essential oils from different organs and pollen of Cistus albidus from Caprione (Eastern Liguria, Italy)","volume":"22","author":"Maccioni","year":"2007","journal-title":"Flavour Fragr. J."},{"key":"B63","doi-asserted-by":"publisher","first-page":"106","DOI":"10.1016\/j.matbio.2017.11.010","article-title":"Inflammation and fibrosis","volume":"68","author":"Mack","year":"2018","journal-title":"Matrix Biol."},{"key":"B64","doi-asserted-by":"publisher","first-page":"113976","DOI":"10.1016\/j.jep.2021.113976","article-title":"Phytochemical profiling of bioactive compounds, anti-inflammatory and analgesic potentials of Habenaria digitata Lindl.: molecular docking-based synergistic effect of the identified compounds","volume":"273","author":"Mahnashi","year":"2021","journal-title":"J. Ethnopharmacol."},{"key":"B65","doi-asserted-by":"publisher","first-page":"356","DOI":"10.1016\/j.ejps.2018.06.003","article-title":"Safer anti-inflammatory therapy through dual COX-2\/5-LOX inhibitors: a structure-based approach","volume":"121","author":"Manju","year":"2018","journal-title":"Eur. J. Pharm. Sci."},{"key":"B66","doi-asserted-by":"publisher","first-page":"3164","DOI":"10.1021\/jm0492002","article-title":"A bioavailability score","volume":"48","author":"Martin","year":"2005","journal-title":"J. Med. Chem."},{"key":"B67","doi-asserted-by":"publisher","first-page":"425","DOI":"10.1016\/j.indcrop.2015.04.034","article-title":"Volatile profile of Spanish Cistus plants as sources of antimicrobials for industrial applications","volume":"74","author":"Morales-Soto","year":"2015","journal-title":"Ind. Crops Prod."},{"key":"B68","first-page":"1609","article-title":"A perspective on anti-EGFR therapies targeting triple-negative breast cancer","volume":"6","author":"Nakai","year":"2016","journal-title":"Am. J. Cancer Res."},{"key":"B69","doi-asserted-by":"publisher","first-page":"2","DOI":"10.1016\/j.gene.2005.10.018","article-title":"Epidermal growth factor receptor (EGFR) signaling in cancer","volume":"366","author":"Normanno","year":"2006","journal-title":"Gene"},{"key":"B70","doi-asserted-by":"publisher","first-page":"33","DOI":"10.1186\/1758-2946-3-33","article-title":"Open Babel: an open chemical toolbox","volume":"3","author":"O\u2019Boyle","year":"2011","journal-title":"J. Cheminform."},{"key":"B71","doi-asserted-by":"publisher","first-page":"27","DOI":"10.1016\/j.jep.2018.12.030","article-title":"Anti-inflammatory and antioxidant properties of leaf extracts of eleven South African medicinal plants used traditionally to treat inflammation","volume":"234","author":"Ondua","year":"2019","journal-title":"J. Ethnopharmacol."},{"key":"B72","doi-asserted-by":"publisher","first-page":"1393","DOI":"10.3390\/life13061393","article-title":"Pharmacological properties of chemically characterized extracts from mastic tree: in vitro and in silico assays","volume":"13","author":"Ouahabi","year":"2023","journal-title":"Life"},{"key":"B73","doi-asserted-by":"publisher","first-page":"19","DOI":"10.1080\/10412905.2005.9698818","article-title":"Seasonal variation in chemical composition of cistus albidus L. From Spain","volume":"17","author":"Pal\u00e1-Pa\u00fal","year":"2005","journal-title":"J. Essent. Oil Res."},{"key":"B74","doi-asserted-by":"publisher","first-page":"143","DOI":"10.1007\/s12154-014-0121-1","article-title":"Resistance to antifungals that target CYP51","volume":"7","author":"Parker","year":"2014","journal-title":"J. Chem. Biol."},{"key":"B75","doi-asserted-by":"publisher","DOI":"10.5958\/0974-4150.2021.00024.9","article-title":"Role of autodock vina in PyRx molecular docking","volume":"14","author":"Pawar","year":"2021","journal-title":"Asian Jorunal Res. Chem."},{"key":"B76","doi-asserted-by":"publisher","first-page":"2817","DOI":"10.1590\/0001-3765201720170339","article-title":"Antifungal activities of the essential oil and its fractions rich in sesquiterpenes from leaves of Casearia sylvestris Sw","volume":"89","author":"Pereira","year":"2017","journal-title":"An. Acad. Bras. Cienc."},{"key":"B77","doi-asserted-by":"publisher","first-page":"4066","DOI":"10.1021\/acs.jmedchem.5b00104","article-title":"pkCSM: predicting small-molecule pharmacokinetic and toxicity properties using graph-based signatures","volume":"58","author":"Pires","year":"2015","journal-title":"J. Med. Chem."},{"key":"B78","doi-asserted-by":"publisher","first-page":"106237","DOI":"10.1016\/j.compbiomed.2022.106237","article-title":"Potential dual inhibition of SE and CYP51 by eugenol conferring inhibition of Candida albicans: computationally curated study with experimental validation","volume":"151","author":"Prajapati","year":"2022","journal-title":"Comput. Biol. Med."},{"key":"B79","doi-asserted-by":"publisher","first-page":"337","DOI":"10.1006\/abio.1999.4019","article-title":"Spectrophotometric quantitation of antioxidant capacity through the formation of a phosphomolybdenum complex: specific application to the determination of vitamin E","volume":"269","author":"Prieto","year":"1999","journal-title":"Anal. Biochem."},{"key":"B80","doi-asserted-by":"publisher","first-page":"1140","DOI":"10.3390\/molecules24061140","article-title":"DHFR inhibitors: reading the past for discovering novel anticancer agents","volume":"24","author":"Raimondi","year":"2019","journal-title":"Molecules"},{"key":"B81","doi-asserted-by":"publisher","DOI":"10.1016\/j.heliyon.2023.e20100","article-title":"Chemico-pharmacological and computational studies of Ophiorrhiza fasciculata D. don and Psychotria silhetensis Hook. F. focusing on cytotoxic, thrombolytic, anti-inflammatory, antioxidant, and anti-bacterial properties","author":"Rashid","year":"2023","journal-title":"Heliyon"},{"key":"B82","doi-asserted-by":"publisher","first-page":"2988","DOI":"10.3390\/plants12162988","article-title":"Cistus albidus L. - review of a traditional mediterranean medicinal plant with pharmacological potential","volume":"12","author":"Raus de Baviera","year":"2023","journal-title":"Plants (Basel)."},{"key":"B83","doi-asserted-by":"publisher","first-page":"1231","DOI":"10.1016\/s0891-5849(98)00315-3","article-title":"Antioxidant activity applying an improved ABTS radical cation decolorization assay","volume":"26","author":"Re","year":"1999","journal-title":"Free Radic. Biol. Med."},{"key":"B84","doi-asserted-by":"publisher","first-page":"1922","DOI":"10.2174\/0929867326666191007163654","article-title":"Targeting bacterial antioxidant systems for antibiotics development","volume":"27","author":"Ren","year":"2020","journal-title":"Curr. Med. Chem."},{"key":"B85","doi-asserted-by":"publisher","first-page":"264","DOI":"10.1021\/np400828x","article-title":"Anti-inflammatory and chondroprotective activity of (+)-\u03b1-pinene: structural and enantiomeric selectivity","volume":"77","author":"Rufino","year":"2014","journal-title":"J. Nat. Prod."},{"key":"B86","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1016\/j.phrs.2014.12.004","article-title":"Natural inhibitors of PI3K\/AKT signaling in breast cancer: emphasis on newly-discovered molecular mechanisms of action","volume":"93","author":"Safdari","year":"2015","journal-title":"Pharmacol. Res."},{"key":"B87","doi-asserted-by":"publisher","first-page":"2","DOI":"10.5530\/ax.2011.4.2","article-title":"Free radicals and tissue damage: role of antioxidants","volume":"1","author":"Sailaja Rao","year":"2011","journal-title":"Free Radicals Antioxidants"},{"key":"B88","volume-title":"Geh\u00f6lze f\u00fcr mediterrane G\u00e4rten","author":"Schmidt","year":"1999"},{"key":"B89","doi-asserted-by":"publisher","first-page":"645","DOI":"10.3390\/foods4040645","article-title":"Antimicrobial, antioxidant, and anti-inflammatory activities of essential oils of selected aromatic plants from Tajikistan","volume":"4","author":"Sharopov","year":"2015","journal-title":"Foods"},{"key":"B90","doi-asserted-by":"publisher","DOI":"10.3390\/life12111783","article-title":"Vitro antioxidant, antimicrobial, anticoccidial, and anti-inflammatory study of essential oils of oregano, thyme, and sage from epirus, Greece","volume":"12","author":"Sidiropoulou","year":"2022","journal-title":"Life"},{"key":"B91","doi-asserted-by":"publisher","first-page":"852","DOI":"10.3390\/antiox9090852","article-title":"Oxidative stress: concept and some practical aspects","volume":"9","author":"Sies","year":"2020","journal-title":"Antioxidants"},{"key":"B92","doi-asserted-by":"publisher","first-page":"965","DOI":"10.3390\/molecules26040965","article-title":"Monoterpenes and sesquiterpenes of essential oils from Psidium species and their biological properties","volume":"26","author":"Silva","year":"2021","journal-title":"Molecules"},{"key":"B93","doi-asserted-by":"publisher","first-page":"121","DOI":"10.4103\/aam.aam_56_18","article-title":"Inflammation and cancer","volume":"18","author":"Singh","year":"2019","journal-title":"Ann. Afr. Med."},{"key":"B94","doi-asserted-by":"publisher","first-page":"325","DOI":"10.1007\/bf00666165","article-title":"Differentiation state and invasiveness of human breast cancer cell lines","volume":"31","author":"Sommers","year":"1994","journal-title":"Breast Cancer Res. Treat."},{"key":"B95","doi-asserted-by":"publisher","first-page":"56","DOI":"10.1016\/j.micpath.2017.06.015","article-title":"Microbial antioxidant defense enzymes","volume":"110","author":"Staerck","year":"2017","journal-title":"Microb. Pathog."},{"key":"B96","doi-asserted-by":"publisher","first-page":"867","DOI":"10.3390\/medicina46120121","article-title":"Environmental factors and breast cancer","volume":"46","author":"Strumylait\u0117","year":"2010","journal-title":"Med. B. Aires."},{"key":"B97","doi-asserted-by":"publisher","first-page":"1067","DOI":"10.1016\/j.jmb.2010.01.075","article-title":"Structural basis of human CYP51 inhibition by antifungal azoles","volume":"397","author":"Strushkevich","year":"2010","journal-title":"J. Mol. Biol."},{"key":"B98","doi-asserted-by":"publisher","first-page":"1761","DOI":"10.1046\/j.1432-1327.2002.02822.x","article-title":"Differential effects of ergosterol and cholesterol on Cdk1 activation and SRE\u2010driven transcription: sterol stringency for cell cycle progression in human cells","volume":"269","author":"Su\u00e1rez","year":"2002","journal-title":"Eur. J. Biochem."},{"key":"B99","doi-asserted-by":"publisher","first-page":"1387","DOI":"10.7150\/ijbs.21635","article-title":"Risk factors and preventions of breast cancer","volume":"13","author":"Sun","year":"2017","journal-title":"Int. J. Biol. Sci."},{"key":"B100","doi-asserted-by":"publisher","first-page":"210","DOI":"10.1016\/j.jep.2017.07.012","article-title":"The flavonol-enriched Cistus albidus chloroform extract possesses in vivo anti-inflammatory and anti-nociceptive activity","volume":"209","author":"Tahiri","year":"2017","journal-title":"J. Ethnopharmacol."},{"key":"B101","doi-asserted-by":"publisher","first-page":"1586","DOI":"10.3390\/life13071586","article-title":"Evaluation of antioxidant activity, cytotoxicity, and genotoxicity of ptychotis verticillata essential oil: towards novel breast cancer therapeutics","volume":"13","author":"Taibi","year":"","journal-title":"Life"},{"key":"B102","doi-asserted-by":"publisher","first-page":"655","DOI":"10.3390\/antibiotics12040655","article-title":"Assessment of the antioxidant and antimicrobial potential of ptychotis verticillata duby essential oil from eastern Morocco: an in vitro and in silico analysis","volume":"12","author":"Taibi","year":"","journal-title":"Antibiotics"},{"key":"B103","doi-asserted-by":"publisher","first-page":"12363","DOI":"10.1073\/pnas.192445199","article-title":"A role for glutathione peroxidase in protecting pancreatic \u03b2 cells against oxidative stress in a model of glucose toxicity","volume":"99","author":"Tanaka","year":"2002","journal-title":"Proc. Natl. Acad. Sci."},{"key":"B104","doi-asserted-by":"publisher","first-page":"2","DOI":"10.1016\/j.addr.2015.01.009","article-title":"The application of in silico drug-likeness predictions in pharmaceutical research","volume":"86","author":"Tian","year":"2015","journal-title":"Adv. Drug Deliv. Rev."},{"key":"B105","doi-asserted-by":"publisher","first-page":"313","DOI":"10.1016\/j.fct.2013.01.006","article-title":"Correlation between the antibacterial activity and the composition of extracts derived from various Spanish Cistus species","volume":"55","author":"Tom\u00e1s-Menor","year":"2013","journal-title":"Food Chem. Toxicol."},{"key":"B106","doi-asserted-by":"publisher","first-page":"2049","DOI":"10.1007\/s11101-022-09827-y","article-title":"An updated review of genus Cistus L. since 2014: traditional uses, phytochemistry, and pharmacological properties","volume":"21","author":"Tomou","year":"2022","journal-title":"Phytochem. Rev."},{"key":"B107","article-title":"In vitro assessment of selected benzoic acid derivatives as anti-inflammatory compounds","author":"Tomy","year":"2018","journal-title":"J. Sci. Ind. Res"},{"key":"B108","doi-asserted-by":"publisher","first-page":"2474","DOI":"10.1128\/aac.49.6.2474-2478.2005","article-title":"Mechanisms of antibacterial action of three monoterpenes","volume":"49","author":"Trombetta","year":"2005","journal-title":"Antimicrob. Agents Chemother."},{"key":"B109","doi-asserted-by":"publisher","first-page":"760","DOI":"10.1002\/wcms.52","article-title":"Understanding drug\u2010likeness","volume":"1","author":"Ursu","year":"2011","journal-title":"Wiley Interdiscip. Rev. Comput. Mol. Sci."},{"key":"B110","doi-asserted-by":"publisher","first-page":"5","DOI":"10.1038\/s41429-019-0240-6","article-title":"Trimethoprim and other nonclassical antifolates an excellent template for searching modifications of dihydrofolate reductase enzyme inhibitors","volume":"73","author":"Wr\u00f3bel","year":"2020","journal-title":"J. Antibiot. (Tokyo)."},{"key":"B111","doi-asserted-by":"crossref","first-page":"255","DOI":"10.1016\/B978-0-08-091283-7.00008-4","article-title":"Biosynthesis and metabolism of eicosanoids","volume-title":"Comprehensive natural products Chemistry","author":"Yamamoto","year":"1999"},{"key":"B112","doi-asserted-by":"publisher","first-page":"854","DOI":"10.1002\/iub.1338","article-title":"Bornyl acetate has an anti\u2010inflammatory effect in human chondrocytes via induction of IL\u201011","volume":"66","author":"Yang","year":"2014","journal-title":"IUBMB Life"},{"key":"B113","doi-asserted-by":"publisher","first-page":"691","DOI":"10.3389\/fmicb.2019.00691","article-title":"The fungal CYP51s: their functions, structures, related drug resistance, and inhibitors","volume":"10","author":"Zhang","year":"2019","journal-title":"Front. Microbiol."},{"key":"B114","doi-asserted-by":"publisher","first-page":"a022145","DOI":"10.1101\/cshperspect.a022145","article-title":"TGF-\u0392 family signaling in the control of cell proliferation and survival","volume":"9","author":"Zhang","year":"2017","journal-title":"Cold Spring Harb. Perspect. Biol."},{"key":"B115","doi-asserted-by":"publisher","first-page":"176","DOI":"10.1016\/j.freeradbiomed.2009.04.022","article-title":"Increase in thiol oxidative stress via glutathione reductase inhibition as a novel approach to enhance cancer sensitivity to X-ray irradiation","volume":"47","author":"Zhao","year":"2009","journal-title":"Free Radic. Biol. Med."},{"key":"B116","doi-asserted-by":"publisher","first-page":"154781","DOI":"10.1016\/j.phymed.2023.154781","article-title":"Bornyl acetate: a promising agent in phytomedicine for inflammation and immune modulation","author":"Zhao","year":"2023","journal-title":"Phytomedicine"},{"key":"B117","doi-asserted-by":"publisher","first-page":"855","DOI":"10.1517\/17425255.2012.682569","article-title":"Prediction of volume of distribution at steady state in humans: comparison of different approaches","volume":"8","author":"Zou","year":"2012","journal-title":"Expert Opin. Drug Metab. Toxicol."},{"key":"B118","doi-asserted-by":"publisher","first-page":"84","DOI":"10.13171\/mjc02101211565lk","article-title":"Phytochemical analysis, antioxidant activity, and nephroprotective effect of the Raphanus sativus aqueous extract","volume":"11","author":"Zrouri","year":"2021","journal-title":"Mediterr. J. Chem."},{"key":"B119","doi-asserted-by":"publisher","first-page":"1551","DOI":"10.1016\/j.clinthera.2016.03.026","article-title":"Current challenges in cancer treatment","volume":"38","author":"Zugazagoitia","year":"2016","journal-title":"Clin. Ther."}],"container-title":["Frontiers in Chemistry"],"original-title":[],"link":[{"URL":"https:\/\/www.frontiersin.org\/articles\/10.3389\/fchem.2024.1334028\/full","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,2,14]],"date-time":"2024-02-14T23:30:22Z","timestamp":1707953422000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.frontiersin.org\/articles\/10.3389\/fchem.2024.1334028\/full"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,2,15]]},"references-count":119,"alternative-id":["10.3389\/fchem.2024.1334028"],"URL":"https:\/\/doi.org\/10.3389\/fchem.2024.1334028","relation":{},"ISSN":["2296-2646"],"issn-type":[{"value":"2296-2646","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,2,15]]},"article-number":"1334028"}}