{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T17:26:10Z","timestamp":1791653170280,"version":"4.3.4"},"reference-count":83,"publisher":"MDPI AG","issue":"20","license":[{"start":{"date-parts":[[2022,10,20]],"date-time":"2022-10-20T00:00:00Z","timestamp":1666224000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/100007224","name":"NAFOSTED","doi-asserted-by":"publisher","award":["106.03-2019.25"],"award-info":[{"award-number":["106.03-2019.25"]}],"id":[{"id":"10.13039\/100007224","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Essential oils are promising as environmentally friendly and safe sources of pesticides for human use. Furthermore, they are also of interest as aromatherapeutic agents in the treatment of Alzheimer\u2019s disease, and inhibition of the enzyme acetylcholinesterase (AChE) has been evaluated as an important mechanism. The essential oils of some species in the genera Callicarpa, Premna, Vitex and Karomia of the family Lamiaceae were evaluated for inhibition of electric eel AChE using the Ellman method. The essential oils of Callicarpa candicans showed promising activity, with IC50 values between 45.67 and 58.38 \u03bcg\/mL. The essential oils of Callicarpa sinuata, Callicarpa petelotii, Callicarpa nudiflora, Callicarpa erioclona and Vitex ajugifolia showed good activity with IC50 values between 28.71 and 54.69 \u03bcg\/mL. The essential oils Vitex trifolia subsp. trifolia and Callicarpa rubella showed modest activity, with IC50 values of 81.34 and 89.38, respectively. trans-Carveol showed an IC50 value of 102.88 \u00b5g\/mL. Molecular docking and molecular dynamics simulation were performed on the major components of the studied essential oils to investigate the possible mechanisms of action of potential inhibitors. The results obtained suggest that these essential oils may be used to control mosquito vectors that transmit pathogenic viruses or to support the treatment of Alzheimer\u2019s disease.<\/jats:p>","DOI":"10.3390\/molecules27207092","type":"journal-article","created":{"date-parts":[[2022,10,20]],"date-time":"2022-10-20T22:49:46Z","timestamp":1666306186000},"page":"7092","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":79,"title":["Acetylcholinesterase Inhibitory Activities of Essential Oils from Vietnamese Traditional Medicinal Plants"],"prefix":"10.3390","volume":"27","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4762-741X","authenticated-orcid":false,"given":"Nguyen Huy","family":"Hung","sequence":"first","affiliation":[{"name":"Center for Advanced Chemistry, Institute of Research and Development, Duy Tan University, 03 Quang Trung, Da Nang 550000, Vietnam"},{"name":"Department of Pharmacy, Duy Tan University, 03 Quang Trung, Da Nang 550000, Vietnam"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6922-1627","authenticated-orcid":false,"given":"Pham Minh","family":"Quan","sequence":"additional","affiliation":[{"name":"Graduate University of Science and Technology, Vietnam Academy of Science and Technology, 18-Hoang Quoc Viet, Cau Giay, Hanoi 10000, Vietnam"},{"name":"Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, Hanoi 100000, Vietnam"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2950-1074","authenticated-orcid":false,"given":"Prabodh","family":"Satyal","sequence":"additional","affiliation":[{"name":"Aromatic Plant Research Center, 230 N 1200 E, Suite 100, Lehi, UT 84043, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7741-9454","authenticated-orcid":false,"given":"Do Ngoc","family":"Dai","sequence":"additional","affiliation":[{"name":"Faculty of Agriculture, Forestry and Fishery, Nghe An College of Economics, 51-Ly Tu Trong, Vinh City 43000, Vietnam"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vo Van","family":"Hoa","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, Duy Tan University, 03 Quang Trung, Da Nang 550000, Vietnam"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8152-0280","authenticated-orcid":false,"given":"Ngo Gia","family":"Huy","sequence":"additional","affiliation":[{"name":"Center for Advanced Chemistry, Institute of Research and Development, Duy Tan University, 03 Quang Trung, Da Nang 550000, Vietnam"},{"name":"Department of Pharmacy, Duy Tan University, 03 Quang Trung, Da Nang 550000, Vietnam"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Le Duc","family":"Giang","sequence":"additional","affiliation":[{"name":"School of Natural Science Education, Vinh University, 182 Le Duan, Vinh City 43000, Vietnam"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nguyen Thi","family":"Ha","sequence":"additional","affiliation":[{"name":"Drug, Comestic and Food Quality Control Center of Ha Tinh Province.46, Ha Hoang Street, Thach Trung Commune, Ha Tinh City 481300, Vietnam"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1123-2037","authenticated-orcid":false,"given":"Le Thi","family":"Huong","sequence":"additional","affiliation":[{"name":"School of Natural Science Education, Vinh University, 182 Le Duan, Vinh City 43000, Vietnam"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vu Thi","family":"Hien","sequence":"additional","affiliation":[{"name":"Faculty of Hydrometeorology, Ho Chi Minh City University of Natural Resources and Environment, Ho Chi Minh City 70000, Vietnam"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3639-0528","authenticated-orcid":false,"given":"William N.","family":"Setzer","sequence":"additional","affiliation":[{"name":"Aromatic Plant Research Center, 230 N 1200 E, Suite 100, Lehi, UT 84043, USA"},{"name":"Department of Chemistry, University of Alabama in Huntsville, Huntsville, AL 35899, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,10,20]]},"reference":[{"key":"ref_1","unstructured":"Trang, A., and Khandhar, P.B. (2022, June 04). Physiology, Acetylcholinesterase, StatPearls, Available online: https:\/\/www.ncbi.nlm.nih.gov\/books\/NBK539735\/."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"315","DOI":"10.2174\/1570159X11311030006","article-title":"Acetylcholinesterase inhibitors: Pharmacology and toxicology","volume":"11","author":"Colovic","year":"2013","journal-title":"Curr. Neuropharmacol."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"245","DOI":"10.1289\/ehp.9087245","article-title":"Mechanism of action of organophosphorus and carbamate insecticides","volume":"87","author":"Fukuto","year":"1990","journal-title":"Environ. Health Perspect."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"433","DOI":"10.1016\/j.etap.2004.12.048","article-title":"Pharmacology and toxicology of cholinesterase inhibitors: Uses and misuses of a common mechanism of action","volume":"19","author":"Pope","year":"2005","journal-title":"Environ. Toxicol. Pharmacol."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"257","DOI":"10.1016\/j.cbi.2005.10.040","article-title":"Mutations of acetylcholinesterase which confer insecticide resistance in insect populations","volume":"157\u2013158","author":"Fournier","year":"2005","journal-title":"Chem. Biol. Interact."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"99","DOI":"10.55782\/ane-2004-1495","article-title":"Alzheimer\u2019s disease and acetylcholine receptors","volume":"64","author":"Kihara","year":"2004","journal-title":"Acta Neurobiol. Exp."},{"key":"ref_7","first-page":"728983","article-title":"New acetylcholinesterase inhibitors for alzheimer\u2019s disease","volume":"2012","author":"Mehta","year":"2012","journal-title":"Int. J. Alzheimer\u2019s Dis."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"165","DOI":"10.1016\/j.ejmech.2013.09.050","article-title":"Acetylcholinesterase inhibitors as alzheimer therapy: From nerve toxins to neuroprotection","volume":"70","author":"Singh","year":"2013","journal-title":"Eur. J. Med. Chem."},{"key":"ref_9","unstructured":"World Health Organization (1994). Alzheimer\u2019s Disease: Help for Caregivers, World Health Organization."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"985","DOI":"10.1001\/jama.1994.03510370037029","article-title":"A 30-week randomized controlled trial of high-dose tacrine in patients with alzheimer\u2019s disease","volume":"271","author":"Knapp","year":"1994","journal-title":"JAMA J. Am. Med. Assoc."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"231","DOI":"10.2174\/1381612043386509","article-title":"Acetylcholinesterase inhibition in alzheimers disease","volume":"10","author":"Ibach","year":"2004","journal-title":"Curr. Pharm. Des."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"2817","DOI":"10.1002\/ccr3.3245","article-title":"Suspected donepezil toxicity: A case report","volume":"8","author":"Gust","year":"2020","journal-title":"Clin. Case Rep."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"695.e1\u2013e2","DOI":"10.1016\/j.ajem.2010.05.024","article-title":"A case of rivastigmine toxicity caused by transdermal patch","volume":"29","author":"Lee","year":"2011","journal-title":"Am. J. Emerg. Med."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"300","DOI":"10.1002\/ffj.2045","article-title":"Actions of essential oils on the central nervous system: An updated review","volume":"26","author":"Dobetsberger","year":"2011","journal-title":"Flavour Fragr. J."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"159","DOI":"10.1002\/ffj.1288","article-title":"Essential oils and fragrance compounds: Bioactivity and mechanisms of action","volume":"19","author":"Lahlou","year":"2004","journal-title":"Flavour Fragr. J."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"94","DOI":"10.56808\/3027-7922.1951","article-title":"In vitro biological activities of black pepper essential oil and its major components relevant to the prevention of alzheimer\u2019s disease","volume":"39","author":"Lomarat","year":"2015","journal-title":"Thai. J. Pharm. Sci."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"141","DOI":"10.1186\/s12944-015-0145-8","article-title":"Comparative chemical profiling, cholinesterase inhibitions and anti-radicals properties of essential oils from Polygonum hydropiper L.: A preliminary anti-alzheimer\u2019s study","volume":"14","author":"Ayaz","year":"2015","journal-title":"Lipids Health Dis."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"377","DOI":"10.1089\/act.1995.1.377","article-title":"The clinical use of aromatherapy in alzheimer\u2019s patients","volume":"1","author":"Flanagan","year":"1995","journal-title":"Altern. Complement. Ther."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"173","DOI":"10.1111\/j.1479-8301.2009.00299.x","article-title":"Effect of aromatherapy on patients with alzheimer\u2019s disease","volume":"9","author":"Jimbo","year":"2009","journal-title":"Psychogeriatrics"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"372","DOI":"10.1111\/j.1447-0594.2012.00849.x","article-title":"A Systematic review of the use of aromatherapy in treatment of behavioral problems in dementia","volume":"12","author":"Fung","year":"2012","journal-title":"Geriatr. Gerontol. Int."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"9416305","DOI":"10.1155\/2017\/9416305","article-title":"Aromatherapy and aromatic plants for the treatment of behavioural and psychological symptoms of dementia in patients with alzheimer\u2019s disease: Clinical evidence and possible mechanisms","volume":"2017","author":"Scuteri","year":"2017","journal-title":"Evid.-Based Complement. Altern. Med."},{"key":"ref_22","doi-asserted-by":"crossref","unstructured":"Lin, L., Duan, R., Yang, Q., Li, T., Zhou, H., Hou, J., and Zhou, H. (2022). Effect of Aromatherapy in Patients with Alzheimer\u2019s Disease: A Randomised Controlled Clinical Trial. Res. Sq.","DOI":"10.21203\/rs.3.rs-1392290\/v1"},{"key":"ref_23","doi-asserted-by":"crossref","unstructured":"Okuda, M., Fujita, Y., Takada-Takatori, Y., Sugimoto, H., and Urakami, K. (2020). Aromatherapy improves cognitive dysfunction in senescence-accelerated mouse prone 8 by reducing the level of amyloid beta and tau phosphorylation. PLoS ONE, 15.","DOI":"10.1371\/journal.pone.0240378"},{"key":"ref_24","unstructured":"Chi, V.V. (2012). Dictionary of Vietnamese Medicinal Plants, Medical Publishing House."},{"key":"ref_25","unstructured":"Loi, D.T. (2005). Vietnamese Medicinal Plants and Herbs, Medical Publishing House."},{"key":"ref_26","unstructured":"Bich, D.H., Chung, D.Q., Chuong, B.X., Dong, N.T., Dam, D.T., Hien, P.V., Lo, V.N., Mai, P.D., Man, P.K., and Nhu, D.T. (2006). The Medicinal Plants and Animals in Vietnam, Science and Technology Publishing House."},{"key":"ref_27","doi-asserted-by":"crossref","unstructured":"Hung, N.H., Huong, L.T., Chung, N.T., Thuong, N.T.H., Satyal, P., Dung, N.A., Tai, T.A., and Setzer, W.N. (2020). Callicarpa species from central Vietnam: Essential oil compositions and mosquito larvicidal activities. Plants, 9.","DOI":"10.3390\/plants9010113"},{"key":"ref_28","doi-asserted-by":"crossref","unstructured":"Hung, N.H., Huong, L.T., Chung, N.T., Truong, N.C., Dai, D.N., Satyal, P., Tai, T.A., Hien, V.T., and Setzer, W.N. (2020). Premna species in Vietnam: Essential oil compositions and mosquito larvicidal activities. Plants, 9.","DOI":"10.3390\/plants9091130"},{"key":"ref_29","first-page":"268","article-title":"Investigation of pesticidal activities of essential oils obtained from Vitex species","volume":"16","author":"Hung","year":"2022","journal-title":"Rec. Nat. Prod."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"677","DOI":"10.1021\/jf960398b","article-title":"Inhibition of acetylcholinesterase activity by monoterpenoids with a p-menthane skeleton","volume":"45","author":"Miyazawa","year":"1997","journal-title":"J. Agric. Food Chem."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"622","DOI":"10.3109\/14756360903389856","article-title":"Acetylcholinesterase and butyrylcholinesterase inhibitory activity of Pinus species essential oils and their constituents","volume":"25","author":"Bonesi","year":"2010","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"315","DOI":"10.1002\/ptr.1451","article-title":"Butyryl- and Acetyl-cholinesterase inhibitory activities in essential oils of Salvia species and their constituents","volume":"18","author":"Savelev","year":"2004","journal-title":"Phyther. Res."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"512","DOI":"10.1080\/10412905.2020.1813212","article-title":"A caryophyllene oxide and other potential anticholinesterase and anticancer agent in Salvia verticillata subsp. amasiaca (Freyn & Bornm.) Bornm. (Lamiaceae)","volume":"32","author":"Karakaya","year":"2020","journal-title":"J. Essent. Oil Res."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"661","DOI":"10.1016\/S0091-3057(03)00125-4","article-title":"Synergistic and antagonistic interactions of anticholinesterase terpenoids in Salvia lavandulaefolia essential oil","volume":"75","author":"Savelev","year":"2003","journal-title":"Pharmacol. Biochem. Behav."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"1765","DOI":"10.1021\/jf040019b","article-title":"Inhibition of acetylcholinesterase activity by bicyclic monoterpenoids","volume":"53","author":"Miyazawa","year":"2005","journal-title":"J. Agric. Food Chem."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"1368","DOI":"10.1111\/j.2042-7158.2011.01344.x","article-title":"Myrtenal inhibits acetylcholinesterase, a known Alzheimer target","volume":"63","author":"Kaufmann","year":"2011","journal-title":"J. Pharm. Pharmacol."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"276","DOI":"10.25135\/rnp.164.19.07.1342","article-title":"Chemical composition and anticholinesterase activity of the essential oil from the Ecuadorian plant Salvia pichinchensis Benth","volume":"14","author":"Salinas","year":"2020","journal-title":"Rec. Nat. Prod."},{"key":"ref_38","first-page":"113","article-title":"Chemical composition, antimicrobial, antiradical and anticholinesterase activity of the essential oil of Pulicaria stephanocarpa from Soqotra","volume":"7","author":"Ali","year":"2012","journal-title":"Nat. Prod. Commun."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"289","DOI":"10.1080\/14786419.2014.958736","article-title":"Evaluation of seasonal chemical composition, antibacterial, antioxidant and anticholinesterase activity of essential oil from Eugenia brasiliensis Lam","volume":"29","author":"Siebert","year":"2015","journal-title":"Nat. Prod. Res."},{"key":"ref_40","doi-asserted-by":"crossref","unstructured":"Valarezo, E., Lude\u00f1a, J., Echeverria-Coronel, E., Cartuche, L., Meneses, M.A., Calva, J., and Morocho, V. (2022). Enantiomeric composition, antioxidant capacity and anticholinesterase activity of essential oil from leaves of Chirimoya (Annona cherimola Mill.). Plants, 11.","DOI":"10.3390\/plants11030367"},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"175","DOI":"10.1590\/S0102-695X2010000200007","article-title":"Chemical composition and acetylcholinesterase inhibitory activity of essential oils of Myrceugenia myrcioides (Cambess.) O. Berg and Eugenia riedeliana O. Berg, Myrtaceae","volume":"20","author":"Lopes","year":"2010","journal-title":"Rev. Bras. Farmacogn. Braz. J. Pharmacogn."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"225","DOI":"10.1016\/j.indcrop.2018.03.056","article-title":"Volatile components, polar constituents and biological activity of tansy daisy (Tanacetum macrophyllum (Waldst. et Kit.) Schultz Bip.)","volume":"118","author":"Venditti","year":"2018","journal-title":"Ind. Crops Prod."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"112372","DOI":"10.1016\/j.indcrop.2020.112372","article-title":"Chemical composition and acetylcholinesterase inhibitory potential, in silico, of Myrciaria floribunda (H. West Ex Willd.) O. Berg fruit peel essential oil","volume":"151","author":"Holanda","year":"2020","journal-title":"Ind. Crops Prod."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"282","DOI":"10.1007\/s11418-015-0961-1","article-title":"Chemical composition, aroma evaluation, and inhibitory activity towards acetylcholinesterase of essential oils from Gynura bicolor DC","volume":"70","author":"Miyazawa","year":"2016","journal-title":"J. Nat. Med."},{"key":"ref_45","doi-asserted-by":"crossref","unstructured":"Liu, T.-T., Chao, L.K.-P., Hong, K.-S., Huang, Y.-J., and Yang, T.-S. (2019). Composition and insecticidal activity of essential oil of Bacopa caroliniana and interactive effects of individual compounds on the activity. Insects, 11.","DOI":"10.3390\/insects11010023"},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"396","DOI":"10.1080\/13880200902758816","article-title":"Aqueous extracts of FBD, a chinese herb formula composed of Poria cocos, Atractylodes macrocephala, and Angelica sinensis reverse scopolamine induced memory deficit in ICR mice","volume":"47","author":"Lin","year":"2009","journal-title":"Pharm. Biol."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"1198","DOI":"10.1016\/j.fitote.2011.08.001","article-title":"Neuroprotective cadinane sesquiterpenes from the resinous exudates of Commiphora myrrha","volume":"82","author":"Xu","year":"2011","journal-title":"Fitoterapia"},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"923","DOI":"10.1016\/j.phymed.2009.03.009","article-title":"Antinociceptive and hypothermic evaluation of the leaf essential oil and isolated terpenoids from Eugenia uniflora L. (Brazilian Pitanga)","volume":"16","author":"Amorim","year":"2009","journal-title":"Phytomedicine"},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"304","DOI":"10.1139\/cjpp-2019-0291","article-title":"Therapeutic potential of selanyl amide derivatives in the in vitro anticholinesterase activity and in in vivo antiamnesic action","volume":"98","author":"Wilhelm","year":"2020","journal-title":"Can. J. Physiol. Pharmacol."},{"key":"ref_50","first-page":"1241","article-title":"Cytotoxic leaf essential oils from Neotropical Lauraceae: Synergistic effects of essential oil components","volume":"2","author":"Wright","year":"2007","journal-title":"Nat. Prod. Commun."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"297","DOI":"10.1016\/j.fitote.2009.03.008","article-title":"Acetylcholinesterase and butyrylcholinesterase inhibition of ethanolic extract and monoterpenes from Pimpinella anisoides V Brig. (Apiaceae)","volume":"80","author":"Menichini","year":"2009","journal-title":"Fitoterapia"},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"271","DOI":"10.1016\/j.fitote.2008.01.005","article-title":"Anticholinesterase and pediculicidal activities of monoterpenoids","volume":"79","author":"Picollo","year":"2008","journal-title":"Fitoterapia"},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"4313","DOI":"10.1021\/jf804013j","article-title":"Acetylcholinesterase inhibitory activity and chemical composition of commercial essential oils","volume":"57","author":"Dohi","year":"2009","journal-title":"J. Agric. Food Chem."},{"key":"ref_54","first-page":"185","article-title":"Computational sequence analysis and structure prediction of jack bean urease","volume":"3","author":"Gupta","year":"2015","journal-title":"Int. J. Adv. Res."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"343","DOI":"10.1093\/bioinformatics\/btq662","article-title":"Toward the estimation of the absolute quality of individual protein structure models","volume":"27","author":"Benkert","year":"2011","journal-title":"Bioinformatics"},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"2302","DOI":"10.1093\/nar\/gki524","article-title":"TM-Align: A Protein structure alignment algorithm based on the TM-Score","volume":"33","author":"Zhang","year":"2005","journal-title":"Nucleic Acids Res."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"1235","DOI":"10.1515\/chem-2021-0102","article-title":"Cannabis sativa L. chemical compositions as potential plasmodium falciparum dihydrofolate reductase-thymidinesynthase enzyme inhibitors: An in silico study for drug development","volume":"19","author":"Quan","year":"2021","journal-title":"Open Chem."},{"key":"ref_58","doi-asserted-by":"crossref","unstructured":"Bui, H.T.B., Nguyen, P.H., Pham, Q.M., Tran, H.P., Tran, D.Q., Jung, H., Hong, Q.V., Nguyen, Q.C., Nguyen, Q.P., and Le, H.T. (2022). Target design of novel histone deacetylase 6 selective inhibitors with 2-mercaptoquinazolinone as the cap moiety. Molecules, 27.","DOI":"10.3390\/molecules27072204"},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"337","DOI":"10.1006\/jmbi.1999.3371","article-title":"Knowledge-based scoring function to predict protein-ligand interactions","volume":"295","author":"Gohlke","year":"2000","journal-title":"J. Mol. Biol."},{"key":"ref_60","doi-asserted-by":"crossref","unstructured":"Gowthaman, U., Jayakanthan, M., and Sundar, D. (2008). Molecular docking studies of dithionitrobenzoic acid and its related compounds to protein disulfide isomerase: Computational screening of inhibitors to HIV-1 entry. BMC Bioinform., 9.","DOI":"10.1186\/1471-2105-9-S12-S14"},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"204","DOI":"10.1021\/acs.jcim.9b00778","article-title":"Autodock vina adopts more accurate binding poses but autodock4 forms better binding affinity","volume":"60","author":"Nguyen","year":"2020","journal-title":"J. Chem. Inf. Model."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"385","DOI":"10.1111\/fcp.12447","article-title":"In silico analysis of the binding properties of solasonine to mortalin and p53, and in vitro pharmacological studies of its apoptotic and cytotoxic effects on human HepG2 and Hep3b hepatocellular carcinoma cells","volume":"33","author":"Pham","year":"2019","journal-title":"Fundam. Clin. Pharmacol."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"627","DOI":"10.1080\/14756366.2021.1882452","article-title":"New 3-O-substituted xanthone derivatives as promising acetylcholinesterase inhibitors","volume":"36","author":"Loh","year":"2021","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"279","DOI":"10.1007\/s11030-020-10064-8","article-title":"Synthesis, biological evaluation, theoretical investigations, docking study and ADME parameters of some 1,4-bisphenylhydrazone derivatives as potent antioxidant agents and acetylcholinesterase inhibitors","volume":"25","author":"Khodja","year":"2021","journal-title":"Mol. Divers."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"2734","DOI":"10.1002\/jcc.24502","article-title":"Fast and accurate determination of the relative binding affinities of small compounds to HIV-1 protease using non-equilibrium work","volume":"37","author":"Ngo","year":"2016","journal-title":"J. Comput. Chem."},{"key":"ref_66","doi-asserted-by":"crossref","unstructured":"Hassan, S.S.U., Abbas, S.Q., Ali, F., Ishaq, M., Bano, I., Hassan, M., Jin, H.-Z., and Bungau, S.G. (2022). A Comprehensive In Silico exploration of pharmacological properties, bioactivities, molecular docking, and anticancer potential of vieloplain F from Xylopia vielana targeting B-Raf kinase. Molecules, 27.","DOI":"10.3390\/molecules27030917"},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"88","DOI":"10.1016\/0006-2952(61)90145-9","article-title":"A New and rapid colorimetric determination of acetylcholinesterase activity","volume":"7","author":"Ellman","year":"1961","journal-title":"Biochem. Pharmacol."},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"e2100145","DOI":"10.1002\/cbdv.202100145","article-title":"Lantana camara essential oils from Vietnam: Chemical composition, molluscicidal, and mosquito larvicidal activity","volume":"18","author":"Hung","year":"2021","journal-title":"Chem. Biodivers."},{"key":"ref_69","unstructured":"Schrodinger, L. (The PyMOL Molecular Graphics System, 2010). The PyMOL Molecular Graphics System, Version 1.3r1."},{"key":"ref_70","unstructured":"Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., and Cheeseman, J.R. (2009). Gaussian 09 Rev. d.01, Gaussian Inc."},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"30370","DOI":"10.1074\/jbc.274.43.30370","article-title":"Conformational flexibility of the acetylcholinesterase tetramer suggested by x-ray crystallography","volume":"274","author":"Bourne","year":"1999","journal-title":"J. Biol. Chem."},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"2785","DOI":"10.1002\/jcc.21256","article-title":"AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility","volume":"30","author":"Morris","year":"2009","journal-title":"J. Comput. Chem."},{"key":"ref_73","unstructured":"Dassault Syst\u00e8mes BIOVIA (2021). Discovery Studio Visualizer, V21.1.0.20298, Dassault Syst\u00e8mes."},{"key":"ref_74","doi-asserted-by":"crossref","first-page":"10282","DOI":"10.1021\/jm300871x","article-title":"Structures of human acetylcholinesterase in complex with pharmacologically important ligands","volume":"55","author":"Cheung","year":"2012","journal-title":"J. Med. Chem."},{"key":"ref_75","doi-asserted-by":"crossref","first-page":"201","DOI":"10.1021\/ci300425v","article-title":"MM\/GBSA binding energy prediction on the PDBbind data set: Successes, failures, and directions for further improvement","volume":"53","author":"Greenidge","year":"2013","journal-title":"J. Chem. Inf. Model."},{"key":"ref_76","doi-asserted-by":"crossref","first-page":"1631","DOI":"10.2174\/1568026616666161117112604","article-title":"A comprehensive docking and MM\/GBSA rescoring study of ligand recognition upon binding antithrombin","volume":"17","author":"Zhang","year":"2017","journal-title":"Curr. Top. Med. Chem."},{"key":"ref_77","doi-asserted-by":"crossref","unstructured":"Petrek, M., Otyepka, M., Ban\u00e1\u0161, P., Ko\u0161inov\u00e1, P., Ko\u010da, J., and Damborsk\u00fd, J. (2006). CAVER: A new tool to explore routes from protein clefts, pockets and cavities. BMC Bioinform., 7.","DOI":"10.1186\/1471-2105-7-316"},{"key":"ref_78","doi-asserted-by":"crossref","first-page":"31991","DOI":"10.1039\/D0RA06212J","article-title":"Rapid prediction of possible inhibitors for SARS-CoV-2 main protease using docking and FPL simulations","volume":"10","author":"Pham","year":"2020","journal-title":"RSC Adv."},{"key":"ref_79","doi-asserted-by":"crossref","first-page":"1950","DOI":"10.1002\/prot.22711","article-title":"Improved side-chain torsion potentials for the amber Ff99SB protein force field","volume":"78","author":"Piana","year":"2010","journal-title":"Proteins Struct. Funct. Bioinform."},{"key":"ref_80","doi-asserted-by":"crossref","first-page":"247","DOI":"10.1016\/j.jmgm.2005.12.005","article-title":"Automatic atom type and bond type perception in molecular mechanical calculations","volume":"25","author":"Wang","year":"2006","journal-title":"J. Mol. Graph. Model."},{"key":"ref_81","doi-asserted-by":"crossref","first-page":"926","DOI":"10.1063\/1.445869","article-title":"Comparison of simple potential functions for simulating liquid water","volume":"79","author":"Jorgensen","year":"1983","journal-title":"J. Chem. Phys."},{"key":"ref_82","doi-asserted-by":"crossref","first-page":"10089","DOI":"10.1063\/1.464397","article-title":"Particle mesh Ewald: An N\u22c5log(N) method for Ewald sums in large systems","volume":"98","author":"Darden","year":"1993","journal-title":"J. Chem. Phys."},{"key":"ref_83","unstructured":"Finney, D. (2009). Probit Analysis, Reissue, ed., Cambridge University Press."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/20\/7092\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T00:58:24Z","timestamp":1760144304000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/20\/7092"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,10,20]]},"references-count":83,"journal-issue":{"issue":"20","published-online":{"date-parts":[[2022,10]]}},"alternative-id":["molecules27207092"],"URL":"https:\/\/doi.org\/10.3390\/molecules27207092","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,10,20]]}}}