{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,20]],"date-time":"2026-10-20T17:59:39Z","timestamp":1792519179592,"version":"4.5.0"},"reference-count":61,"publisher":"MDPI AG","issue":"14","license":[{"start":{"date-parts":[[2026,7,13]],"date-time":"2026-07-13T00:00:00Z","timestamp":1783900800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Karaganda Medical University"},{"id":[{"id":"https:\/\/ror.org\/024cz2s53","id-type":"ROR","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>This study investigates the phytochemical composition and acetylcholinesterase (AChE) inhibitory activity of Anabasis salsa (C.A. Mey.) Benth. ex Volkens (Chenopodiaceae), with a particular focus on secondary metabolites present in its extracts. The plant extracts were profiled using HPLC-ESI-QTOF-MS\/MS, revealing a diverse composition including organic acids, phenolic compounds, flavonoids, and alkaloids. The latter were represented by anabasine and lupinine that were identified as significantly present compounds. Depending on the type of extract and plant part, lupinine was present in the extracts at a quantity range from 0.0033 to 6.35%, and its highest concentration was noted in the acidified macerate from the overground parts of the plant. Centrifugal partition chromatography (CPC) operated using the solvent system composed of MTBE:ACN:n-BuOH:H2O, 2:2:1:5 (v\/v\/v\/v), was applied for the fractionation of the most promising extract, enabling efficient separation using a biphasic solvent system. The obtained fractions were evaluated for AChE inhibitory activity, and the most active fractions were found to contain lupinine, which was successfully isolated in a purified fraction using CPC. These findings highlight lupinine as a significant bioactive compound with neuroprotective potential and demonstrate the applicability of CPC as an efficient and scalable method for the isolation of alkaloids from complex plant matrices.<\/jats:p>","DOI":"10.3390\/molecules31142452","type":"journal-article","created":{"date-parts":[[2026,7,14]],"date-time":"2026-07-14T00:55:21Z","timestamp":1783990521000},"page":"2452","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Lupinine as an Acetylcholinesterase Inhibitor from Anabasis salsa (C.A. Mey.) Benth. ex Volkens\u2014Isolation by Centrifugal Partition Chromatography"],"prefix":"10.3390","volume":"31","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3575-9888","authenticated-orcid":false,"given":"Pernesh Zh.","family":"Bekisheva","sequence":"first","affiliation":[{"name":"School of Pharmacy, NCJSC \u00abKaraganda Medical University\u00bb, Gogol Str. 40, Karaganda 100008, Kazakhstan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Malgorzata","family":"Kozyra","sequence":"additional","affiliation":[{"name":"Department of Pharmacognosy with Medicinal Plants Garden, Medical University of Lublin, 1 Chodzki Str., 20-093 Lublin, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7086-0722","authenticated-orcid":false,"given":"Maryna","family":"Koval","sequence":"additional","affiliation":[{"name":"Department of Pharmacognosy with Medicinal Plants Garden, Medical University of Lublin, 1 Chodzki Str., 20-093 Lublin, Poland"},{"name":"Doctoral School of the Medical University of Lublin, Medical University of Lublin, 7 Chodzki Str., 20-093 Lublin, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Khorlan I.","family":"Itzhanova","sequence":"additional","affiliation":[{"name":"School of Pharmacy, NCJSC \u00abKaraganda Medical University\u00bb, Gogol Str. 40, Karaganda 100008, Kazakhstan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0978-5663","authenticated-orcid":false,"given":"Zhangeldy S.","family":"Nurmaganbetov","sequence":"additional","affiliation":[{"name":"School of Pharmacy, NCJSC \u00abKaraganda Medical University\u00bb, Gogol Str. 40, Karaganda 100008, Kazakhstan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7076-600X","authenticated-orcid":false,"given":"Wirginia","family":"Kukula-Koch","sequence":"additional","affiliation":[{"name":"Department of Pharmacognosy with Medicinal Plants Garden, Medical University of Lublin, 1 Chodzki Str., 20-093 Lublin, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2026,7,13]]},"reference":[{"key":"ref_1","first-page":"331","article-title":"Prospects for the Development of New Phytopharmaceuticals Based on Terpenoids from Plants of Kazakhstan","volume":"53","author":"Adekenov","year":"2019","journal-title":"Pharm. Chem. J."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"754","DOI":"10.1007\/s00044-019-02332-6","article-title":"GC\/MS analysis, and antioxidant and antimicrobial activities of alkaloids extracted by polar and apolar solvents from the stems of Anabasis articulata","volume":"28","author":"Belyagoubi","year":"2019","journal-title":"Med. Chem. Res."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"3539","DOI":"10.1002\/ece3.4987","article-title":"Biogeography of the xerophytic genus Anabasis L. (Chenopodiaceae)","volume":"9","author":"Lauterbach","year":"2019","journal-title":"Ecol. Evol."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"185","DOI":"10.1016\/j.joim.2018.03.003","article-title":"Phytochemical characterization of polyphenolic compounds with HPLC\u2013DAD\u2013ESI\u2013MS and evaluation of lipid-lowering capacity of aqueous extracts from Saharan plant Anabasis aretioides (Coss & Moq.) in normal and streptozotocin-induced diabetic rats","volume":"16","author":"Farid","year":"2018","journal-title":"J. Integr. Med."},{"key":"ref_5","unstructured":"Qasem, J.R. (2020). The Coloured Atlas of Medicinal and Aromatic Plants of Jordan and Their Uses, Cambridge Scholars Publishing."},{"key":"ref_6","first-page":"385","article-title":"Antimicrobial Phenolic Compounds from Anabasis aphylla L","volume":"4","author":"Du","year":"2009","journal-title":"Nat. Prod. Commun."},{"key":"ref_7","first-page":"7017","article-title":"Polyphenols content, antioxidant and antimicrobial activities of extracts of some wild plants collected from the south of Tunisia","volume":"8","author":"Bouaziz","year":"2009","journal-title":"Afr. J. Biotechnol."},{"key":"ref_8","first-page":"248","article-title":"Isolation and structure identification of chemical constituents from Anabasis brevifolia","volume":"40","author":"Chen","year":"2005","journal-title":"Yao Xue Xue Bao"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"957","DOI":"10.1007\/s10600-014-1132-4","article-title":"Chemical Constituents of Anabasis salsa","volume":"50","author":"Pei","year":"2014","journal-title":"Chem. Nat. Compd."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"4076","DOI":"10.1080\/14786419.2021.1961769","article-title":"Triterpenoids from the aerial parts of Anabasis articulata (Forssk) Moq: Gastroprotective effect in vivo with in silico studies, cytotoxic and antimicrobial activities","volume":"36","author":"Gamal","year":"2022","journal-title":"Nat. Prod. Res."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"715","DOI":"10.1007\/s12272-013-0075-9","article-title":"A new anti-inflammatory triterpene saponin isolated from Anabasis setifera","volume":"36","author":"Abdou","year":"2013","journal-title":"Arch. Pharmacal Res."},{"key":"ref_12","first-page":"71","article-title":"Phytochemical screening, antimicrobial and antioxidant activities of Anabasis aphylla L. extracts","volume":"34","author":"Shakeri","year":"2012","journal-title":"Kragujev. J. Sci."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"31","DOI":"10.1007\/s13596-016-0220-3","article-title":"Phytochemical screening, total phenolic and flavonoid contents and antioxidant activity of Anabasis setifera and Salsola tomentosa extracted with different extraction methods and solvents","volume":"16","author":"Mohammadi","year":"2016","journal-title":"Orient. Pharm. Exp. Med."},{"key":"ref_14","first-page":"349","article-title":"Anabasis L. as a source of biologically active alkaloids (literature review)","volume":"5","author":"Bekisheva","year":"2023","journal-title":"Pharm. Kazakhstan"},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Shegebayev, Z., Turgumbayeva, A., Datkhayev, U., Zhakipbekov, K., Kalykova, A., Kartbayeva, E., Beyatli, A., Tastambek, K., Altynbayeva, G., and Dilbarkhanov, B. (2023). Pharmacological Properties of Four Plant Species of the Genus Anabasis, Amaranthaceae. Molecules, 28.","DOI":"10.3390\/molecules28114454"},{"key":"ref_16","first-page":"5796","article-title":"Histochemical analysis of Xanthium strumarium raw materials, growing on the territory of Kazakhstan","volume":"16","author":"Itzhanova","year":"2023","journal-title":"Res. J. Pharm. Technol."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"807","DOI":"10.1016\/j.phymed.2014.02.007","article-title":"Hypoglycemic and hypolipidemic effects of oxymatrine in high-fat diet and streptozotocin-induced diabetic rats","volume":"21","author":"Guo","year":"2014","journal-title":"Phytomedicine"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"304","DOI":"10.1111\/j.1742-7843.2010.00653.x","article-title":"In Vitro Anti-Tumour Activities of Quinolizidine Alkaloids Derived from Sophora flavescens Ait","volume":"108","author":"Lin","year":"2010","journal-title":"Basic Clin. Pharmacol. Toxicol."},{"key":"ref_19","first-page":"325","article-title":"Breeding of grains: Lupin Breeding","volume":"Volume 4","author":"Trugo","year":"2016","journal-title":"Reference Module in Food Science"},{"key":"ref_20","doi-asserted-by":"crossref","unstructured":"Romeo, F.V., Fabroni, S., Ballistreri, G., Muccilli, S., Spina, A., and Rapisarda, P. (2018). Characterization and Antimicrobial Activity of Alkaloid Extracts from Seeds of Different Genotypes of Lupinus spp. Sustainability, 10.","DOI":"10.3390\/su10030788"},{"key":"ref_21","unstructured":"Nurkenov, O.A., Fazylov, S.D., Gazaliev, A.M., and Nurmaganbetov, Z.S. (2022). Chinolizidine Alkaloidy Lupinin and Cytisin, Glasir."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"60","DOI":"10.1007\/BF00605202","article-title":"Synthesis of lupinine esters and their interaction with cholinesterases","volume":"26","author":"Abduvakhabov","year":"1990","journal-title":"Chem. Nat. Compd."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"175","DOI":"10.18321\/ectj1641","article-title":"Synthesis and spatial structure of 3-phenylacrylic acid octahydroquinolizin-1-ylmethyl ester and 2-(octahydroquinolizin-1-ylmethyl)isoindole-1,3-dione","volume":"26","author":"Nurmaganbetov","year":"2024","journal-title":"Eurasian Chem.-Technol. J."},{"key":"ref_24","doi-asserted-by":"crossref","unstructured":"Fazylov, S.D., Nurmaganbetov, Z.S., Nurkenov, O.A., Sarsenbekova, A.Z., Seilkhanov, O.T., Seidakhmetova, R.B., Mendibayeva, A.Z., Bakirova, R.Y., and Muldakhmetov, Z.M. (2025). Synthesis and properties of silver nanoparticles functionalized with \u03b2-cyclodextrin and their loading with lupinine and its acetyl derivatives. Molecules, 30.","DOI":"10.3390\/molecules30163354"},{"key":"ref_25","first-page":"4281","article-title":"Synthesis and technology for obtaining 1-((4-(4-(benzyloxy)-3-methoxyphenyl)-1H-1,2,3-triazol-1-yl)methyl)octahydro-1H-quinolizine","volume":"18","author":"Nurmaganbetov","year":"2025","journal-title":"Res. J. Pharm. Technol."},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"Turdybekov, D., Nurmaganbetov, Z., Makhmutova, A., Baev, D., Gatilov, Y., Pankin, D., Smirnov, M., Bekisheva, P., and Kopbalina, K. (2026). Study of Structural, Vibrational, and Molecular Docking Properties of (1S,9aR)-1-({4-[4-(Benzyloxy)-3-methoxyphenyl]-1H-1,2,3-triazol-1-yl}methyl)octahydro-2H-quinolizine. Molecules, 31.","DOI":"10.3390\/molecules31020218"},{"key":"ref_27","first-page":"2307","article-title":"Synthesis, structure and biological activity of (1S,9aR)-1H-1,2,3-triazol-1-yl)methyl) octahydro-1H-quinolizine derivatives of lupinine","volume":"77","author":"Nurkenov","year":"2022","journal-title":"Arch. Razi Inst."},{"key":"ref_28","doi-asserted-by":"crossref","unstructured":"St\u0119pnik, K., Kukula-Koch, W., Plazinski, W., Gawel, K., Gawe\u0142-B\u0119ben, K., Khurelbat, D., and Boguszewska-Czubara, A. (2023). Significance of Astragaloside IV from the Roots of Astragalus mongholicus as an Acetylcholinesterase Inhibitor\u2014From the Computational and Biomimetic Analyses to the In Vitro and In Vivo Studies of Safety. Int. J. Mol. Sci., 24.","DOI":"10.3390\/ijms24119152"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"824","DOI":"10.1590\/S0102-695X2011005000149","article-title":"Quinolizidine alkaloid composition in different organs of Lupinus aschenbornii","volume":"21","author":"Hernandez","year":"2011","journal-title":"Rev. Bras. Farmacogn."},{"key":"ref_30","doi-asserted-by":"crossref","unstructured":"Al-Joufi, F.A., Jan, M., Zahoor, M., Nazir, N., Naz, S., Talha, M., Sadiq, A., Nawaz, A., and Khan, F.A. (2022). Anabasis articulata (Forssk.) Moq: A Good Source of Phytochemicals with Antibacterial, Antioxidant, and Antidiabetic Potential. Molecules, 27.","DOI":"10.3390\/molecules27113526"},{"key":"ref_31","doi-asserted-by":"crossref","unstructured":"Mohammed, H.A., Ali, H.M., Qureshi, K.A., Alsharidah, M., Kandil, Y.I., Said, R., Mohammed, S.A.A., Al-Omar, M.S., Rugaie, O.A., and Abdellatif, A.A.H. (2021). Comparative Phytochemical Profile and Biological Activity of Four Major Medicinal Halophytes from Qassim Flora. Plants, 10.","DOI":"10.3390\/plants10102208"},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"20825","DOI":"10.1021\/acsomega.0c01929","article-title":"Rapid and Simultaneous Quantification of Five Quinolizidine Alkaloids in Lupinus angustifolius L. and Its Processed Foods by UPLC\u2212MS\/MS","volume":"5","author":"Hwang","year":"2020","journal-title":"ACS Omega"},{"key":"ref_33","doi-asserted-by":"crossref","unstructured":"Nakonieczna, S., Susniak, K., Bozhadze, A., Grabarska, A., G\u0142owniak-Lipa, A., G\u0142owniak, K., and Kukula-Koch, W. (2024). Optimized Centrifugal Partition Chromatography (CPC) Protocol for Isolation of Urease Inhibitors: Magnoflorine and Berberine from Berberis vulgaris Extracts. Separations, 11.","DOI":"10.3390\/separations11040094"},{"key":"ref_34","doi-asserted-by":"crossref","unstructured":"Abdykerimova, S., Sakipova, Z., Nakonieczna, S., Koch, W., Biernasiuk, A., Grabarska, A., Malm, A., Kozhanova, K., and Kukula-Koch, W. (2020). Superior Antioxidant Capacity of Berberis iliensis\u2014HPLC-Q-TOF-MS Based Phytochemical Studies and Spectrophotometric Determinations. Antioxidants, 9.","DOI":"10.3390\/antiox9060504"},{"key":"ref_35","doi-asserted-by":"crossref","unstructured":"Gawe\u0142-Beben, K., Czech, K., Strzepek-Gom\u00f3\u0142ka, M., Czop, M., Szczepanik, M., Lichtarska, A., and Kukula-Koch, W. (2022). Assessment of Cucurbita spp. Peel Extracts as Potential Sources of Active Substances for Skin Care and Dermatology. Molecules, 27.","DOI":"10.3390\/molecules27217618"},{"key":"ref_36","doi-asserted-by":"crossref","unstructured":"Lasota, M., Lechwar, P., Kukula-Koch, W., Czop, M., Czech, K., and Gawe\u0142-B\u0119ben, K. (2024). Pulp or Peel? Comparative Analysis of the Phytochemical Content and Selected Cosmetic-Related Properties of Annona cherimola L., Diospyros kaki Thumb., Cydonia oblonga Mill. and Fortunella margarita Swingle Pulp and Peel Extracts. Molecules, 29.","DOI":"10.3390\/molecules29051133"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"915","DOI":"10.1177\/0269881114543721","article-title":"Effects of tobacco smoke constituents, anabasine and anatabine, on memory and attention in female rats","volume":"28","author":"Levin","year":"2014","journal-title":"J. Psychopharmacol."},{"key":"ref_38","doi-asserted-by":"crossref","unstructured":"Schepetkin, I.A., Nurmaganbetov, Z.S., Fazylov, S.D., Nurkenov, O.A., Khlebnikov, A.I., Seilkhanov, T.M., Kishkentaeva, A.S., Shults, E.E., and Quinn, M.T. (2023). Inhibition of Acetylcholinesterase by Novel Lupinine Derivatives. Molecules, 28.","DOI":"10.3390\/molecules28083357"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"2421","DOI":"10.1081\/JLC-200028170","article-title":"Preparative Isolation of Cannabinoids from Cannabis sativa by Centrifugal Partition Chromatography","volume":"27","author":"Hazekamp","year":"2004","journal-title":"J. Liq. Chromatogr. Relat. Technol."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"39","DOI":"10.1023\/A:1022560630021","article-title":"Bisalkaloid derivatives of dicarboxylic acids on the basis of lupinine, anabasine, and cytisine as reversible cholinesterase inhibitors","volume":"388","author":"Rozengart","year":"2003","journal-title":"Dokl. Biochem. Biophys."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"521","DOI":"10.1016\/S0031-9422(00)85463-1","article-title":"The sapogenin content of Anabasis articulata","volume":"8","author":"Segal","year":"1969","journal-title":"Phytochemistry"},{"key":"ref_42","unstructured":"Chopra, I.C., Abrol, B.K., and Handa, K.L. (1960). With particular reference to the pharmacological aspects. Medicinal Plants of the Arid Zones, UNESCO Publications."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"1093","DOI":"10.1080\/10286020802318966","article-title":"Alkaloids from Anabasis aphylla L","volume":"10","author":"Du","year":"2008","journal-title":"J. Asian Nat. Prod. Res."},{"key":"ref_44","first-page":"88","article-title":"Features of alkaloid accumulation in medicinal plants due to growing conditions and age char acteristics","volume":"22","author":"Sangadzhieva","year":"2020","journal-title":"Med. Pharm. J. Pulse"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"2651","DOI":"10.1007\/s11101-024-09999-9","article-title":"GC\u2013MS analysis, HPLC\u2013UV analysis, antimicrobial and antioxidant activities of extracts of wild-growing Anabasis salsa native to Kazakhstan desert iands","volume":"24","author":"Datkhayev","year":"2024","journal-title":"Phytochem. Rev."},{"key":"ref_46","first-page":"1938","article-title":"Study of antimicrobial effect for some extracts of Anabasis aphylla on Salmonella","volume":"7","year":"2016","journal-title":"Res. J. Pharm. Biol. Chem. Sci."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"81","DOI":"10.1080\/13880200802448674","article-title":"GC-MS analysis and antimicrobial activity of alkaloid extract from Genista vuralii","volume":"47","author":"Erdemoglu","year":"2009","journal-title":"Pharm. Biol."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"1924","DOI":"10.29228\/jrp.474","article-title":"Anabasis oropediorum Maire. as a health-promoting source: Phytochemical content, in vitro antioxidant, antidiabetic, antibacterial, and anti-inflammatory potential","volume":"27","author":"Gheraissa","year":"2023","journal-title":"J. Res. Pharm."},{"key":"ref_49","first-page":"77","article-title":"The effect of harmine hydrochloride on the behavioral responses of rats with a model of stress-induced disorder","volume":"1","author":"Epifantseva","year":"2020","journal-title":"Med. Ecol."},{"key":"ref_50","doi-asserted-by":"crossref","unstructured":"Yan, Y., Li, X., Zhang, C., Li, L., Gao, B., and Li, M. (2021). Research Progress on Antibacterial Activities and Mechanisms of Natural Alkaloids: A Review. Antibiotics, 10.","DOI":"10.3390\/antibiotics10030318"},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"548","DOI":"10.1515\/znc-1984-0607","article-title":"Chemical defense of Leguminosae. Are quinolizidine alkaloids part of the antimicrobial defense system of lupins?","volume":"39","author":"Wink","year":"1984","journal-title":"Z. Naturforsch."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"1597","DOI":"10.1002\/jssc.201601221","article-title":"Centrifugal partition chromatography\u2014A review of recent applications and some classic references","volume":"40","author":"Bojczuk","year":"2017","journal-title":"J. Sep. Sci."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"547","DOI":"10.1080\/01483918808068331","article-title":"Centrifugal Partition Chromatography. I. General Features","volume":"11","author":"Berthod","year":"1988","journal-title":"J. Liq. Chromatogr."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"463812","DOI":"10.1016\/j.chroma.2023.463812","article-title":"Separation of natural compounds using eutectic solvent-based biphasic systems and centrifugal partition chromatography","volume":"1691","author":"Chagnoleau","year":"2023","journal-title":"J. Chromatogr. A"},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"1556","DOI":"10.1039\/C5NP00061K","article-title":"A comprehensive classification of solvent systems used for natural product purifications in countercurrent and centrifugal partition chromatography","volume":"32","author":"Garrard","year":"2015","journal-title":"Nat. Prod. Rep."},{"key":"ref_56","unstructured":"Oeh, R., Rieblinger, K., and Wink, M. (2000). Method of Obtaining Alkaloids, Especially Lupinine, from Plants Containing Alkaloids. (PL179705B1), Poland Patent, Available online: https:\/\/patents.google.com\/patent\/PL179705B1\/en."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"276","DOI":"10.1007\/BF00941711","article-title":"Isolation of Lupinine and Anabasine","volume":"6","author":"Forostyan","year":"1970","journal-title":"Chem. Nat. Compd."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"353","DOI":"10.1021\/np0004395","article-title":"A simple isolation method for the major catechins in green tea using high-speed countercurrent chromatography","volume":"64","author":"Baumann","year":"2001","journal-title":"J. Nat. Prod."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"1582","DOI":"10.1055\/s-0035-1546246","article-title":"Solvent System Selection Strategies in Countercurrent Separation","volume":"81","author":"Liu","year":"2015","journal-title":"Planta Medica"},{"key":"ref_60","doi-asserted-by":"crossref","unstructured":"Nurmaganbetov, Z.S., Nurkenov, O.A., Khlebnikov, A.I., Fazylov, S.D., Seidakhmetova, R.B., Tukhmetova, Z.K., Takibayeva, A.T., Khabdolda, G., Rakhimberlinova, Z.B., and Kaldybayeva, A.K. (2024). Antiviral Activity of (1S,9aR)-1-[(1,2,3-Triazol-1-yl)methyl]octahydro-1H-quinolizines from the Alkaloid Lupinine. Molecules, 29.","DOI":"10.3390\/molecules29235742"},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"27862","DOI":"10.1021\/acsomega.3c02179","article-title":"Quinolizidine-Type Alkaloids: Chemodiversity, Occurrence, and Bioactivity","volume":"8","author":"Kato","year":"2023","journal-title":"ACS Omega"}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/31\/14\/2452\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,14]],"date-time":"2026-07-14T00:56:11Z","timestamp":1783990571000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/31\/14\/2452"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,7,13]]},"references-count":61,"journal-issue":{"issue":"14","published-online":{"date-parts":[[2026,7]]}},"alternative-id":["molecules31142452"],"URL":"https:\/\/doi.org\/10.3390\/molecules31142452","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,7,13]]}}}