{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,1]],"date-time":"2026-04-01T12:04:37Z","timestamp":1775045077230,"version":"3.50.1"},"reference-count":67,"publisher":"Springer Science and Business Media LLC","issue":"1","license":[{"start":{"date-parts":[[2026,4,1]],"date-time":"2026-04-01T00:00:00Z","timestamp":1775001600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2026,4,1]],"date-time":"2026-04-01T00:00:00Z","timestamp":1775001600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["82260683"],"award-info":[{"award-number":["82260683"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Yunnan Fundamental Research Projects-Joint Special Funds of Yunnan University of Chinese Medicine","award":["202401AZ070001-007"],"award-info":[{"award-number":["202401AZ070001-007"]}]},{"name":"Yunnan Fundamental Research Projects-Joint Special Funds of Yunnan University of Chinese Medicine","award":["202401AZ070001-106"],"award-info":[{"award-number":["202401AZ070001-106"]}]},{"name":"Start-up Fund of Yunnan University of Chinese Medicine","award":["2019YZG03"],"award-info":[{"award-number":["2019YZG03"]}]},{"name":"Bioactive Ethnopharmacol Molecules Chemical Conversion and Application Innovation Team of Department of Education of Yunnan Province","award":["2022"],"award-info":[{"award-number":["2022"]}]},{"name":"Science Research Foundation of Department of Education of Yunnan Province","award":["2026Y0644"],"award-info":[{"award-number":["2026Y0644"]}]}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["Nat. Prod. Bioprospect."],"published-print":{"date-parts":[[2026,12]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Coumaronochromones, characterized by a distinctive benzofuro[2,3-\n                    <jats:italic>b<\/jats:italic>\n                    ]chromenone core, constitute a rare subclass of isoflavonoids. Biosynthetically, they are proposed to originate from carbohydrate metabolism and the phenylpropanoid pathway like other isoflavones. To date, 92 natural coumaronochromones have been isolated and characterized from nearly 28 species across 24 genera within 7 families (including one fungal source). These compounds are predominantly distributed in the Fabaceae family, which accounts for over half (64%) of all known derivatives. Notably, approximately 20% of coumaronochromones are derived from the genus\n                    <jats:italic>Euchresta<\/jats:italic>\n                    (Fabaceae). The unique scaffold of coumaronochromones confers a broad spectrum of notable pharmacological activities, including anti-inflammatory, antibacterial, insecticidal, cytotoxic, and immunomodulatory effects, highlighting their potential as valuable natural leads for pharmaceutical and agrochemical development. This review comprehensively summarizes recent advances in the chemistry and biology of coumaronochromones, providing a detailed account of their natural occurrence, documented biological activities, and chemical syntheses.\n                  <\/jats:p>\n                  <jats:p>\n                    <jats:bold>Graphical Abstract<\/jats:bold>\n                  <\/jats:p>","DOI":"10.1007\/s13659-026-00627-x","type":"journal-article","created":{"date-parts":[[2026,4,1]],"date-time":"2026-04-01T10:10:35Z","timestamp":1775038235000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Advances in natural coumaronochromones: a comprehensive review of natural occurrence, bioactivities, and chemical synthesis"],"prefix":"10.1007","volume":"16","author":[{"given":"Dan","family":"Xia","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Qin","family":"Lv","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Wei","family":"Wang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Meng-Fan","family":"Xie","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jin-Cai","family":"Li","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kun","family":"Li","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Dashan","family":"Li","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Wen-Jing","family":"Wang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4799-6784","authenticated-orcid":false,"given":"Li-Dong","family":"Shao","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"297","published-online":{"date-parts":[[2026,4,1]]},"reference":[{"key":"627_CR1","doi-asserted-by":"publisher","first-page":"2343","DOI":"10.1021\/acs.jnatprod.9b00216","volume":"82","author":"A Raksat","year":"2019","unstructured":"Raksat A, Maneerat W, Rujanapun N, Andersen RJ, Pyne SG, Laphookhieo S. Antibacterial and inhibitory activities against nitric oxide production of coumaronochromones and prenylated isoflavones from Millettia extensa. J Nat Prod. 2019;82:2343\u20138.","journal-title":"J Nat Prod"},{"key":"627_CR2","doi-asserted-by":"publisher","first-page":"20","DOI":"10.1016\/j.phytol.2018.06.024","volume":"27","author":"MD Awouafack","year":"2018","unstructured":"Awouafack MD, Wong CP, Tane P, Morita H. A new coumaronochromone and a new alkanoyl-dihydrofuranoflavone glycoside from Eriosema robustum (Fabaceae). Phytochem Lett. 2018;27:20\u20134.","journal-title":"Phytochem Lett"},{"key":"627_CR3","doi-asserted-by":"publisher","first-page":"109","DOI":"10.1016\/j.phytol.2017.06.014","volume":"21","author":"JP Abdou","year":"2017","unstructured":"Abdou JP, Momeni J, Adhikari A, Tsabang N, Tchinda AT, Choudhary MI, et al. New coumestan and coumaronochromone derivatives from Dalbergia boehmii Taub. (Fabaceae). Phytochem Lett. 2017;21:109\u201313.","journal-title":"Phytochem Lett"},{"key":"627_CR4","first-page":"835","volume":"71","author":"Y-J Shiao","year":"2005","unstructured":"Shiao Y-J, Wang C-N, Wang W-Y, Lin Y-L. Neuroprotective flavonoids from Flemingia macrophylla. J Pharm Pharmacol. 2005;71:835\u201340.","journal-title":"J Pharm Pharmacol"},{"key":"627_CR5","doi-asserted-by":"publisher","first-page":"417","DOI":"10.1039\/b511238a","volume":"24","author":"NC Veitch","year":"2007","unstructured":"Veitch NC. Isoflavonoids of the Leguminosae. Nat Prod Rep. 2007;24:417\u201364.","journal-title":"Nat Prod Rep"},{"key":"627_CR6","doi-asserted-by":"publisher","first-page":"1886","DOI":"10.1080\/14786419.2016.1263851","volume":"31","author":"H Yan","year":"2016","unstructured":"Yan H, Zhang G. Cytotoxic coumaronochromones from the inflorescences of Celosia cristata. Nat Prod Res. 2016;31:1886\u201390.","journal-title":"Nat Prod Res"},{"key":"627_CR7","doi-asserted-by":"publisher","first-page":"1173","DOI":"10.1021\/acs.jnatprod.7b00826","volume":"81","author":"W Lee","year":"2018","unstructured":"Lee W, Lee D, Lee Y, Lee T, Song K-S, Yang E-J, et al. Isolation, synthesis, and antisepsis effects of a c-methylcoumarinochromone isolated from abronia nana cell culture. J Nat Prod. 2018;81:1173\u201382.","journal-title":"J Nat Prod"},{"key":"627_CR8","doi-asserted-by":"publisher","first-page":"3389","DOI":"10.1016\/j.bmcl.2009.05.043","volume":"19","author":"QY Shou","year":"2009","unstructured":"Shou QY, Tan Q, Shen ZW. Hirtellanines A and B, a pair of isomeric isoflavonoid derivatives from Campylotropis hirtella and their immunosuppressive activities. Bioorg Med Chem Lett. 2009;19:3389\u201391.","journal-title":"Bioorg Med Chem Lett"},{"key":"627_CR9","doi-asserted-by":"publisher","first-page":"31","DOI":"10.1016\/j.foodchem.2014.01.022","volume":"155","author":"B-X Jia","year":"2014","unstructured":"Jia B-X, Zeng X-L, Ren F-X, Jia L, Chen X-Q, Yang J, et al. Baeckeins F\u2013I, four novel C-methylated biflavonoids from the roots of Baeckea frutescens and their anti-inflammatory activities. Food Chem. 2014;155:31\u20137.","journal-title":"Food Chem"},{"key":"627_CR10","first-page":"1336","volume":"45","author":"Y Kang","year":"2014","unstructured":"Kang Y, Pei J, Cai W, Liu W, Wu Q. Research progress on flavonoid metabolic synthesis pathway and related function genes in medicinal plants. Chin Tradit Herb Drugs. 2014;45:1336\u201341.","journal-title":"Chin Tradit Herb Drugs"},{"key":"627_CR11","doi-asserted-by":"publisher","first-page":"186","DOI":"10.1186\/s12906-015-0712-6","volume":"15","author":"S Navanesan","year":"2015","unstructured":"Navanesan S, Wahab NA, Manickam S, Sim KS. Evaluation of selected biological capacities of Baeckea frutescens. BMC Complement Altern Med. 2015;15:186.","journal-title":"BMC Complement Altern Med"},{"key":"627_CR12","first-page":"1775","volume":"49","author":"T Satoshi","year":"1985","unstructured":"Satoshi T, Ingham JL, Mizutani J. New coumaronochromones from white Lupin, Lupinus albus L. (Leguminosae). Agric Biol Chem. 1985;49:1775\u201383.","journal-title":"Agric Biol Chem"},{"key":"627_CR13","doi-asserted-by":"publisher","first-page":"147","DOI":"10.1515\/znc-1990-3-402","volume":"45","author":"S Tahara","year":"1990","unstructured":"Tahara S, Shibaki S, Ingham JL, Mizutani J. Further isoflavonoids from white lupin roots. Z Naturforsch C. 1990;45:147\u201353.","journal-title":"Z Naturforsch C"},{"key":"627_CR14","doi-asserted-by":"publisher","first-page":"255","DOI":"10.1016\/0021-9673(92)87033-5","volume":"606","author":"H Gagnon","year":"1992","unstructured":"Gagnon H, Tahara S, Bleichert E, Ibrahim RK. Separation of aglucones, glucosides and prenylated isoflavones by high-performance liquid chromatography. J Chromatogr A. 1992;606:255\u20139.","journal-title":"J Chromatogr A"},{"key":"627_CR15","doi-asserted-by":"publisher","first-page":"1598","DOI":"10.1021\/acs.jnatprod.8b00182","volume":"81","author":"YH Seo","year":"2018","unstructured":"Seo YH, Jeon J-H, Jeong M, Ryu SM, Jeon WK, Jang DS, et al. Chemical constituents of Apios americana tubers and their inhibitory activities on nitric oxide production in lipopolysaccharide-stimulated RAW 264.7 macrophages. J Nat Prod. 2018;81:1598\u2013603.","journal-title":"J Nat Prod"},{"key":"627_CR16","doi-asserted-by":"publisher","first-page":"901","DOI":"10.1016\/0031-9422(89)80140-2","volume":"28","author":"S Tahara","year":"1989","unstructured":"Tahara S, Orihara S, Ingham JL, Mizutani J. Seventeen isoflavonoids from Lupinus albus roots. Phytochemistry. 1989;28:901\u201311.","journal-title":"Phytochemistry"},{"key":"627_CR17","doi-asserted-by":"publisher","first-page":"1261","DOI":"10.1016\/S0031-9422(00)89648-X","volume":"36","author":"S Tahara","year":"1994","unstructured":"Tahara S, Katagiri Y, Ingham JL, Mizutani J. Prenylated flavonoids in the roots of yellow lupin. Phytochemistry. 1994;36:1261\u201371.","journal-title":"Phytochemistry"},{"key":"627_CR18","doi-asserted-by":"publisher","DOI":"10.1016\/j.fitote.2024.105966","volume":"175","author":"Y Liu","year":"2024","unstructured":"Liu Y, Pu Y, Shen L, Li D, Xu J, He X, et al. Isoflavones isolated from the fruits of Ficus altissima and their anti-proliferative activities. Fitoterapia. 2024;175:105966.","journal-title":"Fitoterapia"},{"key":"627_CR19","first-page":"1797","volume":"50","author":"Y Hashidoko","year":"1986","unstructured":"Hashidoko Y, Tahara S, Mizutani J. New complex iso\ufb02avones in the roots of yellow lupin. Agric Biol Chem. 1986;50:1797\u2013807.","journal-title":"Agric Biol Chem"},{"key":"627_CR20","doi-asserted-by":"publisher","first-page":"2047","DOI":"10.3987\/COM-88-4552","volume":"27","author":"M Mizuno","year":"1988","unstructured":"Mizuno M, Tamura K, Tanaka T, Iinuma M. A novel coumaronochromone from the stems of Euchresta japonica and its antibacterial activity. Heterocycles. 1988;27:2047\u201350.","journal-title":"Heterocycles"},{"key":"627_CR21","doi-asserted-by":"publisher","first-page":"146","DOI":"10.1055\/s-2002-20248","volume":"68","author":"W-L Lo","year":"2002","unstructured":"Lo W-L, Chang F-R, Liaw C-C, Wu Y-C. Cytotoxic coumaronochromones from the roots of Euchresta formosana. Planta Med. 2002;68:146\u201351.","journal-title":"Planta Med"},{"key":"627_CR22","doi-asserted-by":"publisher","first-page":"3095","DOI":"10.1016\/S0031-9422(00)98260-8","volume":"30","author":"M Mizuno","year":"1991","unstructured":"Mizuno M, Matsuura N, Tanaka T, Iinuma M, Ho F-C. Four flavonoids in the roots of Euchresta formosana. Phytochemistry. 1991;30:3095\u20137.","journal-title":"Phytochemistry"},{"key":"627_CR23","doi-asserted-by":"publisher","first-page":"643","DOI":"10.1016\/0031-9422(92)90052-R","volume":"31","author":"M Mizuno","year":"1992","unstructured":"Mizuno M, Matsuura N, Iinuma M, Tanaka T. Coumaronochromones in the roots of Euchresta japonica. Phytochemistry. 1992;31:643\u20135.","journal-title":"Phytochemistry"},{"key":"627_CR24","doi-asserted-by":"publisher","first-page":"2518","DOI":"10.1016\/S0031-9422(00)98023-3","volume":"28","author":"M Mizuno","year":"1989","unstructured":"Mizuno M, Tanaka T, Tamura K-I, Iinuma M. Coumaronochromones from the stems of Euschresta formosana. Phytochemistry. 1989;28:2518\u20139.","journal-title":"Phytochemistry"},{"key":"627_CR25","doi-asserted-by":"publisher","first-page":"701","DOI":"10.1016\/0031-9422(93)85477-9","volume":"33","author":"N Matsuura","year":"1993","unstructured":"Matsuura N, Iinuma M, Tanaka T, Mizuno M. Flavonoids and a benzofuran in roots of Euchresta tubulosa. Phytochemistry. 1993;33:701\u20135.","journal-title":"Phytochemistry"},{"key":"627_CR26","doi-asserted-by":"publisher","first-page":"361","DOI":"10.1016\/0031-9422(91)83080-5","volume":"31","author":"M Mizuno","year":"1992","unstructured":"Mizuno M, Baba K, Iinuma M, Tanaka T. Coumaronochromones from leaves of Desmodium oxyphyllum. Phytochemistry. 1992;31:361\u20133.","journal-title":"Phytochemistry"},{"key":"627_CR27","first-page":"905","volume":"44","author":"JL Ingham","year":"1989","unstructured":"Ingham JL, Tahara S, Shibaki S, Mizutani J. Isoflavonoids from the root bark of Piscidia erythrina and a note on the structure of Piscidone. Phytochemistry. 1989;44:905\u201313.","journal-title":"Phytochemistry"},{"key":"627_CR28","doi-asserted-by":"publisher","first-page":"303","DOI":"10.1016\/S0031-9422(00)90825-2","volume":"34","author":"S Tahara","year":"1993","unstructured":"Tahara S, Moriyama M, Ingham JL, Mizutani J. Diverse oxygenated isoflavonoids from Piscidia erythrina. Phytochemistry. 1993;34:303\u201315.","journal-title":"Phytochemistry"},{"key":"627_CR29","doi-asserted-by":"publisher","first-page":"331","DOI":"10.1515\/znc-1991-5-602","volume":"46","author":"S Tahara","year":"1991","unstructured":"Tahara S, Moriyam M, Orihara S, Ingham JL, Kawabata J, Mizutani J. Naturally occurring coumaranochroman-4-ones: a new class of isoflavonoids from lupins and Jamaican dogwood. Z Naturforsch C. 1991;46:331\u201340.","journal-title":"Z Naturforsch C"},{"key":"627_CR30","doi-asserted-by":"publisher","first-page":"1501","DOI":"10.3987\/COM-92-6288","volume":"36","author":"Y-L Lin","year":"1993","unstructured":"Lin Y-L, Kuo Y-H. Two new coumaronochromone derivative, oblongin and oblonginol from the roots of Derris oblonga benth. Heterocycles. 1993;36:1501\u20137.","journal-title":"Heterocycles"},{"key":"627_CR31","doi-asserted-by":"publisher","first-page":"1309","DOI":"10.1016\/0031-9422(94)00671-F","volume":"38","author":"J Wandji","year":"1995","unstructured":"Wandji J, Awanchiri SS, Fomum ZT, Tillequin F, Michel-Daniwicz S. Prenylated isoflavonoids from Erythrina sensegalensis. Phytochemistry. 1995;38:1309\u201313.","journal-title":"Phytochemistry"},{"key":"627_CR32","doi-asserted-by":"publisher","first-page":"732","DOI":"10.1016\/j.fitote.2012.02.015","volume":"83","author":"X Wu","year":"2012","unstructured":"Wu X, Song Z, Xu H, Zhang H, Chen W, Liu H. Chemical constituents of the aerial part of Derris elliptica. Fitoterapia. 2012;83:732\u20136.","journal-title":"Fitoterapia"},{"key":"627_CR33","doi-asserted-by":"publisher","DOI":"10.1016\/j.phytochem.2022.113550","volume":"206","author":"C-Y Liu","year":"2023","unstructured":"Liu C-Y, Deng P, Wang B, Liu A-H, Wang M-G, Li S-W, et al. Coumaronochromones, flavanones, and isoflavones from the twigs and leaves of Erythrina subumbrans inhibit PTP1B and nitric oxide production. Phytochemistry. 2023;206:113550.","journal-title":"Phytochemistry"},{"key":"627_CR34","doi-asserted-by":"publisher","first-page":"1471","DOI":"10.1016\/j.phytochem.2007.02.015","volume":"68","author":"M Zhao","year":"2007","unstructured":"Zhao M, Duan J-A, Che C-T. Isoflavanones and their O-glycosides from Desmodium styracifolium. Phytochemistry. 2007;68:1471\u20139.","journal-title":"Phytochemistry"},{"key":"627_CR35","doi-asserted-by":"publisher","first-page":"2407","DOI":"10.1016\/j.tetlet.2008.02.063","volume":"49","author":"MA Lawson","year":"2008","unstructured":"Lawson MA, Kaouadji M, Chulia AJ. Nor-dehydrodeguelin and nor-dehydrorotenone, C22 coumaronochromones from Lonchocarpus nicou. Tetrahedron Lett. 2008;49:2407\u20139.","journal-title":"Tetrahedron Lett"},{"key":"627_CR36","doi-asserted-by":"publisher","first-page":"220","DOI":"10.1016\/j.fitote.2014.03.028","volume":"95","author":"X Li","year":"2014","unstructured":"Li X, Xuan B, Shou Q, Shen Z. New flavonoids from Campylotropis hirtella with immunosuppressive activity. Fitoterapia. 2014;95:220\u20138.","journal-title":"Fitoterapia"},{"key":"627_CR37","doi-asserted-by":"publisher","first-page":"1462","DOI":"10.1016\/j.tetlet.2017.02.080","volume":"58","author":"J Ma","year":"2017","unstructured":"Ma J, Zhang J, Shen Z. Two unusual isoflavonoids from Campylotropis hirtella\u2014a new biosynthesis route of flavonoids. Tetrahedron Lett. 2017;58:1462\u20136.","journal-title":"Tetrahedron Lett"},{"key":"627_CR38","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1080\/10286020290019622","volume":"4","author":"Y-P Tang","year":"2010","unstructured":"Tang Y-P, Hu J, Wang J-H, Lou F-C. A new Coumaronochromone from Sophora japonica. J Asian Nat Prod Res. 2010;4:1\u20135.","journal-title":"J Asian Nat Prod Res"},{"key":"627_CR39","doi-asserted-by":"publisher","DOI":"10.1016\/j.bse.2021.104277","volume":"97","author":"D Buyinza","year":"2021","unstructured":"Buyinza D, Derese S, Ndakala A, Heydenreich M, Yenesew A, Koch A, et al. A coumestan and a coumaronochromone from Millettia lasiantha. Biochem Syst Ecol. 2021;97:104277.","journal-title":"Biochem Syst Ecol"},{"key":"627_CR40","doi-asserted-by":"publisher","first-page":"5996","DOI":"10.1021\/acs.jafc.4c12406","volume":"73","author":"G Gajurel","year":"2025","unstructured":"Gajurel G, Sharma AR, Abdel-Karim S, Balmaceda C, Zulfiqar F, Pandey P, et al. Enhanced production of anti-inflammatory and antibacterial prenylated isoflavonoids in pigeon pea (Cajanus cajan) hairy root cultures. J Agric Food Chem. 2025;73:5996\u20136009.","journal-title":"J Agric Food Chem"},{"key":"627_CR41","doi-asserted-by":"publisher","first-page":"157","DOI":"10.1016\/0031-9422(91)84117-B","volume":"30","author":"F Hanawa","year":"1991","unstructured":"Hanawa F, Tahara S, Mizutani J. Isoflavonoids produced by Iris pseudacorus leaves treated with cupric chloride. Phytochemistry. 1991;30:157\u201363.","journal-title":"Phytochemistry"},{"key":"627_CR42","doi-asserted-by":"publisher","first-page":"20","DOI":"10.1016\/j.bse.2008.11.021","volume":"37","author":"P Shu","year":"2009","unstructured":"Shu P, Qin MJ, Shen WJ, Wu G. A new coumaronochromone and phenolic constituents from the leaves of Iris bungei Maxim. Biochem Syst Ecol. 2009;37:20\u20133.","journal-title":"Biochem Syst Ecol"},{"key":"627_CR43","doi-asserted-by":"publisher","first-page":"2909","DOI":"10.1016\/j.phytochem.2007.08.006","volume":"68","author":"OJP Lap\u010d\u00edk","year":"2007","unstructured":"Lap\u010d\u00edk OJP. Isoflavonoids in non-leguminous taxa: a rarity or a rule? Phytochemistry. 2007;68:2909\u201316.","journal-title":"Phytochemistry"},{"key":"627_CR44","doi-asserted-by":"publisher","first-page":"1933","DOI":"10.1021\/jm061450q","volume":"50","author":"A Ahmed-Belkacem","year":"2007","unstructured":"Ahmed-Belkacem A, Macalou S, Borrelli F, Capasso R, Fattorusso E, Taglialatela-Scafati O, et al. Nonprenylated rotenoids, a new class of potent breast cancer resistance protein inhibitors. J Med Chem. 2007;50:1933\u20138.","journal-title":"J Med Chem"},{"key":"627_CR45","volume":"14","author":"TT Thuy","year":"2019","unstructured":"Thuy TT, Trang NTT, Hoa PN, Trang PT, Khoi NM, Hoang VD, et al. A new coumaronochromone from Boerhaavia diffusa. Nat Prod Commun. 2019;14:1934578X19856253.","journal-title":"Nat Prod Commun"},{"key":"627_CR46","doi-asserted-by":"publisher","first-page":"532","DOI":"10.1002\/mrc.2419","volume":"47","author":"M Imran","year":"2009","unstructured":"Imran M, Ibrahim M, Riaz N, Malik A. Structure determination of aervins A\u2010D, new coumaronochromone analogues from Aerva persica, by 1D and 2D NMR spectroscopy. Magn Reson Chem. 2009;47:532\u20136.","journal-title":"Magn Reson Chem"},{"key":"627_CR47","doi-asserted-by":"publisher","first-page":"71","DOI":"10.1515\/znc-2020-0138","volume":"76","author":"M Imran","year":"2021","unstructured":"Imran M, Irfan A, Assiri MA, Sumrra SH, Saleem M, Hussain R, et al. Coumaronochromone as antibacterial and carbonic anhydrase inhibitors from Aerva persica (Burm. f.) Merr.: experimental and first-principles approaches. Z Naturforsch C. 2021;76:71\u20138.","journal-title":"Z Naturforsch C"},{"key":"627_CR48","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2021.132048","volume":"85","author":"C-X Gu","year":"2021","unstructured":"Gu C-X, Liu J-G, Chen W-W, Xu M-H. Facile synthesis of coumaronochromones through palladium-catalyzed intramolecular cross dehydrogenative coupling. Tetrahedron. 2021;85:132048.","journal-title":"Tetrahedron"},{"key":"627_CR49","doi-asserted-by":"publisher","first-page":"1886","DOI":"10.1080\/14786419.2016.1263851","volume":"31","author":"H Yan","year":"2017","unstructured":"Yan H, Zhang G. Cytotoxic coumaronochromones from the inflorescences of Celosia cristata. Nat Prod Res. 2017;31:1886\u201390.","journal-title":"Nat Prod Res"},{"key":"627_CR50","doi-asserted-by":"publisher","first-page":"1081","DOI":"10.1080\/10286020.2017.1415330","volume":"20","author":"Q-Z Wang","year":"2017","unstructured":"Wang Q-Z, Qiu P, Liu F, Wang B, Guan F-Q, Feng X, et al. Suaeglaucin A, a new coumaronochromone from Suaeda glauca. J Asian Nat Prod Res. 2017;20:1081\u20137.","journal-title":"J Asian Nat Prod Res"},{"key":"627_CR51","doi-asserted-by":"publisher","first-page":"21846","DOI":"10.1021\/acsomega.5c01825","volume":"10","author":"P Hai","year":"2025","unstructured":"Hai P, Li Q, Ma XF, Jia HY, He YQ, Yang J, et al. Phytochemicals from a desert crop, sand rice (Agriophyllum squarrosum), and their inflammatory activity. ACS Omega. 2025;10:21846\u201356.","journal-title":"ACS Omega"},{"key":"627_CR52","doi-asserted-by":"publisher","DOI":"10.1155\/2014\/521287","volume":"2014","author":"S Razmavar","year":"2014","unstructured":"Razmavar S, Abdulla MA, Ismail SB, Hassandarvish P. Antibacterial activity of leaf extracts of Baeckea frutescens against methicillin\u2010resistant Staphylococcus aureus. BioMed Res Int. 2014;2014:521287.","journal-title":"BioMed Res Int"},{"key":"627_CR53","doi-asserted-by":"publisher","DOI":"10.1016\/j.phytochem.2022.113313","volume":"202","author":"J Yao","year":"2022","unstructured":"Yao J, Qin Q, Wang Y, Zeng J, Xu J, He X. Anti-neuroinflammatory 3-hydroxycoumaronochromones and isoflavanones enantiomers from the fruits of Ficus altissima Blume. Phytochemistry. 2022;202:113313.","journal-title":"Phytochemistry"},{"key":"627_CR54","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2021.104996","volume":"113","author":"J Yao","year":"2021","unstructured":"Yao J, Wang Z, Wang R, Wang Y, Xu J, He X. Anti-proliferative and anti-inflammatory prenylated isoflavones and coumaronochromones from the fruits of Ficus altissima. Bioorg Chem. 2021;113:104996.","journal-title":"Bioorg Chem"},{"key":"627_CR55","unstructured":"Chinese Pharmacopoeia Commission (2025). Pharmacopoeia of the People\u2019s Republic of China. Beijing, China: Chinese Medical Science Press. 2025;1:195."},{"key":"627_CR56","doi-asserted-by":"publisher","first-page":"2204","DOI":"10.1021\/acs.jnatprod.7b00042","volume":"80","author":"J-Q Hou","year":"2017","unstructured":"Hou J-Q, Guo C, Zhao J-J, Dong Y-Y, Hu X-L, He Q-W, et al. Anti-inflammatory meroterpenoids from Baeckea frutescens. J Nat Prod. 2017;80:2204\u201314.","journal-title":"J Nat Prod"},{"key":"627_CR57","doi-asserted-by":"publisher","first-page":"1680","DOI":"10.1021\/np100407n","volume":"73","author":"MA Selepe","year":"2010","unstructured":"Selepe MA, Drewes SE, van Heerden FR. Total synthesis of the pyranoisoflavone kraussianone 1 and related isoflavones. J Nat Prod. 2010;73:1680\u20135.","journal-title":"J Nat Prod"},{"key":"627_CR58","doi-asserted-by":"publisher","first-page":"8654","DOI":"10.1016\/j.tet.2011.09.042","volume":"67","author":"MA Selepe","year":"2011","unstructured":"Selepe MA, Drewes SE, van Heerden FR. Total synthesis of the pyranocoumaronochromone lupinalbin H. Tetrahedron. 2011;67:8654\u20138.","journal-title":"Tetrahedron"},{"key":"627_CR59","doi-asserted-by":"publisher","first-page":"6163","DOI":"10.1016\/S0040-4039(01)01234-5","volume":"42","author":"M Tsukayama","year":"2001","unstructured":"Tsukayama M, Oda A, Kawamura Y, Nishiuchi M, Yamashita K. Facile synthesis of polyhydroxycoumaronochromones with quinones: synthesis of alkylpolyhydroxy-and alkoxycoumaronochromones from 2\u2032-hydroxyisoflavones. Tetrahedron Lett. 2001;42:6163\u20136.","journal-title":"Tetrahedron Lett"},{"key":"627_CR60","doi-asserted-by":"publisher","first-page":"2399","DOI":"10.1016\/S0960-894X(03)00394-9","volume":"13","author":"CP Miller","year":"2003","unstructured":"Miller CP, Collini MD, Harris HA. Constrained phytoestrogens and analogues as ER\u03b2 selective ligands. Bioorg Med Chem Lett. 2003;13:2399\u2013403.","journal-title":"Bioorg Med Chem Lett"},{"key":"627_CR61","doi-asserted-by":"publisher","first-page":"7877","DOI":"10.1021\/acs.joc.5c00817","volume":"90","author":"S-T Yuan","year":"2025","unstructured":"Yuan S-T, Peng Y-P, Xia D, Jiang J, Li K, Li D-S, et al. De novo syntheses of coumaronochromones: application in total synthesis of cristatone II. J Org Chem. 2025;90:7877\u201387.","journal-title":"J Org Chem"},{"key":"627_CR62","doi-asserted-by":"publisher","first-page":"379","DOI":"10.1007\/s13659-021-00312-1","volume":"11","author":"M Wang","year":"2021","unstructured":"Wang M, Wang W, Li D, Wang W-J, Zhan R, Shao L-D. \u03b1-C (sp3)-H arylation of cyclic carbonyl compounds. Nat Prod Bioprospect. 2021;11:379\u2013404.","journal-title":"Nat Prod Bioprospect"},{"key":"627_CR63","doi-asserted-by":"publisher","first-page":"2308","DOI":"10.1039\/D1QO01871J","volume":"9","author":"L-D Shao","year":"2022","unstructured":"Shao L-D, Chen Y, Wang M, Xiao N, Zhang Z-J, Li D, et al. Palladium-catalyzed direct \u03b3-C (sp 3)\u2013H arylation of \u03b2-alkoxy cyclohexenones: reaction scope and mechanistic insights. Org Chem Front. 2022;9:2308\u201315.","journal-title":"Org Chem Front"},{"key":"627_CR64","doi-asserted-by":"publisher","first-page":"695","DOI":"10.1055\/a-2376-3429","volume":"57","author":"D Li","year":"2024","unstructured":"Li D, Peng Y-P, Shao L-D. Palladium-catalyzed \u03b3-C\u2013H arylation of unsaturated carbonyl compounds: An emerging remote Buchwald\u2013Hartwig\u2013Miura arylation. Synthesis. 2024;57:695\u2013705.","journal-title":"Synthesis"},{"key":"627_CR65","doi-asserted-by":"publisher","first-page":"4851","DOI":"10.1021\/acs.joc.4c00054","volume":"89","author":"Y Chen","year":"2024","unstructured":"Chen Y, Cha T-L, Jiang J, Li Y, Xie X-Y, Li D, et al. Divergent total syntheses of Lycorine alkaloids via a sequential C\u2013H functionalization strategy. J Org Chem. 2024;89:4851\u201360.","journal-title":"J Org Chem"},{"key":"627_CR66","doi-asserted-by":"publisher","first-page":"2539","DOI":"10.1080\/00397919908086262","volume":"29","author":"GH Lee","year":"1999","unstructured":"Lee GH, Pak CS. Synthesis of 2-Methylthio-4H-4-chromenones via ketene dithioacetal in the one-pot reaction. Synth Commun. 1999;29:2539\u201345.","journal-title":"Synth Commun"},{"key":"627_CR67","doi-asserted-by":"publisher","first-page":"925","DOI":"10.1039\/C4CC08376H","volume":"51","author":"R Samanta","year":"2015","unstructured":"Samanta R, Narayan R, Bauer JO, Strohmann C, Sievers S, Antonchick AP. Oxidative regioselective amination of chromones exposes potent inhibitors of the Hedgehog signaling pathway. Chem Commun. 2015;51:925\u20138.","journal-title":"Chem Commun"}],"container-title":["Natural Products and Bioprospecting"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1007\/s13659-026-00627-x.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/link.springer.com\/article\/10.1007\/s13659-026-00627-x","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1007\/s13659-026-00627-x.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,4,1]],"date-time":"2026-04-01T11:02:31Z","timestamp":1775041351000},"score":1,"resource":{"primary":{"URL":"https:\/\/link.springer.com\/10.1007\/s13659-026-00627-x"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,4,1]]},"references-count":67,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2026,12]]}},"alternative-id":["627"],"URL":"https:\/\/doi.org\/10.1007\/s13659-026-00627-x","relation":{},"ISSN":["2192-2195","2192-2209"],"issn-type":[{"value":"2192-2195","type":"print"},{"value":"2192-2209","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,4,1]]},"assertion":[{"value":"8 January 2026","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"9 March 2026","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"1 April 2026","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}},{"order":1,"name":"Ethics","group":{"name":"EthicsHeading","label":"Declarations"}},{"value":"The authors confirm that there are no known conflicts of interest associated with this publication.","order":2,"name":"Ethics","group":{"name":"EthicsHeading","label":"Competing interests"}}],"article-number":"48"}}