{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,2]],"date-time":"2026-10-02T02:04:59Z","timestamp":1790906699100,"version":"4.1.0"},"reference-count":40,"publisher":"MDPI AG","issue":"24","license":[{"start":{"date-parts":[[2023,12,6]],"date-time":"2023-12-06T00:00:00Z","timestamp":1701820800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"National Research Foundation of Korea (NRF) grants funded by the Ministry of Science, ICT, and Future Planning","award":["NRF-2019M3A9I3080265"],"award-info":[{"award-number":["NRF-2019M3A9I3080265"]}]},{"name":"National Research Foundation of Korea (NRF) grants funded by the Ministry of Science, ICT, and Future Planning","award":["NRF-2019M3A9I3080266"],"award-info":[{"award-number":["NRF-2019M3A9I3080266"]}]},{"name":"National Research Foundation of Korea (NRF) grants funded by the Ministry of Science, ICT, and Future Planning","award":["NRF-2022R1A2C1003088"],"award-info":[{"award-number":["NRF-2022R1A2C1003088"]}]},{"name":"National Research Foundation of Korea (NRF) grants funded by the Ministry of Science, ICT, and Future Planning","award":["2021003420003"],"award-info":[{"award-number":["2021003420003"]}]},{"name":"Republic of Korea Ministry of Environment (MOE)","award":["NRF-2019M3A9I3080265"],"award-info":[{"award-number":["NRF-2019M3A9I3080265"]}]},{"name":"Republic of Korea Ministry of Environment (MOE)","award":["NRF-2019M3A9I3080266"],"award-info":[{"award-number":["NRF-2019M3A9I3080266"]}]},{"name":"Republic of Korea Ministry of Environment (MOE)","award":["NRF-2022R1A2C1003088"],"award-info":[{"award-number":["NRF-2022R1A2C1003088"]}]},{"name":"Republic of Korea Ministry of Environment (MOE)","award":["2021003420003"],"award-info":[{"award-number":["2021003420003"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Plants"],"abstract":"<jats:p>Nymphoides peltata (Menyanthaceae) has been used as a medicinal herb in traditional medicines to treat conditions such as strangury, polyuria, swelling, and as a diuretic and antipyretic. In our ongoing research to discover novel structural and\/or biological natural products in natural resources, five flavonoids, quercetin (1), quercitrin (2), isoquercetin (3), quercetin-3-O-vicianoside (4), and rutin (5), as well as a new flavonoid glycoside, 3\u2034-O-foliamenthoyl-rutin (6), were isolated from the MeOH extract of N. peltata roots. The chemical structure of the new compound (6) was determined by analyzing 1D and 2D NMR spectra and high-resolution (HR) electrospray ionization mass spectroscopy (ESIMS), along with a chemical reaction. The wound-healing activities of the isolated compounds (1\u20136) were evaluated using a HaCaT cell scratch test. Among the isolates, isoquercetin (3), quercetin-3-O-vicianoside (4), and 3\u2034-O-foliamenthoyl-rutin (6) promoted HaCaT cell migration over scratch wounds, with compound 4 being the most effective. Our findings provide experimental data supporting the potential of quercetin-3-O-vicianoside (4) as a wound-healing agent.<\/jats:p>","DOI":"10.3390\/plants12244083","type":"journal-article","created":{"date-parts":[[2023,12,6]],"date-time":"2023-12-06T03:48:41Z","timestamp":1701834521000},"page":"4083","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["3\u2034-O-Foliamenthoyl-Rutin, a New Flavonoid Glycoside from the Roots of Nymphoides peltata"],"prefix":"10.3390","volume":"12","author":[{"given":"Tae-Young","family":"Kim","sequence":"first","affiliation":[{"name":"Department of Pharmacy, College of Pharmacy and Research Institute for Drug Development, Pusan National University, Busan 46241, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bum Soo","family":"Lee","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Sungkyunkwan University, Suwon 16419, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0008-0554-9154","authenticated-orcid":false,"given":"Beom-Geun","family":"Jo","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, College of Pharmacy and Research Institute for Drug Development, Pusan National University, Busan 46241, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Seong Pil","family":"Heo","sequence":"additional","affiliation":[{"name":"Natural Products Research Institute, Korea Institute of Science and Technology, Gangneung 25451, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Min-Ji","family":"Keem","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, College of Pharmacy and Research Institute for Drug Development, Pusan National University, Busan 46241, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0006-4563-5255","authenticated-orcid":false,"given":"Taek-Hwan","family":"Kwon","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, College of Pharmacy and Research Institute for Drug Development, Pusan National University, Busan 46241, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Su-Nam","family":"Kim","sequence":"additional","affiliation":[{"name":"Natural Products Research Institute, Korea Institute of Science and Technology, Gangneung 25451, Republic of Korea"},{"name":"Division of Bio-Medical Science and Technology, KIST School, University of Science and Technology, Seoul 02792, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5285-9138","authenticated-orcid":false,"given":"Ki Hyun","family":"Kim","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Sungkyunkwan University, Suwon 16419, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Min Hye","family":"Yang","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, College of Pharmacy and Research Institute for Drug Development, Pusan National University, Busan 46241, Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2023,12,6]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1396","DOI":"10.1002\/j.1537-2197.1992.tb13750.x","article-title":"Seed morphology and systematics of Menyanthaceae","volume":"79","author":"Chuang","year":"1992","journal-title":"AM. J. Bot."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"73","DOI":"10.1016\/j.aquabot.2019.05.001","article-title":"Comparative analyses of the complete chloroplast genomes of nymphoides and menyanthes species (menyanthaceae)","volume":"156","author":"Njuguna","year":"2019","journal-title":"Aquat. Bot."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"343","DOI":"10.1111\/j.1471-8286.2005.00921.x","article-title":"Isolation and characterization of highly polymorphic microsatellites in the aquatic plant, Nymphoides peltata (Menyanthaceae)","volume":"5","author":"Uesugi","year":"2005","journal-title":"Mole. Ecol. Notes."},{"key":"ref_4","unstructured":"National List of Species of Korea 2022 (2023, September 10). National Institute of Biological Resources. Available online: http:\/\/kbr.go.kr\/."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"113","DOI":"10.4103\/2221-1691.225615","article-title":"Medicinal values of aquatic plant genus Nymphoides grown in Asia: A review","volume":"8","author":"Khan","year":"2018","journal-title":"Asian Pac. J. Trop. Biomed."},{"key":"ref_6","doi-asserted-by":"crossref","unstructured":"Nocchi, N., Duarte, H.M., Pereira, R.C., Konno, T.U.P., and Soares, A.R. (2020). Effects of UV-B radiation on secondary metabolite production, antioxidant activity, photosynthesis and herbivory interactions in Nymphoides humboldtiana (Menyanthaceae). J. Photochem. Photobiol. B Biol., 212.","DOI":"10.1016\/j.jphotobiol.2020.112021"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1624","DOI":"10.1002\/ptr.5663","article-title":"Phytochemical and pharmacological investigations on Nymphoides indica leaf extracts","volume":"30","author":"Amin","year":"2016","journal-title":"Phytother. Res."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"407","DOI":"10.1080\/13880200701215273","article-title":"Anticonvulsant and Sedative Activity of Tagara (Nymphoides macrospermum)","volume":"45","author":"Murali","year":"2007","journal-title":"Pharm. Biol."},{"key":"ref_9","first-page":"1934578X1501000203","article-title":"Antitumor constituents of the wetland plant Nymphoides peltata: A case study for the potential utilization of constructed wetland plant resources","volume":"10","author":"Du","year":"2015","journal-title":"Nat. Prod. Commun."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"1463","DOI":"10.1089\/scd.2019.0113","article-title":"Multiple injections of autologous adipose-derived stem cells accelerate the burn wound healing process and promote blood vessel regeneration in a rat model","volume":"28","author":"Zhou","year":"2019","journal-title":"Stem Cells Dev."},{"key":"ref_11","doi-asserted-by":"crossref","unstructured":"Mathias, E., and Srinivas, M.M. (2017). Pediatric thermal burns and treatment: A review of progress and future prospects. Medicines, 4.","DOI":"10.20944\/preprints201711.0204.v1"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"402","DOI":"10.1016\/j.msec.2013.09.043","article-title":"Surface modification of nanofibrous polycaprolactone\/gelatin composite scaffold by collagen type I grafting for skin tissue engineering","volume":"34","author":"Gautam","year":"2014","journal-title":"Mater. Sci. Eng. C"},{"key":"ref_13","first-page":"189","article-title":"Overview of wound healing and management","volume":"97","author":"Childs","year":"2017","journal-title":"Surg. Clin."},{"key":"ref_14","doi-asserted-by":"crossref","unstructured":"Sun, M.-L., Zhao, F., Chen, X.-L., Zhang, X.-Y., Zhang, Y.-Z., Song, X.-Y., Sun, C.-Y., and Yang, J. (2020). Promotion of wound healing and prevention of frostbite injury in rat skin by exopolysaccharide from the arctic marine bacterium Polaribacter sp. SM1127. Mar. Drugs, 18.","DOI":"10.3390\/md18010048"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"418","DOI":"10.4103\/0970-0358.101331","article-title":"Wound care with traditional, complementary and alternative medicine","volume":"45","author":"Dorai","year":"2012","journal-title":"Indian J. Plast. Surg."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"1857","DOI":"10.13005\/bpj\/1816","article-title":"Investigation of wound healing effect of Acalypha indica extract in sprague dawley rats","volume":"12","author":"Yeng","year":"2019","journal-title":"Biomed. Pharmacol. J."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"2035","DOI":"10.1021\/np100523s","article-title":"Catechin derivatives from Parapiptadenia rigida with in vitro wound-healing properties","volume":"73","author":"Schmidt","year":"2010","journal-title":"J. Nat. Prod."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"2872","DOI":"10.1021\/bm200326g","article-title":"In situ forming and rutin-releasing chitosan hydrogels as injectable dressings for dermal wound healing","volume":"12","author":"Tran","year":"2011","journal-title":"Biomacromolecules"},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"384","DOI":"10.1016\/j.jep.2017.09.029","article-title":"Isoflavonoids as wound healing agents from Ononidis Radix","volume":"211","author":"Akkol","year":"2018","journal-title":"J. Ethnopharmacol."},{"key":"ref_20","first-page":"1","article-title":"Wound healing activity of flavonoid fraction isolated from the stem bark of Butea monosperma (Lam) in albino wistar rats","volume":"3","author":"Muralidhar","year":"2013","journal-title":"Eur. J. Exp. Biol."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"219","DOI":"10.1016\/S0378-8741(01)00297-5","article-title":"Effects of Buddleja globosa leaf and its constituents relevant to wound healing","volume":"77","author":"Mensah","year":"2001","journal-title":"J. Ethnopharmacol."},{"key":"ref_22","doi-asserted-by":"crossref","unstructured":"Muhammad, A.A., Pauzi, N.A.S., Arulselvan, P., Abas, F., and Fakurazi, S. (2013). In vitro wound healing potential and identification of bioactive compounds from Moringa oleifera Lam. BioMed Res. Int., 2013.","DOI":"10.1155\/2013\/974580"},{"key":"ref_23","doi-asserted-by":"crossref","unstructured":"Kim, T.-Y., Park, N.-J., Jegal, H., Paik, J.-H., Choi, S., Kim, S.-N., and Yang, M.H. (2023). Nymphoides peltata root extracts improve atopic dermatitis by regulating skin inflammatory and anti-oxidative enzymes in 2, 4-dinitrochlorobenzene (DNCB)-induced SKH-1 hairless mice. Antioxidants, 12.","DOI":"10.3390\/antiox12040873"},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"600","DOI":"10.1016\/j.foodchem.2016.09.077","article-title":"Efficient identification of flavones, flavanones and their glycosides in routine analysis via off-line combination of sensitive NMR and HPLC experiments","volume":"218","author":"Blunder","year":"2017","journal-title":"Food Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"1822","DOI":"10.31788\/RJC.2019.1235353","article-title":"Isolation of quercitrin from Dendrophthoe pentandra (L.) Miq leaves and it\u2019s antioxidant and antibacterial activities","volume":"12","author":"Hardiyanti","year":"2019","journal-title":"Rasayan. J. Chem."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"61","DOI":"10.1016\/j.jfca.2003.12.003","article-title":"Flavonoids from black chokeberries, Aronia melanocarpa","volume":"18","author":"Slimestad","year":"2005","journal-title":"J. Food Compos. Anal."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"1913","DOI":"10.1016\/0031-9422(90)85039-I","article-title":"Monoterpenoids from Radermachia sinica","volume":"29","author":"Iwagawa","year":"1990","journal-title":"Phytochem"},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"427","DOI":"10.1021\/np030440e","article-title":"Flavonoid glycosides from Adina racemosa and their inhibitory activities on eukaryotic protein synthesis","volume":"67","author":"Itoh","year":"2004","journal-title":"J. Nat. Prod."},{"key":"ref_29","doi-asserted-by":"crossref","unstructured":"Piipponen, M., Li, D., and Land\u00e9n, N.X. (2020). The immune functions of keratinocytes in skin wound healing. Int. J. Mol. Sci., 21.","DOI":"10.3390\/ijms21228790"},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1016\/j.clindermatol.2006.09.007","article-title":"Pathophysiology of acute wound healing","volume":"25","author":"Li","year":"2007","journal-title":"Clin. Dermatol."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"e11","DOI":"10.1016\/j.jid.2016.11.020","article-title":"Research techniques made simple: Analysis of collective cell migration using the wound healing assay","volume":"137","author":"Grada","year":"2017","journal-title":"J. Investig. Dermatol."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"421","DOI":"10.1111\/j.0022-202X.2005.23855.x","article-title":"Production of lysophosphatidic acid in blister fluid: Involvement of a lysophospholipase D activity","volume":"125","author":"Gres","year":"2005","journal-title":"J. Investig. Dermatol."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"115066","DOI":"10.1016\/j.jep.2022.115066","article-title":"Quercetin promotes cutaneous wound healing in mice through Wnt\/\u03b2-catenin signaling pathway","volume":"290","author":"Mi","year":"2022","journal-title":"J. Ethnopharmacol."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"1545","DOI":"10.1002\/ptr.7397","article-title":"Chemistry, pharmacokinetics, pharmacological activities, and toxicity of Quercitrin","volume":"36","author":"Chen","year":"2022","journal-title":"Phytother. Res."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"106","DOI":"10.1016\/j.jep.2010.01.051","article-title":"Wound healing potential of Sambucus ebulus L. leaves and isolation of an active component, quercetin 3-O-glucoside","volume":"129","author":"Akkol","year":"2010","journal-title":"J. Ethnopharmacol."},{"key":"ref_36","doi-asserted-by":"crossref","unstructured":"Chen, L.-Y., Huang, C.-N., Liao, C.-K., Chang, H.-M., Kuan, Y.-H., Tseng, T.-J., Yen, K.-J., Yang, K.-L., and Lin, H.-C. (2020). Effects of Rutin on Wound Healing in Hyperglycemic Rats. Antioxidants, 9.","DOI":"10.3390\/antiox9111122"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"1528","DOI":"10.1177\/147323000903700531","article-title":"The wound healing process: An overview of the cellular and molecular mechanisms","volume":"37","author":"Velnar","year":"2009","journal-title":"J. Int. Med. Res."},{"key":"ref_38","doi-asserted-by":"crossref","unstructured":"Sun, Y., Gao, M., Chen, F., Han, R., Du, K., Zhang, Y., Li, M., Si, Y., and Feng, W. (2019). Six New Coumarin Glycosides from the Aerial Parts of Gendarussa vulgaris. Molecules, 24.","DOI":"10.3390\/molecules24081456"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"514","DOI":"10.1007\/s12272-021-01329-3","article-title":"Ginkwanghols A and B, osteogenic coumaric acid-aliphatic alcohol hybrids from the leaves of Ginkgo biloba","volume":"44","author":"Lee","year":"2021","journal-title":"Arch. Pharm. Res."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"105","DOI":"10.1007\/s12272-022-01372-8","article-title":"New phenalenone derivatives from the Hawaiian volcanic soil-associated fungus Penicillium herquei FT729 and their inhibitory effects on indoleamine 2,3-dioxygenase 1 (IDO1)","volume":"45","author":"Yu","year":"2022","journal-title":"Arch. Pharm. Res."}],"container-title":["Plants"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2223-7747\/12\/24\/4083\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T21:33:56Z","timestamp":1760132036000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2223-7747\/12\/24\/4083"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,12,6]]},"references-count":40,"journal-issue":{"issue":"24","published-online":{"date-parts":[[2023,12]]}},"alternative-id":["plants12244083"],"URL":"https:\/\/doi.org\/10.3390\/plants12244083","relation":{},"ISSN":["2223-7747"],"issn-type":[{"value":"2223-7747","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,12,6]]}}}