{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,24]],"date-time":"2026-08-24T10:37:38Z","timestamp":1787567858768,"version":"build-2736575974"},"reference-count":52,"publisher":"Oxford University Press (OUP)","issue":"9","license":[{"start":{"date-parts":[[2026,6,9]],"date-time":"2026-06-09T00:00:00Z","timestamp":1780963200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/academic.oup.com\/pages\/standard-publication-reuse-rights"}],"funder":[{"name":"institutional Operating Budget"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,8,24]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>In recent years, there has been increasing evidence that plant-derived vesicles, i.e. exosome-like nanovesicles (ENs), have biological activities. We investigated the ingredients in green tea \u201cSencha\u201d infusion-derived exosome-like nanovesicle (TIEN) fractions and found that gallic acid-type polyphenolics were detected disproportionately in these fractions. Furthermore, it is thought that plant-derived ENs arise mainly from vacuoles, endoplasmic reticulum, and Golgi apparatus, etc. However, our findings suggest that TIENs may originate from chloroplasts.<\/jats:p>","DOI":"10.1093\/bbb\/zbag083","type":"journal-article","created":{"date-parts":[[2026,6,9]],"date-time":"2026-06-09T11:35:14Z","timestamp":1781004914000},"page":"1254-1264","source":"Crossref","is-referenced-by-count":0,"title":["Secondary metabolites associated with exosome-like nanovesicles from green tea (\n                    <i>Camellia sinensis<\/i>\n                    ) infusion and the origin of these nanovesicles"],"prefix":"10.1093","volume":"90","author":[{"ORCID":"https:\/\/orcid.org\/0009-0008-2739-4122","authenticated-orcid":false,"given":"Manami","family":"Monobe","sequence":"first","affiliation":[{"name":"Iing Research Institute , Kanaya-Shishidoi, Shimada, Shizuoka ,","place":["Japan"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kaori","family":"Ema","sequence":"additional","affiliation":[{"name":"Iing Research Institute , Kanaya-Shishidoi, Shimada, Shizuoka ,","place":["Japan"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hideki","family":"Horie","sequence":"additional","affiliation":[{"name":"Iing Research Institute , Kanaya-Shishidoi, Shimada, Shizuoka ,","place":["Japan"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"286","published-online":{"date-parts":[[2026,6,9]]},"reference":[{"key":"2026082405520138100_bib1","doi-asserted-by":"publisher","first-page":"277","DOI":"10.1248\/bpb.27.277","article-title":"Role of hydrogen peroxide in bactericidal action of catechin","volume":"27","author":"Arakawa","year":"2004","journal-title":"Biol Pharm Bull"},{"key":"2026082405520138100_bib2","doi-asserted-by":"publisher","first-page":"111","DOI":"10.1016\/B978-0-12-408061-4.00004-3","article-title":"Biosynthesis and catabolism of purine alkaloids","volume":"63","author":"Ashihara","year":"2013","journal-title":"Adv Botanical Res"},{"key":"2026082405520138100_bib3","doi-asserted-by":"publisher","first-page":"116543","DOI":"10.1016\/j.biopha.2024.116543","article-title":"Research status and challenges of plant-derived exosome-like nanoparticles","volume":"174","author":"Bai","year":"2024","journal-title":"Biomed Pharmacother"},{"key":"2026082405520138100_bib4","doi-asserted-by":"publisher","first-page":"1003","DOI":"10.1093\/aob\/mct168","article-title":"The tannosome is an organelle forming condensed tannins in the chlorophyllous organs of Tracheophyta","volume":"112","author":"Brillouet","year":"2013","journal-title":"Ann Bot"},{"key":"2026082405520138100_bib5","doi-asserted-by":"publisher","first-page":"317","DOI":"10.11648\/j.jps.20140206.19","article-title":"Plasticity of the tannosome ontogenesis in the Tracheophyta","volume":"2","author":"Brillouet","year":"2014","journal-title":"JPS"},{"key":"2026082405520138100_bib6","doi-asserted-by":"publisher","first-page":"1401","DOI":"10.4236\/ajps.2015.69140","article-title":"On the role of chloroplasts in the polymerization of tannins in Tracheophyta: a begraph","volume":"06","author":"Brillouet","year":"2015","journal-title":"AJPS"},{"key":"2026082405520138100_bib7","doi-asserted-by":"publisher","first-page":"2058","DOI":"10.3390\/microorganisms9102058","article-title":"Anti-Inflammatory activities of Euglena gracilis extracts","volume":"9","author":"Brun","year":"2021","journal-title":"Microorganisms"},{"key":"2026082405520138100_bib8","doi-asserted-by":"publisher","first-page":"309","DOI":"10.15835\/nbha46210918","article-title":"Study of chlorophyll-related compounds from dietary spinach in human blood","volume":"46","author":"Chao","year":"2018","journal-title":"Not Bot Horti Agrobo"},{"key":"2026082405520138100_bib9","doi-asserted-by":"publisher","first-page":"907","DOI":"10.1016\/j.apsb.2021.08.016","article-title":"Natural exosome-like nanovesicles from edible tea flowers suppress metastatic breast cancer via ROS generation and microbiota modulation","volume":"12","author":"Chen","year":"2022","journal-title":"Acta Pharm Sin B"},{"key":"2026082405520138100_bib10","doi-asserted-by":"publisher","first-page":"6","DOI":"10.1186\/s12951-022-01755-5","article-title":"Tea leaf-derived exosome-like nanotherapeutics retard breast tumor growth by pro-apoptosis and microbiota modulation","volume":"21","author":"Chen","year":"2023","journal-title":"J Nanobiotechnol"},{"key":"2026082405520138100_bib11","doi-asserted-by":"publisher","first-page":"490","DOI":"10.1016\/j.jpba.2009.05.035","volume":"51","author":"Frazier","year":"2010","journal-title":"J Pharm Biomed Anal"},{"key":"2026082405520138100_bib12","doi-asserted-by":"publisher","first-page":"e36812","DOI":"10.1016\/j.heliyon.2024.e36812","article-title":"Oral administration of tea-derived exosome-like nanoparticles protects epithelial and immune barrier of intestine from psychological stress","volume":"10","author":"Gong","year":"2024","journal-title":"Heliyon"},{"key":"2026082405520138100_bib13","doi-asserted-by":"publisher","first-page":"2690","DOI":"10.1111\/jgh.16714","article-title":"Tea-derived exosome-like nanoparticles prevent irritable bowel syndrome induced by water avoidance stress in rat model","volume":"39","author":"Gong","year":"2024","journal-title":"J of Gastro and Hepatol"},{"key":"2026082405520138100_bib14","doi-asserted-by":"publisher","first-page":"1009139","DOI":"10.3389\/fnut.2022.1009139","article-title":"Anti-fibrotic effect of extracellular vesicles derived from tea leaves in hepatic stellate cells and liver fibrosis mice","volume":"9","author":"Gong","year":"2022","journal-title":"Front Nutr"},{"key":"2026082405520138100_bib15","doi-asserted-by":"publisher","first-page":"5813793","DOI":"10.1155\/2017\/5813793","article-title":"Therapeutic potential of epigallocatechin gallate nanodelivery systems","volume":"2017","author":"Granja","year":"2017","journal-title":"Biomed Res Int"},{"key":"2026082405520138100_bib16","doi-asserted-by":"publisher","first-page":"2496","DOI":"10.1101\/gad.1825209","article-title":"A novel membrane fusion-mediated plant immunity against bacterial pathogens","volume":"23","author":"Hatsugai","year":"2009","journal-title":"Genes Dev"},{"key":"2026082405520138100_bib17","doi-asserted-by":"publisher","first-page":"8966","DOI":"10.1073\/pnas.84.24.8966","article-title":"Biochemical, immunological, and immunocytochemical evidence for the association of chalcone synthase with endoplasmic reticulum membranes","volume":"84","author":"Hrazdina","year":"1987","journal-title":"Proc Natl Acad Sci USA"},{"key":"2026082405520138100_bib18","doi-asserted-by":"publisher","first-page":"1","DOI":"10.4236\/fns.2013.48A001","article-title":"The antioxidant and free radical scavenging activities of chlorophylls and pheophytins","volume":"04","author":"Hsu","year":"2013","journal-title":"FNS"},{"key":"2026082405520138100_bib19","doi-asserted-by":"publisher","first-page":"863","DOI":"10.1083\/jcb.200407022","article-title":"Phosphate deprivation induces transfer of DGDG galactolipid from chloroplast to mitochondria","volume":"167","author":"Jouhet","year":"2004","journal-title":"J Cell Biol"},{"key":"2026082405520138100_bib20","doi-asserted-by":"publisher","first-page":"565","DOI":"10.1007\/s10265-016-0827-y","article-title":"Role of membrane glycerolipids in photosynthesis, thylakoid biogenesis and chloroplast development","volume":"129","author":"Kobayashi","year":"2016","journal-title":"J Plant Res"},{"key":"2026082405520138100_bib21","doi-asserted-by":"publisher","first-page":"80","DOI":"10.3136\/fsti9596t9798.4.80","article-title":"High performance chromatographic determination of pheophorbide-a and its related chlorophyll derivatives in tea leaves","volume":"4","author":"Kohata","year":"1998","journal-title":"FSTI"},{"key":"2026082405520138100_bib22","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1016\/j.jnutbio.2016.01.002","article-title":"Stability of (-)-epigallocatechin gallate and its activity in liquid formulations and delivery systems","volume":"37","author":"Krupkova","year":"2016","journal-title":"J Nutr Biochem"},{"key":"2026082405520138100_bib23","doi-asserted-by":"publisher","first-page":"232","DOI":"10.1016\/j.proche.2015.03.033","article-title":"Identification, isolation and antioxidant activity of pheophytin from green tea (Camellia sinensis (L.) Kuntze)","volume":"14","author":"Kusmita","year":"2015","journal-title":"Procedia Chemistry"},{"key":"2026082405520138100_bib24","doi-asserted-by":"publisher","first-page":"399","DOI":"10.3892\/ijo.2015.3243","article-title":"Inhibition of glutamine utilization sensitizes lung cancer cells to apigenin-induced apoptosis resulting from metabolic and oxidative stress","volume":"48","author":"Lee","year":"2016","journal-title":"Int J Oncol"},{"key":"2026082405520138100_bib25","doi-asserted-by":"publisher","first-page":"22819","DOI":"10.3390\/ijms151222819","article-title":"Pheophytin a inhibits inflammation via suppression of LPS-induced nitric oxide synthase-2, prostaglandin E2, and interleukin-1\u03b2 of macrophages","volume":"15","author":"Lin","year":"2014","journal-title":"Int J Mol Sci"},{"key":"2026082405520138100_bib26","doi-asserted-by":"publisher","first-page":"10371","DOI":"10.1021\/jf902614n","article-title":"Investigation of the site-specific accumulation of catechins in the tea plant (Camellia sinensis (L.) O. Kuntze) via vanillin-HCl staining","volume":"57","author":"Liu","year":"2009","journal-title":"J Agric Food Chem"},{"key":"2026082405520138100_bib27","doi-asserted-by":"publisher","first-page":"uhac05","DOI":"10.1093\/hr\/uhac052","article-title":"Revisiting the dual pathway hypothesis of Chorismate production in plants","volume":"9","author":"Lynch","year":"2022","journal-title":"Hortic Res"},{"key":"2026082405520138100_bib28","doi-asserted-by":"publisher","first-page":"2165","DOI":"10.1021\/jf204497b","article-title":"Epicatechin-3-O-(3\u2033-O-methyl)-gallate content in various tea cultivars (Camellia sinensis L.) and its in vitro inhibitory effect on histamine release","volume":"60","author":"Maeda-Yamamoto","year":"2012","journal-title":"J Agric Food Chem"},{"key":"2026082405520138100_bib29","doi-asserted-by":"publisher","first-page":"212","DOI":"10.1007\/s10142-023-01147-4","article-title":"Flavonoids: a review on biosynthesis and transportation mechanism in plants","volume":"23","author":"Manzoor","year":"2023","journal-title":"Funct Integr Genom"},{"key":"2026082405520138100_bib30","doi-asserted-by":"publisher","first-page":"2501","DOI":"10.1271\/bbb.100498","article-title":"Effect on the epigallocatechin gallate\/epigallocatechin ratio in a green tea (Camellia sinensis L.) extract of different extraction temperatures and its effect on IgA production in mice","volume":"74","author":"Monobe","year":"2010","journal-title":"Biosci Biotechnol Biochem"},{"key":"2026082405520138100_bib31","doi-asserted-by":"publisher","first-page":"333","DOI":"10.3136\/fstr.21.333","article-title":"Quercetin glycosides-rich tea cultivars (Camellia sinensis L.) in Japan","volume":"21","author":"Monobe","year":"2015","journal-title":"FSTR"},{"key":"2026082405520138100_bib32","doi-asserted-by":"publisher","first-page":"2121","DOI":"10.1080\/09168451.2019.1637713","article-title":"Influence of continued ingestion of matcha on emotional behaviors after social stress in mice","volume":"83","author":"Monobe","year":"2019","journal-title":"Biosci Biotechnol Biochem"},{"key":"2026082405520138100_bib33","doi-asserted-by":"publisher","first-page":"29","DOI":"10.18891\/jjfcs.30.1_29","article-title":"Influence of epigallocatechin gallate on methylxanthines-induced diuresis in rats","volume":"30","author":"Monobe","year":"2023","journal-title":"Jpn J Food Chem Safety"},{"key":"2026082405520138100_bib34","doi-asserted-by":"publisher","first-page":"1561","DOI":"10.1002\/mnfr.201300729","article-title":"Interspecies communication between plant and mouse gut host cells through edible plant derived exosome-like nanoparticles","volume":"58","author":"Mu","year":"2014","journal-title":"Molecular Nutrition Food Res"},{"key":"2026082405520138100_bib35","first-page":"1","article-title":"Molecular interaction of tea catechins with biological substances","volume":"62","author":"Nakayama","year":"2013","journal-title":"Bull Nippon Vet Life Sci Univ"},{"key":"2026082405520138100_bib36","doi-asserted-by":"publisher","first-page":"360","DOI":"10.1080\/09168451.2015.1083400","article-title":"Effects of flavonol-rich green tea cultivar (Camellia sinensis L.) on plasma oxidized LDL levels in hypercholesterolemic mice","volume":"80","author":"Nomura","year":"2016","journal-title":"Biosci Biotechnol Biochem"},{"key":"2026082405520138100_bib37","doi-asserted-by":"publisher","first-page":"19823","DOI":"10.1074\/jbc.RA118.002326","article-title":"Red wine and green tea flavonoids are cis-allosteric activators and competitive inhibitors of glucose transporter 1 (GLUT1)-mediated sugar uptake","volume":"293","author":"Ojelabi","year":"2018","journal-title":"J Biol Chem"},{"key":"2026082405520138100_bib38","doi-asserted-by":"publisher","first-page":"1796","DOI":"10.1105\/tpc.109.067785","article-title":"The PLASTID DIVISION1 and 2 components of the chloroplast division machinery determine the rate of chloroplast division in land plant cell differentiation","volume":"21","author":"Okazaki","year":"2009","journal-title":"Plant Cell"},{"key":"2026082405520138100_bib39","doi-asserted-by":"publisher","first-page":"405","DOI":"10.2147\/DDDT.S489323","article-title":"Active ingredients and potential mechanism of additive sishen decoction in treating rheumatoid arthritis with network pharmacology and molecular dynamics simulation and experimental verification","volume":"19","author":"Ren","year":"2025","journal-title":"DDDT"},{"key":"2026082405520138100_bib40","doi-asserted-by":"publisher","first-page":"203","DOI":"10.5511\/plantbiotechnology.24.0601a","article-title":"Elucidation and reconstitution of hydrolyzable tannin biosynthesis","volume":"41","author":"Tahara","year":"2024","journal-title":"Plant Biotechnol"},{"key":"2026082405520138100_bib41","doi-asserted-by":"publisher","first-page":"4134","DOI":"10.3390\/molecules26144134","article-title":"Ellagitannin digestion in moth larvae and a new dimeric ellagitannin from the leaves of Platycarya strobilacea","volume":"26","author":"Takayoshi","year":"2021","journal-title":"Molecules"},{"key":"2026082405520138100_bib42","doi-asserted-by":"publisher","first-page":"203","DOI":"10.1186\/s12943-024-02119-3","article-title":"Altered metabolism in cancer: insights into energy pathways and therapeutic targets","volume":"23","author":"Tufail","year":"2024","journal-title":"Mol Cancer"},{"key":"2026082405520138100_bib43","doi-asserted-by":"publisher","first-page":"174","DOI":"10.3390\/nu12010174","article-title":"Theanine, the main amino acid in tea, prevents stress-induced brain atrophy by modifying early stress responses","volume":"12","author":"Unno","year":"2020","journal-title":"Nutrients"},{"key":"2026082405520138100_bib44","doi-asserted-by":"publisher","first-page":"1179","DOI":"10.2116\/analsci.28.1179","article-title":"Evaluation of a method to quantify quercetin aglycone in onion (Allium cepa) by single- and multi-laboratory validation studies","volume":"28","author":"Watanabe","year":"2012","journal-title":"Anal Sci"},{"key":"2026082405520138100_bib45","doi-asserted-by":"publisher","first-page":"117","DOI":"10.11301\/jsfe.10.117","article-title":"Degradation kinetics of catechin in aqueous solution in the presence of ascorbic acid or octanoyl ascorbate","volume":"10","author":"Watanabe","year":"2009","journal-title":"Jpn J Food Eng"},{"key":"2026082405520138100_bib46","doi-asserted-by":"publisher","first-page":"141","DOI":"10.1016\/S0065-2296(08)60151-2","article-title":"Compartmentation of secondary metabolites and xenobiotics in plant vacuoles","volume":"25","author":"Wink","year":"1997","journal-title":"Adv Bot Res"},{"key":"2026082405520138100_bib47","doi-asserted-by":"publisher","first-page":"622","DOI":"10.3390\/antiox11040622","article-title":"The biphasic effect of flavonoids on oxidative stress and cell proliferation in breast cancer cells","volume":"11","author":"Xi","year":"2022","journal-title":"Antioxidants"},{"key":"2026082405520138100_bib48","doi-asserted-by":"publisher","first-page":"807","DOI":"10.1104\/pp.82.3.807","article-title":"Lipid composition of plasma membranes and tonoplasts isolated from etiolated seedlings of mung bean (Vigna radiata L.)","volume":"82","author":"Yoshida","year":"1986","journal-title":"Plant Physiol"},{"key":"2026082405520138100_bib49","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1080\/10942912.2014.983605","article-title":"Stability of tea polyphenols solution with different pH at different temperatures","volume":"20","author":"Zeng","year":"2017","journal-title":"Int J Food Prop"},{"key":"2026082405520138100_bib50","doi-asserted-by":"publisher","first-page":"321","DOI":"10.1016\/j.biomaterials.2016.06.018","article-title":"Edible ginger-derived nanoparticles: a novel therapeutic approach for the prevention and treatment of inflammatory bowel disease and colitis-associated cancer","volume":"101","author":"Zhang","year":"2016","journal-title":"Biomaterials"},{"key":"2026082405520138100_bib51","doi-asserted-by":"publisher","first-page":"1033316","DOI":"10.3389\/fpls.2022.1033316","article-title":"Functional identification of purine permeases reveals their roles in caffeine transport in tea plants (Camellia sinensis)","volume":"13","author":"Zhang","year":"2022","journal-title":"Front Plant Sci"},{"key":"2026082405520138100_bib52","doi-asserted-by":"publisher","first-page":"28713","DOI":"10.3402\/jev.v4.28713","article-title":"Ginger-derived nanoparticles protect against alcohol-induced liver damage","volume":"4","author":"Zhuang","year":"2015","journal-title":"J Extracell Vesicles"}],"container-title":["Bioscience, Biotechnology, and Biochemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/academic.oup.com\/bbb\/advance-article-pdf\/doi\/10.1093\/bbb\/zbag083\/68501395\/zbag083.pdf","content-type":"application\/pdf","content-version":"am","intended-application":"syndication"},{"URL":"https:\/\/academic.oup.com\/bbb\/article-pdf\/90\/9\/1254\/68501395\/zbag083.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/academic.oup.com\/bbb\/article-pdf\/90\/9\/1254\/68501395\/zbag083.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,8,24]],"date-time":"2026-08-24T09:52:08Z","timestamp":1787565128000},"score":1,"resource":{"primary":{"URL":"https:\/\/academic.oup.com\/bbb\/article\/90\/9\/1254\/8704724"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,6,9]]},"references-count":52,"journal-issue":{"issue":"9","published-online":{"date-parts":[[2026,6,9]]},"published-print":{"date-parts":[[2026,8,24]]}},"URL":"https:\/\/doi.org\/10.1093\/bbb\/zbag083","relation":{},"ISSN":["1347-6947"],"issn-type":[{"value":"1347-6947","type":"electronic"}],"subject":[],"published-other":{"date-parts":[[2026,9]]},"published":{"date-parts":[[2026,6,9]]}}}