{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,19]],"date-time":"2026-01-19T05:51:40Z","timestamp":1768801900949,"version":"3.49.0"},"reference-count":12,"publisher":"MDPI AG","issue":"8","license":[{"start":{"date-parts":[[2017,7,31]],"date-time":"2017-07-31T00:00:00Z","timestamp":1501459200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>There is an urgent need for a water-soluble derivative of astragaloside IV for drug R&amp;D. In the present study, a remarkably simple method for the preparation of such a water-soluble derivative of astragaloside IV has been developed. This protocol involves oxidative 2,2,6,6-tetramethylpiperidine-1-oxyl free radical (TEMPO)-mediated transformation of astragaloside IV to its carboxylic acid derivative, which is a new compound named astragalosidic acid. The structure of astragalosidic acid was elucidated by means of spectroscopic analysis. Its cardioprotective activity was investigated using an in vitro model of cardiomyocyte damage induced by hypoxia\/reoxygenation in H9c2 cells. The oxidative TEMPO-mediated transformation proposed in the present study could be applied to other natural saponins, offering an effective and convenient way to develop a new compound with greatly improved structure-based druggability.<\/jats:p>","DOI":"10.3390\/molecules22081275","type":"journal-article","created":{"date-parts":[[2017,8,1]],"date-time":"2017-08-01T03:30:06Z","timestamp":1501558206000},"page":"1275","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":15,"title":["Astragalosidic Acid: A New Water-Soluble Derivative of Astragaloside IV Prepared Using Remarkably Simple TEMPO-Mediated Oxidation"],"prefix":"10.3390","volume":"22","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-9685-9180","authenticated-orcid":false,"given":"Lin-Sen","family":"Qing","sequence":"first","affiliation":[{"name":"Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Shu-Lin","family":"Peng","sequence":"additional","affiliation":[{"name":"Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jian","family":"Liang","sequence":"additional","affiliation":[{"name":"Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Li-Sheng","family":"Ding","sequence":"additional","affiliation":[{"name":"Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2017,7,31]]},"reference":[{"key":"ref_1","unstructured":"Chinese Pharmacopoeia Commission (2015). Pharmacopoeia of the People's Republic of China, China Medical Science Press. [2010 ed.]."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"17","DOI":"10.1111\/fcp.12232","article-title":"Research review on the pharmacological effects of astragaloside IV","volume":"31","author":"Li","year":"2016","journal-title":"Fundam. Clin. Pharmacol."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"413","DOI":"10.1016\/S0254-6272(13)60189-2","article-title":"Pharmacological effects of astragaloside IV: A literature review","volume":"33","author":"Ren","year":"2013","journal-title":"J. Tradit. Chin. Med."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"5","DOI":"10.1007\/BF03190635","article-title":"Absorption enhancement study of astragaloside IV based on its transport mechanism in caco-2 cells","volume":"31","author":"Huang","year":"2006","journal-title":"Eur. J. Drug Metab. Pharmacokinet."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"295","DOI":"10.1111\/j.1742-7843.2004.t01-1-pto950508.x","article-title":"Transport and bioavailability studies of astragaloside IV, an active ingredient in Astragali Radix","volume":"95","author":"Gu","year":"2004","journal-title":"Basic Clin. Pharmacol. Toxicol."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"603","DOI":"10.1016\/j.addr.2007.05.010","article-title":"Salt formation to improve drug solubility","volume":"59","author":"Serajuddin","year":"2007","journal-title":"Adv. Drug Deliv. Rev."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"355","DOI":"10.1016\/S0008-6215(00)00109-9","article-title":"Bromide-free TEMPO-mediated oxidation of primary alcohol groups in starch and methyl alpha-d-glucopyranoside","volume":"328","author":"Bragd","year":"2000","journal-title":"Carbohydr. Res."},{"key":"ref_8","first-page":"29","article-title":"Progress on 2,2,6,6-tetramethylpiperineoxyl-mediated oxidationof the primary alcohol of carbohydrate","volume":"70","author":"Qiu","year":"2007","journal-title":"Chemistry"},{"key":"ref_9","doi-asserted-by":"crossref","unstructured":"Vogler, T., and Studer, A. (2008). Applications of TEMPO in synthesis. Synthesis, 1979\u20131993.","DOI":"10.1055\/s-2008-1078445"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"71","DOI":"10.1016\/j.carbpol.2017.02.028","article-title":"TEMPO-mediated oxidation of polysaccharides: An ongoing story","volume":"165","author":"Pierre","year":"2017","journal-title":"Carbohydr. Polym."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"698","DOI":"10.1248\/cpb.31.698","article-title":"Saponin and sapogenol. XXXV. chemical constituents of Astragali Radix, the root of Astragalus membranaceus Bunge. (2). astragalosides I, II and IV, acetylastragaloside I and isoastragalosides I and II","volume":"31","author":"Kitagawa","year":"1983","journal-title":"Chem. Pharm. Bull."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"7","DOI":"10.1016\/j.mito.2015.11.003","article-title":"Rg1 prevents myocardial hypoxia\/reoxygenation injury by regulating mitochondrial dynamics imbalance via modulation of glutamate dehydrogenase and mitofusin 2","volume":"26","author":"Dong","year":"2016","journal-title":"Mitochondrion"}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/22\/8\/1275\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T18:44:37Z","timestamp":1760208277000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/22\/8\/1275"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2017,7,31]]},"references-count":12,"journal-issue":{"issue":"8","published-online":{"date-parts":[[2017,8]]}},"alternative-id":["molecules22081275"],"URL":"https:\/\/doi.org\/10.3390\/molecules22081275","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2017,7,31]]}}}