{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,3]],"date-time":"2025-11-03T16:39:14Z","timestamp":1762187954456,"version":"build-2065373602"},"reference-count":30,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2016,4,13]],"date-time":"2016-04-13T00:00:00Z","timestamp":1460505600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"name":"Natural Science Foundation of Shanghai, China","award":["15ZR1441200"],"award-info":[{"award-number":["15ZR1441200"]}]},{"name":"Eastern Scholar Tracking Program of Shanghai Municipal Education Commission","award":["2012-90"],"award-info":[{"award-number":["2012-90"]}]},{"name":"Shanghai E-Research Institute of Bioactive Constituent in TCM"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Journal of Food Science"],"published-print":{"date-parts":[[2016,5]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Polyphenols are partial metabolized to methylated conjugations\n                    <jats:italic>in vivo<\/jats:italic>\n                    , and then could modify bioavailability and bioactivity related to the uptake of parent compounds. Our previous studies have found that the antidiabetic effects of cinnamon barks are mainly related to polyphenol components, particularly A\u2010type procyanidin trimer cinnamtannin\u20101 (CT1). It is necessary to understand the antidiabetic activity of methylations of CT1, nevertheless, sufficient amounts of methylated CT1 are difficult to obtain from metabolites\n                    <jats:italic>in vivo<\/jats:italic>\n                    . In this study,\n                    <jats:italic>O<\/jats:italic>\n                    \u2010methyl derivatives of CT1 were prepared through one\u2010pot methyl iodide reaction and isolation via column chromatography and RP\u2010HPLC semipreparation. The structures of\n                    <jats:italic>O<\/jats:italic>\n                    \u2010methyl substituents were determined through NMR (Nuclear Magnetic Resonance) and HPLC\u2010ESI\u2010MS (High\u2010performance liquid chromatography\u2010electrospray ionization\u2010mass spectrometry). Five purified\n                    <jats:italic>O<\/jats:italic>\n                    \u2010methyl substituents and 2 isomers of CT1 were obtained. Their protective effects on a palmitic acid\u2010induced pancreatic \u03b2\u2010cell apoptosis model were then evaluated. Results showed that the protective effects on pancreatic \u03b2\u2010cell of\n                    <jats:italic>O\u2010<\/jats:italic>\n                    methyl substituents were weaker than those of CT1. The results suggested that the methylation of catechol groups could be a relevant factor contributing to the decline of protective effects on pancreatic \u03b2\u2010cell of CT1 via obstructing quinone intermediate formation and affecting antioxidant abilities. The antidiabetic effects of\n                    <jats:italic>O<\/jats:italic>\n                    \u2010methyl derivatives of CT1 should be further determined by other antidiabetic models.\n                  <\/jats:p>","DOI":"10.1111\/1750-3841.13294","type":"journal-article","created":{"date-parts":[[2016,4,13]],"date-time":"2016-04-13T20:02:18Z","timestamp":1460577738000},"source":"Crossref","is-referenced-by-count":5,"title":["Preparation of Methylated Products of A\u2010type Procyanidin Trimers in Cinnamon Bark and Their Protective Effects on Pancreatic \u03b2\u2010Cell"],"prefix":"10.1111","volume":"81","author":[{"given":"Lu","family":"Chen","sequence":"first","affiliation":[{"name":"School of Pharmacy Shanghai Univ. of Traditional Chinese Medicine  1200 Cailun Road Shanghai 201203 China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Liang","family":"Chen","sequence":"additional","affiliation":[{"name":"School of Pharmacy Shanghai Univ. of Traditional Chinese 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