{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,13]],"date-time":"2026-09-13T10:00:21Z","timestamp":1789293621368,"version":"build-2803163510"},"reference-count":28,"publisher":"MDPI AG","issue":"3","license":[{"start":{"date-parts":[[2018,3,5]],"date-time":"2018-03-05T00:00:00Z","timestamp":1520208000000},"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>Two new sucrose derivatives, namely, belamcanosides A (1) and B (2), together with five other known compounds (3\u22127), were isolated from the seeds of Belamcanda chinensis (L.) DC. Their structures were identified based on spectroscopic data. Especially, the absolute configurations of fructose and glucose residues in 1 and 2 were assigned by acid hydrolysis, followed by derivatization and gas chromatography (GC) analysis. Among the known compounds, (\u2212)-hopeaphenol (3), (+)-syringaresinol (4), and quercetin (5), were isolated from B. chinensis for the first time. In addition, biological evaluation of 1 and 2 against cholesterol synthesis and metabolism at the gene level was carried out. The results showed that compounds 1 and 2 could regulate the expression of cholesterol synthesis and metabolism-associated genes, including 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGCR), squalene epoxidase (SQLE), low density lipoprotein receptor (LDLR), and sortilin (SORT1) genes in HepG2 cells.<\/jats:p>","DOI":"10.3390\/molecules23030580","type":"journal-article","created":{"date-parts":[[2018,3,6]],"date-time":"2018-03-06T07:37:25Z","timestamp":1520321845000},"page":"580","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":15,"title":["Phenolic Compounds from Belamcanda chinensis Seeds"],"prefix":"10.3390","volume":"23","author":[{"given":"Ying-Ying","family":"Song","sequence":"first","affiliation":[{"name":"State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China"},{"name":"Guangdong Key Laboratory for Genome Stability &amp; Disease Prevention, School of Pharmaceutical Sciences, Shenzhen University Health Science Center, Shenzhen 518060, China"},{"name":"University of Chinese Academy of Sciences, Beijing 100049, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ying","family":"Liu","sequence":"additional","affiliation":[{"name":"Guangdong Key Laboratory for Genome Stability &amp; Disease Prevention, School of Pharmaceutical Sciences, Shenzhen University Health Science Center, Shenzhen 518060, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yong-Ming","family":"Yan","sequence":"additional","affiliation":[{"name":"Guangdong Key Laboratory for Genome Stability &amp; Disease Prevention, School of Pharmaceutical Sciences, Shenzhen University Health Science Center, Shenzhen 518060, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xi-Feng","family":"Lu","sequence":"additional","affiliation":[{"name":"Guangdong Key Laboratory for Genome Stability &amp; Disease Prevention, School of Pharmaceutical Sciences, Shenzhen University Health Science Center, Shenzhen 518060, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yong-Xian","family":"Cheng","sequence":"additional","affiliation":[{"name":"Guangdong Key Laboratory for Genome Stability &amp; Disease Prevention, School of Pharmaceutical Sciences, Shenzhen University Health Science Center, Shenzhen 518060, China"},{"name":"College of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450008, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2018,3,5]]},"reference":[{"key":"ref_1","unstructured":"Chinese Pharmacopoeia Committee (2010). Pharmacopoeia of the People\u2019s Republic of China, Chinese Medical Science and Technology Press."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"361","DOI":"10.1021\/np040175c","article-title":"Phenolic Constituents of the Rhizomes of the Thai Medicinal Plant Belamcanda chinensis with Proliferative Activity for Two Breast Cancer Cell Lines","volume":"68","author":"Monthakantirat","year":"2005","journal-title":"J. Nat. Prod."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"7633","DOI":"10.1016\/S0040-4039(00)60419-7","article-title":"Belamcandaquinones A and B, novel dimeric 1,4-benzoquinone derivatives possessing cyclooxygenase inhibitory activity","volume":"34","author":"Fukuyama","year":"1993","journal-title":"Tetrahedron Lett."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"89","DOI":"10.1021\/np980271b","article-title":"Iridal-type triterpenoids with ichthyotoxic activity from Belamcanda chinensis","volume":"62","author":"Ito","year":"1999","journal-title":"J. Nat. Prod."},{"key":"ref_5","first-page":"358","article-title":"Advances in research on phytochemical constituents and pharmacology of Belamcanda chinensis","volume":"8","author":"Liu","year":"2008","journal-title":"Pharm. Care Res."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"1827","DOI":"10.1681\/ASN.2014040363","article-title":"GQ5 Hinders Renal Fibrosis in Obstructive Nephropathy by Selectively Inhibiting TGF-\u03b2\u2013Induced Smad3 Phosphorylation","volume":"26","author":"Ai","year":"2015","journal-title":"J. Am. Soc. Nephrol."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"77887","DOI":"10.1039\/C6RA17900B","article-title":"Isolation of lingzhifuran A and lingzhilactones D\u2013F from Ganoderma lucidum as specific Smad3 phosphorylation inhibitors and total synthesis of lingzhifuran A","volume":"6","author":"Ding","year":"2016","journal-title":"RSC Adv."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"703","DOI":"10.1016\/0031-9422(94)00677-L","article-title":"Belamcandones AD, dioxotetrahydrodibenzofurans from Belamcanda chinensis","volume":"38","author":"Seki","year":"1995","journal-title":"Phytochemistry"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"3307","DOI":"10.1016\/0031-9422(92)83678-R","article-title":"NMR-spectroscopy in the structural elucidation of oligosaccharides and glycosides","volume":"31","author":"Agrawal","year":"1992","journal-title":"Phytochemistry"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"1398","DOI":"10.1016\/j.phytochem.2008.01.002","article-title":"Antioxidant phenylpropanoid glycosides from Smilax bracteata","volume":"69","author":"Zhang","year":"2008","journal-title":"Phytochemistry"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"1482","DOI":"10.1021\/np100181c","article-title":"Antioxidant and Anti-inflammatory Phenylpropanoid Derivatives from Calamus quiquesetinervius","volume":"73","author":"Chang","year":"2010","journal-title":"J. Nat. Prod."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"96","DOI":"10.1016\/j.bmcl.2014.11.001","article-title":"Anti-inflammatory and antitumor phenylpropanoid sucrosides from the seeds of Raphanus sativus","volume":"25","author":"Kim","year":"2015","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"932","DOI":"10.1055\/s-0035-1556456","article-title":"Anti-inflammatory and antitumor phenylpropanoid sucrosides from the seeds of Raphanus sativus","volume":"81","author":"Kang","year":"2015","journal-title":"Planta Med."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"1272","DOI":"10.5897\/AJPP10.386","article-title":"Cytotoxic oligostilbenes from Shorea hopeifolia","volume":"5","author":"Rohaiza","year":"2011","journal-title":"Afr. J. Pharm. Pharmacol."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"738","DOI":"10.1007\/BF02980142","article-title":"Inhibitory lignans against NFAT transcription factor from acanthopanax koreanum","volume":"27","author":"Cai","year":"2004","journal-title":"Arch. Pharm. Res."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"2091","DOI":"10.1271\/bbb.67.2091","article-title":"Antimutagenic activity of flavonoids from Chrysanthemum morifolium","volume":"67","author":"Miyazawa","year":"2003","journal-title":"Biosci. Biotechnol. Biochem."},{"key":"ref_17","first-page":"444","article-title":"Study on the Chemical Constituents of Iris tectorum Maxim","volume":"20","author":"Yuan","year":"2008","journal-title":"Nat. Prod. Res. Dev."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"1229","DOI":"10.1248\/cpb.49.1229","article-title":"Isoflavonoids from Belamcanda chinensis","volume":"49","author":"Ito","year":"2001","journal-title":"Chem. Pharm. Bull."},{"key":"ref_19","first-page":"647","article-title":"New insights into cellular cholesterol acquisition: Promoter analysis of human HMGCR and SQLE, two key control enzymes in cholesterol synthesis","volume":"1862","author":"Howe","year":"2017","journal-title":"BBA."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"42","DOI":"10.1016\/j.plipres.2017.04.002","article-title":"A global perspective on FOXO1 in lipid metabolism and lipid-related diseases","volume":"66","author":"Li","year":"2017","journal-title":"Prog. Lipid Res."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"1757","DOI":"10.1017\/S0007114511005083","article-title":"Coffee polyphenols modulate whole-body substrate oxidation and suppress postprandial hyperglycaemia, hyperinsulinaemia and hyperlipidaemia","volume":"107","author":"Murase","year":"2012","journal-title":"Br. J. Nutr."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1002\/iub.1340","article-title":"Modulation of Hepatic Lipid Metabolism by Olive Oil and its Phenols in Nonalcoholic Fatty Liver Disease","volume":"67","author":"Priore","year":"2015","journal-title":"Iubmb Life"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"683","DOI":"10.1016\/j.jnutbio.2014.01.009","article-title":"Extra virgin olive oil phenols down-regulate lipid synthesis in primary-cultured rat-hepatocytes","volume":"25","author":"Priore","year":"2014","journal-title":"J. Nutr. Biochem."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"13947","DOI":"10.1016\/S0021-9258(18)92794-8","article-title":"Single nucleotide resolution of sterol regulatory region in promoterfor 3-hydroxy-3-methylglutaryl coenzyme A reductase","volume":"266","author":"Osborne","year":"1991","journal-title":"J. Biol. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"260","DOI":"10.1016\/j.cmet.2011.01.015","article-title":"Cholesterol-dependent degradation of squalene monooxygenase, a control point in cholesterol synthesis beyond HMG-CoA reductase","volume":"13","author":"Gill","year":"2011","journal-title":"Cell Metab."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"131","DOI":"10.1016\/j.cmet.2017.06.019","article-title":"Ancillary Activity: Beyond Core Metabolism in Immune Cells","volume":"26","author":"Puleston","year":"2017","journal-title":"Cell Metab."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"34","DOI":"10.1126\/science.3513311","article-title":"A receptor-mediated pathway for cholesterol homeostasis","volume":"232","author":"Brown","year":"1986","journal-title":"Science"},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"2754","DOI":"10.1194\/jlr.M039347","article-title":"Saturated fatty acids activate ERK signaling to downregulate hepatic sortilin 1 in obese and diabetic mice","volume":"54","author":"Bi","year":"2013","journal-title":"J. Lipid Res."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/23\/3\/580\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T14:57:34Z","timestamp":1760194654000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/23\/3\/580"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2018,3,5]]},"references-count":28,"journal-issue":{"issue":"3","published-online":{"date-parts":[[2018,3]]}},"alternative-id":["molecules23030580"],"URL":"https:\/\/doi.org\/10.3390\/molecules23030580","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2018,3,5]]}}}