Article(id=1322631246140789039, tenantId=1146029695717560320, journalId=1302319053441957962, issueId=1322631228000424183, articleNumber=null, orderNo=null, doi=10.7501/j.issn.0253-2670.2026.18.013, pmid=null, cstr=null, oa=null, hot=0, price=null, onlineType=0, articleFormat=0, articleType=null, articleTypeStr=null, receivedDate=1784563200000, receivedDateStr=2026-07-21, revisedDate=null, revisedDateStr=null, acceptedDate=null, acceptedDateStr=null, onlineDate=1793269462380, onlineDateStr=2026-10-29, pubDate=null, pubDateStr=null, doiRegisterDate=null, doiRegisterDateStr=null, onlineIssueDate=1793269462380, onlineIssueDateStr=2026-10-29, onlineJustAcceptDate=null, onlineJustAcceptDateStr=null, onlineFirstDate=null, onlineFirstDateStr=null, sourceXml=null, magXml=null, createTime=1793269462380, creator=13701087609, updateTime=1793269462380, updator=13701087609, issue=Issue{id=1322631228000424183, tenantId=1146029695717560320, journalId=1302319053441957962, year='2026', volume='57', issue='18', pageStart='7073', pageEnd='7500', issueExtLink='null', onlineDate='null', pubDate='1790524800000', pubDateStr='2026-09-28', beforeIssueId=null, nextIssueId=null, price=null, status=1, issueComplete=1, articleOrder=1, issueType=-1, specialIssue=null, createTime=1793269458054, creator='13701087609', updateTime=1793269548245, updator='13701087609', preIssue=null, nextIssue=null, articleTotal=null, ext={EN=IssueExt(id=1322631606339228314, tenantId=1146029695717560320, journalId=1302319053441957962, issueId=1322631228000424183, language=EN, specialIssueTitle=, coverIllustrator=null, specialIssueEditor=, specialIssueAbout=), CN=IssueExt(id=1322631606339228315, tenantId=1146029695717560320, journalId=1302319053441957962, issueId=1322631228000424183, language=CN, specialIssueTitle=, coverIllustrator=null, specialIssueEditor=, specialIssueAbout=)}, issueFiles=null, downloadFileDto=null}, startPage=7233, endPage=7240, ext={EN=ArticleExt(id=1322631246711214385, articleId=1322631246140789039, tenantId=1146029695717560320, journalId=1302319053441957962, language=EN, title=Isolation and identification of Diels-Alder adducts from Morus nigra and their PPARγ binding activity, columnId=null, journalTitle=Chinese Traditional and Herbal Drugs, columnName=null, runingTitle=null, highlight=null, articleAbstract=Objective Novel Diels-Alder-type adducts from the stems and branches of Morus nigra were investigated, and their peroxisome proliferator-activated receptor gamma (PPARγ) binding activity was preliminarily evaluated. Methods Systematic isolation and purification were carried out by multiple chromatographic methods including silica gel, AB-8 macroporous resin, polyamide, Sephadex LH-20 gel and ODS reversed-phase column chromatography. Structures of the isolated compounds were identified by modern spectroscopic techniques including high-resolution electrospray ionization mass spectrometry(HR-ESI-MS)and nuclear magnetic resonance spectroscopy (1 H-NMR, 13 C-NMR). The in vitro activities of some compounds were evaluated by PPARγ ligand-binding assay. Results Six Diels-Alder adducts were isolated from the ethanol extract of M . nigra twigs and identified as (5aR ,10aR ,14S )-2-((1S ,2R ,3S )-2-(2,4-dihydroxybenzoyl)-2',4'-dihydroxy-5-methyl-1,2,3,6-tetrahydro-[1,1'-biphenyl]-3-yl)-1,3,8, 14-tetrahydroxy-13,13- dimethyl-11H -10a,5a-(epoxypropano)benzofuro[3,2-b]chromen-11-one (1 ), sanggenon O (2 ), sanggenon C (3 ), mulberrofuran F (4 ), cathayanin B (5 ), and mulberrofuran G (6 ). Compound 1 exhibited weak PPARγ ligand-binding activity at 10 μmol/L. Compound 3 exhibited moderate ligand-binding activity toward PPARγ at 10 μmol/L, which was obviously weaker than that of its biosynthetic precursor sanggenol F (SGF). Conclusion Compound 1 is a new compound, named nigragenon Q, it is formed by an intermolecular [4+2] cycloaddition between a sanggenone-type dihydroflavone and a chalcone. Oxidation of the C-2 isoprenyl side chain enables its connection to C-3 via an oxygen bridge, furnishing a six-membered ring and constructing a unique [4,4,3] bridged ring system. Compound 3 exhibited moderate PPARγ ligand-binding activity., authors=YU Zhenming1,2 , CHEN Tianhong1,2 , MAO Xudong1,2 , HUANG Chunyue1,2 , HU Xiao1,2 , authorsList=YU Zhenming, CHEN Tianhong, MAO Xudong, HUANG Chunyue, HU Xiao, authorCompany=1 China State Institute of Pharmaceutical Industry Co., Ltd., Shanghai 201203, China; 2 State Key Laboratory of Lead Druggability Research, Shanghai Institute of Pharmaceutical Industry Co., Ltd., Shanghai 201203, China, correspAuthors=null, authorNote=null, correspAuthorsNote=null, copyrightStatement=null, copyrightOwner=null, extLink=null, articleAbsUrl=null, sourceXml=null, magXml=null, pdfUrl=null, pdf=null, pdfFileSize=null, pdfExtLink=null, richHtmlUrl=null, mobilePdfUrl=null, reviewReport=null, pdfFirstPage=null, abstractGraph=null, abstractGraphContent=null, abstractVideo=null, citation=null, cebUrl=null, magXmlContent=null, mapNumber=null, fund=null), CN=ArticleExt(id=1322631246639911216, articleId=1322631246140789039, tenantId=1146029695717560320, journalId=1302319053441957962, language=CN, title=黑桑中Diels-Alder型加合物的分离鉴定及其PPARγ结合活性研究, columnId=1304140187169214944, journalTitle=中草药, columnName=化学成分, runingTitle=null, highlight=null, articleAbstract=目的 研究黑桑Morus nigra 茎枝中新颖的Diels-Alder型加合物,并初步评价其过氧化物酶体增殖物激活受体γ(peroxisome proliferator-activated receptor gamma,PPARγ)结合活性。方法 采用硅胶、AB-8大孔吸附树脂、聚酰胺、Sephadex LH-20凝胶及ODS反相柱色谱等多种方法进行系统分离纯化;通过高分辨质谱(HR-ESI-MS)、核磁共振波谱(¹H-NMR、¹³C-NMR)等现代波谱技术对所得单体化合物进行结构鉴定,通过PPARγ配体结合实验对部分化合物进行体外活性考察。结果 从黑桑茎枝乙醇提取物中分离得到6个Diels-Alder型加合物,分别鉴定为 (5aR ,10aR ,14S )-2-((1S ,2R ,3S )-2-(2,4-二羟基苯甲酰)-2′,4′-二羟基-5-甲基-1,2,3,6-四氢-[1,1′-联苯基]-3-基)-1,3,8,14-四羟基-13,13-二甲基-11H -10a,5a-(环氧丙基桥)苯并呋喃并[3,2-b]色烯-11-酮(1 )、桑根酮O(2 )、桑根酮C(3 )、桑呋喃F(4 )、cathayanin B(5 )、桑呋喃G(6 )。化合物1 在10 μmol/L浓度下对PPARγ显示出微弱的配体结合活性;化合物3 在10 μmol/L浓度下对PPARγ具有一定的配体结合活性,但明显弱于其生源前体sanggenol F。结论 化合物1 为新的Diels-Alder加合物,命名为黑桑根酮Q,该化合物由1分子桑根酮型二氢黄酮与1分子查耳酮经[4+2]环加成生成,C-2位异戊烯基侧链氧化后与C-3位通过氧桥形成六元环,最终构建出结构新颖的[4,4,3]桥环体系。化合物3 具有一定的PPARγ配体结合活性。, authors=于振铭1,2 , 陈天鸿1,2 , 毛旭东1,2 , 黄春跃1,2 , 胡晓1,2 , authorsList=于振铭, 陈天鸿, 毛旭东, 黄春跃, 胡晓, authorCompany=1 中国医药工业研究总院, 上海 201203; 2 上海医药工业研究院有限公司, 先导物成药性研究全国重点实验室, 上海 201203, correspAuthors=胡晓, authorNote=于振铭: 于振铭,硕士研究生,从事天然活性成分分离鉴定与结构衍生化。E-mail:317259965@qq.com, correspAuthorsNote=null, copyrightStatement=null, copyrightOwner=null, extLink=null, articleAbsUrl=null, sourceXml=null, magXml=null, pdfUrl=null, pdf=vBCammCOp/2fR82hB1uMtA==, pdfFileSize=1167842, pdfExtLink=null, richHtmlUrl=null, mobilePdfUrl=null, reviewReport=null, pdfFirstPage=null, abstractGraph=null, abstractGraphContent=null, abstractVideo=null, citation=null, cebUrl=null, magXmlContent=null, mapNumber=null, fund=国家自然科学基金资助项目 (32270421))}, authors=[Author(id=1324183330270347453, tenantId=1146029695717560320, journalId=null, articleId=1322631246140789039, orderNo=null, firstName=null, middleName=null, lastName=null, nameCn=null, orcid=null, stid=null, country=null, authorPic=null, dead=null, email=null, emailSecond=null, emailThird=null, correspondingAuthor=null, authorType=null, ext={EN=AuthorExt(id=null, tenantId=null, journalId=1302319053441957962, articleId=1322631246140789039, authorId=1324183330270347453, language=EN, stringName=YU Zhenming, CHEN Tianhong, MAO Xudong, HUANG Chunyue, HU Xiao, firstName=null, middleName=null, lastName=null, prefix=null, suffix=null, authorComment=null, nameInitials=null, affiliation=null, department=null, xref=null, address=null, bio=null, bioImg=null, bioContent=null, aboutCorrespAuthor=null), CN=AuthorExt(id=null, tenantId=null, journalId=1302319053441957962, articleId=1322631246140789039, authorId=1324183330270347453, language=CN, stringName=于振铭, 陈天鸿, 毛旭东, 黄春跃, 胡晓, firstName=null, middleName=null, lastName=null, prefix=null, suffix=null, authorComment=null, nameInitials=null, affiliation=null, department=null, xref=null, address=null, bio=null, bioImg=null, bioContent=null, aboutCorrespAuthor=null)}, companyList=null)], keywords=[Keyword(id=1322634636996489524, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1322631246140789039, language=CN, orderNo=1, keyword=桑科), Keyword(id=1322634637084569909, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1322631246140789039, language=CN, orderNo=2, keyword=黑桑), Keyword(id=1322634637176844598, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1322631246140789039, language=CN, orderNo=3, keyword=Diels-Alder型加合物), Keyword(id=1322634637235564855, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1322631246140789039, language=CN, orderNo=4, keyword=黑桑根酮Q), Keyword(id=1322634637323645240, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1322631246140789039, language=CN, orderNo=5, keyword=过氧化物酶体增殖物激活受体γ), Keyword(id=1322634637466251577, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1322631246140789039, language=EN, orderNo=1, keyword=Moraceae), Keyword(id=1322634637529166138, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1322631246140789039, language=EN, orderNo=2, keyword=Morus nigra L.), Keyword(id=1322634637596275003, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1322631246140789039, language=EN, orderNo=3, keyword=Diels-Alder-type adducts), Keyword(id=1322634637667578172, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1322631246140789039, language=EN, orderNo=4, keyword=nigragenon Q), Keyword(id=1322634637751464253, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1322631246140789039, language=EN, orderNo=5, keyword=peroxisome proliferator-activated receptor γ)], refs=null, funds=null, companyList=null, figs=null, attaches=null, journal=Journal(id=1302309778002903112, delFlag=0, nameCn=中草药, nameEn=Chinese Traditional and Herbal Drugs, nameHistory1=null, nameHistory2=null, issn=0253-2670, eissn=null, cn=12-1108/R, coden=null, periodic=3, language=CN, oaType=null, ccby=null, superviseOffice=null, ownerOffice=null, pubOffice=null, editorOffice=null, officeType=null, aims=null, clcCode=null, officeProv=null, officeCity=null, officeAddr=null, officeZip=null, officeEmail=null, officePhone=null, editDirector=null, officeDirector=null, officeDirectorPhone=null, officeStaffNum=null, officeEmpNum=null, coverPicUrl=cGpSKCP11AF8PAOcTXYWfg==, journalPrice=null, startedYear=null, abbrevIsoEn=Chinese Traditional and Herbal Drugs, journalRemark=null, publicationField=null, createdTime=1788424446827, updatedTime=1788949289390, createdBy=18614031015, updatedBy=13041195026, firstLetterCn=Z, firstLetterEn=Z, subjectCode=Medical and Pharmaceutical Sciences, subjectName=null, subjectCodeEn=Medical and Pharmaceutical Sciences, subjectNameEn=null, picCn=cGpSKCP11AF8PAOcTXYWfg==, picEn=Xw//kxUC3ON4eHxev0QLhQ==, jcr=null, cjcr=null, exts=[JournalExt(id=1304511127375863983, language=CN, name=中草药, nameHistory1=null, nameHistory2=null, managedBy=, sponsoredBy=, publishedBy=, editorOffice=, officeProv=null, officeCity=null, officeAddr=, officeZip=, editDirector=, officeDirector=null, officePhone=null, coverPicUrl=null, journalRemark=, submitArticleUrl=null, websiteUrl=, createdTime=1788949289411, updatedTime=1788949289411, createdBy=13041195026, updatedBy=13041195026, submissionGuidelinesUrl=, submissionAuthorUrl=https://www.tiprpress.com/zcy/author/login, submissionEditorUrl=https://www.tiprpress.com/zcy/editor/login, submissionReviewUrl=https://www.tiprpress.com/zcy/reviewer/login, submissionCeEditorUrl=, submissionAeEditorUrl=, option={"copyright":""}), JournalExt(id=1304511127442972848, language=EN, name=Chinese Traditional and Herbal Drugs, nameHistory1=null, nameHistory2=null, managedBy=, sponsoredBy=, publishedBy=, editorOffice=, officeProv=null, officeCity=null, officeAddr=, officeZip=, editDirector=, officeDirector=null, officePhone=null, coverPicUrl=null, journalRemark=, submitArticleUrl=null, websiteUrl=, createdTime=1788949289427, updatedTime=1788949289427, createdBy=13041195026, updatedBy=13041195026, submissionGuidelinesUrl=, submissionAuthorUrl=https://www.tiprpress.com/zcy/author/login, submissionEditorUrl=https://www.tiprpress.com/zcy/editor/login, submissionReviewUrl=https://www.tiprpress.com/zcy/reviewer/login, submissionCeEditorUrl=, submissionAeEditorUrl=, option={"copyright":""})], databaseList=null, tenantJournalId=1302319053441957962, websiteList=[Website(id=1302319176408912052, webName=null, webTitle=null, webDomain=null, webCopyrigh=null, webIpcNo=null, seoTitle=null, seoKeywords=null, seoDescription=null, tenantJournalId=null, journalId=1302319053441957962, journalNameCn=null, journalNameEn=null, grayFlag=null, tenantId=1146029695717560320, platformId=null, journalGroupId=null, journalGroupNameCn=null, journalGroupNameEn=null, type=1, domain=https://castjournals.cast.org.cn/joweb/zcy/CN, language=CN, createTime=1788426687576, createBy=18614031015, updateTime=1788427346252, updateBy=18614031015, name=中草药-中文, tplId=1146099689490845704, title=中草药, delFlag=0, indexPage=/home, props=[WebsiteProps(id=1302322043651904087, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176408912052, code=articleTextType, value=kx, createTime=1788427371180, updateTime=1788427371180, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322043593183828, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176408912052, code=banner, value=null, createTime=1788427371166, updateTime=1788427371166, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322043672875610, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176408912052, code=grayFlag, value=0, createTime=1788427371185, updateTime=1788427371185, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322043584795219, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176408912052, code=logo, value=https://castjournals.cast.org.cn/joweb/zcy/CN/file/pic?fileId=uiD1gpiRqR++OLOz4iKzDg==, createTime=1788427371164, updateTime=1788427371164, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322043689652828, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176408912052, code=minRunFlag, value=0, createTime=1788427371189, updateTime=1788427371189, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322043643515478, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176408912052, code=picServerUrl, value=https://castjournals.cast.org.cn/joweb/zcy/CN/file/pic, createTime=1788427371178, updateTime=1788427371178, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322043681264219, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176408912052, code=silenceFlag, value=0, createTime=1788427371187, updateTime=1788427371187, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322043601572437, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176408912052, code=staticResourcePath, value=https://castjournals.cast.org.cn/joweb/cast_kjdb_cn_619/, createTime=1788427371168, updateTime=1788427371168, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322043660292696, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176408912052, code=themeColor, value=null, createTime=1788427371182, updateTime=1788427371182, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322043668681305, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176408912052, code=themeStyle, value=null, createTime=1788427371184, updateTime=1788427371184, creator=18614031015, updator=18614031015)]), Website(id=1302319176715096246, webName=null, webTitle=null, webDomain=null, webCopyrigh=null, webIpcNo=null, seoTitle=null, seoKeywords=null, seoDescription=null, tenantJournalId=null, journalId=1302319053441957962, journalNameCn=null, journalNameEn=null, grayFlag=null, tenantId=1146029695717560320, platformId=null, journalGroupId=null, journalGroupNameCn=null, journalGroupNameEn=null, type=1, domain=https://castjournals.cast.org.cn/joweb/zcy/EN, language=EN, createTime=1788426687649, createBy=18614031015, updateTime=1788427341161, updateBy=18614031015, name=中草药-英文, tplId=1146101810881728533, title=Chinese Traditional and Herbal Drugs, delFlag=0, indexPage=/home, props=[WebsiteProps(id=1302322015206134340, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176715096246, code=articleTextType, value=kx, createTime=1788427364398, updateTime=1788427364398, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322015185162817, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176715096246, code=banner, value=null, createTime=1788427364393, updateTime=1788427364393, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322015227105863, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176715096246, code=grayFlag, value=0, createTime=1788427364403, updateTime=1788427364403, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322015176774208, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176715096246, code=logo, value=https://castjournals.cast.org.cn/joweb/zcy/EN/file/pic?fileId=uiD1gpiRqR++OLOz4iKzDg==, createTime=1788427364391, updateTime=1788427364391, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322015239688777, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176715096246, code=minRunFlag, value=0, createTime=1788427364406, updateTime=1788427364406, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322015201940035, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176715096246, code=picServerUrl, value=https://castjournals.cast.org.cn/joweb/zcy/EN/file/pic, createTime=1788427364397, updateTime=1788427364397, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322015235494472, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176715096246, code=silenceFlag, value=0, createTime=1788427364405, updateTime=1788427364405, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322015193551426, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176715096246, code=staticResourcePath, value=https://castjournals.cast.org.cn/joweb/cast_kjdb_en_623/, createTime=1788427364395, updateTime=1788427364395, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322015214522949, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176715096246, code=themeColor, value=null, createTime=1788427364400, updateTime=1788427364400, creator=18614031015, updator=18614031015), WebsiteProps(id=1302322015218717254, tenantId=1146029695717560320, journalId=null, journalGroupId=null, siteId=1302319176715096246, code=themeStyle, value=null, createTime=1788427364401, updateTime=1788427364401, creator=18614031015, updator=18614031015)])], journalTitle=中草药, weixinUrl=null, journalUrl=https://www.tiprpress.com/zcy, iacademicId=null, status=1, seqNo=null, journalTitleEn=Chinese Traditional and Herbal Drugs, journalPhotoCn=cGpSKCP11AF8PAOcTXYWfg==, journalPhotoEn=Xw//kxUC3ON4eHxev0QLhQ==, journalFirstLetter=Z, journalRecommend=null, journalNew=null, journalCollection=null, jcrJf=null, cjcrJf=null, jcrJfStr=null, cjcrJfStr=null, submissionFirstDecision=null, sciSubjectClassification=null, casSubjectClassification=null, citeScore=null, totalCitationFrequency=null, icpCode=null, psCode=null, advertisingLicenseCode=null, copyrightInformation=null, country=null, option=, provinceCode=null, provinceName=null, collectFlag=false, interPubPlatform=, interPubPlatformUrl=null), detailUrlCn=https://castjournals.cast.org.cn/joweb/zcy/CN/10.7501/j.issn.0253-2670.2026.18.013, detailUrlEn=https://castjournals.cast.org.cn/joweb/zcy/EN/10.7501/j.issn.0253-2670.2026.18.013, pdfUrlCn=https://castjournals.cast.org.cn/joweb/zcy/CN/PDF/10.7501/j.issn.0253-2670.2026.18.013, pdfUrlEn=https://castjournals.cast.org.cn/joweb/zcy/EN/PDF/10.7501/j.issn.0253-2670.2026.18.013, aliStartDate=null, aliEndDate=null, collectionFlag=false, citedCount=null, citedUrl=null, previewStatus=0, delFlag=0, hasFullText=0, orderTime=1790524800000, fullTextJson=null, articleText=null, reference=周永科.维吾尔药黑桑枝化学成分研究[D]. 石河子:石河子大学, 2024. 申莉萍,毛旭东,陈天鸿,等.黑桑中1个新的二苯乙烯衍生物[J]. 中草药, 2025, 56(7):2253-2258. 姜玥,刘洋洋,田海涛,等.桑属植物中异戊烯基黄酮类化合物及其药理活性研究进展[J]. 中草药, 2022,53(21):6948-6958. Luo S Y, Zhu J Y, Zou M F, et al. Mulberry Diels-Aldertype adducts:Isolation, structure, bioactivity, and synthesis[J]. Nat Prod Bioprospect, 2022, 12(1):31. Batiha G E, Al-Snafi A E, Thuwaini M M, et al. Morus alba:A comprehensive phytochemical and pharmacological review[J]. Naunyn Schmiedeberg’s Arch Pharmacol, 2023, 396(7):1399-1413. Mirza A Z, Althagafi I I, Shamshad H. Role of PPAR receptor in different diseases and their ligands:Physiological importance and clinical implications[J]. Eur J Med Chem, 2019, 166:502-513. 贾安,王玲玲,靳建杰,等.维药黑桑中1个新的桑根酮型二氢黄酮化合物及其胰岛素增敏活性[J]. 中草药, 2023, 54(1):45-50. Wang L L, Wang J W, Ma M J, et al. Prenylated flavonoids from Morus nigra and their insulin sensitizing activity[J]. Phytochemistry, 2022, 203:113398. Xu L J, Yu M H, Huang C Y, et al. Isoprenylated flavonoids from Morus nigra and their PPARγ agonistic activities[J]. Fitoterapia, 2018, 127:109-114. Zhang J P, Li W R, Wu S, et al. Prenylated C(6)-C(3)derivatives from the stems and branches of Illicium ternstroemioides A. C. Smith with antiviral activity[J]. Phytochemistry, 2021, 192:112935. Kouno I, Shimamoto S, Jiang Z H, et al. Prenylated C6-C3compounds from root bark of Illicium anisatum[J]. Phytochemistry, 1997, 46(8):1389-1392. Ma S G, Tang W Z, Liu Y X, et al. Prenylated C6-C3compounds with molecular diversity from the roots of Illicium oligandrum[J]. Phytochemistry, 2011, 72(1):115-125. Qi C, Xiong Y, Eschenbrenner-Lux V, et al. Asymmetric syntheses of the flavonoid Diels-Alder natural products sanggenons C and O[J]. J Am Chem Soc, 2016, 138(3):798-801. 陆向红,任其龙,苏云,等.从桑白皮中提取药物成分桑根酮C[J]. 浙江大学学报:理学版, 2001, 28(6):665-671. Nomura T, Fukai T, Hano Y, et al. Structures of mulberrofurans F and G, two natural hypotensive Diels-alder type adducts from the cultivated mulberry tree(Morus lhou(Ser.)Koidz.)[J]. Heterocycles, 1984, 22(3):473. Nomura T, Shi Y Q, Fukai T, et al. Absolute structures of3-hydroxy-2-prenylflavanones with an ether linkage between the 2'-and 3-positions from moraceous plants[J]. Heterocycles, 2001, 55(1):13. Ni G, Zhang Q J, Wang Y H, et al. Chemical constituents of the stem bark of Morus cathayana[J]. J Asian Nat Prod Res, 2010, 12:505-515.)
中草药
|化学成分
2026
, 57
(18) :
7233
-7240
黑桑中Diels-Alder型加合物的分离鉴定及其PPARγ结合活性研究
全屏
[Author(id=1324183330270347453, tenantId=1146029695717560320, journalId=null, articleId=1322631246140789039, orderNo=null, firstName=null, middleName=null, lastName=null, nameCn=null, orcid=null, stid=null, country=null, authorPic=null, dead=null, email=null, emailSecond=null, emailThird=null, correspondingAuthor=null, authorType=null, ext={EN=AuthorExt(id=null, tenantId=null, journalId=1302319053441957962, articleId=1322631246140789039, authorId=1324183330270347453, language=EN, stringName=YU Zhenming, CHEN Tianhong, MAO Xudong, HUANG Chunyue, HU Xiao, firstName=null, middleName=null, lastName=null, prefix=null, suffix=null, authorComment=null, nameInitials=null, affiliation=null, department=null, xref=null, address=null, bio=null, bioImg=null, bioContent=null, aboutCorrespAuthor=null), CN=AuthorExt(id=null, tenantId=null, journalId=1302319053441957962, articleId=1322631246140789039, authorId=1324183330270347453, language=CN, stringName=于振铭, 陈天鸿, 毛旭东, 黄春跃, 胡晓, firstName=null, middleName=null, lastName=null, prefix=null, suffix=null, authorComment=null, nameInitials=null, affiliation=null, department=null, xref=null, address=null, bio=null, bioImg=null, bioContent=null, aboutCorrespAuthor=null)}, companyList=null)]
于振铭, 陈天鸿, 毛旭东, 黄春跃, 胡晓
作者信息
通讯作者:
胡晓
作者简介:
于振铭: 于振铭,硕士研究生,从事天然活性成分分离鉴定与结构衍生化。E-mail:317259965@qq.com
Isolation and identification of Diels-Alder adducts from Morus nigra and their PPARγ binding activity
YU Zhenming, CHEN Tianhong, MAO Xudong, HUANG Chunyue, HU Xiao
Affiliations
1 China State Institute of Pharmaceutical Industry Co., Ltd., Shanghai 201203, China; 2 State Key Laboratory of Lead Druggability Research, Shanghai Institute of Pharmaceutical Industry Co., Ltd., Shanghai 201203, China
doi: 10.7501/j.issn.0253-2670.2026.18.013
文章导航
目的 研究黑桑Morus nigra 茎枝中新颖的Diels-Alder型加合物,并初步评价其过氧化物酶体增殖物激活受体γ(peroxisome proliferator-activated receptor gamma,PPARγ)结合活性。方法 采用硅胶、AB-8大孔吸附树脂、聚酰胺、Sephadex LH-20凝胶及ODS反相柱色谱等多种方法进行系统分离纯化;通过高分辨质谱(HR-ESI-MS)、核磁共振波谱(¹H-NMR、¹³C-NMR)等现代波谱技术对所得单体化合物进行结构鉴定,通过PPARγ配体结合实验对部分化合物进行体外活性考察。结果 从黑桑茎枝乙醇提取物中分离得到6个Diels-Alder型加合物,分别鉴定为 (5aR ,10aR ,14S )-2-((1S ,2R ,3S )-2-(2,4-二羟基苯甲酰)-2′,4′-二羟基-5-甲基-1,2,3,6-四氢-[1,1′-联苯基]-3-基)-1,3,8,14-四羟基-13,13-二甲基-11H -10a,5a-(环氧丙基桥)苯并呋喃并[3,2-b]色烯-11-酮(1 )、桑根酮O(2 )、桑根酮C(3 )、桑呋喃F(4 )、cathayanin B(5 )、桑呋喃G(6 )。化合物1 在10 μmol/L浓度下对PPARγ显示出微弱的配体结合活性;化合物3 在10 μmol/L浓度下对PPARγ具有一定的配体结合活性,但明显弱于其生源前体sanggenol F。结论 化合物1 为新的Diels-Alder加合物,命名为黑桑根酮Q,该化合物由1分子桑根酮型二氢黄酮与1分子查耳酮经[4+2]环加成生成,C-2位异戊烯基侧链氧化后与C-3位通过氧桥形成六元环,最终构建出结构新颖的[4,4,3]桥环体系。化合物3 具有一定的PPARγ配体结合活性。
桑科
/
黑桑
/
Diels-Alder型加合物
/
黑桑根酮Q
/
过氧化物酶体增殖物激活受体γ
Objective Novel Diels-Alder-type adducts from the stems and branches of Morus nigra were investigated, and their peroxisome proliferator-activated receptor gamma (PPARγ) binding activity was preliminarily evaluated. Methods Systematic isolation and purification were carried out by multiple chromatographic methods including silica gel, AB-8 macroporous resin, polyamide, Sephadex LH-20 gel and ODS reversed-phase column chromatography. Structures of the isolated compounds were identified by modern spectroscopic techniques including high-resolution electrospray ionization mass spectrometry(HR-ESI-MS)and nuclear magnetic resonance spectroscopy (1 H-NMR, 13 C-NMR). The in vitro activities of some compounds were evaluated by PPARγ ligand-binding assay. Results Six Diels-Alder adducts were isolated from the ethanol extract of M . nigra twigs and identified as (5aR ,10aR ,14S )-2-((1S ,2R ,3S )-2-(2,4-dihydroxybenzoyl)-2',4'-dihydroxy-5-methyl-1,2,3,6-tetrahydro-[1,1'-biphenyl]-3-yl)-1,3,8, 14-tetrahydroxy-13,13- dimethyl-11H -10a,5a-(epoxypropano)benzofuro[3,2-b]chromen-11-one (1 ), sanggenon O (2 ), sanggenon C (3 ), mulberrofuran F (4 ), cathayanin B (5 ), and mulberrofuran G (6 ). Compound 1 exhibited weak PPARγ ligand-binding activity at 10 μmol/L. Compound 3 exhibited moderate ligand-binding activity toward PPARγ at 10 μmol/L, which was obviously weaker than that of its biosynthetic precursor sanggenol F (SGF). Conclusion Compound 1 is a new compound, named nigragenon Q, it is formed by an intermolecular [4+2] cycloaddition between a sanggenone-type dihydroflavone and a chalcone. Oxidation of the C-2 isoprenyl side chain enables its connection to C-3 via an oxygen bridge, furnishing a six-membered ring and constructing a unique [4,4,3] bridged ring system. Compound 3 exhibited moderate PPARγ ligand-binding activity.
Moraceae
/
Morus nigra L.
/
Diels-Alder-type adducts
/
nigragenon Q
/
peroxisome proliferator-activated receptor γ
于振铭, 陈天鸿, 毛旭东, 黄春跃, 胡晓.
黑桑中Diels-Alder型加合物的分离鉴定及其PPARγ结合活性研究.
中草药,
2026
, 57
(18)
: 7233
-7240
.
DOI: 10.7501/j.issn.0253-2670.2026.18.013
YU Zhenming, CHEN Tianhong, MAO Xudong, HUANG Chunyue, HU Xiao.
Isolation and identification of Diels-Alder adducts from Morus nigra and their PPARγ binding activity[J].
Chinese Traditional and Herbal Drugs ,
2026
, 57
(18)
: 7233
-7240
.
DOI: 10.7501/j.issn.0253-2670.2026.18.013
参考文献
引证文献
周永科.维吾尔药黑桑枝化学成分研究[D]. 石河子:石河子大学, 2024. 申莉萍,毛旭东,陈天鸿,等.黑桑中1个新的二苯乙烯衍生物[J]. 中草药, 2025, 56(7):2253-2258. 姜玥,刘洋洋,田海涛,等.桑属植物中异戊烯基黄酮类化合物及其药理活性研究进展[J]. 中草药, 2022,53(21):6948-6958. Luo S Y, Zhu J Y, Zou M F, et al. Mulberry Diels-Aldertype adducts:Isolation, structure, bioactivity, and synthesis[J]. Nat Prod Bioprospect, 2022, 12(1):31. Batiha G E, Al-Snafi A E, Thuwaini M M, et al. Morus alba:A comprehensive phytochemical and pharmacological review[J]. Naunyn Schmiedeberg’s Arch Pharmacol, 2023, 396(7):1399-1413. Mirza A Z, Althagafi I I, Shamshad H. Role of PPAR receptor in different diseases and their ligands:Physiological importance and clinical implications[J]. Eur J Med Chem, 2019, 166:502-513. 贾安,王玲玲,靳建杰,等.维药黑桑中1个新的桑根酮型二氢黄酮化合物及其胰岛素增敏活性[J]. 中草药, 2023, 54(1):45-50. Wang L L, Wang J W, Ma M J, et al. Prenylated flavonoids from Morus nigra and their insulin sensitizing activity[J]. Phytochemistry, 2022, 203:113398. Xu L J, Yu M H, Huang C Y, et al. Isoprenylated flavonoids from Morus nigra and their PPARγ agonistic activities[J]. Fitoterapia, 2018, 127:109-114. Zhang J P, Li W R, Wu S, et al. Prenylated C(6)-C(3)derivatives from the stems and branches of Illicium ternstroemioides A. C. Smith with antiviral activity[J]. Phytochemistry, 2021, 192:112935. Kouno I, Shimamoto S, Jiang Z H, et al. Prenylated C6-C3compounds from root bark of Illicium anisatum[J]. Phytochemistry, 1997, 46(8):1389-1392. Ma S G, Tang W Z, Liu Y X, et al. Prenylated C6-C3compounds with molecular diversity from the roots of Illicium oligandrum[J]. Phytochemistry, 2011, 72(1):115-125. Qi C, Xiong Y, Eschenbrenner-Lux V, et al. Asymmetric syntheses of the flavonoid Diels-Alder natural products sanggenons C and O[J]. J Am Chem Soc, 2016, 138(3):798-801. 陆向红,任其龙,苏云,等.从桑白皮中提取药物成分桑根酮C[J]. 浙江大学学报:理学版, 2001, 28(6):665-671. Nomura T, Fukai T, Hano Y, et al. Structures of mulberrofurans F and G, two natural hypotensive Diels-alder type adducts from the cultivated mulberry tree(Morus lhou(Ser.)Koidz.)[J]. Heterocycles, 1984, 22(3):473. Nomura T, Shi Y Q, Fukai T, et al. Absolute structures of3-hydroxy-2-prenylflavanones with an ether linkage between the 2'-and 3-positions from moraceous plants[J]. Heterocycles, 2001, 55(1):13. Ni G, Zhang Q J, Wang Y H, et al. Chemical constituents of the stem bark of Morus cathayana[J]. J Asian Nat Prod Res, 2010, 12:505-515.
2026年第57卷第18期
PDF下载
26
5
引用本文
BibTeX
文章信息
doi: 10.7501/j.issn.0253-2670.2026.18.013
接收时间:2026-07-21
首发时间:2026-10-29
https://castjournals.cast.org.cn/joweb/zcy/CN/10.7501/j.issn.0253-2670.2026.18.013
复制链接
引用本文
BibTeX
2种不同金属材料的力学参数
科 Family 属数 Number of genus 种数 Number of species 占总种数比例 Percentage of total species (%) 属 Genus 种数 Number of species 占总种数比例 Percentage of total species (%) 鹅膏菌科Amanitaceae 2 11 5.26 鹅膏菌属 Amanita 10 4.78 小菇科 Mycenaceae 2 12 5.74 丝盖伞属 Inocybe 5 2.39 多孔菌科 Polyporaceae 8 14 6.70 蜡蘑属 Laccaria 5 2.39 红菇科 Russulaceae 3 23 11.00 小皮伞属 Marasmius 6 2.87 小菇属 Mycena 11 5.26 光柄菇属 Pluteus 5 2.39 红菇属 Russula 17 8.13 栓菌属 Trametes 5 2.39
关闭全屏
BibTeX
EndNote
RefWorks
TxT