Ngoc Vinh Huynh, Duc Minh Nguyen Huu, Ngoc Trinh Huynh, Duc Hoa Chau, Cong Dinh Nguyen, Quoc Dung Nguyen Truong, Dinh Tri Mai, Phu Hoang Dang
{"title":"从番荔枝科番荔枝叶中提取的一种新生物碱——Anonazepine。","authors":"Ngoc Vinh Huynh, Duc Minh Nguyen Huu, Ngoc Trinh Huynh, Duc Hoa Chau, Cong Dinh Nguyen, Quoc Dung Nguyen Truong, Dinh Tri Mai, Phu Hoang Dang","doi":"10.1515/znc-2022-0136","DOIUrl":null,"url":null,"abstract":"<p><p>From the CHCl<sub>3</sub>-soluble extract of <i>Annona muricata</i> L. (Annonaceae) leaves, one new 3-benzazepine-type alkaloid, anonazepine (<b>1</b>), and four known aporphine-type alkaloids, (+)-laurotetanine (<b>2</b>), (+)-norglaucine (<b>3</b>), (-)-xylopine (<b>4</b>), and lanuginosine (<b>5</b>), were isolated. Except for (-)-xylopine (<b>4</b>), these remaining known alkaloids were first reported in <i>A. muricata</i>. The structures of the isolated alkaloids were established by 1D and 2D NMR spectroscopy and MS, as well as comparison with literature data. The new 3-benzazepine-type alkaloid existed in an inseparable mixture of two equilibrium conformers. Its absolute configuration was determined based on comparing their experimental and calculated ECD data. The anti-inflammatory activity of the isolated alkaloids was investigated, but none of the alkaloids showed a significant result.</p>","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":"78 5-6","pages":"247-251"},"PeriodicalIF":1.8000,"publicationDate":"2023-05-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Anonazepine, a new alkaloid from the leaves of <i>Annona muricata</i> (Annonaceae).\",\"authors\":\"Ngoc Vinh Huynh, Duc Minh Nguyen Huu, Ngoc Trinh Huynh, Duc Hoa Chau, Cong Dinh Nguyen, Quoc Dung Nguyen Truong, Dinh Tri Mai, Phu Hoang Dang\",\"doi\":\"10.1515/znc-2022-0136\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>From the CHCl<sub>3</sub>-soluble extract of <i>Annona muricata</i> L. (Annonaceae) leaves, one new 3-benzazepine-type alkaloid, anonazepine (<b>1</b>), and four known aporphine-type alkaloids, (+)-laurotetanine (<b>2</b>), (+)-norglaucine (<b>3</b>), (-)-xylopine (<b>4</b>), and lanuginosine (<b>5</b>), were isolated. Except for (-)-xylopine (<b>4</b>), these remaining known alkaloids were first reported in <i>A. muricata</i>. The structures of the isolated alkaloids were established by 1D and 2D NMR spectroscopy and MS, as well as comparison with literature data. The new 3-benzazepine-type alkaloid existed in an inseparable mixture of two equilibrium conformers. Its absolute configuration was determined based on comparing their experimental and calculated ECD data. The anti-inflammatory activity of the isolated alkaloids was investigated, but none of the alkaloids showed a significant result.</p>\",\"PeriodicalId\":49344,\"journal\":{\"name\":\"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences\",\"volume\":\"78 5-6\",\"pages\":\"247-251\"},\"PeriodicalIF\":1.8000,\"publicationDate\":\"2023-05-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://doi.org/10.1515/znc-2022-0136\",\"RegionNum\":4,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","FirstCategoryId":"99","ListUrlMain":"https://doi.org/10.1515/znc-2022-0136","RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0
摘要
从Annona muricata L. (Annonaceae)叶片的chcl3溶出物中分离到1个新的3-苯氮平类生物碱anonazepine(1)和4个已知的aporphine类生物碱(+)-laurotetanine(2)、(+)-去甲青氨酸(3)、(-)-木氯平(4)和laugninosine(5)。除(-)-木氯平(4)外，其余已知生物碱均为首次报道于木柳中。通过一维、二维核磁共振波谱和质谱分析确定了分离得到的生物碱的结构，并与文献资料进行了对比。新的3-苯二氮卓类生物碱存在于两种平衡构象不可分离的混合物中。通过对比实验和计算ECD数据，确定了其绝对构型。对分离得到的生物碱进行了抗炎活性研究，但没有一种生物碱具有显著的抗炎活性。
Anonazepine, a new alkaloid from the leaves of Annona muricata (Annonaceae).
From the CHCl3-soluble extract of Annona muricata L. (Annonaceae) leaves, one new 3-benzazepine-type alkaloid, anonazepine (1), and four known aporphine-type alkaloids, (+)-laurotetanine (2), (+)-norglaucine (3), (-)-xylopine (4), and lanuginosine (5), were isolated. Except for (-)-xylopine (4), these remaining known alkaloids were first reported in A. muricata. The structures of the isolated alkaloids were established by 1D and 2D NMR spectroscopy and MS, as well as comparison with literature data. The new 3-benzazepine-type alkaloid existed in an inseparable mixture of two equilibrium conformers. Its absolute configuration was determined based on comparing their experimental and calculated ECD data. The anti-inflammatory activity of the isolated alkaloids was investigated, but none of the alkaloids showed a significant result.
期刊介绍：
A Journal of Biosciences: Zeitschrift für Naturforschung C (ZNC) is an international scientific journal and a community resource for the emerging field of natural and natural-like products. The journal publishes original research on the isolation (including structure elucidation), bio-chemical synthesis and bioactivities of natural products, their biochemistry, pharmacology, biotechnology, and their biological activity and innovative developed computational methods for predicting the structure and/or function of natural products. A Journal of Biosciences: Zeitschrift für Naturforschung C (ZNC) welcomes research papers in fields on the chemistry-biology boundary which address scientific ideas and approaches to generate and understand natural compounds on a molecular level and/or use them to stimulate and manipulate biological processes.
求助内容：
应助结果提醒方式：
京公网安备 11010802042870号
