Kai-Long Ji, Yao-Yue Fan, Qi Gong, Qun-Fang Liu, Ming-Jun Cui, Kai-Cong Fu, Hai-Yan Zhang* and Jian-Min Yue*,
{"title":"云南梅藤大环倍半萜吡啶生物碱的高密度功能化研究","authors":"Kai-Long Ji, Yao-Yue Fan, Qi Gong, Qun-Fang Liu, Ming-Jun Cui, Kai-Cong Fu, Hai-Yan Zhang* and Jian-Min Yue*, ","doi":"10.1021/acs.jnatprod.3c00504","DOIUrl":null,"url":null,"abstract":"<p >Eleven densely functionalized new dihydro-β-agarofuran sesquiterpenoid derivatives, named maytenoids A–K (<b>1</b>–<b>11</b>), as well as one known analog, were isolated and characterized from <i>Maytenus austroyunnanensis</i>. Their structures were assigned based on analysis of spectroscopic data and X-ray crystallography. Compounds <b>1</b>–<b>9</b> are macrocyclic sesquiterpene pyridine alkaloids generated by the respective acylation of the hydroxy groups at C-3 and C-13 of dihydro-β-agarofuran sesquiterpenoids via diverse pyridine dicarboxylic acids. Compounds <b>1</b>, <b>2</b>, <b>5</b>–<b>10</b>, and <b>12</b> exhibited significant inhibitory effects on NO production at 10 μM in lipopolysaccharide (LPS)-stimulated BV2 cells.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"86 10","pages":"2315–2325"},"PeriodicalIF":3.3000,"publicationDate":"2023-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Densely Functionalized Macrocyclic Sesquiterpene Pyridine Alkaloids from Maytenus austroyunnanensis\",\"authors\":\"Kai-Long Ji, Yao-Yue Fan, Qi Gong, Qun-Fang Liu, Ming-Jun Cui, Kai-Cong Fu, Hai-Yan Zhang* and Jian-Min Yue*, \",\"doi\":\"10.1021/acs.jnatprod.3c00504\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Eleven densely functionalized new dihydro-β-agarofuran sesquiterpenoid derivatives, named maytenoids A–K (<b>1</b>–<b>11</b>), as well as one known analog, were isolated and characterized from <i>Maytenus austroyunnanensis</i>. Their structures were assigned based on analysis of spectroscopic data and X-ray crystallography. Compounds <b>1</b>–<b>9</b> are macrocyclic sesquiterpene pyridine alkaloids generated by the respective acylation of the hydroxy groups at C-3 and C-13 of dihydro-β-agarofuran sesquiterpenoids via diverse pyridine dicarboxylic acids. Compounds <b>1</b>, <b>2</b>, <b>5</b>–<b>10</b>, and <b>12</b> exhibited significant inhibitory effects on NO production at 10 μM in lipopolysaccharide (LPS)-stimulated BV2 cells.</p>\",\"PeriodicalId\":47,\"journal\":{\"name\":\"Journal of Natural Products \",\"volume\":\"86 10\",\"pages\":\"2315–2325\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2023-09-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Natural Products \",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.jnatprod.3c00504\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.jnatprod.3c00504","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
Densely Functionalized Macrocyclic Sesquiterpene Pyridine Alkaloids from Maytenus austroyunnanensis
Eleven densely functionalized new dihydro-β-agarofuran sesquiterpenoid derivatives, named maytenoids A–K (1–11), as well as one known analog, were isolated and characterized from Maytenus austroyunnanensis. Their structures were assigned based on analysis of spectroscopic data and X-ray crystallography. Compounds 1–9 are macrocyclic sesquiterpene pyridine alkaloids generated by the respective acylation of the hydroxy groups at C-3 and C-13 of dihydro-β-agarofuran sesquiterpenoids via diverse pyridine dicarboxylic acids. Compounds 1, 2, 5–10, and 12 exhibited significant inhibitory effects on NO production at 10 μM in lipopolysaccharide (LPS)-stimulated BV2 cells.
期刊介绍:
The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
When new compounds are reported, manuscripts describing their biological activity are much preferred.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.