Zifeng Guo, Pengxue Ji, Shengnan Yang, Zhiyuan Li, Yongbo Yu, Jingming Jia, Anhua Wang
{"title":"Garynthone A-I、云南藤黄不同骨架PPAPs及其免疫抑制活性研究","authors":"Zifeng Guo, Pengxue Ji, Shengnan Yang, Zhiyuan Li, Yongbo Yu, Jingming Jia, Anhua Wang","doi":"10.1039/d5qo00414d","DOIUrl":null,"url":null,"abstract":"This study reports the isolation and structural characterization of 17 PPAPs from <em>G. yunnanensis</em>, including the novel Garynthone A (<strong>1</strong>) featuring an unprecedented 5-oxapentacyclo [7,3,1,1<small><sup>4,7</sup></small>,1<small><sup>6,11</sup></small>,0<small><sup>1,6</sup></small>] pentadecane skeleton, along with eight previously undescribed PPAPs (<strong>2–9</strong>). NMR data analysis, coupling constants analysis, quantum calculations, modified mosher's method, X-ray single-crystal crystallography, ECD spectra, computer-assisted structure elucidation (CASE), and DP5/DP4 probability analyses were employed to characterize their structures and revise the structure of garcoblone E (<strong>10</strong>). Compounds (+)-<strong>2</strong>, <strong>3</strong>, (+)-<strong>4</strong>, <strong>5</strong>, (±)-<strong>6</strong>, (±)-<strong>7</strong>, <strong>9</strong>, <strong>14</strong>, <strong>16</strong>, and <strong>17</strong> exhibited moderate inhibition of T-cell proliferation, with IC<small><sub>50</sub></small> values ranging from 2.02 to 19.41 μM.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"27 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Garynthone A–I, PPAPs with diverse skeletons isolated from Garcinia yunnanensis and their immunosuppressive activity\",\"authors\":\"Zifeng Guo, Pengxue Ji, Shengnan Yang, Zhiyuan Li, Yongbo Yu, Jingming Jia, Anhua Wang\",\"doi\":\"10.1039/d5qo00414d\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"This study reports the isolation and structural characterization of 17 PPAPs from <em>G. yunnanensis</em>, including the novel Garynthone A (<strong>1</strong>) featuring an unprecedented 5-oxapentacyclo [7,3,1,1<small><sup>4,7</sup></small>,1<small><sup>6,11</sup></small>,0<small><sup>1,6</sup></small>] pentadecane skeleton, along with eight previously undescribed PPAPs (<strong>2–9</strong>). NMR data analysis, coupling constants analysis, quantum calculations, modified mosher's method, X-ray single-crystal crystallography, ECD spectra, computer-assisted structure elucidation (CASE), and DP5/DP4 probability analyses were employed to characterize their structures and revise the structure of garcoblone E (<strong>10</strong>). Compounds (+)-<strong>2</strong>, <strong>3</strong>, (+)-<strong>4</strong>, <strong>5</strong>, (±)-<strong>6</strong>, (±)-<strong>7</strong>, <strong>9</strong>, <strong>14</strong>, <strong>16</strong>, and <strong>17</strong> exhibited moderate inhibition of T-cell proliferation, with IC<small><sub>50</sub></small> values ranging from 2.02 to 19.41 μM.\",\"PeriodicalId\":97,\"journal\":{\"name\":\"Organic Chemistry Frontiers\",\"volume\":\"27 1\",\"pages\":\"\"},\"PeriodicalIF\":4.6000,\"publicationDate\":\"2025-04-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Chemistry Frontiers\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d5qo00414d\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5qo00414d","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Garynthone A–I, PPAPs with diverse skeletons isolated from Garcinia yunnanensis and their immunosuppressive activity
This study reports the isolation and structural characterization of 17 PPAPs from G. yunnanensis, including the novel Garynthone A (1) featuring an unprecedented 5-oxapentacyclo [7,3,1,14,7,16,11,01,6] pentadecane skeleton, along with eight previously undescribed PPAPs (2–9). NMR data analysis, coupling constants analysis, quantum calculations, modified mosher's method, X-ray single-crystal crystallography, ECD spectra, computer-assisted structure elucidation (CASE), and DP5/DP4 probability analyses were employed to characterize their structures and revise the structure of garcoblone E (10). Compounds (+)-2, 3, (+)-4, 5, (±)-6, (±)-7, 9, 14, 16, and 17 exhibited moderate inhibition of T-cell proliferation, with IC50 values ranging from 2.02 to 19.41 μM.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.