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":"<div><div>This study reports the isolation and structural characterization of 17 PPAPs from <em>G. yunnanensis</em>, including the novel Garynthone A () featuring an unprecedented 5-oxapentacyclo [7,3,1,1<sup>4,7</sup>,1<sup>6,11</sup>,0<sup>1,6</sup>] pentadecane skeleton, along with eight previously undescribed PPAPs (). 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 (). Compounds (+)-, , (+)-, , (±)-, (±)-, , , , and exhibited moderate inhibition of T-cell proliferation, with IC<sub>50</sub> values ranging from 2.02 to 19.41 μM.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 13","pages":"Pages 3750-3758"},"PeriodicalIF":0.0000,"publicationDate":"2025-03-28","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\":\"<div><div>This study reports the isolation and structural characterization of 17 PPAPs from <em>G. yunnanensis</em>, including the novel Garynthone A () featuring an unprecedented 5-oxapentacyclo [7,3,1,1<sup>4,7</sup>,1<sup>6,11</sup>,0<sup>1,6</sup>] pentadecane skeleton, along with eight previously undescribed PPAPs (). 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 (). Compounds (+)-, , (+)-, , (±)-, (±)-, , , , and exhibited moderate inhibition of T-cell proliferation, with IC<sub>50</sub> values ranging from 2.02 to 19.41 μM.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"12 13\",\"pages\":\"Pages 3750-3758\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-03-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2052412925002268\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412925002268","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","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 () featuring an unprecedented 5-oxapentacyclo [7,3,1,14,7,16,11,01,6] pentadecane skeleton, along with eight previously undescribed PPAPs (). 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 (). Compounds (+)-, , (+)-, , (±)-, (±)-, , , , and exhibited moderate inhibition of T-cell proliferation, with IC50 values ranging from 2.02 to 19.41 μM.