Iago B F Dos Santos, Antonio G Ferreira, Tiago Venâncio, Daniel Pereira Bezerra, Milena Botelho Pereira Soares, Valdenizia Rodrigues Silva, Luciano de Souza Santos, Caline G Ferraz, Floricéa M Araújo, Paulo R Ribeiro
{"title":"新发现的吡喃草二萜及其细胞毒活性。","authors":"Iago B F Dos Santos, Antonio G Ferreira, Tiago Venâncio, Daniel Pereira Bezerra, Milena Botelho Pereira Soares, Valdenizia Rodrigues Silva, Luciano de Souza Santos, Caline G Ferraz, Floricéa M Araújo, Paulo R Ribeiro","doi":"10.1021/acsomega.5c02961","DOIUrl":null,"url":null,"abstract":"<p><p>Four new cytotoxic cleistanthane diterpenoids, named pyranthanols A<b>-</b>B (<b>1-2</b>) and pyranthanones A (<b>3-4</b>), were isolated from Vellozia pyrantha A.A.Conc resin, along with four known compounds (<b>5-8</b>). These compounds show varying degrees of oxidation with hydroxyl and carbonyl groups at different positions of the cleistanthane core skeleton. Their structures were proposed after careful analysis of <sup>1</sup>H and <sup>13</sup>C NMR, HMBC, HMQC, and COSY and NOESY 1D data and comparison with the literature. Pyranthanol B (<b>2</b>) and pyranthanones A-B (<b>3-4</b>) were active against a lung carcinoma cell line (H-1299) with IC<sub>50</sub> values varying from 27.57 ± 6.89 to 99.96 ± 22.64 μM, whereas pyranthanol B (<b>2</b>) and pyranthanone B (<b>4</b>) were active against a human liver carcinoma cell line (HepG2) with IC<sub>50</sub> values of 36.21 ± 11.97 and 43.63 ± 25.53 μM, respectively. Pyranthanol B (<b>2</b>) and pyranthanone A (<b>3</b>) were also toxic against a normal lung cell line (MRC-5) with IC<sub>50</sub> values of 49.99 ± 19.98 and 43.63 ± 43.63 ± 20.25 μM, respectively. The moderate activity observed may suggest these compounds as potential candidates for drug development against carcinoma cell lines.</p>","PeriodicalId":22,"journal":{"name":"ACS Omega","volume":"10 22","pages":"23791-23797"},"PeriodicalIF":4.3000,"publicationDate":"2025-05-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12163629/pdf/","citationCount":"0","resultStr":"{\"title\":\"New Cleistanthane Diterpenoids from Vellozia pyrantha A.A.Conc and Their Cytotoxic Activity.\",\"authors\":\"Iago B F Dos Santos, Antonio G Ferreira, Tiago Venâncio, Daniel Pereira Bezerra, Milena Botelho Pereira Soares, Valdenizia Rodrigues Silva, Luciano de Souza Santos, Caline G Ferraz, Floricéa M Araújo, Paulo R Ribeiro\",\"doi\":\"10.1021/acsomega.5c02961\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Four new cytotoxic cleistanthane diterpenoids, named pyranthanols A<b>-</b>B (<b>1-2</b>) and pyranthanones A (<b>3-4</b>), were isolated from Vellozia pyrantha A.A.Conc resin, along with four known compounds (<b>5-8</b>). These compounds show varying degrees of oxidation with hydroxyl and carbonyl groups at different positions of the cleistanthane core skeleton. Their structures were proposed after careful analysis of <sup>1</sup>H and <sup>13</sup>C NMR, HMBC, HMQC, and COSY and NOESY 1D data and comparison with the literature. Pyranthanol B (<b>2</b>) and pyranthanones A-B (<b>3-4</b>) were active against a lung carcinoma cell line (H-1299) with IC<sub>50</sub> values varying from 27.57 ± 6.89 to 99.96 ± 22.64 μM, whereas pyranthanol B (<b>2</b>) and pyranthanone B (<b>4</b>) were active against a human liver carcinoma cell line (HepG2) with IC<sub>50</sub> values of 36.21 ± 11.97 and 43.63 ± 25.53 μM, respectively. Pyranthanol B (<b>2</b>) and pyranthanone A (<b>3</b>) were also toxic against a normal lung cell line (MRC-5) with IC<sub>50</sub> values of 49.99 ± 19.98 and 43.63 ± 43.63 ± 20.25 μM, respectively. The moderate activity observed may suggest these compounds as potential candidates for drug development against carcinoma cell lines.</p>\",\"PeriodicalId\":22,\"journal\":{\"name\":\"ACS Omega\",\"volume\":\"10 22\",\"pages\":\"23791-23797\"},\"PeriodicalIF\":4.3000,\"publicationDate\":\"2025-05-29\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12163629/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ACS Omega\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acsomega.5c02961\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/6/10 0:00:00\",\"PubModel\":\"eCollection\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Omega","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acsomega.5c02961","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/6/10 0:00:00","PubModel":"eCollection","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
New Cleistanthane Diterpenoids from Vellozia pyrantha A.A.Conc and Their Cytotoxic Activity.
Four new cytotoxic cleistanthane diterpenoids, named pyranthanols A-B (1-2) and pyranthanones A (3-4), were isolated from Vellozia pyrantha A.A.Conc resin, along with four known compounds (5-8). These compounds show varying degrees of oxidation with hydroxyl and carbonyl groups at different positions of the cleistanthane core skeleton. Their structures were proposed after careful analysis of 1H and 13C NMR, HMBC, HMQC, and COSY and NOESY 1D data and comparison with the literature. Pyranthanol B (2) and pyranthanones A-B (3-4) were active against a lung carcinoma cell line (H-1299) with IC50 values varying from 27.57 ± 6.89 to 99.96 ± 22.64 μM, whereas pyranthanol B (2) and pyranthanone B (4) were active against a human liver carcinoma cell line (HepG2) with IC50 values of 36.21 ± 11.97 and 43.63 ± 25.53 μM, respectively. Pyranthanol B (2) and pyranthanone A (3) were also toxic against a normal lung cell line (MRC-5) with IC50 values of 49.99 ± 19.98 and 43.63 ± 43.63 ± 20.25 μM, respectively. The moderate activity observed may suggest these compounds as potential candidates for drug development against carcinoma cell lines.
ACS OmegaChemical Engineering-General Chemical Engineering
CiteScore
6.60
自引率
4.90%
发文量
3945
审稿时长
2.4 months
期刊介绍:
ACS Omega is an open-access global publication for scientific articles that describe new findings in chemistry and interfacing areas of science, without any perceived evaluation of immediate impact.