Alain W. Ngouonpe , Joseph Tchamgoue , Alain Tadjong Tcho , Bruno Dupon A. Ambamba , Muhammad S. Ali , Mehreen Lateef , Simeon F. Kouam
{"title":"Urease inhibitory compounds from the stem bark of Parinari excelsa sabine and their chemophenetic significance","authors":"Alain W. Ngouonpe , Joseph Tchamgoue , Alain Tadjong Tcho , Bruno Dupon A. Ambamba , Muhammad S. Ali , Mehreen Lateef , Simeon F. Kouam","doi":"10.1016/j.bse.2025.104989","DOIUrl":null,"url":null,"abstract":"<div><div>The chemical study of <em>n</em>-hexane and ethyl acetate soluble fractions from the stem bark of <em>Parinari excelsa</em> led to the isolation of eleven secondary metabolites, including lupane (<strong>1</strong>, <strong>6</strong>, <strong>9</strong> and <strong>10</strong>), taraxarane (<strong>7</strong> and <strong>11</strong>), and fridelane (<strong>5</strong>) triterpenes, a steroidal glycoside (<strong>4</strong>) and three phenolic compounds (<strong>2</strong>, <strong>3</strong> and <strong>8</strong>). Their structures were established by spectroscopic techniques (especially 1D and 2D NMR) and high-resolution mass spectrometry, as well as by comparison with literature data. Apart from 3-<em>O</em>-β-<span>d</span>-glucopyranosyl-stigmasta-5,11(12)-diene (<strong>4</strong>), all these compounds are reported for the first time in the genus <em>Parinari</em>. Compounds <strong>3</strong>, <strong>4</strong> and <strong>10</strong> were found to be urease inhibitors with IC<sub>50</sub> values ranging from 10.8 to 22.4, while compounds <strong>1</strong> and <strong>5−8</strong> showed moderate activity with IC<sub>50</sub> ranging from 49.4 to 62.9 μM. The chemophenetic relevance of the isolates is discussed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"121 ","pages":"Article 104989"},"PeriodicalIF":1.4000,"publicationDate":"2025-02-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Biochemical Systematics and Ecology","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0305197825000389","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
Abstract
The chemical study of n-hexane and ethyl acetate soluble fractions from the stem bark of Parinari excelsa led to the isolation of eleven secondary metabolites, including lupane (1, 6, 9 and 10), taraxarane (7 and 11), and fridelane (5) triterpenes, a steroidal glycoside (4) and three phenolic compounds (2, 3 and 8). Their structures were established by spectroscopic techniques (especially 1D and 2D NMR) and high-resolution mass spectrometry, as well as by comparison with literature data. Apart from 3-O-β-d-glucopyranosyl-stigmasta-5,11(12)-diene (4), all these compounds are reported for the first time in the genus Parinari. Compounds 3, 4 and 10 were found to be urease inhibitors with IC50 values ranging from 10.8 to 22.4, while compounds 1 and 5−8 showed moderate activity with IC50 ranging from 49.4 to 62.9 μM. The chemophenetic relevance of the isolates is discussed.
期刊介绍:
Biochemical Systematics and Ecology is devoted to the publication of original papers and reviews, both submitted and invited, in two subject areas: I) the application of biochemistry to problems relating to systematic biology of organisms (biochemical systematics); II) the role of biochemistry in interactions between organisms or between an organism and its environment (biochemical ecology).
In the Biochemical Systematics subject area, comparative studies of the distribution of (secondary) metabolites within a wider taxon (e.g. genus or family) are welcome. Comparative studies, encompassing multiple accessions of each of the taxa within their distribution are particularly encouraged. Welcome are also studies combining classical chemosystematic studies (such as comparative HPLC-MS or GC-MS investigations) with (macro-) molecular phylogenetic studies. Studies that involve the comparative use of compounds to help differentiate among species such as adulterants or substitutes that illustrate the applied use of chemosystematics are welcome. In contrast, studies solely employing macromolecular phylogenetic techniques (gene sequences, RAPD studies etc.) will be considered out of scope. Discouraged are manuscripts that report known or new compounds from a single source taxon without addressing a systematic hypothesis. Also considered out of scope are studies using outdated and hard to reproduce macromolecular techniques such as RAPDs in combination with standard chemosystematic techniques such as GC-FID and GC-MS.