Mulberry Diels-Alder-type adducts and other phenolic compounds with ATP-citrate lyase inhibitory effects from Morus alba and their chemotaxonomic significance
{"title":"Mulberry Diels-Alder-type adducts and other phenolic compounds with ATP-citrate lyase inhibitory effects from Morus alba and their chemotaxonomic significance","authors":"Qi Zhou, Ying-Peng Tong, Jiang Wan, Li-Hong Yan, Chun-Xiao Jiang, Jin-Feng Hu","doi":"10.1016/j.bse.2025.104992","DOIUrl":null,"url":null,"abstract":"<div><div>A phytochemical investigation on the twigs of <em>Morus alba</em> L. (family Moraceae) resulted in the isolation of 13 compounds (<strong>1</strong>−<strong>13</strong>), including five mulberry Diels-Alder-type adducts (MDAAs, <strong>1</strong>−<strong>5</strong>), two 2-arylbenzofurans (<strong>6</strong>, <strong>7</strong>), two flavonoids (<strong>8</strong>, <strong>9</strong>), one biphenyl (<strong>10</strong>), one lignan (<strong>11</strong>), and two coumarins (<strong>12</strong>, <strong>13</strong>). Among them, lyoniresinol (<strong>11</strong>) was obtained from the genus <em>Morus</em> for the first time. The structures of these compounds were determined by comparison of their physical and spectroscopic data with those reported in the literature. Kuwanon J (<strong>1</strong>), mulberrofuran J (<strong>2</strong>), kuwanon G (<strong>3</strong>), albafuran C (<strong>4</strong>), mulberrofuran G (<strong>5</strong>), mulberroside C (<strong>6</strong>), and oxyresveratrol (<strong>10</strong>) exhibited remarkable inhibitory effects against ATP-citrate lyase, with IC<sub>50</sub> values ranging from 0.3 to 14.9 μM. The chemotaxonomic significance of the isolated MDAAs and other phenolic compounds within the <em>Morus</em> species was discussed through a compound-species network analysis.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"121 ","pages":"Article 104992"},"PeriodicalIF":1.4000,"publicationDate":"2025-03-01","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/S0305197825000419","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
A phytochemical investigation on the twigs of Morus alba L. (family Moraceae) resulted in the isolation of 13 compounds (1−13), including five mulberry Diels-Alder-type adducts (MDAAs, 1−5), two 2-arylbenzofurans (6, 7), two flavonoids (8, 9), one biphenyl (10), one lignan (11), and two coumarins (12, 13). Among them, lyoniresinol (11) was obtained from the genus Morus for the first time. The structures of these compounds were determined by comparison of their physical and spectroscopic data with those reported in the literature. Kuwanon J (1), mulberrofuran J (2), kuwanon G (3), albafuran C (4), mulberrofuran G (5), mulberroside C (6), and oxyresveratrol (10) exhibited remarkable inhibitory effects against ATP-citrate lyase, with IC50 values ranging from 0.3 to 14.9 μM. The chemotaxonomic significance of the isolated MDAAs and other phenolic compounds within the Morus species was discussed through a compound-species network analysis.
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.