Biochemical Systematics and Ecology最新文献

{"title":"Ultrasound-assisted extraction and HPLC-PDA/ESI-MS profiling of Teucrium gypsophilum: Antioxidant and enzyme inhibitory activities","authors":"Taoufiq Benali ,&nbsp;Rhizlan Abdnim ,&nbsp;Mustapha Laghmari ,&nbsp;Jihane Touhtouh ,&nbsp;Amal Elrherabi ,&nbsp;Fatima Lakhdar ,&nbsp;Abdelmajid Khabbach ,&nbsp;Mohamed Bnouham ,&nbsp;Aziz Bouymajane ,&nbsp;Balahbib Abdelaali ,&nbsp;Abdelhakim Bouyahya ,&nbsp;Gokhan Zengin ,&nbsp;Roberto Laganà Vinci ,&nbsp;Francesco Cacciola ,&nbsp;Khalil Hammani","doi":"10.1016/j.bse.2026.105233","DOIUrl":"10.1016/j.bse.2026.105233","url":null,"abstract":"<div><div><em>Teucrium gypsophilum</em>, an endemic Moroccan species traditionally used for medicinal purposes, was investigated for the first time for its phenolic profile and biological activities. Ethanolic, aqueous, and methanolic leaf extracts were prepared <em>via</em> ultrasound-assisted extraction and analyzed using HPLC-PDA/ESI-MS. The main phenolic chemicals found in the methanolic extract were leonoside A/alyssonoside isomer (96.37 ± 0.361 mg/g), caffeoylquinic acid (75.66 ± 0.218 mg/g), and verbascoside (14.14 ± 0.130 mg/g). Regarding the ethanolic extract, chemical analysis identified the leonoside A/alyssonoside isomer as the most abundant (59.52 ± 0.154 mg/g), followed by the verbascoside isomer and the dihexoside isomer of apigenin with 8.89 ± 0.102 and 5.39 ± 0.005 mg/g, respectively. For aqueous extract, the main compound was caffeic acid 12.65 ± 0.105 mg/g, followed by echinacoside isomer with 6.89 ± 0.006 mg/g.</div><div>The extracts demonstrated significant antioxidant activity, with the methanolic extract exhibiting the highest DPPH scavenging effect (IC₅₀ = 2.64 ± 0.52 μg/mL) and reducing power (15.66 ± 0.11 mg AAE/g). In vitro enzyme assays revealed dose-dependent inhibitory effects against elastase (IC₅₀: 9.09 ± 0.003 μg/mL), phospholipase A₂ (IC₅₀: 31.75 ± 0.0005 μg/mL, <em>α</em>-amylase (IC₅₀: 0.45 ± 0.004 μg/mL), anti-urease, and anti- <em>α</em> -glucosidase effect which IC₅₀ values equal 0.602 ± 0.049 and 0.604 ± 0.084 mg/mL and 0.38 ± 0.005 μg/mL, respectively. These findings highlight the pharmaceutical and nutraceutical potential of <em>T. gypsophilum</em> as a rich source of bioactive phenolic compounds.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"126 ","pages":"Article 105233"},"PeriodicalIF":2.0,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146090471","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Chemophenetic characterization of Pleuropterus multiflorus and Pleuropterus angulatus based on UPLC-MS/MS and molecular networking","authors":"Tianze Xin ,&nbsp;Yuqing Xu ,&nbsp;Bixian Han ,&nbsp;Zuoqing Li ,&nbsp;Quansheng Liu ,&nbsp;Hanxiang Li ,&nbsp;Bingqiang Xu","doi":"10.1016/j.bse.2026.105238","DOIUrl":"10.1016/j.bse.2026.105238","url":null,"abstract":"<div><div><em>Pleuropterus multiflorus</em> and <em>P. angulatus</em> are two morphologically similar taxa widely used in traditional Chinese medicine but often confused in the herbal market. Their taxonomic relationship remains controversial, and chemical profiling provides complementary evidence for clarifying species boundaries. In this study, an untargeted UPLC–MS/MS approach combined with molecular networking (MN) and multivariate statistical analysis was employed to compare the leaf metabolomes of <em>P</em>. <em>multiflorus</em> and <em>P. angulatus</em>. A total of 46 flavonoid metabolites were structurally annotated, and 16 differential metabolites were identified as key contributors to their separation. MN analysis revealed that both taxa shared the same flavonol core structures, but differed markedly in modification diversity. <em>P. angulatus</em> exhibited a higher abundance of acylated flavonol glycosides and several biflavonoid dimers, whereas <em>P</em>. <em>multiflorus</em> was dominated by non-acylated glycosides. Eight previously unreported structural analogues were also annotated through MN-guided analysis. These compositional and structural differences, observed under common garden conditions, suggest a genetic basis for the metabolic variation. Although limited to the studied accessions, these findings provide preliminary chemophenetic evidence supporting the differentiation of <em>P. angulatus</em> from <em>P. multiflorus</em>. The integration of UPLC–MS/MS and MN demonstrates strong potential for resolving chemical variation among closely related taxa and contributes to improved species authentication, quality control, and conservation of medicinal plant resources.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"126 ","pages":"Article 105238"},"PeriodicalIF":2.0,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146184936","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Sesquiterpenoids from the twigs and leaves of Michelia foveolata Merr. ex Dandy and their chemotaxonomic significance","authors":"Jiang Wan ,&nbsp;Xin Chen ,&nbsp;Chun-Xiao Jiang,&nbsp;Can Wang,&nbsp;Jin-Feng Hu","doi":"10.1016/j.bse.2026.105239","DOIUrl":"10.1016/j.bse.2026.105239","url":null,"abstract":"<div><div>A preliminary phytochemical investigation on the twigs and leaves of <em>Michelia foveolata</em> Merr. ex Dandy led to the isolation of one previously undescribed (foveolatol A, <strong>1</strong>) and 10 known sesquiterpenoids including four eudesmane-type (<strong>2</strong>–<strong>5</strong>), two eremophilane-type (<strong>6</strong> and <strong>7</strong>), and four megastigmane-type (<strong>8</strong>–<strong>11</strong>) ones. Their chemical structures were identified using spectroscopic methods and comparison with previously reported data. The absolute configurations of compound <strong>1</strong> were determined through comparison of the experimental and calculated electronic circular dichroism (ECD) data. All isolated sesquiterpenoids (<strong>1</strong>–<strong>11</strong>) were obtained from <em>M. foveolata</em> for the first time. Among them, compounds <strong>5</strong>–<strong>7</strong> and <strong>9</strong> were even firstly found from the Magnoliaceae family, while compounds <strong>4</strong>, <strong>10</strong>, and <strong>11</strong> have not been previously isolated from the genus <em>Michelia</em>. The chemotaxonomic significance of these isolated sesquiterpenoids was assessed through their chemical profiles and distribution across Magnoliaceae species.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"126 ","pages":"Article 105239"},"PeriodicalIF":2.0,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146184938","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Phenolic compound diversity reflecting phylogeographic structure of Diapensia lapponica subsp. obovata (Diapensiaceae) populations in Japan","authors":"Hyuga Hirano ,&nbsp;Toshiyo Kato ,&nbsp;Keiichi Noguchi ,&nbsp;Hisahiro Kai ,&nbsp;Takuro Ito ,&nbsp;Takashi Kikuchi ,&nbsp;Futa Sakakibara ,&nbsp;Yoshinori Murai","doi":"10.1016/j.bse.2025.105168","DOIUrl":"10.1016/j.bse.2025.105168","url":null,"abstract":"<div><div>Phenolic compounds are stress-response compounds that are often used as chemotaxonomic markers of plants, and in Japan exhibit substantial genetic differentiation across alpine regions. Here, we investigated the chemical composition of genetically distinct populations of <em>Diapensia lapponica</em> subsp<em>. obovata</em> (Diapensiaceae) in Japan for the first time. The chemical compositions of leaf samples of <em>D. lapponica</em> populations from central Honshu, Tohoku, and Hokkaido were analyzed using high-performance liquid chromatography. A total of eight compounds (<strong>1-8</strong>) were isolated, including one new flavonoid glycoside, quercetin 3-<em>O</em>-α-[rhamnopyranosyl-(1→3)-α-rhamnopyranosyl-(1→6)-β-glucopyranoside] (<strong>4</strong>). The analysis revealed region-specific peaks in samples from central Honshu and Hokkaido, indicating distinct chemical compositions. Notably, annphenone (<strong>8</strong>) was isolated from central Honshu populations. In contrast, phenolic compounds unique to Hokkaido populations were modified with gallic acid (<strong>2</strong> and <strong>3</strong>), exhibiting higher ultraviolet absorption. These findings suggest that <em>D. lapponica</em> synthesizes unique phenolic compounds within each population, potentially reflecting localized adaptations to environmental conditions.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"125 ","pages":"Article 105168"},"PeriodicalIF":2.0,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145555197","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Chemical constituents from Kibatalia maingayi (Apocynaceae) and its chemotaxonomic significance","authors":"Hidayatul Atiqah Abd Karim ,&nbsp;Nor Hadiani Ismail ,&nbsp;Christophe Wiart ,&nbsp;Rozaini Mohd Zohdi ,&nbsp;Che Puteh Osman","doi":"10.1016/j.bse.2025.105209","DOIUrl":"10.1016/j.bse.2025.105209","url":null,"abstract":"<div><div><em>Kibatalia</em> is a rich source of paravallarine-type steroidal alkaloids. Despite the potential of chemical constituents from the <em>Kibatalia</em> genus, the chemical constituents of <em>Kibatalia maingayi</em> remain unexplored. The dichloromethane stem bark extract of <em>K. maingayi</em> was subjected to exhaustive chromatographic procedures, which yielded seven compounds, including five amide alkaloids, one indoloquinazoline alkaloid, and one lignan. Their structures were confirmed by extensive spectral data analysis and comparison with literature data. The presence of an amide alkaloid reported for the first time in the Apocynaceae family signifies its phylogenetic and chemotaxonomic significance. The absence of expected steroidal alkaloids, alongside compounds from shikimate- and polyketide-derived pathways, suggests a broader and more variable metabolic repertoire than previously documented. These findings expand the knowledge of <em>K. maingayi</em>, refine the chemotaxonomic framework for <em>Kibatalia</em>, and provide insights into phylogenetic relationships and the evolution of secondary metabolism in Apocynaceae.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"125 ","pages":"Article 105209"},"PeriodicalIF":2.0,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145836446","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Molecular docking insights and comparative GC-MS analysis of fresh and dried Hedychium spicatum Buch.-Ham. essential oils with a focus on antioxidant activity","authors":"Aabha Gangwar ,&nbsp;Geeta Tewari ,&nbsp;Chitra Pande ,&nbsp;Om Prakash ,&nbsp;Lalit M. Tewari ,&nbsp;Tanuja Kabdal ,&nbsp;Manisha Joshi","doi":"10.1016/j.bse.2025.105199","DOIUrl":"10.1016/j.bse.2025.105199","url":null,"abstract":"<div><div><em>Hedychium spicatum</em> Buch.-Ham.<em>,</em> a member of the Zingiberaceae family, is well-known for its fragrant rhizomes and therapeutic qualities. This research aimed to examine the optimized drying technique for obtaining the best quality <em>H. spicatum</em> rhizome oil. GC-FID and GC/MS techniques were employed to identify the components present in the essential oil. The antioxidant capability was determined through DPPH, metal-chelating, and H₂O₂ tests. Analysis revealed that 1,8-cineole, elemol, γ-eudesmol, and α-eudesmol were recognized to be the primary phytochemicals of the essential oil. The percentage composition of γ-eudesmol and α-eudesmol improved by the drying conditions. The current study presented that sun dried rhizome oil demonstrated the strongest antioxidant activity, followed by fresh and shade dried rhizomes. Thus, the study showed that the highly bioactive oil sun drying could be a better method. The analysis of the molecular docking indicated that 1,8-cineole and elemol had the most potent affinity towards the 1HD2 receptor.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"125 ","pages":"Article 105199"},"PeriodicalIF":2.0,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145691281","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Initial investigation of altitude-related changes in Prangos ferulacea secondary metabolites","authors":"Anahita Boveiri Dehsheikh ,&nbsp;Mohammad Mahmoodi Sourestani ,&nbsp;Mojtaba Norouzi Masir","doi":"10.1016/j.bse.2025.105207","DOIUrl":"10.1016/j.bse.2025.105207","url":null,"abstract":"<div><div><em>Prangos ferulacea</em> is a popular species of the Apiaceae family with medicinal properties that is distributed in Southwestern Asia, Iran, Caucasia, Eastern Europe, and Turkey. The present research was conducted to evaluate the ecological conditions of habitats with different altitudes on the content and composition of <em>P. ferulacea</em> EO and its total phenolic compounds. The EO content of the samples collected from different altitudes ranged from 2.06 % at 1850 m to 1.06 % at 2050 m. Based on GC-MS analysis, the monoterpene hydrocarbons representing 77–83.75 % of total oil, were the most abundant volatile compounds of <em>P. ferulacea</em> EO. The predominant constituents of the EO were β-pinene, δ-3-carene, α-pinene, viridine, β-phellandrene, terpinolene, (Z)-ternine, (Z)-nerolidol, myrcene, and α-phellandrene. Three groups were determined for <em>P. ferulacea</em> samples grown at five different altitudes, including high EO content with increased values of α- and β-phellandrene, (Z)-ternine, and (Z)-nerolidol (group 1), the moderate levels of TPC, TFC, TFFC of extract, EO, and β-pinene, myrcene, and viridine of oil (group 2) and high TPC, TFC, TFFC of extract and increased values of δ-3-carene, terpinolene and α-pinene of oil (group 3). In general, slightly acidic soil rich in N, P, Fe and Zn elements and OM, is recommended to achieve the highest content of EO and α- and β-phellandrene, (Z)-ternine, and (Z)-nerolidol compounds, while the highest amounts of TPC, TFC, and TFFC of extract and δ-3-carene, terpinolene and α-pinene of oil can be obtained in alkaline soil with more CaCO₃ and poor in OM and nutrients.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"125 ","pages":"Article 105207"},"PeriodicalIF":2.0,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145796621","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Coumarins from Hydrangea davidii Franch and their chemotaxonomic significance","authors":"Jin Mao ,&nbsp;Liang Gou ,&nbsp;Jiu Wu ,&nbsp;Wei Xu ,&nbsp;Dan Lei ,&nbsp;Chao-Jiang Xiao ,&nbsp;Bei Jiang","doi":"10.1016/j.bse.2025.105208","DOIUrl":"10.1016/j.bse.2025.105208","url":null,"abstract":"<div><div>Phytochemical investigation of the roots and stems of <em>Hydrangea davidii</em> yielded eight compounds, including a new coumarin (<strong>1</strong>), along with seven known coumarins (<strong>2</strong>–<strong>8</strong>). Structures elucidations were fulfilled by spectroscopic analysis and literature comparison. Significantly, all compounds were isolated for the first time from <em>H</em>. <em>davidii</em>, with compounds <strong>1</strong>, <strong>5</strong>, <strong>7</strong>, and <strong>8</strong> representing novel isolates within genus <em>Hydrangea</em>. The isolates were screened for <em>in vitro</em> antiplasmodial activity against <em>Plasmodium falciparum</em> 3D7 strain using the SYBR Green I assay, and compounds <strong>5</strong> and <strong>7</strong> exhibited significant antiplasmodial activity. Additionally, the chemotaxonomic significance of the isolated compounds was comprehensively discussed, and some compounds were deduced to be the potential chemotaxonomic markers for distinguishing <em>H. davidii</em> from the closely related species in the same genus and family.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"125 ","pages":"Article 105208"},"PeriodicalIF":2.0,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145836373","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Chemical and biological properties of Ipomoea cairica (L.) Sweet essential oil","authors":"Bardwi Narzary ,&nbsp;Kashyap J. Tamuli ,&nbsp;Partha P. Dutta ,&nbsp;Manobjyoti Bordoloi ,&nbsp;Dipsikha Bora","doi":"10.1016/j.bse.2025.105175","DOIUrl":"10.1016/j.bse.2025.105175","url":null,"abstract":"<div><div><em>Ipomoea cairica</em> (L.) Sweet is used by the different tribes of North East India for various medicinal purposes. The essential oil of this plant was studied for the first time for its chemical contents, antioxidant, cytotoxicity and ACE inhibitory effects. <em>I. cairica</em> aerial parts were hydro-distilled to extract the essential oil and gas chromatography-mass spectrometry was used to determine the chemical components. 96 components were identified considering for 96.80 % of the oil. Bioactive terpenoids <em>trans</em>-caryophyllene (19.70 %), germacrene D (18.09 %), were found to be the major components followed by α-muurolene (5.12 %) and 2,4-diisopropenyl-1-methyl-1-vinyl-cyclohexane (4.67 %). Further, the essential oil demonstrated notable antioxidant potential, with IC₅₀ values of 19.23 ± 0.376 μg/mL for DPPH and 1.52 ± 0.051 μg/mL for hydroxyl radical scavenging activities, along with a reductive ability absorbance of 0.79 ± 0.01 at 100 μg/mL, indicating moderate efficacy compared to standard antioxidants such as ascorbic acid and BHT. Additionally, we have studied cytotoxic activities against eight cell lines, PA1, MDA-MB-231, MIAPaCa-2, PC-3, HeLa, A549, HepG2, and MCF7. The extracted oil exhibited selective cytotoxicity against PA1 and MDA-MB-231 cell lines, with IC₅₀ values ranging from 12.82 ± 0.394 to 4.42 ± 0.368 μg/mL in PA1 cells and from 15.56 ± 0.836 to 12.19 ± 0.404 μg/mL in MDA-MB-231 cells. It has also modest ACE inhibitory activity with IC₅₀ = 94.19 ± 1.761 μg/mL. With its active biological properties, the essential oil of <em>I. cairica</em> may have use as an alternative infusion medium for clinically used water insoluble cytotoxic drugs and hence, this plant has immense scope for the development of herbal therapeutics medicine.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"125 ","pages":"Article 105175"},"PeriodicalIF":2.0,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145578375","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Chemical constituents from the twigs and leaves of Viburnum utile Hemsl. (Adoxaceae) and their taxonomic distribution","authors":"Dong-Mei Zhou ,&nbsp;Lijin Jiao ,&nbsp;Huai-Qin Liu ,&nbsp;Bang-Quan Tang ,&nbsp;Guo-Bo Xu ,&nbsp;Qin-Feng Zhu ,&nbsp;Xi-Rong Luo ,&nbsp;Shang-Gao Liao ,&nbsp;Ling-Ling Yu","doi":"10.1016/j.bse.2025.105182","DOIUrl":"10.1016/j.bse.2025.105182","url":null,"abstract":"<div><div>A phytochemical study of the twigs and leaves of <em>Viburnum utile</em> Hemsl. led to the isolation of 20 compounds. These comprised four flavonoids (<strong>1</strong>–<strong>4</strong>, with compound <strong>4</strong> identified as a biflavonoid), three coumarins (<strong>5</strong>–<strong>7</strong>), six phenolics (<strong>8</strong>–<strong>13</strong>), one aromatic ester (<strong>14</strong>), one terpenoid ester (<strong>15</strong>), one fatty acid ester (<strong>16</strong>), two tocopherols (<strong>17</strong> and <strong>18</strong>), one norisoprenoid (<strong>19</strong>), and one indole derivative (<strong>20</strong>). Their structures were elucidated by comparison of the ¹H and ¹³C NMR spectral data with those reported in the literature. Notably, fourteen compounds (<strong>1</strong>–<strong>3</strong>, <strong>7</strong>–<strong>10</strong>, <strong>13</strong>–<strong>16</strong>, and <strong>18</strong>–<strong>20</strong>) were previously unreported in the Adoxaceae family, and eighteen compounds (<strong>1</strong>–<strong>3</strong>, <strong>5</strong>–<strong>16</strong>, and <strong>18</strong>–<strong>20</strong>) were isolated for the first time from this plant. Furthermore, the taxonomic distribution of these metabolites is reviewed and discussed in a phylogenetic framework.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"125 ","pages":"Article 105182"},"PeriodicalIF":2.0,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145555133","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}