Biochemical Systematics and Ecology最新文献

{"title":"Phytochemical investigation of Rosa laevigata leaves and their chemotaxonomic significance","authors":"Cong Wang ,&nbsp;Lang Qiu ,&nbsp;Fang He ,&nbsp;Xuegui Liu ,&nbsp;Danqi Li ,&nbsp;Pinyi Gao","doi":"10.1016/j.bse.2025.105053","DOIUrl":"10.1016/j.bse.2025.105053","url":null,"abstract":"<div><div>A phytochemical study of <em>Rosa laevigata</em> Michx. leaves identified 26 compounds, including twenty triterpenoids (<strong>1</strong>–<strong>20</strong>), four phenylpropanoid derivatives (<strong>21–24</strong>), one diterpene (<strong>25</strong>) and one fatty acid derivative (<strong>26</strong>). The structures of these compounds were confirmed by using nuclear magnetic resonance (NMR) spectroscopy, and were cross-referenced with literature data, to ensure reliable identification. Compounds <strong>3</strong>, <strong>5</strong>, <strong>6</strong>, <strong>11</strong>, <strong>15</strong>, <strong>18</strong>, <strong>22</strong>, <strong>25</strong> were reported within the genus <em>Rosa</em> and the family Rosaceae for the first time, suggesting unique biochemical traits. In addition, distribution mapping of triterpenoids across 16 plant families (e.g., Rosaceae, Asteraceae, Rubiaceae) was conducted to explore their taxonomic relevance. Triterpenoids, known for their structural diversity, may serve as potential biomarkers for investigating evolutionary or ecological relationships.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"122 ","pages":"Article 105053"},"PeriodicalIF":1.4,"publicationDate":"2025-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144169725","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":"A new phenolic amide and other components from the scapes of Gastrodia elata and their chemotaxonomy significance","authors":"Na Li ,&nbsp;Jing-Jing Zhang ,&nbsp;Chan Chen ,&nbsp;Yun-Na Wang ,&nbsp;Xiao-Li Li ,&nbsp;Li-Jun Cheng ,&nbsp;Wei-Lie Xiao","doi":"10.1016/j.bse.2025.105050","DOIUrl":"10.1016/j.bse.2025.105050","url":null,"abstract":"<div><div>Phytochemical studies on the scapes of <em>Gastrodia elata</em> yielded seventeen compounds, including one new phenolic amide gasphamide A (<strong>1</strong>), two known phenolic amides (<strong>2</strong>,<strong>3</strong>), three known lignans (<strong>4</strong>–<strong>6</strong>), ten aromatic compounds (<strong>7</strong>–<strong>16</strong>) and one known sterol (<strong>17</strong>). Among them, compounds <strong>3</strong>, <strong>4</strong>, <strong>5</strong>, <strong>6</strong>, <strong>7</strong>, <strong>14</strong>, <strong>15</strong> and <strong>17</strong> were isolated from scapes of <em>Gastrodia elata</em> for the first time. Their structures were determined on the basis of NMR spectra and validated by comparison with previously reported data. The chemotaxonomy significance of the isolated compounds was discussed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"122 ","pages":"Article 105050"},"PeriodicalIF":1.4,"publicationDate":"2025-05-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144146879","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":"Four new flavonol glycosides from the leaves and stems of Sedum japonicum subsp. japonicum var. japonicum","authors":"Tsukasa Iwashina ,&nbsp;Takahisa Nakane ,&nbsp;Kazumi Fujikawa ,&nbsp;Takayuki Mizuno","doi":"10.1016/j.bse.2025.105047","DOIUrl":"10.1016/j.bse.2025.105047","url":null,"abstract":"<div><div>Four new flavonol glycosides were isolated from the leaves and stems of <em>Sedum japonicum</em> subsp. <em>japonicum</em> var. <em>japonicum</em>, together with 23 known flavonoids. They were identified as kaempferol 3-<em>O</em>-[(6′′′′-<em>E</em>-<em>p</em>-coumaroyl-β-<span>d</span>-glucopyranosyl)-(1→2)-α-<span>l</span>-rhamnopyranoside]-7-<em>O</em>-[β-<span>d</span>-xylopyranosyl-(1→2)-α-<span>l</span>-rhamnopyranoside] (<strong>7</strong>), kaempferol 3-<em>O</em>-[(6′′′′-<em>E</em>-caffeoyl-β-<span>d</span>-glucopyranosyl)-(1→2)-α-<span>l</span>-rhamnopyranoside]-7-<em>O</em>-[β-<span>d</span>-xylopyranosyl-(1→2)-α-<span>l</span>-rhamnopyranoside] (<strong>8</strong>), herbacetin 3-<em>O</em>-β-<span>d</span>-glucopyranoside-8-<em>O</em>-β-D-(3′′′-acetylarabinopyranoside) (<strong>20</strong>) and gossypetin 3-<em>O</em>-β-<span>d</span>-glucopyranoside-8-<em>O</em>-β-D-(4′′′-acetylxylopyranoside) (<strong>25</strong>) by UV, HR-MS, acid hydrolysis and NMR. Its flavonoid profiles were chemotaxonomically compared with those of Japanese other two variety and subspecies, <em>S. japonicum</em> subsp. <em>japonicum</em> var. <em>senanense</em> and <em>S. japonicum</em> subsp. <em>oryzifolium</em> var. <em>oryzifolium</em> which have been surveyed and reported for flavonoids.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"122 ","pages":"Article 105047"},"PeriodicalIF":1.4,"publicationDate":"2025-05-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144124962","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":"Phytochemical diversity of Cymbopogon citratus Stapf volatile compounds and evaluation of their biological properties","authors":"Manal Lahyaoui ,&nbsp;Naoual El Menyiy ,&nbsp;Mansour Sobeh ,&nbsp;Nidal Fahsi ,&nbsp;Ismail Mahdi ,&nbsp;Rafik El-Mernissi ,&nbsp;Nadia Dakka ,&nbsp;Abdelhakim Bouyahya","doi":"10.1016/j.bse.2025.105046","DOIUrl":"10.1016/j.bse.2025.105046","url":null,"abstract":"<div><div>The current work aimed to investigate the chemical composition, antioxidant potential, enzymatic inhibition, and antimicrobial efficacy of <em>Cymbopogon citratus</em> Stapf essential oil (CCEO) sourced from Settat province, Morocco. We employed a comprehensive suite of analytical and biological assays to evaluate CCEO. The chemical composition was analyzed <em>via</em> GC-MS. Antioxidant properties were assessed through multiple complementary methods, including DPPH and ABTS radical scavenging, Ferric Reducing Antioxidant Power (FRAP), and Total Antioxidant Capacity (TAC) assays, with BHT as reference standard. Dermoprotective activity was evaluated through tyrosinase inhibition using the <span>l</span>-DOPA test, while anti-diabetic potential was measured <em>via</em> α-amylase inhibition using the DNSA method. The antibacterial activity was investigated through minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) determinations against both Gram-positive and Gram-negative bacterial strains, utilizing a broth microdilution method with resazurin as a growth indicator. The CCEO was found to contain 15 compounds, with the major constituents being geranial (43.02 %), neral (32.4 %), geraniol (4.7), and β-myrcene (4.3 %). The oil exhibited moderate antioxidant activity, with DPPH and ABTS radical scavenging IC₅₀ values of 106.2 ± 3.7 μg/mL and 98.3 ± 4.4 μg/mL, respectively. Its ferric reducing antioxidant power (FRAP) gave an EC₅₀ of 265.8 ± 3.5 μg/mL. The total antioxidant capacity was 495.7 ± 15.4 mg AAE/g EO. Interestingly, the CCEO demonstrated moderate inhibitory effects on key enzymes. It inhibited tyrosinase by 43.3 % at a concentration of 12.8 mg/mL and α-amylase by 24.8 % at a concentration of 11.1 mg/mL. Furthermore, the essential oil displayed promising antibacterial properties. The minimum inhibitory concentrations (MICs) against <em>Escherichia coli</em>, <em>Pseudomonas aeruginosa</em>, <em>Staphylococcus aureus</em>, and <em>Listeria monocytogenes</em> were 0.5 %, 0.5 %, 0.25 %, and 0.25 % (v/v), respectively. The minimum bactericidal concentrations (MBCs) ranged from 0.25 to 1 % (v/v), all lower than the standard antibiotic chloramphenicol. These findings suggest that CCEO is a promising source of natural bioactive compounds with potential applications in healthcare, cosmetics, and food industries. The comprehensive characterization of its chemical profile, antioxidant, enzymatic, and antimicrobial activities provides a foundation for further exploration and utilization of this essential oil.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"122 ","pages":"Article 105046"},"PeriodicalIF":1.4,"publicationDate":"2025-05-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144130818","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":"Phytochemical analysis on Stachys alpina L. different organs collected in Poland","authors":"Claudio Frezza ,&nbsp;Francesca Conti ,&nbsp;Adele Bosi ,&nbsp;Luigi Scipione ,&nbsp;Jan Oszmiański ,&nbsp;Sabina Lachowicz-Wiśniewska ,&nbsp;Daniela De Vita","doi":"10.1016/j.bse.2025.105049","DOIUrl":"10.1016/j.bse.2025.105049","url":null,"abstract":"<div><div>The purpose of this study was to determine the phytochemical composition of different organs of <em>Stachys alpina</em> L. collected in Poland, in light of the significant lack of data available in the literature. In particular, roots, stems, leaves and flowers of this species were collected around the town of Szczytna and extracted by alcoholic maceration. Four molecules–namely verbascoside (<strong>1</strong>), harpagide (<strong>2</strong>), melittoside (<strong>3</strong>) and chlorogenic acid (<strong>4</strong>)–were identified from these extracts by comparing their spectroscopic data with those reported in the literature. Some of these were found in common but none of them was reported in all the studied organs. In addition, during this study, for the first time, verbascoside (<strong>1</strong>) was identified in the species whereas harpagide (<strong>2</strong>) in the roots of this species. The chemophenetic significance of these findings is discussed in detail.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"122 ","pages":"Article 105049"},"PeriodicalIF":1.4,"publicationDate":"2025-05-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144124960","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":"Isolation and characterization of minor monoterpene glycosides from the roots of Paeonia lactiflora","authors":"Yongliang Ding ,&nbsp;Dan Han ,&nbsp;Qian Tang ,&nbsp;Lijuan Wang ,&nbsp;Zhongtang Qu","doi":"10.1016/j.bse.2025.105048","DOIUrl":"10.1016/j.bse.2025.105048","url":null,"abstract":"<div><div>Two new monoterpenoid glycosides, paeonidanin L (<strong>1</strong>) and paeonin E (<strong>2</strong>), together with four trace known analogues (<strong>3</strong>–<strong>6</strong>) were separated from the 80 % methanol extract of <em>Paeonia lactiflora</em>. The structures of compounds <strong>1</strong> and <strong>2</strong> were characterized by HR-MS, NMR data and comparison of their optical rotations with those of known compounds. The possible chemotaxonomic significance of the obtained monoterpene glycosides was also summarized.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"122 ","pages":"Article 105048"},"PeriodicalIF":1.4,"publicationDate":"2025-05-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144116485","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":"Inconclusive evidence for chain-elongated methionine-derived glucosinolates beyond the family Brassicaceae","authors":"Niels Agerbirk ,&nbsp;Marcus A. Koch","doi":"10.1016/j.bse.2025.105033","DOIUrl":"10.1016/j.bse.2025.105033","url":null,"abstract":"<div><div>A literature search for reports of glucosinolates (GSLs) from chain-elongated methionine (ceMet) in plants from the order Brassicales, was carried out taking analytical and botanical quality into account. We prepared an updated Brassicales phylogeny as basis for surveying the distribution of ceMet-derived GSLs. The ceMet-derived GSLs are conclusively known from the crown group family Brassicaceae. Outside Brassicaceae only five reports of decent or good quality were found, and two of them could be dismissed as unconvincing after detailed analysis. The remaining three cases were apparently the only good or decent quality evidence of ceMet-derived GSL outside the Brassicacae, involving MS-detection of 3-butenylGSL and either short or long-chain methylsulfinylalkyl GSLs as minor chromatographic peaks. They were scattered in single accessions of single species from three distant families. These isolated reports need independent, critical confirmation at the highest experimental standards before GSLs from ceMet can be accepted outside the Brassicaceae. Multiple screenings for such GSLs in non-Brassicaceae species were negative, suggesting that this group of GSLs is usually absent from all non-Brassicaceae members of the Brassicales. In contrast, GSLs derived directly from Met without chain elongation are rarely searched for but expectable at low levels from low-specificity biosynthesis throughout the order Brassicales. Future papers reporting ceMet-derived GSLs outside Brassicaeae need to supply conclusive evidence of GSL identity and plant species identity. Proof of biosynthesis from Met requires experiments using isotopically labelled Met or equivalent data. Future reviews of GSL diversity should be transparent regarding conflicts between studies, rather than presenting compiled GSL profiles. For surprising single reports, contamination or parallel evolution should be considered.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"122 ","pages":"Article 105033"},"PeriodicalIF":1.4,"publicationDate":"2025-05-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143943120","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":"Comparative evaluation of chemical variation and post-harvest processing of Clerodendrum phlomidis L.f. essential oils from different locations in southern India","authors":"Chandraprakash Kumarasamy ,&nbsp;Pranav Murali Sharma ,&nbsp;Krishnamoorthy Devanathan ,&nbsp;Sundaresan Velusamy ,&nbsp;V.S. Pragadheesh","doi":"10.1016/j.bse.2025.105035","DOIUrl":"10.1016/j.bse.2025.105035","url":null,"abstract":"<div><div><em>Clerodendrum phlomidis</em> L.f. is a medicinal shrub found across dry terrains in tropical or sub-tropical regions. Essential oils (EO) from four different accessions at separate locations in southern India were extracted by hydro-distillation. GC and GC-MS analyses of the EO showed (<em>E</em>)-caryophyllene as the major compound in all the samples, ranging from 26.42 to 53.41 %. α-Humulene, linalool, phytol, and caryophyllene oxide were the other major compounds found in the EO of <em>C. phlomidis.</em> Post-harvest processing of <em>C. phlomidis</em> was optimized at different shade drying durations to study the EO yield and percentage of (<em>E</em>)-caryophyllene. Seven days of shade drying provides maximum yield of EO and (<em>E</em>)-caryophyllene content. The major compound, (<em>E</em>)-caryophyllene, was also confirmed by NMR analysis of the essential oil. (<em>E</em>)-Caryophyllene is a plant secondary metabolite with several biological properties and this is the first report on the chemical composition of the (<em>E</em>)-caryophyllene rich chemotype of <em>C. phlomidis.</em></div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"122 ","pages":"Article 105035"},"PeriodicalIF":1.4,"publicationDate":"2025-05-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143923632","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 of Engleromyces sinensis and their chemotaxonomic significance","authors":"Xiao-Xue Jiang ,&nbsp;Lai-Wei Li ,&nbsp;Xing-Ping Zhang ,&nbsp;Ke-Pu Huang ,&nbsp;Wen-Jie Ma ,&nbsp;Li-Ping Tang ,&nbsp;Kou Wang","doi":"10.1016/j.bse.2025.105036","DOIUrl":"10.1016/j.bse.2025.105036","url":null,"abstract":"<div><div>Twenty-three compounds were isolated from the fruiting body of <em>Engleromyces sinensis</em>, including three ergosterols (<strong>1</strong>–<strong>3</strong>), five phenolic derivatives (<strong>4</strong>–<strong>8</strong>), five alkaloids (<strong>9</strong>–<strong>13</strong>), one lactone (<strong>14</strong>), and nine aliphatic derivatives (<strong>15</strong>–<strong>23</strong>). The structures of all compounds were identified using NMR spectroscopy by comparison with previously reported data. Except for compounds <strong>4</strong>, <strong>5</strong>, <strong>7</strong>, and <strong>9</strong>, all other compounds were isolated from the family Xylariaceae for the first time. Compounds <strong>1</strong>, <strong>9</strong>, <strong>10</strong>, <strong>16</strong>, <strong>18</strong>, <strong>19</strong>, <strong>20</strong>, and <strong>22</strong> exhibited inhibitory effects on <em>α</em>-glucosidase <em>in vitro</em>, with <strong>18</strong> showing the most significant inhibitory efficacy (IC₅₀ = 1.58 ± 0.05 <em>μ</em>M). Molecular docking was performed on <strong>18</strong> to analyze potential binding sites. Additionally, the chemotaxonomic significance of these compounds was discussed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"122 ","pages":"Article 105036"},"PeriodicalIF":1.4,"publicationDate":"2025-05-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143923633","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":"Non-alkaloidal constituents with chemotaxonomic value from Aconitum episcopale","authors":"Tianpeng Yin ,&nbsp;Xiaojing Shen ,&nbsp;Min Yan ,&nbsp;Peng Yating","doi":"10.1016/j.bse.2025.105030","DOIUrl":"10.1016/j.bse.2025.105030","url":null,"abstract":"<div><div>Phytochemical investigation of <em>Aconitum episcopale</em> H. Lév. (Ranunculaceae<em>)</em>, an endemic <em>Aconitum</em> species in China, led to the isolation of sixteen non-alkaloids with multiple structural types, including nine phenolics and acids, one furfural, three monosaccharide glycosides, one long-chain fatty acid, and two phytosterols. All of the isolates were found in this species for the first time. In addition, the chemotaxonomic significance of these compounds is summarized.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"122 ","pages":"Article 105030"},"PeriodicalIF":1.4,"publicationDate":"2025-05-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143903733","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}