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Chemical constituents from the Algerian ash Fraxinus dimorpha Coss. & Dur. and their chemotaxonomic significance
IF 1.4 4区 生物学
Biochemical Systematics and Ecology Pub Date : 2025-03-21 DOI: 10.1016/j.bse.2025.105007
Sabrine Bouhentala , Sonia Chabani , Mohammed Benkhaled , Hamada Haba
{"title":"Chemical constituents from the Algerian ash Fraxinus dimorpha Coss. & Dur. and their chemotaxonomic significance","authors":"Sabrine Bouhentala ,&nbsp;Sonia Chabani ,&nbsp;Mohammed Benkhaled ,&nbsp;Hamada Haba","doi":"10.1016/j.bse.2025.105007","DOIUrl":"10.1016/j.bse.2025.105007","url":null,"abstract":"<div><div>The investigation of the chemical composition of <em>n</em>-hexane and ethyl acetate extracts from the aerial parts of <em>Fraxinus dimorpha</em> resulted in the isolation of a new compound (<strong>1</strong>), identified as a fatty acid ester, along with fifteen previously reported secondary metabolites (<strong>2</strong>–<strong>16</strong>). These included one fatty acid (<strong>2</strong>), four triterpenoids (<strong>3</strong>–<strong>6</strong>), two phytosterols (<strong>7</strong> and <strong>8</strong>), three coumarins (<strong>9</strong>–<strong>11</strong>), one phenylpropanoid glucoside (<strong>12</strong>), three secoiridoids (<strong>13</strong>–<strong>15</strong>), and one free sugar (<strong>16</strong>). Among them, undecanoic acid (<strong>2</strong>), oleanolic acid acetate (<strong>4</strong>), lupeol (<strong>5</strong>) and lupenone (<strong>6</strong>) were identified for the first time within the <em>Fraxinus</em> genus. The structures of isolated compounds (<strong>1</strong>–<strong>16</strong>) were elucidated through extensive spectroscopic analyses such as 1D and 2D-NMR and HR-ESI-MS as well as by comparing experimental data with those reported in the literature. Additionally, the chemotaxonomic significance of the isolated bioactive compounds was discussed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"121 ","pages":"Article 105007"},"PeriodicalIF":1.4,"publicationDate":"2025-03-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143682049","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}
引用次数: 0
Chemical composition and bioactivity of essential oils from Syzygium cumini (L.) skeels leaves and fruits
IF 1.4 4区 生物学
Biochemical Systematics and Ecology Pub Date : 2025-03-20 DOI: 10.1016/j.bse.2025.105004
Manar M. Asker , Mona G. Zaghloul , Abd El-Nasser G. El Gendy , Radwan Alnajjar , Kadria F. Ahmad , Marwa Elsbaey
{"title":"Chemical composition and bioactivity of essential oils from Syzygium cumini (L.) skeels leaves and fruits","authors":"Manar M. Asker ,&nbsp;Mona G. Zaghloul ,&nbsp;Abd El-Nasser G. El Gendy ,&nbsp;Radwan Alnajjar ,&nbsp;Kadria F. Ahmad ,&nbsp;Marwa Elsbaey","doi":"10.1016/j.bse.2025.105004","DOIUrl":"10.1016/j.bse.2025.105004","url":null,"abstract":"<div><div>Essential oils (EOs) isolated from the different organs of <em>Syzygium cumini</em> (L.) Skeels, Myrtaceae, are widely recognized for their medicinal values. This study aims to compare the essential oils of the leaves (EOL) and fruits (EOF) of <em>S. cumini</em>, growing in Mansoura, Egypt, based on GC-MS profile, <em>α</em>-glucosidase and acetylcholine esterase inhibitory activities. GC-MS analysis of EOL revealed thirty-eight components dominated by <em>β</em>-cadinene (21.27%). Meanwhile, for EOF, it showed thirty-seven components dominated by <em>α</em>-pinene (12.72%). The results were chemometrically evaluated to discriminate the EOs of <em>S. cumini</em> reported from different geographical origins. In addition, both EOL and EOF exhibited promising inhibitory activity against <em>α</em>-glucosidase as compared to acarbose, with IC<sub>50</sub> values of 221.2 ± 13.34, 154.6 ± 8.34, and 232.7 ± 12.65 μg/mL, respectively. Meanwhile, for acetylcholinesterase, EOL and EOF were merely inhibitory as compared to donepezil, with IC<sub>50</sub> values of 218.0 ± 13.07, 300.0 ± 14.21, and 0.0009 ± 0.0000019 μg/mL, respectively. A molecular docking study identified viridiflorol, epiglobulol, <em>S</em>-<em>α</em>-terpineol, and <em>R</em>-<em>α</em>-terpineol as the top-scoring compounds, with docking scores of −5.066, −4.897, −4.848, and −4.790 kcal/mol. In this study, the antidiabetic and anti-Alzheimer potential of EOF is reported for the first time. According to the results the fruits should be further studied since its consumption can bring complementary nutritional benefits to diabetic patients.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"121 ","pages":"Article 105004"},"PeriodicalIF":1.4,"publicationDate":"2025-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143682048","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}
引用次数: 0
Synergistic enhancement of natural mosquito repellents through matrix interactions: Insights from GC-MS and bioassays
IF 1.4 4区 生物学
Biochemical Systematics and Ecology Pub Date : 2025-03-20 DOI: 10.1016/j.bse.2025.105003
Luther K. Adjei , Samson A. Abagale , Kwame Anokye
{"title":"Synergistic enhancement of natural mosquito repellents through matrix interactions: Insights from GC-MS and bioassays","authors":"Luther K. Adjei ,&nbsp;Samson A. Abagale ,&nbsp;Kwame Anokye","doi":"10.1016/j.bse.2025.105003","DOIUrl":"10.1016/j.bse.2025.105003","url":null,"abstract":"<div><div>While plant-based mosquito repellents are considered safer alternatives to synthetic chemicals, their short-lived efficacy often diminishes their effectiveness. This study investigates a synergistic approach using a matrix of plant-derived samples to address this limitation and enhance their repellency. In olfactory studies, powdered samples and extracts—both individual and blended—were tested against <em>Anopheles gambiae</em> s.l. and <em>Anopheles funestus</em> in laboratory and semi-field environments. Euclidean distances, Hierarchical clustering, and heatmap analyses assessed compound relationships to repellent compounds that were literature-cited. Molecular fingerprints from SMILES identifiers and Tanimoto coefficients quantified structural similarity. Sample matrices significantly enhanced repellency, demonstrating superior performance in olfactory assays (e.g., <em>Striga hermonthica</em> vs. <em>Lantana camara</em>/<em>S</em>. <em>hermonthica</em> blend: W = 787, p = 0.0013) and extending protection times in human trials (179 vs. 67 minutes, t = 21.872, p &lt; 0.001). GC-MS analysis revealed major compounds for <em>S. hermonthica</em> (Methyl-6-<em>O</em>-[1-methylpropyl]-α-galactopyranoside, 51.047 %), <em>Hyptis spicigera</em> (Cyclopropanecarboxylic acid derivative, 87.137 %), and <em>L. camara</em> (1-Heptatriacotanol, 10.099 %). Phytol and a Phthalic acid derivative were identified, with monoterpenes (−)-Spathulenol and <em>Cis</em>-Z-α-Bisabolene epoxide possibly contributing to synergy. Heatmap and Tanimoto coefficient analyses revealed moderate structural similarities among compounds in active and inactive portions of sample matrices. Key compounds like Phytol and Phthalic acid derivatives, alongside potential synergists such as spathulenol and bisabolene, are hypothesized to contribute to the observed repellency. Long-chain primary alcohol 1-heptatriacotanol holds promise for optimizing plant-based repellents with extended and robust action.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"121 ","pages":"Article 105003"},"PeriodicalIF":1.4,"publicationDate":"2025-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143682046","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}
引用次数: 0
Two new compounds from the leaves of Dictamnus dasycarpus Turcz. and its chemotaxonomic significance
IF 1.4 4区 生物学
Biochemical Systematics and Ecology Pub Date : 2025-03-20 DOI: 10.1016/j.bse.2025.105005
Guiqin Ma , Jiatong Wu , Xinyu Min, Yinuo Wang, Juan Pan, Yumeng Luo, Wei Guan, Meixin Wang, Lei Si, Bingyou Yang, Yan Liu
{"title":"Two new compounds from the leaves of Dictamnus dasycarpus Turcz. and its chemotaxonomic significance","authors":"Guiqin Ma ,&nbsp;Jiatong Wu ,&nbsp;Xinyu Min,&nbsp;Yinuo Wang,&nbsp;Juan Pan,&nbsp;Yumeng Luo,&nbsp;Wei Guan,&nbsp;Meixin Wang,&nbsp;Lei Si,&nbsp;Bingyou Yang,&nbsp;Yan Liu","doi":"10.1016/j.bse.2025.105005","DOIUrl":"10.1016/j.bse.2025.105005","url":null,"abstract":"<div><div>Two previously undescribed compounds dictinoside (<strong>1</strong>), dictamnin (<strong>2</strong>), one new natural product, isopregnanolone 3-<em>O</em>-<em>β</em>-D-glucoside (<strong>3</strong>), as well as fifteen known compounds (<strong>4</strong>–<strong>18</strong>), were isolated from the leaves of <em>Dictamnus dasycarpus</em> Turcz<em>.</em> Among them, this is the first time that compounds <strong>5</strong>, <strong>12</strong>, and <strong>15</strong>–<strong>17</strong> were isolated from the Rutaceae family. Compounds <strong>4</strong>, <strong>6–8</strong>, and <strong>13</strong>–<strong>14</strong> were newly isolated from the <em>Dictamnus</em> L. The structure of compounds <strong>1</strong> and <strong>2</strong> was elucidated by a comprehensive analysis of NMR data in conjunction with HR-ESI-MS, IR, ECD, and UV. Furthermore, the chemical classification of the isolated compounds was thoroughly discussed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"121 ","pages":"Article 105005"},"PeriodicalIF":1.4,"publicationDate":"2025-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143682047","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}
引用次数: 0
Seasonal variation in the chemical composition, antimicrobial and antioxidant potential of Aloysia gratissima leaves essential oil
IF 1.4 4区 生物学
Biochemical Systematics and Ecology Pub Date : 2025-03-19 DOI: 10.1016/j.bse.2025.105006
Maryelen A. Souza , Ketelin Kunh , Otávio Sanaiotto , Monica S.Z. Schindler , Adriana Gasparetto , Kanandra T. Bertoncello , Renan de Souza Rezende , J. Vladimir Oliveira , Jaqueline Scapinello , Jacir Dal Magro , Liz G. Müller
{"title":"Seasonal variation in the chemical composition, antimicrobial and antioxidant potential of Aloysia gratissima leaves essential oil","authors":"Maryelen A. Souza ,&nbsp;Ketelin Kunh ,&nbsp;Otávio Sanaiotto ,&nbsp;Monica S.Z. Schindler ,&nbsp;Adriana Gasparetto ,&nbsp;Kanandra T. Bertoncello ,&nbsp;Renan de Souza Rezende ,&nbsp;J. Vladimir Oliveira ,&nbsp;Jaqueline Scapinello ,&nbsp;Jacir Dal Magro ,&nbsp;Liz G. Müller","doi":"10.1016/j.bse.2025.105006","DOIUrl":"10.1016/j.bse.2025.105006","url":null,"abstract":"<div><div>This study aimed to evaluate the effect of seasonality on the chemical composition and the antimicrobial and antioxidant activities of the essential oil from <em>Aloysia gratissima</em> leaves (AGO). The essential oils were extracted from dried and crushed <em>A. gratissima</em> leaves using hydrodistillation. The chemical composition of AGO was analyzed by gas chromatography-mass spectrometry (GC-MS). Antioxidant activity was assessed using the DPPH assay, while antimicrobial activity was determined by the minimum microbicidal concentration method. Across the four seasons, 33 to 45 chemical compounds were identified, accounting for 93.76 %–97.92 % of the oils. Among these, β-pinene, pinocamphone and <em>trans</em>-pinocarvyl acetate were predominant in three seasons, whereas guaiol was the major compound exclusively in autumn. The essential oils exhibited promising antimicrobial activity, particularly against <em>Staphylococcus aureus</em> and <em>Bacillus cereus</em>. This study represents the first seasonal characterization of the chemical composition and biological activities of AGO in Brazil.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"121 ","pages":"Article 105006"},"PeriodicalIF":1.4,"publicationDate":"2025-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143682044","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}
引用次数: 0
A new phenylpropanoid glycoside from the aerial parts of Saposhnikovia divaricata (Turcz.) Schischk. and its chemotaxonomic significance
IF 1.4 4区 生物学
Biochemical Systematics and Ecology Pub Date : 2025-03-15 DOI: 10.1016/j.bse.2025.105002
Zhenqiang Liu , Yan Pan , Yan Sun , Yuxuan Lin , Shuang Liu , Qian Zhang , Juan Pan , Wei Guan , Haixue Kuang , Anam Naseem , Yan Liu , Bingyou Yang
{"title":"A new phenylpropanoid glycoside from the aerial parts of Saposhnikovia divaricata (Turcz.) Schischk. and its chemotaxonomic significance","authors":"Zhenqiang Liu ,&nbsp;Yan Pan ,&nbsp;Yan Sun ,&nbsp;Yuxuan Lin ,&nbsp;Shuang Liu ,&nbsp;Qian Zhang ,&nbsp;Juan Pan ,&nbsp;Wei Guan ,&nbsp;Haixue Kuang ,&nbsp;Anam Naseem ,&nbsp;Yan Liu ,&nbsp;Bingyou Yang","doi":"10.1016/j.bse.2025.105002","DOIUrl":"10.1016/j.bse.2025.105002","url":null,"abstract":"<div><div>A newly identified phenylpropanoid glycoside, calceolarioside F (<strong>1</strong>), together with twenty known compounds, including nine phenylpropanoids (<strong>2</strong>–<strong>10</strong>), eight flavonoids (<strong>11</strong>–<strong>18</strong>), and three chromones (<strong>19</strong>–<strong>21</strong>), were obtained and identified from the aerial parts of <em>Saposhnikovia divaricata</em> (Turcz.) Schischk. Calceolarioside F (<strong>1</strong>) was structurally identified through spectroscopic data analysis, including IR, UV, CD, ECD, HR-ESI-MS, and various NMR techniques such as (1D NMR and NOESY, HMBC, <sup>1</sup>H–<sup>1</sup>H COSY, and HSQC), as well as by comparisons with literature data. According to the current research, this was the first instance of isolating compounds (<strong>2</strong>–<strong>18</strong>) from <em>Saposhnikovia</em>. In addition, the chemotaxonomic importance of the isolates was discussed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"121 ","pages":"Article 105002"},"PeriodicalIF":1.4,"publicationDate":"2025-03-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143627988","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}
引用次数: 0
Seasonal variation on chemical composition and in vitro cytotoxic and anti-inflammatory activities of Myrciaria dubia (Kunth) McVaugh essential oil from Amazon
IF 1.4 4区 生物学
Biochemical Systematics and Ecology Pub Date : 2025-03-12 DOI: 10.1016/j.bse.2025.105001
Jennifer de A. Nunes , Leonan L. Teixeira , Wanilce Maria O. Nascimento , Dielly C.F. Lopes , Joyce Kelly R. da Silva , Laine C. Pinto , Paulo Vinicius L. Santos , Pablo Luis B. Figueiredo
{"title":"Seasonal variation on chemical composition and in vitro cytotoxic and anti-inflammatory activities of Myrciaria dubia (Kunth) McVaugh essential oil from Amazon","authors":"Jennifer de A. Nunes ,&nbsp;Leonan L. Teixeira ,&nbsp;Wanilce Maria O. Nascimento ,&nbsp;Dielly C.F. Lopes ,&nbsp;Joyce Kelly R. da Silva ,&nbsp;Laine C. Pinto ,&nbsp;Paulo Vinicius L. Santos ,&nbsp;Pablo Luis B. Figueiredo","doi":"10.1016/j.bse.2025.105001","DOIUrl":"10.1016/j.bse.2025.105001","url":null,"abstract":"<div><div><em>Myrciaria dubia</em> (Kunth) McVaugh is a fruit tree native to the Amazon, commonly known as camu-camu. This species has applications in traditional medicine, pharmaceuticals, and cosmetics due to its high content of phenolic compounds, such as anthocyanins and tannins in its fruits, which have antioxidant and anti-inflammatory properties. This work aims to evaluate the influence of seasonality on chemical composition, and in vitro cytotoxicity and anti-inflammatory activities of <em>M. dubia</em> essential oil. Botanical material was collected monthly, the leaf essential oils were extracted by hydrodistillation, and the fruits were subjected to simultaneous distillation-extraction. GC and GC-MS performed chemical analyses of the essential oils and volatile concentrates. The local climatic parameters insolation, temperature, relative humidity, and precipitation were monitored. The MTT assay was performed to evaluate cell viability. Subsequently, a nitrite standard curve was performed to determine the nitrite concentration in the samples. The oils were tested for cytotoxic activity against gastric ascites (AGP01), glioblastoma (AHOL), and lung cancer (A549) cell lines, as well as against non-malignant murine macrophages (RAW 264.7). The essential oil yield ranged from 0.4% (April/2024) to 0.9% (October/2023), with an annual average of 0.7 ± 0.1%. There were no significant differences in the yields of the dry and rainy periods. The leaf essential oils constituents were characterized by α-pinene (0.28–49.13%), (<em>E</em>)-caryophyllene (12.1–34.31%), caryophyllene oxide (4.03–17.08%), leptospermone (3.88–7.92%), and δ-cadinene (1.78–6.67%). The main compounds of fruit volatile concentrates were α-pinene (25.1–55.5%), α-terpineol (7.88–21.08%), limonene (6.43–16.79%), and (<em>E</em>)-caryophyllene (3.44–8.67%). The essential oils treatment of <em>M. dubia</em> seasonal study showed significant variations in the nitrite concentration, highlighting the oil's anti-inflammatory effect. The cytotoxic activity showed antiproliferative activity against cancer cell lines AGP01, AHOL, and A549, as well as non-malignant RAW 264.7. These results reinforce the value of <em>M. dubia</em> as a promising source for developing pharmaceutical ingredients, especially in combating inflammatory processes and cell therapy of tumor cell lines.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"121 ","pages":"Article 105001"},"PeriodicalIF":1.4,"publicationDate":"2025-03-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143609773","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}
引用次数: 0
A survey of tryptamines in southern African Senegalia and Vachellia reveals N,N-dimethyltryptamine in Senegalia ataxacantha
IF 1.4 4区 生物学
Biochemical Systematics and Ecology Pub Date : 2025-03-05 DOI: 10.1016/j.bse.2025.104993
Nicholas Sadgrove, Ben-Erik Van Wyk
{"title":"A survey of tryptamines in southern African Senegalia and Vachellia reveals N,N-dimethyltryptamine in Senegalia ataxacantha","authors":"Nicholas Sadgrove,&nbsp;Ben-Erik Van Wyk","doi":"10.1016/j.bse.2025.104993","DOIUrl":"10.1016/j.bse.2025.104993","url":null,"abstract":"<div><div>As part of a preliminary chemophenetic study of the two genera of African ex. <em>Acacia</em> Mill. <em>sensu lato</em> (<em>Senegalia</em> Raf. and <em>Vachellia</em> Wight &amp; Arn.), the distribution of alkaloids and amines was investigated with a focus on resolving unsubstantiated claims surrounding the existence of psychedelics in these genera. Nineteen of the 44 southern African taxa were screened, including eleven from <em>Senegalia</em> and eight from <em>Vachellia</em>. Lipophilic amine-specific extracts were produced from leaves, including other organs if available, then the extracts were studied by high performance liquid chromatography. The identities of four compounds were determined by nuclear magnetic resonance spectroscopy, i.e., tryptamine, <em>N</em>-methyltryptamine (NMT), <em>N,N</em>-dimethyltryptamine (DMT) and hordenine. With repeated sampling of select species (<em>Senegalia ataxacantha</em> (DC.) Kyal. &amp; Boatwr., <em>Senegalia caffra</em> (Thunb.) P.J.H.Hurter &amp; Mabb., and <em>Senegalia polyacantha</em> (Willd.) Seigler &amp; Ebinger.) it was demonstrated that the chemistry varies intraspecifically, and potentially according to season or organ (flowers, bark, or leaves). It was observed that in South African biota from Gauteng province, tryptamines are detected in species from <em>Senegalia</em>, but not from <em>Vachellia</em> so far, representing a potential chemosystematic marker requiring further research. Only <em>S. ataxacantha</em> had quantifiable levels of the psychedelic amine DMT, occurring in the leaves and flowers at concentrations ranging from 0.01 to 0.05% (mass/mass, wet leaf weight). Quantifiable levels of DMT were detected in just one specimen from a single population, but not in others, or other populations sampled (aside from trace amounts). We conclude that further research is required to identify southern African genotypes of <em>Senegalia</em> and <em>Vachellia</em> with levels of small lipophilic amines and alkaloids high enough to be compared to the species used for psychedelic purposes in South America (1.0 &gt; 0.2% of mass, wet leaf weight) and to identify quantifiable levels of tryptamines (&gt;0.01% of mass, wet leaf weight) in species of <em>Vachellia</em>. We also emphasize that due to geographical chemical variation, our data cannot be compared to other parts of Africa, such as Egypt or other countries in eastern Africa.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"121 ","pages":"Article 104993"},"PeriodicalIF":1.4,"publicationDate":"2025-03-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143551776","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A new ceramide and other constituents from Crinum ornatum (L.f.) Herb. (Amaryllidaceae) and their chemophenetic significance
IF 1.4 4区 生物学
Biochemical Systematics and Ecology Pub Date : 2025-03-03 DOI: 10.1016/j.bse.2025.104991
Kedeu Kouvourbe , Christine Claire Waleguele , Yves Martial Mba Nguekeu , Elise Vanessa Ngouadjio Temgoua , Elodie Gaële Matheuda , Marie Germaine Tsepeupon Matchide , Marthe Aimée Tchuente Tchuenmogne , Arno Rusel Donfack Nanfack , Takeshi Kodama , Stijn Anthonissen , Wim Dehaen , Silvère Augustin Ngouela , Mathieu Tene , Morita Hiroyuki , Maurice Ducret Awouafack
{"title":"A new ceramide and other constituents from Crinum ornatum (L.f.) Herb. (Amaryllidaceae) and their chemophenetic significance","authors":"Kedeu Kouvourbe ,&nbsp;Christine Claire Waleguele ,&nbsp;Yves Martial Mba Nguekeu ,&nbsp;Elise Vanessa Ngouadjio Temgoua ,&nbsp;Elodie Gaële Matheuda ,&nbsp;Marie Germaine Tsepeupon Matchide ,&nbsp;Marthe Aimée Tchuente Tchuenmogne ,&nbsp;Arno Rusel Donfack Nanfack ,&nbsp;Takeshi Kodama ,&nbsp;Stijn Anthonissen ,&nbsp;Wim Dehaen ,&nbsp;Silvère Augustin Ngouela ,&nbsp;Mathieu Tene ,&nbsp;Morita Hiroyuki ,&nbsp;Maurice Ducret Awouafack","doi":"10.1016/j.bse.2025.104991","DOIUrl":"10.1016/j.bse.2025.104991","url":null,"abstract":"<div><div>A previously undescribed ceramide, crinceramide (<strong>1</strong>), along with nineteen known compounds (<strong>2</strong>–<strong>20</strong>) were isolated from <em>Crinum ornatum</em> (L.f.) Herb. using column chromatography techniques over silica gel and Sephadex LH-20. The structure of the new compound was established by different spectroscopic methods including 1D and 2D-NMR, HRESI-MS and chemical conversions. The extract and fractions had strong activities on three human cancer cells (lung A549, breast MCF7, and cervical HeLa) with IC<sub>50</sub> from &lt;0.63 to 9.76 μg/mL whereas compounds displayed IC<sub>50</sub> ranging from 39.79 to &gt; 100 μM. Moupinamide (<strong>2</strong>) was the most active with IC<sub>50</sub> 39.79 ± 0.47 μM on A549 cell and <strong>1</strong> had IC<sub>50</sub> &gt; 100 μM against all cells used. The antibacterial activity was also assayed and moupinamide (<strong>2</strong>) had significant activity against <em>Mycobacterium smegmatis</em> (MIC = 9.7 μg/mL) while other samples possessed mostly weak and moderate activities. To the best of our knowledge, this study is the first isolation of ceramide from the <em>Crinum</em> genus, providing new insights into the chemodiversity of this genus. Moreover, new data concerning the pharmacological properties of <em>C. ornatum</em> (L.f.) Herb. and its chemophenetic significance in the genus <em>Crinum</em> and the Amaryllidaceae family were revealed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"121 ","pages":"Article 104991"},"PeriodicalIF":1.4,"publicationDate":"2025-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143528621","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}
引用次数: 0
Mulberry Diels-Alder-type adducts and other phenolic compounds with ATP-citrate lyase inhibitory effects from Morus alba and their chemotaxonomic significance
IF 1.4 4区 生物学
Biochemical Systematics and Ecology Pub Date : 2025-03-01 DOI: 10.1016/j.bse.2025.104992
Qi Zhou, Ying-Peng Tong, Jiang Wan, Li-Hong Yan, Chun-Xiao Jiang, Jin-Feng Hu
{"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,&nbsp;Ying-Peng Tong,&nbsp;Jiang Wan,&nbsp;Li-Hong Yan,&nbsp;Chun-Xiao Jiang,&nbsp;Jin-Feng Hu","doi":"10.1016/j.bse.2025.104992","DOIUrl":"10.1016/j.bse.2025.104992","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":1.4,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143520863","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}
引用次数: 0
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