Biochemical Systematics and Ecology最新文献

{"title":"NMR metabolic profiling and biological activities of different extracts from a Turkish herbal tea-Clinopodium nepeta subsp. glandulosum","authors":"Francesca Guzzo ,&nbsp;Carlo Raucci ,&nbsp;Gokhan Zengin ,&nbsp;Gizem Emre ,&nbsp;Asaad Khalid ,&nbsp;Mohamad Fawzi Mahomoodally ,&nbsp;Brigida D'Abrosca","doi":"10.1016/j.bse.2024.104908","DOIUrl":"10.1016/j.bse.2024.104908","url":null,"abstract":"<div><div><em>Clinopodium nepeta</em> subsp. <em>glandulosum</em> (Req.) Govaerts (Lamiaceae), is traditionally used as antispasmodic, diaphoretic, stimulant, and tonic medicinal herbs and as mint-like spice used in various culinary recipes. Nonetheless, there is still a dearth of studies to validate its biological properties. The total phenolic and flavonoid contents, scavenging activity of DPPH and ABTS radicals, ferric reducing antioxidant power (FRAP), total antioxidant via phosphomolybdenum assay, metal ion chelating capacity of different extracts (<em>n-</em>hexane, dichloromethane, ethyl acetate, ethanol, ethanol/water and water) of <em>C. nepeta</em> were determined. The water extract contained the highest phenolic contents (51.47 ± 0.62 mg GAE/g) and ethanol/water extract yielded largest amount of flavonoid contents (43.86 ± 0.63 mg RE/g). The DPPH free radical scavenging activity of the extracts was in the order of ethanol/water &gt; water &gt; ethanol &gt; ethyl acetate &gt; dichloromethane &gt; n-hexane. The enzyme inhibition of the different extracts was also investigated. Ethanol/Water extract demonstrated the highest AChE inhibitory capacity (2.66 mg GALAE/g) while ethyl acetate extract revealed high BChE inhibitory activity (3.29 mg GALAE/g). Exhaustive 2D-NMR investigation has revealed the presence of acacetin derivatives, ursolic acid along with and 2,4-di-<em>t</em>-butylphenol. These findings revealed that extracts of <em>C. nepeta</em> could be used as a promising therapeutic agent against free radicals, brain enzymes including AChE and BChE and in the treatment of hyperpigmentation as a skin whitening ingredient as well as in the treatment and management of diabetes. However, further studies are required to determine the safety profiles of these extracts.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"117 ","pages":"Article 104908"},"PeriodicalIF":1.4,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142440905","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":"The oleochemical potential of some wild nutmegs from North East India","authors":"Rubi Barman ,&nbsp;Jadumoni Saikia ,&nbsp;Prasanna Sarmah ,&nbsp;Parthapratim Konwar ,&nbsp;Siddhartha Proteem Saikia ,&nbsp;Saikat Haldar ,&nbsp;Dipanwita Banik","doi":"10.1016/j.bse.2024.104904","DOIUrl":"10.1016/j.bse.2024.104904","url":null,"abstract":"<div><div>The essential and fixed oils cover a vast arena of industrial usage, including flavour-fragrances, cosmetics, health-body care, biofuel and bioenergy. The species of Myristicaceae were traditionally used to prepare soaps and candles. The research focused on extracting and characterising the essential and fixed oils of Myristicaceae from Assam and adjoining region. The study found essential oil for the first time from vegetative parts of <em>Horsfieldia kingii</em> and <em>H. amygdalina</em> from NE India<em>.</em> GC-MS analysis exhibited nearly 47 compounds among <em>Horsfieldia kingii, H. amygdalina</em> and <em>Knema angustifolia</em>, having compositional similarity among the latter two. About 11 common and significant compounds identified were copaene (1.34–22.22%), β-caryophyllene (0.34–4.36%), caryophyllene oxide (0.82–50.43%), humulene epoxide II (1.21–5.67%), δ-cadinol (1.10–7.92%), epi-γ-eudesmol (3.03–10.83%), globulol (0.82–42.28%), viridiflorol (2.34–39.14%), β-elemene (0.47–18.62%), shyobunol (1.37–7.5%) and t-cadinol (1.29–4.46%). The volatiles with high area coverage were juniper camphor (70.85%), caryophyllene oxide (50.43%), globulol (42.28%), viridiflorol (39.14%), α-pinene (36.56%), and β-selinene (20.53%). The physicochemical parameters of fixed oils of kernel and mace of <em>H. amygdalina</em>, <em>H. kingii</em>, <em>K. angustifolia, K. linifolia</em> and <em>K. tenuinervia</em> for the first time showed the yield 6.10–44.35% with compositional abundance of myristic acid, methyl ester (20.87–86.1%), lauric acid, methyl ester (35.81–40.02%), oleic acid, methyl ester (30.2–47.45%), palmitic acid, methyl ester (19.16–37.9%), mostly the saturated fatty acids. Both essential and fixed oils of wild nutmegs depicted the commercial potential of wild biowaste for novel renewable source of biomarkers.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"117 ","pages":"Article 104904"},"PeriodicalIF":1.4,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142440911","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 profiling and bioactivity analysis of shoots and roots essential oil of Indian Blumea mollis D. Don (Merr.)","authors":"Sushma Kholiya ,&nbsp;Mahipal Singh ,&nbsp;Amit Chauhan ,&nbsp;Rajendra Chandra Padalia ,&nbsp;Ameeta Tiwari","doi":"10.1016/j.bse.2024.104913","DOIUrl":"10.1016/j.bse.2024.104913","url":null,"abstract":"<div><div>Aromatic plants contain essential oils, potent extracts renowned for therapeutic benefits. Essential oils are commonly utilized due to their diverse range of phytochemicals that possess therapeutic properties. The present study analyses the chemical composition of the essential oil obtained from shoots and roots of <em>Blumea mollis</em> (Family: Asteraceae), using GC-FID and GC-MS techniques. A total of 49 and 46 compounds were identified from shoots and roots accounting for 95.6 % and 88.4 % respectively. β-caryophyllene is reported as major compound 36.2 ± 0.50 % in essential oil of the shoots and 33.8 ± 0.55 % in essential oil of the roots. Both essential oils of shoots and roots were dominated by sesquiterpene hydrocarbons (59.2–76.4%), followed by oxygenated sesquiterpene (14.9–20.3%). The <em>in vitro</em> antioxidant activity was determined using DPPH radical scavenging activity, H₂O₂ radical scavenging activity, and Iron(II) complexing activity. The highest antioxidant activity was observed in root essential oil of <em>B. mollis.</em> The oils also inhibited the activity of α-amylase with IC₅₀ of 3.53 ± 0.04 μg/ml (shoot), 3.45 ± 0.04 μg/ml (root). Root oil also showed good activity for protein denaturation with IC₅₀ of 3.02 ± 0.03 g/ml as compared to shoot essential oil. This is first time that essential oil constituent and biological activity of <em>B. mollis</em> roots and shoots have been characterized from India.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"117 ","pages":"Article 104913"},"PeriodicalIF":1.4,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142440913","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":"Comparison and diversity of phytochemical profiles of Spondias mombin and S. tuberosa using LC-MS and multivariate statistical analysis","authors":"Marina Dantas Corradin ,&nbsp;Alvaro Luis Lamas Cassago ,&nbsp;Maria Auxiliadora Coelho de Lima ,&nbsp;Viseldo Ribeiro de Oliveira ,&nbsp;Christiane Mendes Cassimiro Ramires ,&nbsp;Ricardo Elesbão Alves ,&nbsp;Guilherme Julião Zocolo ,&nbsp;Fernando Batista Da Costa","doi":"10.1016/j.bse.2024.104912","DOIUrl":"10.1016/j.bse.2024.104912","url":null,"abstract":"<div><div>The species <em>Spondias mombin</em> and <em>Spondias tuberosa</em> are fruit plants from the family Anacardiaceae, and the fruits of these plants are popularly known as “cajá” and “umbu”, respectively, and are marketed as exotic fruits in Brazil. The promoted marketing of these species in the market is hampered by their genetic variability and a lack of knowledge of techniques for reproduction, harvesting, and conservation. Therefore, active germplasm banks (AGBs) were created by The Brazilian Agricultural Research Corporation (EMBRAPA) to conserve genetic resources and optimize the use of these species. One of the approaches to the selection of species is metabolomics studies. In this work, using liquid chromatography‒mass spectrometry-based metabolomics, multivariate statistical analysis was used to correlate the metabolomic profiles of the bark, branches, and leaves of <em>S. mombin</em> and <em>S. tuberosa</em>. Thus, the compounds that most influenced the observed groups were identified and indicated as chemical markers of these species. To carry out the dereplication of the metabolomic profiles, a library of chemical structures of the Anacardiaceae family was constructed, which enabled the identification of 40 compounds, 10 of which were at level 1 using the library and reference standards and 30 at level 2 using only the library. The results of the present study showed that the branches and bark contain gallic acid and citric acid as chemical markers, and their profiles are similar between species. In the case of the leaves of <em>S. mombin</em>, the anacardic acid C17:3 and quercetin derivatives were identified as chemical markers, while the leaves of <em>S. tuberosa</em> contained the anacardic acids C17:1, C17:2, and C13 as chemical markers. Meteorological factors had a greater influence on the metabolic profile of the leaves than did genetic variability. In the case of <em>S. mombin</em> leaves, flavonoids are inversely correlated with cloudiness and directly correlated with the temperature at the collection site.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"117 ","pages":"Article 104912"},"PeriodicalIF":1.4,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142440912","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":"Chloranthus japonicus Sieb. (Chloranthaceae): A review of metabolite structural diversity and pharmacology","authors":"Nguyen Thi Thoa ,&nbsp;Nguyen Quang Hop ,&nbsp;Ninh The Son","doi":"10.1016/j.bse.2024.104911","DOIUrl":"10.1016/j.bse.2024.104911","url":null,"abstract":"<div><div><em>Chloranthus japonicus</em> Sieb. (the family Chloranthaceae) is a medicinal Asian plant with interesting phytochemicals. The current study aims to comprehensively provide an in-depth review of phytochemistry, and the role of <em>C. japonicus</em> secondary metabolites in pharmacology. Using chromatographic columns, 207 compounds have been isolated and structurally elucidated with a diversity of sesquiterpenoids. Several compounds, such as chlojaponilide M, cycloshizukaol A, chlojapolactone A, hitorins A-H, japonicones A-C, and trishizukaol A were characteristic metabolites of <em>C. japonicus</em>. It also brings benefits in the use of <em>C. japonicus</em> constituents for drug development, in which they possess various biological values, such as anticancer, anti-microbial, anti-virus, anti-inflammation, anti-obesity, and metabolic activities. Some isolated agents themselves have potential since they are better than the positive controls. The NF-κB (nuclear factor kappa B) is one of the underlying molecular mechanisms for pharmacological exploration. Collectively, extensive <em>in vitro</em> and <em>in vivo</em> biomedical studies on <em>C. japonicus</em> constituents, especially lindenane-type sesquiterpenoids, are necessary.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"117 ","pages":"Article 104911"},"PeriodicalIF":1.4,"publicationDate":"2024-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142433761","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":"Geographic based phenolic compound variations in South African Schinus molle L. peppercorns","authors":"Callistus Bvenura,&nbsp;Learnmore Kambizi","doi":"10.1016/j.bse.2024.104905","DOIUrl":"10.1016/j.bse.2024.104905","url":null,"abstract":"<div><div>Environmental conditions affect polyphenolic compounds in plants, and yet little is known about the response of <em>Schinus molle</em> peppercorns to geographical location. <em>S molle</em> is a folkloric pseudospice of Andean origin possessing multiple culinary and medicinal functions. This globally invasive species presents an immense multidimensional potential. Polyphenolic compounds were therefore profiled and quantified from pink peppercorns growing in 12 distinct locations in the Eastern and Western Cape provinces of South Africa using UPLC-QTOF-MS techniques. Eleven flavonoids were reported, including epigallocatechin gallate, +)-tephrorin B, astilbin, procyanidin B5, 4-benzyl-7-hydroxy-3-phenyl-2H-chromen-2-one, and isochamaejasmin which were reported for the first time in this species. Five phenolic acids, three glycosides, and tannins (theogallin (3-galloylquinic acid), digalloyl quinic acid, digalloylshikimic acid, β-glucogallin A and β-glucogallin B) were also revealed among others. PCA revealed a high composition of polyphenolic compounds in the Eastern in comparison to the Western Cape regions. Flavonoids were glaringly higher in winter rainfall receiving coastal regions. Consequently, the highest catechin content was 229% higher in the Eastern (1269.9 mg/kg) than the Western Cape (553.4 mg/kg). Furthermore, isochamaejasmin, the compound with possibly the highest concentration is reported in George (1741 mg/kg) and Gqeberha (2601.2 mg/kg) representing 149% differences between the two regions. Soil type alone did not conclusively appear to influence polyphenolic compound accumulation in this study. Elucidating the distribution of polyphenolic compounds in this species could open new insights for potential therapeutic, pharmaceutical, and agricultural applications including possibilities for new and improved organic drugs, and food product development.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"117 ","pages":"Article 104905"},"PeriodicalIF":1.4,"publicationDate":"2024-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142419618","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}

{"title":"Chemophenetic significance and antibacterial activity of extract, various fractions and secondary metabolites from the stem bark of Ochna afzelii R. Br. (ex Oliv.)","authors":"Morel Hervé D. Kakabi ,&nbsp;Arno R. Donfack Nanfack ,&nbsp;Jean-De-Dieu Tamokou ,&nbsp;James D. Simo Mpetga ,&nbsp;Romeo Désiré T. Nago ,&nbsp;Muhammad Shaiq Ali ,&nbsp;Mathieu Tene ,&nbsp;Augustin Silvère Ngouela","doi":"10.1016/j.bse.2024.104909","DOIUrl":"10.1016/j.bse.2024.104909","url":null,"abstract":"<div><div>Chemical investigation of the acetone-soluble sub-fraction of the methanolic extract of the stem bark of <em>Ochna afzelii</em> R. Br. (ex Oliv.) led to the isolation of fourteen known secondary metabolites comprising two dimeric chalcones namely dihydrolophirone M <strong>(</strong><strong>1</strong><strong>)</strong> and lophirone L (<strong>2</strong>), two rearranged biflavonoids: lophirone A (<strong>3</strong>) and 4‴-methoxylophirone A (<strong>4</strong>), two biflavanone derivatives: biflavanone I (<strong>5</strong>) and biflavanone II (<strong>6</strong>), two isoflavonoids: methylirisolin (<strong>7</strong>) and biochanin A (<strong>8</strong>), one flavanol: epicatechin (<strong>9</strong>), one phenolic acid: 3,4-dihydroxybenzoic acid (<strong>10</strong>), one anthraquinone: physcion (<strong>11</strong>), two triterpenoids: lupeol (<strong>12</strong>) and oleanolic acid (<strong>13</strong>), and one steroid: sitosterol-3-<em>O</em>-<em>β</em>-<span>d</span>-glucopyranoside (<strong>14</strong>). Biochanin A (<strong>8</strong>) and 3,4-dihydroxybenzoic acid (<strong>10</strong>) are herein reported for the first time from the family Ochnaceae. The antibacterial activity was assessed <em>in vitro</em> against pathogenic strains of <em>Escherichia coli</em>, <em>Pseudomonas aeruginosa</em>, <em>Staphylococcus aureus</em> and <em>Enterococcus faecalis</em>. The crude methanolic extract as well as its acetone-soluble and insoluble fractions exhibited high to significant antibacterial activity, while isolated compounds mostly displayed moderate antibacterial activity (MIC = 16–64 μg/mL).</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"117 ","pages":"Article 104909"},"PeriodicalIF":1.4,"publicationDate":"2024-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142419670","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":"Natural products and chemotaxonomic studies from the twigs of Neobalanocarpus heimii (King) P.S. Ashton (Dipterocarpaceae, Malvales)","authors":"Nurul Shahira Zakaria ,&nbsp;NorulNazilah Ab'lah ,&nbsp;Aisyah Salihah Kamarozaman ,&nbsp;Nik Fatini Nik Azmin ,&nbsp;Farah Aliah Izzati Azman ,&nbsp;Mohd Izwan Mohamad Yusof ,&nbsp;Syafiqah Saidin ,&nbsp;Norizan Ahmat","doi":"10.1016/j.bse.2024.104906","DOIUrl":"10.1016/j.bse.2024.104906","url":null,"abstract":"<div><div><em>Neobalanocarpus heimii</em> is one of the toughest timbers in the world and resistant to termites and fungi. Phytochemical investigation from the twigs of <em>N. heimii</em> led to the isolation of eight resveratrol oligomers namely <em>trans</em>-resveratrol <strong>(1)</strong>, (−)-ε-viniferin <strong>(2)</strong>, balanocarpol <strong>(3)</strong>, ampelopsin A <strong>(4)</strong>, (+)-α-viniferin <strong>(5)</strong>, vaticanol A <strong>(6)</strong>, vaticanol B <strong>(7)</strong> and hopeaphenol <strong>(8)</strong>. The structures of the isolated compounds were successfully elucidated using various spectroscopic techniques as well as comparison with the literature data. The chemotaxonomic significance of the isolated compounds was summarized, along with a compound-genus network analysis.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"117 ","pages":"Article 104906"},"PeriodicalIF":1.4,"publicationDate":"2024-10-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142419673","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 Ulmus pumila L. and their chemotaxonomic significance","authors":"Deri Hu ,&nbsp;Zhenyu Liu ,&nbsp;Yue Yu ,&nbsp;Chenghao Wu ,&nbsp;Jinze Liu ,&nbsp;Dongzhou Kang ,&nbsp;Junzhe Min ,&nbsp;Mingshan Zheng","doi":"10.1016/j.bse.2024.104907","DOIUrl":"10.1016/j.bse.2024.104907","url":null,"abstract":"<div><div>A phytochemical study of the leaves of <em>Ulmus pumila</em> L. led to the isolation of 32 compounds, including fourteen flavonoids, which include flavonols (<strong>1</strong>–<strong>6</strong>), dihydroflavones (<strong>7</strong>–<strong>11</strong>), and dihydroflavonols (<strong>12</strong>–<strong>14</strong>), five terpenoids, which include megastigmane glycosides (<strong>15</strong>–<strong>17</strong>) and triterpenoids (<strong>18</strong>–<strong>19</strong>), four sugars (<strong>20</strong>–<strong>23</strong>), one phenylpropanoid (<strong>24</strong>), two phenolic glycosides (<strong>25</strong>–<strong>26</strong>), two aromatic glycosides (<strong>27</strong>–<strong>28</strong>), one phenolic (<strong>29</strong>), one lignan glycoside (<strong>30</strong>), one steroid glycoside (<strong>31</strong>), and one <span><span>fatty acid</span><svg><path></path></svg></span> (<strong>32</strong>). The structures of these isolated compounds were determined by analysis of their NMR spectroscopic (¹H and ¹³C) data and by comparison with previously reported data. Compounds <strong>4</strong> and <strong>8</strong>–<strong>10</strong> were first reported from <em>U. pumila</em>; compound <strong>12</strong> was obtained from the genus <em>Ulmus</em> for the first time, while compounds <strong>2</strong>, <strong>6</strong>, <strong>7</strong>, <strong>11</strong>, <strong>13</strong>, <strong>15</strong>–<strong>17</strong>, <strong>19</strong>–<strong>28</strong>, <strong>30</strong>, and <strong>32</strong> have never been isolated from the Ulmaceae family. Chemotaxonomic studies have shown that the genus <em>Ulmus</em> may be closely related to the genera <em>Hemiptelea</em>, <em>Zelkova</em>, and <em>Holoptelea</em>.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"117 ","pages":"Article 104907"},"PeriodicalIF":1.4,"publicationDate":"2024-10-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142419672","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":"3-Hydroxy-2-methylpropylglucosinolate and other glucosinolates from Reseda luteola (Resedaceae)","authors":"Gina R. De Nicola ,&nbsp;Jianzhong Zhu ,&nbsp;David I. Pattison ,&nbsp;Marcus A. Koch ,&nbsp;Dan Staerk ,&nbsp;Niels Agerbirk","doi":"10.1016/j.bse.2024.104902","DOIUrl":"10.1016/j.bse.2024.104902","url":null,"abstract":"<div><p>We identified 3-hydroxy-2-methylpropylglucosinolate in foliage of <em>Reseda luteola</em> L, although the side chain stereochemistry was not resolved. The glucosinolates (GSLs) in <em>R. luteola</em> extracts were bound to an anion exchange column and enzymatically desulfated, followed by isolation by preparative HPLC of the desulfo derivatives, the structures of which were elucidated by NMR and/or MS/MS. Presence of intact 3-hydroxy-2-methylpropylGSL in extracts was supported by direct LC-MS detection and MS2 loss of HSO₄⁻. Prominent GSLs in <em>R. luteola</em> foliage were 3-hydroxy-2-methylpropylGSL as well as the previously known indol-3-ylmethylGSL and the 2<em>R</em> (minor) and 2<em>S</em> (major) isomers of 2-hydroxy-2-phenylethylGSL. Minor GSLs included the expected biosynthetic precursors 2-methylpropylGSL (tentative) and phenethylGSL, as well as 1-methylpropylGSL (tentative) and benzylGSL. The 3-hydroxy-2-methylpropylGSL matched a previously reported but so far unidentified constituent in <em>Limnanthes alba</em> (Limnanthaceae). The identity of investigated <em>R. luteola</em> was confirmed morphologically and from DNA barcoding, and a <em>Reseda</em> phylogeny was constructed. In conclusion, 3-hydroxy-2-methylpropylGSL occurs in at least two basal families of the Brassicales order.</p></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"117 ","pages":"Article 104902"},"PeriodicalIF":1.4,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0305197824001200/pdfft?md5=6501b2a059cdcd25bb018ae0af9f1681&pid=1-s2.0-S0305197824001200-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142241440","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}