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Effects of domestication on essential oil yield, chemical profiling, and antifungal activities of bitter fennel (Foeniculum vulgare Mill.)
IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-12-31 DOI: 10.1016/j.bse.2024.104951
Fatma Zehra Ok, Arif Şanlı
This work aims to investigate the effect of cultivation method on phytochemical profile and antifungal activities of essential oils gained from cultivated and wild fennel seeds and herb in Turkey. Wildly obtained fennel had lower dry, fresh herb and seed yield than cultivated fennel. By contrast, essential oil content of fennel herb and seeds was significantly reduced when fennel was grown under field conditions compared to wild. In total, 50 compounds representing more than 98% of the essential oils were identified. Estragole, fenchone and limonene have found as the major components both wild and domesticated plants. However, the proportions of the components varied significantly based on cultivation and plant samples. Estragole were found 55.08% and 73.69% for herb and 48.29% and 57.57% for seed oil for the wild and cultivated plants, respectively. While the fenchone contents of herbs and seeds were similar in both plants, limonene content in domesticated plants decreased from 22.43% to 1.48% for seed and 7.54%–2.01% for herb essential oils. The examined oil has shown a low to moderate fungal development inhibition capability against F. oxysporum and B. cineria especially high concentrations. Biocontrol efficiency of herb essential oils in both plants was higher than the seed essential oils.
{"title":"Effects of domestication on essential oil yield, chemical profiling, and antifungal activities of bitter fennel (Foeniculum vulgare Mill.)","authors":"Fatma Zehra Ok,&nbsp;Arif Şanlı","doi":"10.1016/j.bse.2024.104951","DOIUrl":"10.1016/j.bse.2024.104951","url":null,"abstract":"<div><div>This work aims to investigate the effect of cultivation method on phytochemical profile and antifungal activities of essential oils gained from cultivated and wild fennel seeds and herb in Turkey. Wildly obtained fennel had lower dry, fresh herb and seed yield than cultivated fennel. By contrast, essential oil content of fennel herb and seeds was significantly reduced when fennel was grown under field conditions compared to wild. In total, 50 compounds representing more than 98% of the essential oils were identified. Estragole, fenchone and limonene have found as the major components both wild and domesticated plants. However, the proportions of the components varied significantly based on cultivation and plant samples. Estragole were found 55.08% and 73.69% for herb and 48.29% and 57.57% for seed oil for the wild and cultivated plants, respectively. While the fenchone contents of herbs and seeds were similar in both plants, limonene content in domesticated plants decreased from 22.43% to 1.48% for seed and 7.54%–2.01% for herb essential oils. The examined oil has shown a low to moderate fungal development inhibition capability against <em>F. oxysporum</em> and <em>B. cineria</em> especially high concentrations. Biocontrol efficiency of herb essential oils in both plants was higher than the seed essential oils.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"120 ","pages":"Article 104951"},"PeriodicalIF":1.4,"publicationDate":"2024-12-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143092618","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 constituents of Ainsliaea fragrans and their chemotaxonomic significance
IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-12-30 DOI: 10.1016/j.bse.2024.104949
Xiao-Ting He , Yun-Na Wang , Xue-Mei Zhou , Jing-Jing Zhang , Xiao-Li Li , Wei-Lie Xiao
The phytochemical investigation of the whole herb of Ainsliaea fragrans led to the isolation of twenty-four compounds, including twenty-one sesquiterpenes (121) and three diterpenoids (2224). Their structures were elucidated by spectroscopic analyses and published data to determine the chemical constituents of the A. fragrans. Only 11α,13-dihydrozaluzanin C (3) and 3β-hydroxy-4β,15,11α,13-tetrahydrodehydrocostuslactone (4) were isolated previously from A. fragrans, and other compounds were isolated for the first time from this species. Meanwhile, the chemotaxonomic significance of these compounds was discussed.
{"title":"Chemical constituents of Ainsliaea fragrans and their chemotaxonomic significance","authors":"Xiao-Ting He ,&nbsp;Yun-Na Wang ,&nbsp;Xue-Mei Zhou ,&nbsp;Jing-Jing Zhang ,&nbsp;Xiao-Li Li ,&nbsp;Wei-Lie Xiao","doi":"10.1016/j.bse.2024.104949","DOIUrl":"10.1016/j.bse.2024.104949","url":null,"abstract":"<div><div>The phytochemical investigation of the whole herb of <em>Ainsliaea fragrans</em> led to the isolation of twenty-four compounds, including twenty-one sesquiterpenes (<strong>1</strong>–<strong>21</strong>) and three diterpenoids (<strong>22</strong>–<strong>24</strong>). Their structures were elucidated by spectroscopic analyses and published data to determine the chemical constituents of the <em>A</em>. <em>fragrans</em>. Only 11<em>α</em>,13-dihydrozaluzanin C (<strong>3</strong>) and 3<em>β</em>-hydroxy-4<em>β</em>,15,11<em>α</em>,13-tetrahydrodehydrocostuslactone (<strong>4</strong>) were isolated previously from <em>A</em>. <em>fragrans</em>, and other compounds were isolated for the first time from this species. Meanwhile, the chemotaxonomic significance of these compounds was discussed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"120 ","pages":"Article 104949"},"PeriodicalIF":1.4,"publicationDate":"2024-12-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143092617","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 comprehensive study of phytochemical composition and shikimate dehydrogenase, quinate dehydrogenase and phenylalanine ammonia-lyase activities in three Cornus species
IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-12-28 DOI: 10.1016/j.bse.2024.104946
Eugenia Nikonorova , Tatiana Krol , Andrey Aksenov, Grigoriy Adamov, Dmitry Baleev
The plants of Cornaceae family are a promising source of hydrolysable tannins which are known for their pharmacological properties. However, there are a lot of gaps in biosynthetic mechanisms of this class of phenolic compounds in different species and timepoints This study examines the qualitative composition, total content, and accumulation dynamics of phenolic compounds, as well as the activity of shikimate dehydrogenase, quinate dehydrogenase, and phenylalanine ammonia-lyase in the leaves of three promising Cornus species: Cornus alba, Cornus sericea, and Cornus sanguinea. In the species studied, we discovered monomeric (isomers of gemin D, tellimagrandin I and II), dimeric (isomers of camptothin A, cornusiin A, D or camptothin B, the isomers of cornusiin E, G), and trimeric ellagitannins (an isomer of cornusiin F, C, and trapanin A). The highest level of the total caffeic acid derivatives and total flavonoid content together with the lowest of total hydrolysable tannins content was observed in C. alba samples. The performed principal component analysis revealed the differentiation among Cornus species based on content of phenolic compounds. The highest shikimate dehydrogenase activity was observed in C. sericea leaves in August and lowest in C. sangunea in June. Activity of quinate dehydrogenase was higher in C. sanguinea than that C. alba in June. There was no difference in phenylalanine ammonia-lyase activity between the studied species. The observed differences in the total hydrolysable tannins content in C. alba, C. sanguinea and C. sericea could be related to different quinate dehydrogenase activity. Some cross-species differences were observed in shikimate- and quinate dehydrogenase activity. The performed study of metabolite profiles and an analysis of enzyme activity would be useful for elucidating the regulatory mechanisms governing tannin synthesis in non-model species, such as Cornus species.
{"title":"A comprehensive study of phytochemical composition and shikimate dehydrogenase, quinate dehydrogenase and phenylalanine ammonia-lyase activities in three Cornus species","authors":"Eugenia Nikonorova ,&nbsp;Tatiana Krol ,&nbsp;Andrey Aksenov,&nbsp;Grigoriy Adamov,&nbsp;Dmitry Baleev","doi":"10.1016/j.bse.2024.104946","DOIUrl":"10.1016/j.bse.2024.104946","url":null,"abstract":"<div><div>The plants of Cornaceae family are a promising source of hydrolysable tannins which are known for their pharmacological properties. However, there are a lot of gaps in biosynthetic mechanisms of this class of phenolic compounds in different species and timepoints This study examines the qualitative composition, total content, and accumulation dynamics of phenolic compounds, as well as the activity of shikimate dehydrogenase, quinate dehydrogenase, and phenylalanine ammonia-lyase in the leaves of three promising <em>Cornus</em> species: <em>Cornus alba</em>, <em>Cornus sericea</em>, and <em>Cornus sanguinea.</em> In the species studied, we discovered monomeric (isomers of gemin D, tellimagrandin I and II), dimeric (isomers of camptothin A, cornusiin A, D or camptothin B, the isomers of cornusiin E, G), and trimeric ellagitannins (an isomer of cornusiin F, C, and trapanin A). The highest level of the total caffeic acid derivatives and total flavonoid content together with the lowest of total hydrolysable tannins content was observed in <em>C. alba</em> samples. The performed principal component analysis revealed the differentiation among <em>Cornus</em> species based on content of phenolic compounds. The highest shikimate dehydrogenase activity was observed in <em>C. sericea</em> leaves in August and lowest in <em>C. sangunea</em> in June. Activity of quinate dehydrogenase was higher in <em>C. sanguinea</em> than that <em>C</em>. <em>alba</em> in June. There was no difference in phenylalanine ammonia-lyase activity between the studied species. The observed differences in the total hydrolysable tannins content in <em>C. alba</em>, <em>C. sanguinea</em> and <em>C. sericea</em> could be related to different quinate dehydrogenase activity. Some cross-species differences were observed in shikimate- and quinate dehydrogenase activity. The performed study of metabolite profiles and an analysis of enzyme activity would be useful for elucidating the regulatory mechanisms governing tannin synthesis in non-model species, such as <em>Cornus</em> species.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"119 ","pages":"Article 104946"},"PeriodicalIF":1.4,"publicationDate":"2024-12-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143154078","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 benzophenanthridines derivative from Dactylicapnos scandens and its chemotaxonomic significance
IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-12-25 DOI: 10.1016/j.bse.2024.104948
Bei Wang , Bin Hu , Xin-bo Pan , Shu-Hong Yang , Qi Yin , Xin-Guo Zhang
The comprehensive phytochemical investigation on the roots of Dactylicapnos scandens led to isolation of a new benzophenanthridines derivative dactylketone (1), as well as seventeen known compounds: three benzophenanthridines (24), eight aporphines (512), one protopines (13), and other alkaloids (1418). The chemical structures of these compounds were characterized by interpretation of NMR and MS spectroscopic and single-crystal X-ray diffraction data. The obtained results showed the abundance of isoquinoline alkaloids in D. scandens. Among them, compounds 1, 35 and 1418 were identified and reported from the genus Dactylicapnos for the first time, while aporphines 812 were previously obtained only from D. scandens. The chemotaxonomic significance of these isolated compounds was also discussed.
{"title":"A new benzophenanthridines derivative from Dactylicapnos scandens and its chemotaxonomic significance","authors":"Bei Wang ,&nbsp;Bin Hu ,&nbsp;Xin-bo Pan ,&nbsp;Shu-Hong Yang ,&nbsp;Qi Yin ,&nbsp;Xin-Guo Zhang","doi":"10.1016/j.bse.2024.104948","DOIUrl":"10.1016/j.bse.2024.104948","url":null,"abstract":"<div><div>The comprehensive phytochemical investigation on the roots of <em>Dactylicapnos scandens</em> led to isolation of a new benzophenanthridines derivative dactylketone (<strong>1</strong>), as well as seventeen known compounds: three benzophenanthridines (<strong>2</strong>–<strong>4</strong>), eight aporphines (<strong>5</strong>–<strong>12</strong>), one protopines (<strong>13</strong>), and other alkaloids (<strong>14</strong>–<strong>18</strong>). The chemical structures of these compounds were characterized by interpretation of NMR and MS spectroscopic and single-crystal X-ray diffraction data. The obtained results showed the abundance of isoquinoline alkaloids in <em>D. scandens</em>. Among them, compounds <strong>1</strong>, <strong>3</strong>–<strong>5</strong> and <strong>14</strong>–<strong>18</strong> were identified and reported from the genus <em>Dactylicapnos</em> for the first time, while aporphines <strong>8</strong>–<strong>12</strong> were previously obtained only from <em>D. scandens</em>. The chemotaxonomic significance of these isolated compounds was also discussed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"119 ","pages":"Article 104948"},"PeriodicalIF":1.4,"publicationDate":"2024-12-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143154080","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 constituents of Xylanche himalaica and their chemotaxonomic significance
IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-12-23 DOI: 10.1016/j.bse.2024.104947
Wei Nie , Li-Ping Feng , Jin-Fu Wan , Xiao-Hui Li , Ying-Jie Zhang , De-Huan Fu , Qian Li
Nineteen compounds were isolated from Xylanche himalaica., including ten triterpenoids (110), one phytosterol (11), five lignans (1216), two phenylethanoid glycosides (1718), and one iridoid glycoside (19). Their structures were characterized through NMR spectroscopy and compared with literature data. Nine compounds (13, 89, 12, 1415, 19) were first reported in the family Orobanchaceae; Ten compounds (13, 89, 1112, 1415 and 19) have never been found in the genus Xylanche and this plant before. Compounds 1 and 2 were discovered as natural products for the first time. Compound 19 is the first report of iridoid glycoside in this plant. Furthermore, the chemotaxonomic significance of these compounds was discussed.
{"title":"Chemical constituents of Xylanche himalaica and their chemotaxonomic significance","authors":"Wei Nie ,&nbsp;Li-Ping Feng ,&nbsp;Jin-Fu Wan ,&nbsp;Xiao-Hui Li ,&nbsp;Ying-Jie Zhang ,&nbsp;De-Huan Fu ,&nbsp;Qian Li","doi":"10.1016/j.bse.2024.104947","DOIUrl":"10.1016/j.bse.2024.104947","url":null,"abstract":"<div><div>Nineteen compounds were isolated from <em>Xylanche himalaica</em><strong>.</strong>, including ten triterpenoids (<strong>1</strong>–<strong>10</strong>), one phytosterol (<strong>11</strong>), five lignans (<strong>12</strong>–<strong>16</strong>), two phenylethanoid glycosides (<strong>17</strong>–<strong>18</strong>), and one iridoid glycoside (<strong>19</strong>). Their structures were characterized through NMR spectroscopy and compared with literature data. Nine compounds (<strong>1</strong>–<strong>3</strong>, <strong>8</strong>–<strong>9</strong>, <strong>12, 14</strong>–<strong>15</strong>, <strong>19</strong>) were first reported in the family Orobanchaceae; Ten compounds (<strong>1</strong>–<strong>3</strong>, <strong>8</strong>–<strong>9, 11</strong>–<strong>12, 14</strong>–<strong>15</strong> and <strong>19</strong>) have never been found in the genus <em>Xylanche</em> and this plant before<em>.</em> Compounds <strong>1</strong> and <strong>2</strong> were discovered as natural products for the first time. Compound <strong>19</strong> is the first report of iridoid glycoside in this plant. Furthermore, the chemotaxonomic significance of these compounds was discussed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"119 ","pages":"Article 104947"},"PeriodicalIF":1.4,"publicationDate":"2024-12-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143154079","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
The chemical composition of the stem bark of Picea jezoensis var. komarovii and its significance in chemotaxonomy
IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-12-20 DOI: 10.1016/j.bse.2024.104944
Mengwei Gao , Yue Zhang , Yan Piao, Lele Xu, Qiong Wu, Xiongjie Yin, Sihong Wang, Xinchun Yu, Changhao Zhang, Lili Jin
In this study, 24 compounds were isolated from the stem bark of Picea jezoensis var. komarovii (V.N. Vassil.) W.C.Cheng & L.K.Fu, comprising seven flavonoids (17), four phenolics (8, 10, 11, 17), one stilbene (9), two phenolic glycosides (12, 19), one coumarin (13), one organic acid (14), two lipids (15, 21), one aromatic glycoside (16), two acetophenone glycosides (18, 20), and three glycosides (2224). The chemical structures of these metabolites were elucidated by NMR spectroscopy and compared with previously reported data in the literature. Compounds 1, 13–16, 23, and 24 were first isolated from a plant of the genus Picea, and 19, 20, and 22 were first isolated from a plant belonging to the Pinaceae family. The chemotaxonomic significance of these compounds is discussed.
{"title":"The chemical composition of the stem bark of Picea jezoensis var. komarovii and its significance in chemotaxonomy","authors":"Mengwei Gao ,&nbsp;Yue Zhang ,&nbsp;Yan Piao,&nbsp;Lele Xu,&nbsp;Qiong Wu,&nbsp;Xiongjie Yin,&nbsp;Sihong Wang,&nbsp;Xinchun Yu,&nbsp;Changhao Zhang,&nbsp;Lili Jin","doi":"10.1016/j.bse.2024.104944","DOIUrl":"10.1016/j.bse.2024.104944","url":null,"abstract":"<div><div>In this study, 24 compounds were isolated from the stem bark of <em>Picea jezoensis</em> var. <em>komarovii</em> (V.N. Vassil.) W.C.Cheng &amp; L.K.Fu, comprising seven flavonoids (<strong>1</strong>–<strong>7</strong>), four phenolics (<strong>8</strong>, <strong>10</strong>, <strong>11</strong>, <strong>17</strong>), one stilbene (<strong>9</strong>), two phenolic glycosides <strong>(12</strong>, <strong>19</strong>), one coumarin (<strong>13</strong>), one organic acid (<strong>14</strong>), two lipids (<strong>15</strong>, <strong>21</strong>), one aromatic glycoside (<strong>16</strong>), two acetophenone glycosides (<strong>18</strong>, <strong>20</strong>), and three glycosides (<strong>22</strong>–<strong>24</strong>). The chemical structures of these metabolites were elucidated by NMR spectroscopy and compared with previously reported data in the literature. Compounds 1, 13–16, 23, and 24 were first isolated from a plant of the genus <em>Picea</em>, and 19, 20, and 22 were first isolated from a plant belonging to the Pinaceae family. The chemotaxonomic significance of these compounds is discussed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"119 ","pages":"Article 104944"},"PeriodicalIF":1.4,"publicationDate":"2024-12-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143154084","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
Phenolic compounds from Rosa omeiensis f. pteracantha and their chemotaxonomic significance
IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-12-19 DOI: 10.1016/j.bse.2024.104945
Junlei Chen , Mao Fu , Quan Chen , Caixia Du , Lili Luo , Chunmao Yuan , Liejun Huang , Zhanxing Hu , Xiaojiang Hao , Wei Gu
The investigation of the phytochemistry on the aerial parts of Rosa omeiensis f. pteracantha result in the isolation and authentication of one new phenolic compound, named methyl gallate 3-O-β-D-(6′-O-(p-hydroxybenzoyl))-glucopyranoside (1), along with nine known ones (210), and one prenylated benzoic acid derivative (11). The structure of the new compound was unambiguously characterized by comprehensive analysis of IR, UV, HR-ESI-MS, 1D NMR, and 2D NMR spectra, as well as comparative literature on optical rotation. Other compounds were identified as known structures by referencing their NMR data with literatures. All the isolated compounds were reported for the first time from R. omeiensis f. pteracantha. The chemotaxonomic significances of isolated compounds were discussed accordingly.
{"title":"Phenolic compounds from Rosa omeiensis f. pteracantha and their chemotaxonomic significance","authors":"Junlei Chen ,&nbsp;Mao Fu ,&nbsp;Quan Chen ,&nbsp;Caixia Du ,&nbsp;Lili Luo ,&nbsp;Chunmao Yuan ,&nbsp;Liejun Huang ,&nbsp;Zhanxing Hu ,&nbsp;Xiaojiang Hao ,&nbsp;Wei Gu","doi":"10.1016/j.bse.2024.104945","DOIUrl":"10.1016/j.bse.2024.104945","url":null,"abstract":"<div><div>The investigation of the phytochemistry on the aerial parts of <em>Rosa omeiensis</em> f. <em>pteracantha</em> result in the isolation and authentication of one new phenolic compound, named methyl gallate 3-<em>O</em>-<em>β</em>-D-(6′-<em>O</em>-(<em>p</em>-hydroxybenzoyl))-glucopyranoside (<strong>1</strong>), along with nine known ones (<strong>2</strong>–<strong>10</strong>), and one prenylated benzoic acid derivative (<strong>11</strong>). The structure of the new compound was unambiguously characterized by comprehensive analysis of IR, UV, HR-ESI-MS, 1D NMR, and 2D NMR spectra, as well as comparative literature on optical rotation. Other compounds were identified as known structures by referencing their NMR data with literatures. All the isolated compounds were reported for the first time from <em>R</em>. <em>omeiensis</em> f. <em>pteracantha</em>. The chemotaxonomic significances of isolated compounds were discussed accordingly.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"119 ","pages":"Article 104945"},"PeriodicalIF":1.4,"publicationDate":"2024-12-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143154083","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
Epicuticular wax of red mangrove leaves from an urban bay: Chemical composition and micromorphology
IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-12-16 DOI: 10.1016/j.bse.2024.104942
Cristiane Pimentel Victório , Guilherme Torres Alves , Naomi Kato Simas , Rosani do Carmo de Oliveira Arruda
This study evaluated the chemical composition of epicuticular wax and micromorphology of Rhizophora mangle L. (red mangrove) leaves collected in mangroves around an urban bay in Rio de Janeiro State, Brazil. Chemical results indicate that epicuticular waxes contain taraxerol, β-amyrin, lupeol and triterpenes acetate as the main compounds. Samples from the Marambaia site were quantitatively different from those collected at Coroa Grande. The content of taraxerol and β-amyrin in leaf waxes from Marambaia was less than 5%, while lupeol (76.62%) was the main compound at this site. Triterpenes of lupane group, such as lupeyl acetate, showed high concentrations in the leaf waxes from typical and hypersaline (salt marsh) areas. We further observed that epicuticular wax varies in shape (crusts, granules or platelets) according to the collection site with a predominant formation of crusts across sites. Energy Dispersive X-Ray Spectroscopy coupled with Scanning Electron Microscopy (EDX-SEM) analysis indicated the presence of Na, Cl, Ca and other elements in the epicuticular wax of leaves from different locations, indicating that R. mangle, a species without secretory salt trichomes, eliminates salts through the leaf surface by permeability conferred by triterpene composition.
{"title":"Epicuticular wax of red mangrove leaves from an urban bay: Chemical composition and micromorphology","authors":"Cristiane Pimentel Victório ,&nbsp;Guilherme Torres Alves ,&nbsp;Naomi Kato Simas ,&nbsp;Rosani do Carmo de Oliveira Arruda","doi":"10.1016/j.bse.2024.104942","DOIUrl":"10.1016/j.bse.2024.104942","url":null,"abstract":"<div><div>This study evaluated the chemical composition of epicuticular wax and micromorphology of <em>Rhizophora mangle</em> L. (red mangrove) leaves collected in mangroves around an urban bay in Rio de Janeiro State, Brazil. Chemical results indicate that epicuticular waxes contain taraxerol, β-amyrin, lupeol and triterpenes acetate as the main compounds. Samples from the Marambaia site were quantitatively different from those collected at Coroa Grande. The content of taraxerol and β-amyrin in leaf waxes from Marambaia was less than 5%, while lupeol (76.62%) was the main compound at this site. Triterpenes of lupane group, such as lupeyl acetate, showed high concentrations in the leaf waxes from typical and hypersaline (salt marsh) areas. We further observed that epicuticular wax varies in shape (crusts, granules or platelets) according to the collection site with a predominant formation of crusts across sites. Energy Dispersive X-Ray Spectroscopy coupled with Scanning Electron Microscopy (EDX-SEM) analysis indicated the presence of Na, Cl, Ca and other elements in the epicuticular wax of leaves from different locations, indicating that <em>R. mangle</em>, a species without secretory salt trichomes, eliminates salts through the leaf surface by permeability conferred by triterpene composition.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"119 ","pages":"Article 104942"},"PeriodicalIF":1.4,"publicationDate":"2024-12-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143154081","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 constituents from Galium aparine and their chemotaxonomic significance
IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-12-16 DOI: 10.1016/j.bse.2024.104943
Ruiqing Wu , Zheng Zhang , Jianrou Qin , Yanqing Wu , Feng Yang , Jiafeng Li , Huankai Yao , Yan Li
Phytochemical investigation on Galium aparine has led to the identification of 22 compounds including nine flavonoids (19), five phenolic acids (1014), one iridoid (15), two anthraquinones (1617), three nucleosides (1820) and two steroids (2122). Their structures were determined by analysis of NMR spectra and comparison with the reported data. Among these compounds, compounds 4, 5, 7, 9, 16 and 17 were found in the family Rubiaceae for the first time. And compounds 2, 6, 8 and 15 were firstly found in the genus Galium. Furthermore, the chemotaxonomic significance of the compounds isolated is summarized.
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引用次数: 0
Chemical constituents from the pericarps of Zanthoxylum bungeanum Maxim. and their chemotaxonomic significance
IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-12-13 DOI: 10.1016/j.bse.2024.104941
Di-Wei Ma , Khalid Hassan Mohamed , Jian-Lin Hu , Chang-Qin Yin , Yu-Bin Wei , Xiao-Pan Chai , Qing-Bao Zhang , Lan-Chun Zhang , Jia Liu , Hao-Fei Yu
The phytochemical investigation of the dry pericarps of Zanthoxylum bungeanum Maxim. led to the isolation of 24 known compounds (124), including nine types of structural skeletons. The structures of the compounds were determined by comparison of their physical and spectroscopic data with those reported in literatures. Compounds 13, 22, and 24 were found for the first time within the genus Zanthoxylum, while compound 23 was previously unreported in Z. bungeanum. The chemophenetic significance of isolates was meticulously introduced. Interestingly, compounds 3, 4, and 6 showed significant antimicrobial activity against both normal and drug-resistant strains of Escherichia coli, with their effectiveness comparable to the well-known botanical antibacterial drug berberine.
{"title":"Chemical constituents from the pericarps of Zanthoxylum bungeanum Maxim. and their chemotaxonomic significance","authors":"Di-Wei Ma ,&nbsp;Khalid Hassan Mohamed ,&nbsp;Jian-Lin Hu ,&nbsp;Chang-Qin Yin ,&nbsp;Yu-Bin Wei ,&nbsp;Xiao-Pan Chai ,&nbsp;Qing-Bao Zhang ,&nbsp;Lan-Chun Zhang ,&nbsp;Jia Liu ,&nbsp;Hao-Fei Yu","doi":"10.1016/j.bse.2024.104941","DOIUrl":"10.1016/j.bse.2024.104941","url":null,"abstract":"<div><div>The phytochemical investigation of the dry pericarps of <em>Zanthoxylum bungeanum</em> Maxim. led to the isolation of 24 known compounds (<strong>1</strong>–<strong>24</strong>), including nine types of structural skeletons. The structures of the compounds were determined by comparison of their physical and spectroscopic data with those reported in literatures. Compounds <strong>13</strong>, <strong>22</strong>, and <strong>24</strong> were found for the first time within the genus <em>Zanthoxylum</em>, while compound <strong>23</strong> was previously unreported in <em>Z. bungeanum</em>. The chemophenetic significance of isolates was meticulously introduced. Interestingly, compounds <strong>3</strong>, <strong>4</strong>, and <strong>6</strong> showed significant antimicrobial activity against both normal and drug-resistant strains of <em>Escherichia coli</em>, with their effectiveness comparable to the well-known botanical antibacterial drug berberine.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"119 ","pages":"Article 104941"},"PeriodicalIF":1.4,"publicationDate":"2024-12-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143154064","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
期刊
Biochemical Systematics and Ecology
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