Xue-Ying Lin , Gui-Fei Chen , Zi-Xiao Jiang , Yi-Tao Xing , Yang-Yang Liu
{"title":"New terpenoids from Callicarpa nudiflora and their chemotaxonomic significance","authors":"Xue-Ying Lin , Gui-Fei Chen , Zi-Xiao Jiang , Yi-Tao Xing , Yang-Yang Liu","doi":"10.1016/j.bse.2024.104872","DOIUrl":"10.1016/j.bse.2024.104872","url":null,"abstract":"<div><p>The comprehensive phytochemical investigation of the <em>Callicarpa nudiflora</em> resulted in the isolation of a new labdane diterpenoid 16(<em>R</em>/<em>S</em>)-3,4-<em>seco</em>-11<em>E</em>,13<em>E</em>-labdien-15,16-olide-3-al (<strong>2</strong>), together with sixteen known compounds: two sesquiterpenoids (1<em>R</em>,3<em>S</em>,4<em>R</em>,5<em>S</em>,9<em>S</em>)-3,4-epoxy-5-hydroxy-8(13)-caryophyllen (<strong>1</strong>), and 4<em>β</em>,10<em>α</em>-aromadendranediol (<strong>3</strong>), eight labdane analogues (<strong>4</strong>–<strong>11</strong>), a pimarane-type diterpenoid (<strong>12</strong>), three flavonoids (<strong>13</strong>–<strong>15</strong>), and two lignans (<strong>16</strong>, <strong>and 17</strong>). The structures were elucidated by extensive NMR and HRESIMS analysis. This marks the first comprehensive report of the NMR data of compound <strong>1</strong>, as well as the absolute configurations of compounds <strong>1</strong> and <strong>3</strong>. The chemotaxonomic significance of the isolated compounds was also discussed. Compounds <strong>1</strong>, <strong>3</strong>, <strong>14</strong>, <strong>16</strong>, and <strong>17</strong> were being reported from the genus <em>Callicarpa</em> for the first time, while 3,4-<em>seco</em>-labdane diterpenoids <strong>4</strong>–<strong>11</strong> were previously obtained only from <em>C. nudiflora.</em></p></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"116 ","pages":"Article 104872"},"PeriodicalIF":1.4,"publicationDate":"2024-07-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141731776","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}
Han-Lei Wang , Jing Lu , Xue-Lin Chen , Ru Li , Kun Zhang , Yu-Ling Guo , Xia Zhao , Yu-Mei Zhang
{"title":"Chemical constituents from Ficus tikoua and chemotaxonomic significance","authors":"Han-Lei Wang , Jing Lu , Xue-Lin Chen , Ru Li , Kun Zhang , Yu-Ling Guo , Xia Zhao , Yu-Mei Zhang","doi":"10.1016/j.bse.2024.104870","DOIUrl":"10.1016/j.bse.2024.104870","url":null,"abstract":"<div><p>The phytochemical composition of <em>Ficus tikoua</em> Bur. was studied, from which fourteen compounds were isolated, including four phenolics (<strong>1</strong>-<strong>4</strong>), one aromatic alcohol glycoside (<strong>5</strong>), two benzofuran derivatives (<strong>6</strong>–<strong>7</strong>), five sesquiterpenes (<strong>8</strong>–<strong>12</strong>), one lignan (<strong>13</strong>) and one alkaloid (<strong>14</strong>). The structures of these compounds were determined by MS, NMR spectroscopy, and comparison with the published spectroscopic data. Compounds <strong>1</strong>–<strong>3</strong>, <strong>5</strong>, and <strong>7</strong>–<strong>14</strong> were firstly isolated from <em>F. tikoua</em>, and compounds <strong>1, 5, 10, 11, 13</strong> and <strong>14</strong> were reported from genus <em>Ficus</em> for the first time. Furthermore, the research discussed the taxonomic significance of the isolated compounds, and enriched the knowledge of the chemical classification of genus <em>Ficus</em>.</p></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"116 ","pages":"Article 104870"},"PeriodicalIF":1.4,"publicationDate":"2024-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141639383","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}
Bruk Lemma , Tobias Bromm , Wolfgang Zech , Michael Zech , Sileshi Nemomissa , Bruno Glaser
{"title":"Terpenoid profiling of keystone plant species of the Bale Mountains, Ethiopia: Implications for chemotaxonomy and paleovegetation studies","authors":"Bruk Lemma , Tobias Bromm , Wolfgang Zech , Michael Zech , Sileshi Nemomissa , Bruno Glaser","doi":"10.1016/j.bse.2024.104865","DOIUrl":"10.1016/j.bse.2024.104865","url":null,"abstract":"<div><p>The Sanetti Plateau is Africa's largest Afro-alpine ecosystem. As part of an ongoing effort to reconstruct the paleo-extent of Ericaceous vegetation in this ecosystem, we aim to identify unambiguous <em>Erica</em> biomarkers. Here, we present a respective study focusing on plant-derived terpenoids. Terpenoids from seven keystone plant species were identified and quantified using gas chromatography-mass spectrometry (GC-MS). Widely employed angiosperm biomarkers such as lupane, oleanane, ursane, and taraxastane-type triterpenoid alcohols, acids, and esters were detected with a more ample presence in <em>Erica</em> species and <em>Lobelia rhynchopetalum</em>. Ursolic acid is always the predominant triterpenoid, followed by oleanolic acid. The beta- and alpha-amyrin triterpenoids allowed distinguishing <em>Erica trimera</em> from the other plants in hierarchical cluster analysis (HCA). The nearly exclusive presence of amyrin acetate in particular and the total terpenoid content in <em>Erica</em> species corroborate the potential of terpenoid biomarkers for reconstructing the paleo-extent of Ericaceous vegetation in the soil and sediments. Moreover, 3beta-taraxerol may serve as a proxy to distinguish the morphologically and ecologically very similar <em>Erica trimera</em> and <em>Erica arborea</em>. Given that the diagenetic alteration of taraxerol as well as other terpenoid biomarkers should not be overlooked, ongoing research is needed and encouraged to address this issue.</p></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"116 ","pages":"Article 104865"},"PeriodicalIF":1.4,"publicationDate":"2024-07-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0305197824000838/pdfft?md5=08fb413dc601c1ba2fc6966905059836&pid=1-s2.0-S0305197824000838-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141623788","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}
Marc 2 Mabounda Moutsinga , Guy Raymond Feuya Tchouya , Hibrahim Foundikou , Paulin Nkolo , Jean Jules Kezetas Bankeu , Bruno Ndjakou Lenta , Jacques Lebibi
{"title":"Phytochemical study of the leaves of Coelocaryon klainei Pierre ex Heckel (Myristicaceae)","authors":"Marc 2 Mabounda Moutsinga , Guy Raymond Feuya Tchouya , Hibrahim Foundikou , Paulin Nkolo , Jean Jules Kezetas Bankeu , Bruno Ndjakou Lenta , Jacques Lebibi","doi":"10.1016/j.bse.2024.104866","DOIUrl":"https://doi.org/10.1016/j.bse.2024.104866","url":null,"abstract":"<div><p>The present study deals with the phytochemical study of the leaf extract of <em>C. klainei</em>, a plant used in folk medicine to treat diabetes, venereal diseases, hypertension, malaria, cough and hemorrhoids. The liquid-liquid extraction and chromatographic separation of the dichloromethane/methanol (1:1) extract of this plant led to the isolation of eleven (11) known compounds identified from the analysis of their spectroscopic and physical data, and in comparison, with data from the literature. These compounds were identified to hentriancontane (<strong>1</strong>), <em>β</em>-sitosterol (<strong>2</strong>), stigmasterol (<strong>3</strong>), <em>β</em>-amyrin (<strong>4</strong>), betulinic acid (<strong>5</strong>), sitosterol-3-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>6</strong>), diosmetin (<strong>7</strong>), iristectorigenin A (<strong>8)</strong>, gallic acid (<strong>9</strong>), bergenin (<strong>10</strong>) and scyllitol (<strong>11</strong>) respectively. Furthermore, the chemotaxonomic significance of these compounds was discussed.</p></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"116 ","pages":"Article 104866"},"PeriodicalIF":1.4,"publicationDate":"2024-07-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141596025","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}
Ahmed Ashour , Reham M. Samra , Mohamed Samir Darwish , Noha A. Abou-Zeid , Ahmed A. Zaki
{"title":"Antidiabetic and prebiotic activities of flavonoids from Cyperus conglomeratus rottb","authors":"Ahmed Ashour , Reham M. Samra , Mohamed Samir Darwish , Noha A. Abou-Zeid , Ahmed A. Zaki","doi":"10.1016/j.bse.2024.104867","DOIUrl":"https://doi.org/10.1016/j.bse.2024.104867","url":null,"abstract":"<div><p>One new flavan (1), besides four known flavanones (<strong>2</strong>–<strong>5</strong>), was isolated from the aerial parts of <em>Cyperus conglomeratus</em> Rottb. Their structures were established by spectroscopic methods including one and two-dimensional NMR and high-resolution MS. Their antidiabetic activity was evaluated by measuring the inhibitory effect on α-amylase, α-glucosidase, and glycogen phosphorylase. The prebiotic activity was assessed utilizing two probiotic <em>Lacticaseibacillus</em> strains. The effect of the compounds on the enzyme profile of the tested probiotic strains was also evaluated. The promising activity against the tested enzymes was shown by compounds <strong>2</strong> and <strong>4</strong>. All compounds exhibited an enhancement in alkaline phosphatase activity in the enzyme profile of <em>Lb. rhamnosus</em> and <em>Lb. paracasei</em>. This study demonstrated that the isolated flavonoids could be used as dietary supplements or in the development of functional foods for diabetes and prebiotics.</p></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"116 ","pages":"Article 104867"},"PeriodicalIF":1.4,"publicationDate":"2024-07-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141582334","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}
Azra Đulović , Marcus A. Koch , Panumart Thongyoo , David I. Pattison , Ivica Blažević , Patrick Rollin , Niels Agerbirk
{"title":"Glucosinolates in non-Brassicales plant species: Critical literature evaluation and testing of two high chemical quality reports","authors":"Azra Đulović , Marcus A. Koch , Panumart Thongyoo , David I. Pattison , Ivica Blažević , Patrick Rollin , Niels Agerbirk","doi":"10.1016/j.bse.2024.104864","DOIUrl":"https://doi.org/10.1016/j.bse.2024.104864","url":null,"abstract":"<div><p>Glucosinolates (GSLs) are secondary metabolites mainly found in the plant order Brassicales. We critically evaluate reports of GSLs in other orders of flowering plants, propose standards for future reports and subject two cases to rigorous testing. Reports of GSLs in non-Brassicales species should live up to state-of-the-art scientific standards concerning chemical evidence, botanical evidence and biological replication. Occurrence of GSLs in the family Putranjivaceae, order Malpighiales (genera <em>Putranjiva</em> and <em>Drypetes</em>) was reasonably supported, but state-of-the-art confirmation was required. Hence, the taxonomic identity of <em>Putranjiva roxbughii</em> seeds with the previously known GSL profile was confirmed using DNA-based methods. Similarly, good suggestive evidence exist from the family Violaceae, order Malpighiales, but in need of confirmation. No other report of any GSL in a non-Brassicales species meet the proposed scientific standards, but suggestive evidence exists for the family Phytolaccaceae, order Caryophyllales and to a lesser extent family Celastraceae, order Celastrales. A recent report of a GSL in a tropical plant suggested to be a species in the order Sapindales was subjected to a rigorous testing in terms of chemical analysis, biological replication and botanical identification including DNA sequencing. We confirmed the original report concerning chemical structure and reproducibility but revised the botanical identification to a species from the Brassicales order (family Capparidaceae). Hence this paper also reports myrosinase activity, isothiocyanate-type GSL products from roots and stems, and GSL profile of roots, stems, leaves and fruits of <em>Capparis sepiaria</em> L., dominated by Leu-derived 2-methylpropyl GSL in vegetative parts, Val-derived 1-methylethyl GSL and Ile-derived 1-methylpropyl GSL in fruits, and additionally Trp-derived indol-3-ylmethyl GSL and 4-hydroxyindol-3-ylmethyl GSL in immature fruits. Several other GSLs were searched for and conclusively not found above the limit of detection.</p></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"116 ","pages":"Article 104864"},"PeriodicalIF":1.4,"publicationDate":"2024-07-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0305197824000826/pdfft?md5=b1eea8b4e548fb20c962e24f24f81667&pid=1-s2.0-S0305197824000826-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141540539","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}
Malong Qin , Wen Gao , Haiyin Wang , Shanze Yin , Jianlin Hu , Weimin Gao , Caifeng Ding
{"title":"Monoterpenoid indole alkaloids from the stem barks of Voacanga africana and their chemotaxonomic significance","authors":"Malong Qin , Wen Gao , Haiyin Wang , Shanze Yin , Jianlin Hu , Weimin Gao , Caifeng Ding","doi":"10.1016/j.bse.2024.104863","DOIUrl":"https://doi.org/10.1016/j.bse.2024.104863","url":null,"abstract":"<div><p>The phytochemical investigation of the stem barks of <em>Voacanga africana</em> resulted in the isolation of fifteen known monoterpenoid indole alkaloids (<strong>1</strong>–<strong>15</strong>). The structures of the alkaloids were determined by comparison of their physical and spectroscopic data with those reported in literature. Twelve of these metabolites (<strong>4</strong>–<strong>15</strong>) were previously unreported within the genus <em>Voacanga</em>, thus they can serve as chemotaxonomic markers for <em>V. africana</em> to differentiate between <em>V. africana</em> from other species of the genus <em>Voacanga</em>. The alkaloids 3-oxoconopharyngine (<strong>6</strong>), ervahainanmine (<strong>10</strong>), crassanine (<strong>14</strong>) and conolobine A (<strong>15</strong>) hold the potential to serve as chemical markers for distinguishing <em>V. africana</em> from other family species. Furthermore, compounds <strong>3</strong>, <strong>6</strong>, <strong>10</strong>, <strong>12</strong> showed potential antimicrobial activities against <em>Candida albicans</em> and <em>Bacillus subtilis</em> with MIC values of 6.25–12.50 μg/mL.</p></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"116 ","pages":"Article 104863"},"PeriodicalIF":1.4,"publicationDate":"2024-06-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141438644","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}
Olga V. Kotsupiy , Altynai А. Achimova , Elena V. Zhmud , Natasha Williams , Irina N. Kuban , Olga V. Dorogina , Elena P. Khramova
{"title":"Secondary metabolites in rhizomes of wild Rhodiola rosea representatives from various ecological and geographical conditions in the Altai Mountains","authors":"Olga V. Kotsupiy , Altynai А. Achimova , Elena V. Zhmud , Natasha Williams , Irina N. Kuban , Olga V. Dorogina , Elena P. Khramova","doi":"10.1016/j.bse.2024.104860","DOIUrl":"https://doi.org/10.1016/j.bse.2024.104860","url":null,"abstract":"<div><p>The purpose of this study is to identify the most productive cenopopulations (CP) of the rare species <em>Rhodiola rosea</em> based on the accumulation of biologically active compounds in the rhizomes in 14 CP from different ecological and geographical conditions of Altai Mountains. The composition and content of 11 components, including salidroside, tyrosol, (+)-catechin, epigallocatechin gallate, rosarin, rosavin, rosin, cinnamyl alcohol, rhodiosin, and rhodionin, were determined by HPLC analysis. The composition of phenolic compounds (PC) in the studied CPs of <em>R. rosea</em> was stable. The amounts of each of the 11 components of the PC and groups of compounds were different in the CPs from different ecological and geographical conditions. The highest and lowest levels of phenylpropanoids (PP) were found in individuals from the Ust-Kan region. These are CP1, from the Baschelaksky ridge, 2000 m above sea level (masl), and CP7 in the Talkash River valley, 1200 m above sea level (4613.1 ± 170.1 and 1362.0 ± 57.0 mg/100 g, respectively). The highest content of PP was found in the samples from seven CPs. Of these, 60% grew in the milder climatic conditions (Ust-Kan region). In terms of individual variability in PC content in two model CPs of <em>R. rosea</em>, a significantly higher content of most PC groups was found in the representatives from more stressful high-mountain conditions (2000 masl) in alpine zone, compared with the same indicators in plants growing at lower altitude in forest zone (1500 masl) (classification of N.I. Makunina, 2016). Selection of the most productive forms of this valuable medicinal species would allow for their <em>in vitro</em> introduction and micropropagation into the culture.</p></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"116 ","pages":"Article 104860"},"PeriodicalIF":1.6,"publicationDate":"2024-06-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141423085","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}
Man Li , Pengcheng Yang , Mei Jin , Tieqiang Zong , Junnan Li , Sainan Li , Long Jin , Jinfeng Sun , Shengbao Diao , Wei Zhou , Gao Li
{"title":"Phytochemical and chemotaxonomic investigations on the fruit parts of Illicium verum Hook. f","authors":"Man Li , Pengcheng Yang , Mei Jin , Tieqiang Zong , Junnan Li , Sainan Li , Long Jin , Jinfeng Sun , Shengbao Diao , Wei Zhou , Gao Li","doi":"10.1016/j.bse.2024.104861","DOIUrl":"https://doi.org/10.1016/j.bse.2024.104861","url":null,"abstract":"<div><p>Phytochemical studies on the fruits of <em>Illicium verum</em> Hook. f., also known as star anise (Magnoliaceae), resulted in the isolation of thirty-five compounds, including ten phenylpropanoids (<strong>1</strong>–<strong>10</strong>), eight phenolic glycosides (<strong>11</strong>–<strong>18</strong>), five benzoic acids (<strong>19</strong>–<strong>23</strong>), four flavonoids (<strong>24</strong>–<strong>27</strong>), four lignans (<strong>28</strong>–<strong>31</strong>), three organic acids (<strong>32</strong>–<strong>34</strong>), and one monoterpenoid (<strong>35</strong>). The structures of these metabolites were determined through NMR spectroscopy analysis and comparison with existing literature. This is the first confirmation of the presence of eight compounds (<strong>1</strong>, <strong>4</strong>–<strong>7</strong>, <strong>13</strong>, <strong>34</strong> and <strong>35</strong>) isolated from the family Magnoliaceae, one compound (<strong>11</strong>) from the genus <em>Illicium</em>, and three compounds (<strong>12</strong>, <strong>28</strong>, <strong>30</strong>) from <em>I. verum</em>. Furthermore, the taxonomic significance of these compounds was discussed.</p></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"116 ","pages":"Article 104861"},"PeriodicalIF":1.6,"publicationDate":"2024-06-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141329041","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 pair of cadinane-type sesquiterpene enantiomers and other chemical constituents from the whole plants of Chloranthus henryi","authors":"Meng-Li He, Lian-Lian Xu, Shi-Qin Fu, Yang Liu, Yong-Ming Luo, Fang-You Chen","doi":"10.1016/j.bse.2024.104862","DOIUrl":"https://doi.org/10.1016/j.bse.2024.104862","url":null,"abstract":"<div><p>Continual phytochemical investigation on the whole plants of <em>Chloranthus henryi</em> Hemsl afforded fourteen compounds (<strong>1</strong>–<strong>14</strong>), including eight sesquiterpene monomers (<strong>1</strong>–<strong>8</strong>), four sesquiterpene dimers (<strong>9</strong>–<strong>12</strong>), a diterpene (<strong>13</strong>), and a simple coumarin (<strong>14</strong>). The structures of these compounds were assigned by means of spectroscopic techniques and ECD calculations. Compounds <strong>1a</strong> and <strong>1b</strong> are a pair of cadinane-type sesquiterpene enantiomers, while compounds <strong>3</strong>–<strong>7</strong> and <strong>11</strong>–<strong>14</strong> are isolated from <em>C</em>. <em>henryi</em> for the first time. Moreover, the chemotaxonomic significance corresponding to the aforementioned compounds was investigated.</p></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"116 ","pages":"Article 104862"},"PeriodicalIF":1.6,"publicationDate":"2024-06-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141329042","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}