A new isoindole alkaloid, 6-hydroxy-2-(4'''-hydroxy-3'''-methoxyphenethyl)-4-(4'-hydroxy-3'-methoxyphenyl)-7-methoxy-1H-benzo[f]isoindole-1,3(2H)-dione, named oleraisoindole B was isolated from Portulaca oleracea L., its structure was elucidated using NMR and UHPLC-ESI-Q-TOF/MS spectroscopic methods, and presented anti-inflammatory activity at 5 μM.
{"title":"A new alkaloid from <i>Portulaca oleracea</i> L. with its anti-inflammatory activity.","authors":"Junjie Yao, Lina Wang, Peishan Liu, Mingyang Song, Jiayin Tian, Fan He, Xixiang Ying","doi":"10.1515/znc-2022-0245","DOIUrl":"10.1515/znc-2022-0245","url":null,"abstract":"<p><p>A new isoindole alkaloid, 6-hydroxy-2-(4'''-hydroxy-3'''-methoxyphenethyl)-4-(4'-hydroxy-3'-methoxyphenyl)-7-methoxy-1<i>H</i>-benzo[f]isoindole-1,3(2<i>H</i>)-dione, named oleraisoindole B was isolated from <i>Portulaca oleracea</i> L., its structure was elucidated using NMR and UHPLC-ESI-Q-TOF/MS spectroscopic methods, and presented anti-inflammatory activity at 5 μM.</p>","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":" ","pages":"409-413"},"PeriodicalIF":2.0,"publicationDate":"2023-09-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10564928","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}
Black rice (Oryza sativa L.) is a rich source of phenolics and anthocyanins. It was aimed to investigate the effect of different extraction methods such as conventional solvent extraction, ultrasound-assisted extraction (UAE), and microwave-assisted extraction (MAE) on antioxidant activity and phenolic profiling of black rice free, esterified, and bound phenolics fractions. Spectrophotometric methods were used to evaluate antioxidant activity and HPTLC was used for phenolics profiling. The highest content of % yield, total anthocyanin (TAC), total phenolic (TPC), and total flavonoid (TFC) contents were detected in MAE. It was also observed that antioxidant activity based on DPPH, ABTS, superoxide radical-scavenging and ferric reducing antioxidant power (FRAP) assays showed highest activity in MAE. Eight phenolic compounds were identified and quantified by a validated HPTLC method. MAE showed most abundant phenolic compounds. A significant positive correlation was established between % yield, total phenolic content, and total flavonoid content (p < 0.05) where a significant negative correlation was established between % yield, TPC, and TFC with IC50 of antioxidant activity (p < 0.05). Diverse phenolic contents and antioxidant activity were studied with different forms of phenolics with the different extraction methods. It designates that the extraction techniques had effects on the bioactive compounds as well biological properties.
{"title":"Evaluation of maceration, microwave, ultrasound-assisted extraction methods on free, esterified and bound phenolic profile and antioxidant activity of black rice.","authors":"Md Latifur Rahman, Subhajit Mandal, Priya Das, Gouhar Jahan Ashraf, Tarun Kumar Dua, Paramita Paul, Gouranga Nandi, Ranabir Sahu","doi":"10.1515/znc-2023-0085","DOIUrl":"10.1515/znc-2023-0085","url":null,"abstract":"<p><p>Black rice (<i>Oryza sativa</i> L.) is a rich source of phenolics and anthocyanins. It was aimed to investigate the effect of different extraction methods such as conventional solvent extraction, ultrasound-assisted extraction (UAE), and microwave-assisted extraction (MAE) on antioxidant activity and phenolic profiling of black rice free, esterified, and bound phenolics fractions. Spectrophotometric methods were used to evaluate antioxidant activity and HPTLC was used for phenolics profiling. The highest content of % yield, total anthocyanin (TAC), total phenolic (TPC), and total flavonoid (TFC) contents were detected in MAE. It was also observed that antioxidant activity based on DPPH, ABTS, superoxide radical-scavenging and ferric reducing antioxidant power (FRAP) assays showed highest activity in MAE. Eight phenolic compounds were identified and quantified by a validated HPTLC method. MAE showed most abundant phenolic compounds. A significant positive correlation was established between % yield, total phenolic content, and total flavonoid content (<i>p</i> < 0.05) where a significant negative correlation was established between % yield, TPC, and TFC with IC<sub>50</sub> of antioxidant activity (<i>p</i> < 0.05). Diverse phenolic contents and antioxidant activity were studied with different forms of phenolics with the different extraction methods. It designates that the extraction techniques had effects on the bioactive compounds as well biological properties.</p>","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":" ","pages":"389-398"},"PeriodicalIF":2.0,"publicationDate":"2023-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10182471","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":"Corrigendum to: Proximate analysis and fatty acid, mineral and soluble carbohydrate profiles of some brown macroalgae collected from Türkiye coasts.","authors":"Aysun Yücetepe, Elif Feyza Aydar, Emine Şükran Okudan, Beraat Özçelik, Gökhan Durmaz","doi":"10.1515/znc-2023-2001","DOIUrl":"10.1515/znc-2023-2001","url":null,"abstract":"","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":" ","pages":"441"},"PeriodicalIF":2.0,"publicationDate":"2023-09-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10261400","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}
This study was to compare GABase [a mixture of γ-aminobutyric acid (GABA) aminotransferase and succinic semialdehyde dehydrogenase] and glutaminase inhibitory activities of 20 herbal extracts and investigate the isolation, structural elucidation and those inhibitory activities of three acylated flavonol monoglycosides from the selected extract of Laurus nobilis L. (laurel). On the basis of the NMR spectroscopic data and the ESI MS spectra together with the comparison with the literature values, three compounds were identified as kaempferol-3-O-(4″-E-p-coumaroyl)-α-l-rhamnopyranoside (1), kaempferol-3-O-(3″,4″-di-E-p-coumaroyl)-α-l-rhamnopyranoside (2) and kaempferol-3-O-(2″,4″-di-E-p-coumaroyl)-α-l-rhamnopyranoside (3), respectively. The IC50 values of GABase inhibitory activity of 1-3 and p-hydroxybenzaldehyde (HBA) as control were 0.24 mM, 0.14 mM, 0.12 mM and 0.43 mM, respectively. Additionally, the IC50 values of glutaminase inhibitory activity of 1-3 and 6-diazo-5-oxo-l-norleucine (DON) as control were 0.34 mM, 0.13 mM, 0.14 mM and 0.33 mM, respectively. The results suggest that the extract from laurel shows the strongest biological activities among 20 herbal extracts and three acylated flavonol monoglycosides may serve as potential lead compounds for the prevention and treatment of neurodegenerative and lifestyle-related diseases by targeting GABase and glutaminase. This is the first report on GABase and glutaminase inhibitory activities of 1-3.
{"title":"GABase and glutaminase inhibitory activities of herbal extracts and acylated flavonol monoglycosides isolated from the leaves of <i>Laurus nobilis</i> L.","authors":"Atsumi Shimada, Hiroshi Ueno, Kohei Kawabata, Masanori Inagaki","doi":"10.1515/znc-2023-0047","DOIUrl":"10.1515/znc-2023-0047","url":null,"abstract":"<p><p>This study was to compare GABase [a mixture of <i>γ</i>-aminobutyric acid (GABA) aminotransferase and succinic semialdehyde dehydrogenase] and glutaminase inhibitory activities of 20 herbal extracts and investigate the isolation, structural elucidation and those inhibitory activities of three acylated flavonol monoglycosides from the selected extract of <i>Laurus nobilis</i> L. (laurel). On the basis of the NMR spectroscopic data and the ESI MS spectra together with the comparison with the literature values, three compounds were identified as kaempferol-3-<i>O</i>-(4″-<i>E</i>-<i>p</i>-coumaroyl)-<i>α</i>-l-rhamnopyranoside (<b>1</b>), kaempferol-3-<i>O</i>-(3″,4″-di-<i>E</i>-<i>p</i>-coumaroyl)-<i>α</i>-l-rhamnopyranoside (<b>2</b>) and kaempferol-3-<i>O</i>-(2″,4″-di-<i>E</i>-<i>p</i>-coumaroyl)-<i>α</i>-l-rhamnopyranoside (<b>3</b>), respectively. The IC<sub>50</sub> values of GABase inhibitory activity of <b>1-3</b> and <i>p</i>-hydroxybenzaldehyde (HBA) as control were 0.24 mM, 0.14 mM, 0.12 mM and 0.43 mM, respectively. Additionally, the IC<sub>50</sub> values of glutaminase inhibitory activity of <b>1-3</b> and 6-diazo-5-oxo-l-norleucine (DON) as control were 0.34 mM, 0.13 mM, 0.14 mM and 0.33 mM, respectively. The results suggest that the extract from laurel shows the strongest biological activities among 20 herbal extracts and three acylated flavonol monoglycosides may serve as potential lead compounds for the prevention and treatment of neurodegenerative and lifestyle-related diseases by targeting GABase and glutaminase. This is the first report on GABase and glutaminase inhibitory activities of <b>1-3</b>.</p>","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":"78 9-10","pages":"377-381"},"PeriodicalIF":2.0,"publicationDate":"2023-08-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10192965","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}
Likawent Yeheyis, Wondimeneh Mekonnen, Matthew Nelson, David Mcnaughton, Alemu Tarekegn, Zelalem Yadelew, Heather Sanders
The study was conducted to find new adaptive commercial sweet white lupin (Lupinus albus L.) varieties and evaluate the effect of inoculum on herbage and seed yields of white and blue lupin varieties in Ethiopia for two growing seasons in two locations. For the experiment a factorial arrangement (seven variety * two inoculation) in a randomized complete block design with three replication was used. Three sweet blue (Bora, Sanabor and Vitabor), three sweet white (Dieta, Energy and Feodora) and one bitter white local landrace lupin varieties were tested in the experiment. Analysis of variance was done using the general linear model procedure in SAS. The effects of location and inoculum were insignificant (P ≥ 0.0761) on yield and yield parameters. The effect of variety was observed (P ≤ 0.035) only on plant height, fresh biomass yield and thousand seed weight in both seasons except for fresh biomass yield in season two. However, its effect on other parameters was not shown (P ≥ 0.134) in both growing seasons or only shown in either season. The mean dry matter yield of all varieties was 2.45 ton per ha. However, sweet blue entries performed better than white entries. The mean seed yield of blue sweet lupin entries and white local check was 2.6 ton per ha. Sweet blue and white local landrace varieties were found tolerant while, commercial sweet white lupin varieties were susceptible for anthracnose and fusarium diseases that occurred immediately after flowering. As a result imported commercial sweet white varieties failed to give seed yield. Developing adaptive, disease resistant and high yielding sweet white lupin through crossing the local and commercial varieties and looking for species specific inoculum should be the future research agendas.
{"title":"The search for commercial sweet white lupin (<i>Lupinus albus</i> L.) adaptive to Ethiopian growing condition seems not successful: what should be done?","authors":"Likawent Yeheyis, Wondimeneh Mekonnen, Matthew Nelson, David Mcnaughton, Alemu Tarekegn, Zelalem Yadelew, Heather Sanders","doi":"10.1515/znc-2023-0033","DOIUrl":"https://doi.org/10.1515/znc-2023-0033","url":null,"abstract":"<p><p>The study was conducted to find new adaptive commercial sweet white lupin (<i>Lupinus albus</i> L.) varieties and evaluate the effect of inoculum on herbage and seed yields of white and blue lupin varieties in Ethiopia for two growing seasons in two locations. For the experiment a factorial arrangement (seven variety * two inoculation) in a randomized complete block design with three replication was used. Three sweet blue (Bora, Sanabor and Vitabor), three sweet white (Dieta, Energy and Feodora) and one bitter white local landrace lupin varieties were tested in the experiment. Analysis of variance was done using the general linear model procedure in SAS. The effects of location and inoculum were insignificant (<i>P</i> ≥ 0.0761) on yield and yield parameters. The effect of variety was observed (<i>P</i> ≤ 0.035) only on plant height, fresh biomass yield and thousand seed weight in both seasons except for fresh biomass yield in season two. However, its effect on other parameters was not shown (<i>P</i> ≥ 0.134) in both growing seasons or only shown in either season. The mean dry matter yield of all varieties was 2.45 ton per ha. However, sweet blue entries performed better than white entries. The mean seed yield of blue sweet lupin entries and white local check was 2.6 ton per ha. Sweet blue and white local landrace varieties were found tolerant while, commercial sweet white lupin varieties were susceptible for anthracnose and fusarium diseases that occurred immediately after flowering. As a result imported commercial sweet white varieties failed to give seed yield. Developing adaptive, disease resistant and high yielding sweet white lupin through crossing the local and commercial varieties and looking for species specific inoculum should be the future research agendas.</p>","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":"78 7-8","pages":"317-325"},"PeriodicalIF":2.0,"publicationDate":"2023-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10255893","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}
Vanneck Bedel Tatsinda Tsapi, Yannick Stéphane Fotsing Fongang, Angelbert Fusi Awantu, Jean Jules Kezetas Bankeu, Mehreen Lateef, Jean Rodolphe Chouna, Pépin Nkeng-Efouet-Alango, Muhammad Shaiq Ali, Bruno Ndjakou Lenta
Crotofoligandrin (1), a new endoperoxide crotofolane-type diterpenoid was isolated from the dichloromethane/methanol (1:1) extract of the twigs of Croton oligandrus Pierre Ex Hutch along with thirteen known secondary metabolites including 1-nonacosanol (2), lupenone (3), friedelin (4), β-sitosterol (5), taraxerol (6), (-)-hardwickiic acid (7), apigenin (8), acetyl aleuritolic acid (9), betulinic acid (10), fokihodgin C 3-acetate (11), D-mannitol (12), scopoletin (13) and quercetin (14). The structures of the isolated compounds were determined based on their spectroscopic data. The crude extract and the isolated compounds were assessed in vitro for their antioxidant, lipoxygenase, butyrylcholinesterase (BChE), urease and glucosidase inhibitory potentials. Compounds 1-3, and 10 displayed activities on all the performed bioassays. All the tested samples showed strong to significant antioxidant activity with compound 1 being the most potent (IC50 39.4 μM).
从Croton oligandrus Pierre Ex Hutch嫩枝的二氯甲烷/甲醇(1:1)提取物中分离出一种新的内过氧化物Crotofoligandrin(1),并分离出13种已知的次生代谢产物,包括1-nonacosanol(2)、lupenone(3)、friedelin(4)、β-谷甾醇(5)、taraxerol(6)、(-)-hardwickiic acid(7)、芹菜素(8)、acetyl aleuritolic acid(9)、桦木酸(10)、fokigin c3 -acetate(11)、d -甘露醇(12)、东莨菪碱(13)和槲皮素(14)。分离化合物的结构是根据它们的光谱数据确定的。对粗提物和分离物进行体外抗氧化、脂氧合酶、丁基胆碱酯酶(BChE)、脲酶和葡萄糖苷酶抑制活性测定。化合物1-3和10在所有进行的生物测定中都显示出活性。所有样品均表现出较强的抗氧化活性,其中化合物1的IC50值最高(39.4 μM)。
{"title":"Crotofoligandrin, a new endoperoxide crotofolane-type diterpenoid from the twigs of <i>Croton oligandrus</i> Pierre ex. Hutch (Euphorbiaceae).","authors":"Vanneck Bedel Tatsinda Tsapi, Yannick Stéphane Fotsing Fongang, Angelbert Fusi Awantu, Jean Jules Kezetas Bankeu, Mehreen Lateef, Jean Rodolphe Chouna, Pépin Nkeng-Efouet-Alango, Muhammad Shaiq Ali, Bruno Ndjakou Lenta","doi":"10.1515/znc-2022-0204","DOIUrl":"https://doi.org/10.1515/znc-2022-0204","url":null,"abstract":"<p><p>Crotofoligandrin (<b>1</b>), a new endoperoxide crotofolane-type diterpenoid was isolated from the dichloromethane/methanol (1:1) extract of the twigs of <i>Croton oligandrus</i> Pierre Ex Hutch along with thirteen known secondary metabolites including 1-nonacosanol (<b>2</b>), lupenone (<b>3</b>), friedelin (<b>4</b>), <i>β</i>-sitosterol (<b>5</b>), taraxerol (<b>6</b>), (-)-hardwickiic acid (<b>7</b>), apigenin (<b>8</b>), acetyl aleuritolic acid (<b>9</b>), betulinic acid (<b>10</b>), fokihodgin C 3-acetate (<b>11</b>), D-mannitol (<b>12</b>), scopoletin (<b>13</b>) and quercetin (<b>14</b>). The structures of the isolated compounds were determined based on their spectroscopic data. The crude extract and the isolated compounds were assessed <i>in vitro</i> for their antioxidant, lipoxygenase, butyrylcholinesterase (BChE), urease and glucosidase inhibitory potentials. Compounds <b>1</b>-<b>3,</b> and <b>10</b> displayed activities on all the performed bioassays. All the tested samples showed strong to significant antioxidant activity with compound <b>1</b> being the most potent (IC<sub>50</sub> 39.4 μM).</p>","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":"78 7-8","pages":"275-283"},"PeriodicalIF":2.0,"publicationDate":"2023-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10311645","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}
Aging is a natural phenomenon, which is characterised by progressive physiological changes at cellular and organ level. During aging, the defence mechanism of an organism declines over the period of time. The aim of this study was to investigate the biological efficacy of berberine in D-galactose induced aging rat models. For the study, rats were divided into four groups: Control received only vehicle, BBR received berberine orally, D-Gal received D-galactose subcutaneously and BBR + D-Gal received D-galactose and berberine simultaneously. D-galactose treatment increased the pro-oxidants such as malondialdehyde (MDA) level, protein carbonyl, plasma membrane redox system (PMRS) and advanced oxidation protein products (AOPP) in the erythrocytes or plasma. It reduced the anti-oxidant level such as reduced glutathione (GSH), ferric reducing ability of plasma (FRAP), plasma thiols, sialic acid and membrane transporters like Na+/K+ ATPase and Ca2+ ATPase activity in the erythrocyte membrane. Co-treatment of berberine in D-galactose induced aging rat models restored pro-oxidants and anti-oxidants in erythrocytes. Berberine also restored the activity of Na+/K+ ATPase and Ca2+ ATPase in the erythrocyte membrane. On the basis of these findings, we suggest that berberine treatment could attenuate erythrocyte aging in rats through stabilisation of the redox equilibrium.
{"title":"Berberine may provide redox homeostasis during aging in rats.","authors":"Arun Kumar Yadawa, Parisha Srivastava, Akanksha Singh, Rashmi Kesherwani, Sukanya Bhoumik, Raushan Kumar, Jitendra Kumar Arya, Syed Ibrahim Rizvi","doi":"10.1515/znc-2022-0213","DOIUrl":"https://doi.org/10.1515/znc-2022-0213","url":null,"abstract":"<p><p>Aging is a natural phenomenon, which is characterised by progressive physiological changes at cellular and organ level. During aging, the defence mechanism of an organism declines over the period of time. The aim of this study was to investigate the biological efficacy of berberine in D-galactose induced aging rat models. For the study, rats were divided into four groups: <b>Control</b> received only vehicle, <b>BBR</b> received berberine orally, <b>D-Gal</b> received D-galactose subcutaneously and <b>BBR + D-Gal</b> received D-galactose and berberine simultaneously. D-galactose treatment increased the pro-oxidants such as malondialdehyde (MDA) level, protein carbonyl, plasma membrane redox system (PMRS) and advanced oxidation protein products (AOPP) in the erythrocytes or plasma. It reduced the anti-oxidant level such as reduced glutathione (GSH), ferric reducing ability of plasma (FRAP), plasma thiols, sialic acid and membrane transporters like Na<sup>+</sup>/K<sup>+</sup> ATPase and Ca<sup>2+</sup> ATPase activity in the erythrocyte membrane. Co-treatment of berberine in D-galactose induced aging rat models restored pro-oxidants and anti-oxidants in erythrocytes. Berberine also restored the activity of Na<sup>+</sup>/K<sup>+</sup> ATPase and Ca<sup>2+</sup> ATPase in the erythrocyte membrane. On the basis of these findings, we suggest that berberine treatment could attenuate erythrocyte aging in rats through stabilisation of the redox equilibrium.</p>","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":"78 7-8","pages":"307-315"},"PeriodicalIF":2.0,"publicationDate":"2023-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10249402","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}
Adrien Jagora, Sarah Szwarc, Marc Litaudon, Vincent Dumontet, Jean-François Gallard, Mehdi A Beniddir, Pierre Le Pogam
The structure and complete NMR assignments of aspidoreticulofractine, an aspidofractinine N-oxide, are reported. Its structure was elucidated based on a combination of spectroscopic techniques including 1D and 2D NMR, high-resolution mass spectrometry, and electronic circular dichroism.
{"title":"Structure elucidation of an aspidofractinine-type monoterpene indole alkaloid from <i>Melodinus reticulatus</i>.","authors":"Adrien Jagora, Sarah Szwarc, Marc Litaudon, Vincent Dumontet, Jean-François Gallard, Mehdi A Beniddir, Pierre Le Pogam","doi":"10.1515/znc-2022-0234","DOIUrl":"https://doi.org/10.1515/znc-2022-0234","url":null,"abstract":"<p><p>The structure and complete NMR assignments of aspidoreticulofractine, an aspidofractinine <i>N</i>-oxide, are reported. Its structure was elucidated based on a combination of spectroscopic techniques including 1D and 2D NMR, high-resolution mass spectrometry, and electronic circular dichroism.</p>","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":"78 7-8","pages":"271-274"},"PeriodicalIF":2.0,"publicationDate":"2023-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10622459","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}
Abubakar Siddiq Salihu, Wan Mohd Nuzul Hakimi Wan Salleh, William N Setzer
Knema is one of the genera in the Myristicaceae family. The genus includes 60 species in Southeast Asia and is traditionally used for treating skin disorders. Here, for the first time, the essential oil, anti-tyrosinase, and molecular docking studies of Knema intermedia were evaluated. The essential oil was obtained by hydrodistillation and fully characterized by gas chromatography (GC-FID) and gas chromatography-mass spectrometry (GC-MS). Anti-tyrosinase activity was evaluated against mushroom tyrosinase, whereas molecular docking studies were performed using Autodock vina embedded in PyRx to evaluate the binding interactions of major components. A total of 37 components (97.3%) were successfully identified in the essential oil, which was characterized by high amounts of t-muurolol (20.1%), α-copaene (14.4%), δ-cadinene (13.9%), germacrene B (9.5%), and δ-selinene (7.0%). The essential oil displayed moderate inhibitory activity towards tyrosinase with an IC50 value of 70.2 μg/mL. The best docking energy was observed with δ-selinene (-7.8 kcal/mol), and it also forms interactions with His85, His263, and His244 which are important amino acid residues of the tyrosinase receptor. Hence, this study provides valuable scientific data on K. intermedia as potential candidate for the development of natural antiaging formulations.
{"title":"Essential oil composition, anti-tyrosinase activity, and molecular docking studies of <i>Knema intermedia</i> Warb. (Myristicaceae).","authors":"Abubakar Siddiq Salihu, Wan Mohd Nuzul Hakimi Wan Salleh, William N Setzer","doi":"10.1515/znc-2023-0003","DOIUrl":"https://doi.org/10.1515/znc-2023-0003","url":null,"abstract":"<p><p><i>Knema</i> is one of the genera in the Myristicaceae family. The genus includes 60 species in Southeast Asia and is traditionally used for treating skin disorders. Here, for the first time, the essential oil, anti-tyrosinase, and molecular docking studies of <i>Knema intermedia</i> were evaluated. The essential oil was obtained by hydrodistillation and fully characterized by gas chromatography (GC-FID) and gas chromatography-mass spectrometry (GC-MS). Anti-tyrosinase activity was evaluated against mushroom tyrosinase, whereas molecular docking studies were performed using Autodock vina embedded in PyRx to evaluate the binding interactions of major components. A total of 37 components (97.3%) were successfully identified in the essential oil, which was characterized by high amounts of t-muurolol (20.1%), α-copaene (14.4%), δ-cadinene (13.9%), germacrene B (9.5%), and δ-selinene (7.0%). The essential oil displayed moderate inhibitory activity towards tyrosinase with an IC<sub>50</sub> value of 70.2 μg/mL. The best docking energy was observed with δ-selinene (-7.8 kcal/mol), and it also forms interactions with His85, His263, and His244 which are important amino acid residues of the tyrosinase receptor. Hence, this study provides valuable scientific data on <i>K. intermedia</i> as potential candidate for the development of natural antiaging formulations.</p>","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":"78 7-8","pages":"293-298"},"PeriodicalIF":2.0,"publicationDate":"2023-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10259178","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}
Elek Ferencz, Gabriella Spengler, István Zupkó, Martin Vollár, Zoltán Péter Zomborszki, Norbert Kúsz, Judit Hohmann, Balázs Kovács, Dezső Csupor, Eszter Laczkó-Zöld, Boglárka Csupor-Löffler
Common ragweed (Ambrosia artemisiifolia L.) is an invasive plant in Europe with spreading use in the contemporary folk medicine. The chemical composition of the above-ground parts is extensively studied, however, the metabolites of the roots are less discovered. By multiple chromatographic purification of the root extracts, we isolated thiophene A (1), n-dodecene (2), taraxerol-3-O-acetate (3), α-linoleic acid (4), (+)-pinoresinol (5), and thiophene E (7,10-epithio-7,9-tridecadiene-3,5,11-triyne-1,2-diol) (6). The 1H NMR data published earlier for 1 were supplemented together with the assignment of 13C NMR data. Thiophene E (6), which is reported for the first time from this species, exerted cytotoxic and antiproliferative effects on A-431 epidermoid skin cancer cells, whereas taraxerol-3-O-acetate (3) and α-linoleic acid (4) had slight antiproliferative effect on gynecological cancer cell lines. Thiophene E (6) and taraxerol-3-O-acetate (3) displayed antiproliferative and cytotoxic effects on MRC-5 fibroblast cells. Thiophene E (6) exerted weak antibacterial activity (MIC 25 μg/mL) on MRSA ATCC 43300, on Staphylococcus aureus ATCC 25923, Escherichia coli AG100 and E. coli ATCC 25922 both thiophenes were inactive. Although the isolated compounds exerted no remarkable cytotoxic or antiproliferative activities, the effects on MRC-5 fibroblast cells highlight the necessity of further studies to support the safety of ragweed root.
{"title":"Isolation of compounds from the roots of <i>Ambrosia artemisiifolia</i> and their effects on human cancer cell lines.","authors":"Elek Ferencz, Gabriella Spengler, István Zupkó, Martin Vollár, Zoltán Péter Zomborszki, Norbert Kúsz, Judit Hohmann, Balázs Kovács, Dezső Csupor, Eszter Laczkó-Zöld, Boglárka Csupor-Löffler","doi":"10.1515/znc-2022-0239","DOIUrl":"https://doi.org/10.1515/znc-2022-0239","url":null,"abstract":"<p><p>Common ragweed (<i>Ambrosia artemisiifolia</i> L.) is an invasive plant in Europe with spreading use in the contemporary folk medicine. The chemical composition of the above-ground parts is extensively studied, however, the metabolites of the roots are less discovered. By multiple chromatographic purification of the root extracts, we isolated thiophene A (<b>1</b>), <i>n</i>-dodecene (<b>2</b>), taraxerol-3-<i>O</i>-acetate (<b>3</b>), <i>α</i>-linoleic acid (<b>4</b>), (+)-pinoresinol (<b>5</b>), and thiophene E (7,10-epithio-7,9-tridecadiene-3,5,11-triyne-1,2-diol) (<b>6</b>). The <sup>1</sup>H NMR data published earlier for <b>1</b> were supplemented together with the assignment of <sup>13</sup>C NMR data. Thiophene E (<b>6</b>), which is reported for the first time from this species, exerted cytotoxic and antiproliferative effects on A-431 epidermoid skin cancer cells, whereas taraxerol-3-<i>O</i>-acetate (<b>3</b>) and <i>α</i>-linoleic acid (<b>4</b>) had slight antiproliferative effect on gynecological cancer cell lines. Thiophene E (<b>6</b>) and taraxerol-3-<i>O</i>-acetate (<b>3</b>) displayed antiproliferative and cytotoxic effects on MRC-5 fibroblast cells. Thiophene E (<b>6</b>) exerted weak antibacterial activity (MIC 25 μg/mL) on MRSA ATCC 43300, on <i>Staphylococcus aureus</i> ATCC 25923, <i>Escherichia coli</i> AG100 and <i>E. coli</i> ATCC 25922 both thiophenes were inactive. Although the isolated compounds exerted no remarkable cytotoxic or antiproliferative activities, the effects on MRC-5 fibroblast cells highlight the necessity of further studies to support the safety of ragweed root.</p>","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":"78 7-8","pages":"299-305"},"PeriodicalIF":2.0,"publicationDate":"2023-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10605215","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}