Phytochemistry最新文献_第3页

Steroidal constituents in the whole plants of Helleborus niger and their cytotoxic activity in vitro 黑僵菌全株中的类固醇成分及其体外细胞毒性活性

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-12 DOI: 10.1016/j.phytochem.2024.114272

{"title":"Steroidal constituents in the whole plants of Helleborus niger and their cytotoxic activity in vitro","authors":"","doi":"10.1016/j.phytochem.2024.114272","DOIUrl":"10.1016/j.phytochem.2024.114272","url":null,"abstract":"<div>Phytochemical investigation of the whole plants of Helleborus niger L. (Ranunculaceae) resulted in the isolation of five undescribed compounds, including one bufadienolide (1), two bufadienolide rhamnosides (2 and 3), and two ecdysteroids (12 and 13), along with eight known compounds (4–11). The chemical structures of 1–3, 12, and 13 were determined by spectroscopic studies, including 2D NMR, and chromatographic and spectroscopic analyses of the hydrolyzed products. Compounds 1–13 were evaluated for their cytotoxic activity against HL-60 human leukemia cells, A549 human lung adenocarcinoma cells, SBC-3 human small-cell lung cancer cells, and TIG-3 human normal diploid lung cells. Compounds 1–12 showed cytotoxic activity against HL-60, A549, and SBC-3 cells, with IC50 values ranging from 0.0016 to 6.1 μM. Bufadienolide rhamnoside 2 exhibited potent cell proliferation inhibitory activity against SBC-3 cells after 24–48 h of treatment and apoptosis-inducing activity in SBC-3 cells via an intrinsic pathway after 72 h of treatment. The JFCR39 panel screening of 2 suggests that the molecular target of 2 is Na+,K+-ATPase.</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142242852","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

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Cynbungenins A-K, structurally diverse steroids with cytotoxic activity from the roots of Cynanchum bungei Decne 骏马草根中具有细胞毒性活性的结构多样的类固醇--骏马草素 A-K

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-12 DOI: 10.1016/j.phytochem.2024.114287

引用次数: 0

Functional characterization of a small gene family coding for putrescine hydroxycinnamoyltransferases, involved in phenolamide accumulation, in tomato 番茄中参与苯甲酰胺积累的腐胺羟基肉桂酰转移酶编码小基因家族的功能表征

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-12 DOI: 10.1016/j.phytochem.2024.114271

{"title":"Functional characterization of a small gene family coding for putrescine hydroxycinnamoyltransferases, involved in phenolamide accumulation, in tomato","authors":"","doi":"10.1016/j.phytochem.2024.114271","DOIUrl":"10.1016/j.phytochem.2024.114271","url":null,"abstract":"<div>Phenolamides are specialized metabolites widely distributed in the plant kingdom. Their structure is composed by the association of hydroxycinnamic acid derivatives to mono-/poly-amine through an amination catalyzed by N-hydroxycinnamoyltransferases enzymes. Tomato plants accumulate putrescine-derived phenolamides in their vegetative parts. Recently, two first genes coding for putrescine-hydroxycinnamoyltransferase (PHT, Solyc11g071470 and Solyc11g071480) were identified in tomato and demonstrated to control the leaf accumulation of caffeoylputrescine in response to leafminer infestation. In this study, two additional genes (Solyc06g074710 and Solyc11g066640) were functionally characterized as new tomato PHT. The substrate specificity and the expression pattern in planta were determined for the four tomato PHT. Taken together the results give a comprehensive view of the control of the putrescine-derived phenolamide accumulation in tomato plant through the biochemical specificity and the spatial expression of this small family of PHT.</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S003194222400308X/pdfft?md5=f414cea66ca8a3bac3d89806139e2cc6&pid=1-s2.0-S003194222400308X-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142229649","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Terpenoids and steroids from aerial parts of Achillea alpina L. as PTP1B inhibitors: Kinetic analysis and molecular docking studies Achillea alpina L.气生部分的萜类和类固醇作为 PTP1B 抑制剂：动力学分析和分子对接研究

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-12 DOI: 10.1016/j.phytochem.2024.114269

{"title":"Terpenoids and steroids from aerial parts of Achillea alpina L. as PTP1B inhibitors: Kinetic analysis and molecular docking studies","authors":"","doi":"10.1016/j.phytochem.2024.114269","DOIUrl":"10.1016/j.phytochem.2024.114269","url":null,"abstract":"<div>Achillea alpina L. (Alpine yarrow) is a noteworthy herb in the genus Achillea with many uses in vegetables and traditionally used to treat stomach disorders. In our continuous research on the chemical constituents and biological activities of medicinal plants, ten previously undescribed terpenoids including eight eudesmane-type sesquiterpenes (1–8), one nor-eudesmane-type sesquiterpene (9), one cyclo-geraniol derivative (10), and twenty-one known compounds were isolated and structurally elucidated from the aerial parts of A. alpina. Structures and absolute configurations of the undescribed terpenoids were identified using comprehensive spectroscopic analysis (NMR, HRESI-MS, and CD data) and computational methods (ECD and NMR calculation). Enzyme inhibitory assays showed that the isolated sesquiterpene (19), triterpene (22), and sterol (26) were protein tyrosine phosphatase 1B (PTP1B) inhibitors with IC50 values ranging from 14.87 to 23.09 μM in comparison with positive control - ursolic acid, showing IC50 value of 5.93 ± 0.16 μM. Further enzyme kinetics and molecular docking studies were performed to provide valuable insights into their mechanism of action.</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142233047","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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

Tomentediline A: A isoquinoline alkaloids with undescribed carbon skeleton from Corydalis tomentella Tomentediline A：一种来自苣苔属植物的碳骨架未被描述的异喹啉生物碱

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-11 DOI: 10.1016/j.phytochem.2024.114282

引用次数: 0

Highly oxygenated antiplasmodial and non-hemolytic Δ7,9(11) stigmastane-type steroids from the twigs of Vernonia amygdalina Delile 从 Vernonia amygdalina Delile 树枝中提取的高含氧抗疟和非溶血性 Δ7,9(11) 柱头甾烷类固醇

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-11 DOI: 10.1016/j.phytochem.2024.114286

{"title":"Highly oxygenated antiplasmodial and non-hemolytic Δ7,9(11) stigmastane-type steroids from the twigs of Vernonia amygdalina Delile","authors":"","doi":"10.1016/j.phytochem.2024.114286","DOIUrl":"10.1016/j.phytochem.2024.114286","url":null,"abstract":"<div>Chemical investigations of a methanolic extract of the twigs of Vernonia amygdalina Delile (Asteraceae) resulted in the isolation and identification of three previously undescribed highly oxygenated Δ7,9(11) stigmastane-type steroids namely vernonins U–W (1−3) along with six known compounds (4−9). The structural characterization of all the isolated compounds has been conducted via comprehensive 1D and 2D-NMR spectroscopy as well as HRMS. The seven steroidal derivatives 1−7 were evaluated for their antiplasmodial activity against the chloroquine-resistant strain P. falciparum Dd2 (PfDd2) and their hemolytic effect on human red blood cells (RBCs). Vernonins U (1), A (4) and stigmasterol-3-O-β-d-glucopyranoside (7) showed the highest activity with IC50 values of (5.47 ± 0.01) μg/mL, (6.02 ± 0.13) μg/mL and (6.34 ± 0.80) μg/mL, respectively, against PfDd2, while vernonin W (3) showed moderate activity of (21.20 ± 0.40) μg/mL. None of the tested compounds displayed hemolytic effects on human RBCs up to 100 μg/mL indicating their safety. These results enrich the known chemistry of V. amygdalina and support its use in folk medicine for the treatment of malaria. This encourages further research towards new antiplasmodial drug candidates from this plant.</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142171742","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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

12-Nor-rotenoids and other cytotoxic constituents of Pachyrhizus erosus seeds 12-茯苓种子中的烯酮及其他细胞毒性成分

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-10 DOI: 10.1016/j.phytochem.2024.114281

引用次数: 0

Penicipyrrolizidinones A−C, three pyrrolizidinone alkaloids with unprecedented skeletons from the mangrove-derived fungus Penicillium sp. DM27 Penicipyrrolizidinones A-C, 三种具有前所未有骨架的吡咯烷酮生物碱，来自红树林源真菌青霉属 DM27

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-06 DOI: 10.1016/j.phytochem.2024.114273

引用次数: 0

Sesquiterpenoids from the roots and rhizomes of Valeriana officinalis var. latifolia 从Valeriana officinalis var.

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-09-01 DOI: 10.1016/j.phytochem.2024.114270

{"title":"Sesquiterpenoids from the roots and rhizomes of Valeriana officinalis var. latifolia","authors":"","doi":"10.1016/j.phytochem.2024.114270","DOIUrl":"10.1016/j.phytochem.2024.114270","url":null,"abstract":"<div>The genus Valeriana is used in traditional Chinese medicine to treat nervous disorders, sleep disorders, epilepsy and skin diseases. A large number of sesquiterpenoids from this genus have been found to exhibit anti-inflammatory, antiproliferative, anti-influenza virus and neuroprotective activities. In order to discover more sesquiterpenoids with structural diversity and bioactivity from Valeriana plants, fifteen sesquiterpenoids, including ten undescribed ones, valernaenes A−J (1, 5−7, 9−11 and 13−15), were isolated from the roots and rhizomes of Valeriana officinalis var. latifolia. Their structures were elucidated by extensive spectroscopic techniques (1D, 2D NMR and HRESIMS) and electronic circular dichroism (ECD) calculation. Structurally, valernaenes C (6) and D (7) were two caryophyllane-type norsesquiterpenoids. In addition, valernaenes A (1) and F (10) exhibited anti-influenza virus activity with EC50 values of 38.76 ± 1.44 and 23.01 ± 4.89 μM, respectively. Furthermore, caryophyllenol A (2) showed promoting effect on nerve growth factor (NGF)-mediated neurite outgrowth in PC12 cells with differentiation rate of 12.26% at a concentration of 10 μM. This study not only enriched the structural diversity of sesquiterpenoids in the genus Valeriana, but also provided theoretical basis for the discovery of anti-influenza virus and neuroprotective agents from this genus.</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142120377","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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

Recent progress on triterpenoid derivatives and their anticancer potential 三萜类衍生物及其抗癌潜力的最新进展。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-08-30 DOI: 10.1016/j.phytochem.2024.114257

{"title":"Recent progress on triterpenoid derivatives and their anticancer potential","authors":"","doi":"10.1016/j.phytochem.2024.114257","DOIUrl":"10.1016/j.phytochem.2024.114257","url":null,"abstract":"<div>Cancer poses a significant global public health challenge, with commonly used adjuvant or neoadjuvant chemotherapy often leading to adverse side effects and drug resistance. Therefore, advancing cancer treatment necessitates the ongoing development of novel anticancer agents with diverse structures and mechanisms of action. Natural products remain crucial in the process of drug discovery, serving as a primary source for pharmaceutical leads and therapeutic advancements. Triterpenoids are particularly compelling due to their complex structures and wide array of biological activities. Recent research has demonstrated that naturally occurring triterpenes and their derivatives have the potential to serve as promising candidates for new drug development. This review aims to comprehensively explore the anticancer properties of triterpenoids and their synthetic analogs, with a focus on recent advancements. Various aspects, such as synthesis, phytochemistry, and molecular simulation for structure-activity relationship analyses, are summarized. It is anticipated that triterpenoid derivatives will emerge as notable anticancer agents following further investigation into their mechanisms of action and in vivo studies.</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142110911","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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