FitoterapiaPub Date : 2025-01-01DOI: 10.1016/j.fitote.2024.106345
Jia-Huan Liu , Yue Wang , Sheng-Jun Dai , De-Wu Zhang , Xi-Dian Yue
{"title":"C17-Labdane diterpenoid alkaloids bearing a rare skeleton with anti-inflammatory and anti-oxidant activities from Forsythia suspensa","authors":"Jia-Huan Liu , Yue Wang , Sheng-Jun Dai , De-Wu Zhang , Xi-Dian Yue","doi":"10.1016/j.fitote.2024.106345","DOIUrl":"10.1016/j.fitote.2024.106345","url":null,"abstract":"<div><div>Two undescribed C<sub>17</sub>-Labdane diterpenoid alkaloids, named forsylinfenines A and B (<strong>1</strong>–<strong>2)</strong>, attributable to a rare 4,4,10,13-tetramethyl-1(2),3(4),5(10),6(7)-octahydrobenzo[<em>f</em>]quinolin skeleton, along with three known <em>β</em>-carboline-type alkaloids (<strong>3</strong>–<strong>5</strong>), were isolated. The chemical structures including absolute configurations of two undescribed compounds were established by means of integrated spectroscopic techniques and electronic circular dichroism (ECD) calculations. In addition, a plausible biosynthetic pathway for the formation of compounds <strong>1</strong> and <strong>2</strong> was proposed. <em>In vitro</em>, five alkaloids (<strong>1</strong>–<strong>5</strong>), especially two undescribed alkaloids with rare skeleton (<strong>1</strong>–<strong>2</strong>), exhibited significant anti-inflammatory activities due to inhibiting the release of TNF-<em>α</em>, IL-6, and IL-1<em>β</em>, as well as effective anti-oxidant activities owing to preventing the production of ROS in the LPS-induced RAW264.7 cells.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"180 ","pages":"Article 106345"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142817523","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
FitoterapiaPub Date : 2025-01-01DOI: 10.1016/j.fitote.2024.106340
Eleftherios Kalpoutzakis, Christodoulos Anagnostou, Sofia Mitakou, Eleni V. Mikropoulou, Maria Halabalaki
{"title":"Multi-platform comparison and phytochemical insights of Tripleurospermum taxa from Greece","authors":"Eleftherios Kalpoutzakis, Christodoulos Anagnostou, Sofia Mitakou, Eleni V. Mikropoulou, Maria Halabalaki","doi":"10.1016/j.fitote.2024.106340","DOIUrl":"10.1016/j.fitote.2024.106340","url":null,"abstract":"<div><div>The <em>Tripleurospermum</em> (L.) Sch.Bip, (Asteraceae) genus, comprises 30 to 40 species widely spread in the northern hemisphere, and across the Mediterranean region. Out of the seven taxa encountered in Greece, four can only be found in specific areas, with limited spread throughout the country. The current work describes the phytochemical investigation, using modern analytical techniques, of the differences between the aerial parts of <em>T. tempskyanum</em> and <em>T. rosellum</em> collected from two floristic regions of Greece (Lesvos isl. and Mt. Parnon) and the common chamomile (<em>Matricaria recutita</em>). GC–MS was first applied for the analysis of the essential oils and dichloromethane extracts, significantly differentiating <em>M. recutita</em> from the <em>Tripleurospermum</em> taxa. Afterwards, a fractionation of <em>T. tempskyanum</em> ‘s non-polar and polar extracts afforded their major compounds, thus assisting to the unambiguous distinction of different isomers of matricaria lactone, as well as the first-time isolation of demethyl brevisnosideyne. Finally, the polar extracts were analyzed by means of UPLC–Orbitrap–HRMS/MS, revealing similarities among the species, with profiles dominated by cinnamic and flavonoid derivatives and fatty acids, with quantitative differences being observed for specific groups of compounds. Overall, the current study provides novel insight on the phytochemical differentiation between the studied genera and species.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"180 ","pages":"Article 106340"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142817633","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Highly modified lanostane triterpenoids from natural fruiting bodies of Ganoderma cf. hochiminhense","authors":"Somporn Palasarn , Wilunda Choowong , Natthawut Wiriyathanawudhiwong , Rattaket Choeyklin , Masahiko Isaka","doi":"10.1016/j.fitote.2024.106336","DOIUrl":"10.1016/j.fitote.2024.106336","url":null,"abstract":"<div><div>Eight previously undescribed highly modified lanostane triterpenoids, ganoboninketals G–K (<strong>1</strong>–<strong>5</strong>), ganoboninone I (<strong>6</strong>), ganoderlactone G (<strong>7</strong>), and (24<em>E</em>)-3,11-dioxolanosta-8,24-dien-26-oic acid (<strong>8</strong>), were isolated from natural fruiting bodies of <em>Ganoderma</em> cf. <em>hochiminhense</em>. The structures were elucidated on the basis of NMR spectroscopic and mass spectrometry data. Ganoboninketals G (<strong>1</strong>), H (<strong>2</strong>), and J (<strong>4</strong>) exhibited antimalarial activity against <em>Plasmodium falciparum</em> K1 (multidrug-resistant strain) with IC<sub>50</sub> values of 17, 16, and 5.1 μM, respectively.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"180 ","pages":"Article 106336"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142823970","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
FitoterapiaPub Date : 2025-01-01DOI: 10.1016/j.fitote.2024.106323
Peng Zhang , Hong Liu , Yuan Yu , Shiyang Peng , Anqi Zeng , Linjiang Song
{"title":"Terpenoids mediated cell apoptotsis in cervical cancer: Mechanisms, advances and prospects","authors":"Peng Zhang , Hong Liu , Yuan Yu , Shiyang Peng , Anqi Zeng , Linjiang Song","doi":"10.1016/j.fitote.2024.106323","DOIUrl":"10.1016/j.fitote.2024.106323","url":null,"abstract":"<div><h3>Background</h3><div>Cervical cancer remains one of the most common malignancies among women globally, causing hundreds of thousands of deaths annually. Despite widespread vaccination and screening programs, the incidence of cervical cancer remains high in developing countries.</div></div><div><h3>Objective</h3><div>This review aims to systematically summarize the existing terpenoids effective in preventing cervical cancer, elucidate their potential mechanisms in the prophylaxis and treatment of cervical cancer, and assess the limitations of current studies.</div></div><div><h3>Results</h3><div>Studies have shown that terpenoids can decrease the incidence of cervical cancer and promote apoptosis of cancer cells through various signaling pathways, including the PI3K/AKT pathway, the endoplasmic reticulum stress (ERS) pathway, and the mitochondria- and caspase-dependent cell death pathways. Furthermore, some terpenoids have been found to enhance the sensitivity to chemotherapy drugs, thus improving patients' quality of life.</div></div><div><h3>Conclusion</h3><div>Terpenoids play a significant role in inhibiting the progression of cervical cancer. However, due to their diversity and complex mechanisms of action, further research is necessary to investigate their specific targets and bioactivities to advance their clinical trials and applications.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"180 ","pages":"Article 106323"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142779573","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
FitoterapiaPub Date : 2025-01-01DOI: 10.1016/j.fitote.2024.106321
Jin-Yan Tan , Jia-Xin Zhao , Yun Zang , Pei Li , Si-Qi Yang , Xiao-Mao Li , Ying-Li Wang , Yan-Gang Cheng
{"title":"New flavonoid glycosides from the stems and leaves of Astragalus membranaceus","authors":"Jin-Yan Tan , Jia-Xin Zhao , Yun Zang , Pei Li , Si-Qi Yang , Xiao-Mao Li , Ying-Li Wang , Yan-Gang Cheng","doi":"10.1016/j.fitote.2024.106321","DOIUrl":"10.1016/j.fitote.2024.106321","url":null,"abstract":"<div><div><em>Astragalus membranaceus</em>, a well-known traditional medicine and food, has been extensively studied for its roots. However, comparatively little attention has been paid to its stems and leaves. In this study, we successfully isolated and identified three new flavonoid glycosides (<strong>1–3</strong>), and eight known analogues (<strong>4–11</strong>) from the stems and leaves of <em>A. membranaceus</em>. Notably, compound <strong>10</strong> exhibited significant anti-inflammatory activities in LPS-induced BV2 cells, with IC<sub>50</sub> value of <em>1.11 ± 0.04 μM</em>. These findings highlight flavonoids as the key bioactive components present in the stems and leaves of <em>A. membranaceus</em>.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"180 ","pages":"Article 106321"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142784924","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
FitoterapiaPub Date : 2025-01-01DOI: 10.1016/j.fitote.2024.106343
Jonatan Jafet Uuh Narvaez , Guillermo Emilio Moguel Ojeda , José A. Guerrero-Analco , Juan L. Monribot-Villanueva , Abraham Vidal-Limon , Guiomar Melgar Lalanne , Rafael Rojas Herrera , Maira Rubi Segura Campos
{"title":"Identification of bioactive compounds in Brassica oleracea var. capitata L. with enzyme-inhibitory activity against postprandial hyperglycemia","authors":"Jonatan Jafet Uuh Narvaez , Guillermo Emilio Moguel Ojeda , José A. Guerrero-Analco , Juan L. Monribot-Villanueva , Abraham Vidal-Limon , Guiomar Melgar Lalanne , Rafael Rojas Herrera , Maira Rubi Segura Campos","doi":"10.1016/j.fitote.2024.106343","DOIUrl":"10.1016/j.fitote.2024.106343","url":null,"abstract":"<div><div>Postprandial hyperglycemia is a hallmark of diabetes, and inhibition of key carbohydrate digestion enzymes such as α-amylase (α-AMY) and α-glucosidase (α-GLU) is an effective therapeutic target. A potential unexplored source of inhibitory compounds of these enzymes is <em>Brassica oleracea</em> var. <em>capitata</em> L (BOCE). This study explored the <em>in vitro</em> inhibition mechanism of BOCE and studied <em>in silico</em> the interaction of its compounds identified and quantified by UPLC-QTOF-MS on α-AMY and α-GLU. BOCE demonstrated IC<sub>50</sub> values of 3.08 mg/mL for α-AMY and 22.63 mg/mL for α-GLU, indicating competitive and mixed-type inhibitions, respectively. Untargeted metabolomics identified 21 compounds, primarily phenolic acids such as t-cinnamic, sinapic, and caffeoylquinic acid. In the targeted analysis, 11 compounds were quantified, mainly phenolic acids. The most impactful biosynthetic pathways identified were phenylpropanoids and brassinosteroids. <em>In silico</em> analysis revealed that for α-AMY and α-GLU, castasterone and 26-hydroxybrassinolide displayed the lowest binding free energies with specific hydrogen bond patterns to catalytic residues in the binding site, respectively. <em>B. oleracea</em> is a promising source of compounds with the ability to modulate key enzymes related to hyperglycemia. Specifically, compounds such as castasterone and 26-hydroxybrassinolide show potential against α-AMY and α-GLU inhibition, offering a novel approach to diabetes.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"180 ","pages":"Article 106343"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142817628","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
FitoterapiaPub Date : 2025-01-01DOI: 10.1016/j.fitote.2024.106331
Yi-Lin He , Lan-Jun Zhang , Guo-Li Li , Hong-Ying Yang , Lei Zhang , Zheng Gong , Kun Gao
{"title":"Jatrophane diterpenoids from Jatropha curcas with multidrug resistance reversal activity","authors":"Yi-Lin He , Lan-Jun Zhang , Guo-Li Li , Hong-Ying Yang , Lei Zhang , Zheng Gong , Kun Gao","doi":"10.1016/j.fitote.2024.106331","DOIUrl":"10.1016/j.fitote.2024.106331","url":null,"abstract":"<div><div>Nine jatrophane diterpenoids, including six previously undescribed compounds, were extracted and purified from whole plants of <em>Jatropha curcas</em> L. Their structures including absolute configurations were characterized by spectroscopic, quantum chemical Nuclear Magnetic Resonance Spectroscopy, Electronic Circular Dichroism calculation, and Single Crystal X-Ray Diffraction methods. These compounds were evaluated for their ability to reverse multidrug resistance. Among the above compounds, compound <strong>6</strong> showed significant potential as a multidrug resistance modulator, exhibiting higher chemo reversal effects and lower toxicity compared to the positive control verapamil. These findings suggest that compound <strong>6</strong> has promising anticancer properties.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"180 ","pages":"Article 106331"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142784977","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"The protective effect of Argan oil and its main constituents against xenobiotics-induced toxicities","authors":"Ayoub Amssayef , Hamza Elbouny , Bouchra Soulaimani , Oumayma Abdessadak , Hajar Chihab , Jaouad El Hilaly , Mohamed Eddouks","doi":"10.1016/j.fitote.2024.106325","DOIUrl":"10.1016/j.fitote.2024.106325","url":null,"abstract":"<div><h3>Background</h3><div>Argan oil (AO) is a vegetable oil extracted from the fruits of <em>Argania spinosa</em> L. tree, belonging to the Sapotaceae family, primarily found in Morocco. Research studies have demonstrated that AO exhibits diverse pharmacological properties, including antioxidant, antimicrobial, anticancer, antiinflammatory, antidiabetic, antihypercholesterolemic, antiatherogenic, and immunomodulatory effects. These effects are attributed to its main constituents, including oleic acid, linoleic acid, γ-tocopherol, α-tocopherol, and ferulic acid.</div></div><div><h3>Objective</h3><div>This review aimed to present the protective role of AO and its main constituents against xenobiotics-induced toxicities.</div></div><div><h3>Material and methods</h3><div>Based on results from various <em>in vitro</em> and <em>in vivo</em> investigations published in the main scientific databases, the beneficial action of AO against xenobiotics-induced toxicities was analyzed.</div></div><div><h3>Results</h3><div>AO and its main constituents have reduced neurotoxicity, hepatotoxicity, nephrotoxicity, pneumotoxicity, thyroid toxicity, hematotoxicity, immunotoxicity, genotoxicity, and colon toxicity induced by different natural and chemical xenobiotics. Different mechanisms of action are involved in these effects, including enhancement of antioxidant defense, reduction of oxidative stress, modulation of inflammation, stimulation of fatty acid oxidation, suppression of apoptosis, regulation of miRNAs expression, elevation of acetylcholinesterase activity, activation of Krebs cycle enzymes, and restoration of mitochondrial function.</div></div><div><h3>Conclusion</h3><div>The study shows clearly the beneficial effect of Argan oil against xenobiotics-induced toxicities was analyzed. However, clinical trials are necessary to verify the protective effects of this oil in human intoxications caused by both natural and chemical xenobiotics.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"180 ","pages":"Article 106325"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142790664","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
FitoterapiaPub Date : 2025-01-01DOI: 10.1016/j.fitote.2024.106327
Xingping Zhang , Wenjie Ma , Kepu Huang , Congxi Gao , Xiaoxue Jiang , Mingming Li , Kou Wang
{"title":"Two new sesquiterpenol caffeates from Bauhinia brychycarpa Wall. ex Benth. and their α-glucosidase inhibitory activity","authors":"Xingping Zhang , Wenjie Ma , Kepu Huang , Congxi Gao , Xiaoxue Jiang , Mingming Li , Kou Wang","doi":"10.1016/j.fitote.2024.106327","DOIUrl":"10.1016/j.fitote.2024.106327","url":null,"abstract":"<div><div>Two new sesquiterpenol caffeates, bausesquitate A (<strong>1</strong>) and bausesquitate B (<strong>2</strong>), were isolated from the stems and leaves of <em>Bauhinia brychycarpa</em>. Structures of two compounds were confirmed by UV, IR, HR-ESI-MS, 1D and 2D NMR, ECD spectra and DP4+ probability analysis. In vitro, compounds <strong>1</strong> and <strong>2</strong> showed better inhibitory effect on <em>α</em>-glucosidase than acarbose (IC<sub>50</sub> = 280.50 ± 6.27 μM) with the IC<sub>50</sub> values of 1.81 ± 0.12 μM and 3.79 ± 0.27 μM. Additionally, molecular docking and molecular dynamics simulation were performed to analyze the potential binding sites.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"180 ","pages":"Article 106327"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142791313","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
FitoterapiaPub Date : 2025-01-01DOI: 10.1016/j.fitote.2024.106337
Zhiqi Zhang , Yang Xu , Junming Liang , Dejuan Sun , Hua Li , Lixia Chen
{"title":"Polyphenolics and triterpenoids from the whole herbs of Melastoma dodecandrum Lour. and their anti-inflammatory activity","authors":"Zhiqi Zhang , Yang Xu , Junming Liang , Dejuan Sun , Hua Li , Lixia Chen","doi":"10.1016/j.fitote.2024.106337","DOIUrl":"10.1016/j.fitote.2024.106337","url":null,"abstract":"<div><div><em>Melastoma dodecandrum</em> Lour. is a creeping shrub belonging to the Melastomataceae family. It has been widely used as a medicine and food in South China and is recognized as a safe and effective anti-inflammatory agent. 35 compounds (<strong>1</strong>–<strong>35</strong>) were isolated from the whole herbs of <em>M. dodecandrum</em>, including two undescribed polyphenolics (<strong>1</strong> and <strong>2</strong>), two undescribed triterpenoids (<strong>3</strong> and <strong>4</strong>), twenty-eight known polyphenolics (<strong>5</strong>–<strong>32</strong>) and three known triterpenoids (<strong>33</strong>–<strong>35</strong>). Based on chemical evidence and spectral data analysis (UV, Optical rotation data, 1D and 2D-NMR, and HR-ESI-MS), the structures of undescribed compounds were elucidated. Compounds <strong>1</strong>–<strong>35</strong> were tested for their inhibitory activity on NO production in LPS-induced RAW264.7 cells. Among them, compound <strong>8</strong> exhibited the most excellent inhibitory activity with IC<sub>50</sub> value of 14.50 ± 4.69 μM.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"180 ","pages":"Article 106337"},"PeriodicalIF":2.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142812395","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}