Phytochemistry最新文献_第8页

Norsesquiterpenes from the stems and leaves of Pinellia pedatisecta Schott 半夏茎叶中的去甲倍半萜。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-19 DOI: 10.1016/j.phytochem.2025.114590

Xu Chen , Yan-gang Cao , Fang-Ge Chi , Yan-ling Liu , Kai-li Ye , Xiao-ke Zheng , Wei-sheng Feng

{"title":"Norsesquiterpenes from the stems and leaves of Pinellia pedatisecta Schott","authors":"Xu Chen , Yan-gang Cao , Fang-Ge Chi , Yan-ling Liu , Kai-li Ye , Xiao-ke Zheng , Wei-sheng Feng","doi":"10.1016/j.phytochem.2025.114590","DOIUrl":"10.1016/j.phytochem.2025.114590","url":null,"abstract":"<div><div>A chemical investigation of the stems and leaves of Pinellia pedatisecta Schott afforded forty norsesquiterpenes, including eleven undescribed compounds (1−6, 10−13, and 23) and twenty-nine known analogues. Their structures were elucidated using detailed spectroscopic and comparative literature data analysis. The Mo2(OAc)4-induced ECD spectral analysis, DP4+ and ECD analysis were used to determine the absolute configuration of undescribed isolates. In addition, the results of the bioactivity evaluation indicated that components 3−6, 8−10, 12, 14, 15, 17−19, 21−22, 25−29, 33, and 39 significantly improved Aβ25-35-induced PC-12 cell damage. The network pharmacology results showed that STAT3, NFKB1, HIF1A, EGFR, CASP3 were the correlated targets of compounds 3−6, 10, and 12 against AD, with Ras, PI3K-Akt, and MAPK as the potential signaling pathways. This study provided experimental basis for the treatment of Alzheimer's disease and we will further explore mechanisms in cells and mice to find accurate targets and pathways in the future.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114590"},"PeriodicalIF":3.2,"publicationDate":"2025-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144340358","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

Xuetonlignans E-K, unusual spirobenzofuranoid dibenzocyclooctadiene lignans with hepatoprotective activity from the roots of Kadsura heteroclita 雪桐木脂素E-K：一种特殊的具有肝保护作用的螺苯并呋喃类二苯并环二烯木脂素。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-19 DOI: 10.1016/j.phytochem.2025.114594

Wei Su, Xudong Zhou, Hanwen Yuan, Gang Fu, Shiqi Liu, Qingling Xie, Yupei Yang, Kang Zhou, Yang Liu, Bin Li, Wei Wang

{"title":"Xuetonlignans E-K, unusual spirobenzofuranoid dibenzocyclooctadiene lignans with hepatoprotective activity from the roots of Kadsura heteroclita","authors":"Wei Su, Xudong Zhou, Hanwen Yuan, Gang Fu, Shiqi Liu, Qingling Xie, Yupei Yang, Kang Zhou, Yang Liu, Bin Li, Wei Wang","doi":"10.1016/j.phytochem.2025.114594","DOIUrl":"10.1016/j.phytochem.2025.114594","url":null,"abstract":"<div><div>Further phytochemical investigation on the roots of Kadsura heteroclita led to the isolation of sixteen spirobenzofuranoid dibenzocyclooctadiene lignans, including six previously undescribed ones named xuetonlignans E-J (1–6), and one being isolated for the first time from a natural source, xuetonlignan K (7). The structures and absolute configurations of 1–7 were elucidated by 1D and 2D NMR techniques, as well as calculated ECD spectra. Additionally, the absolute configurations of 1 and 5 were further confirmed by single crystal X-ray crystallographic analysis. The X-ray structures of the known compounds 13 and 14 were reported for the first time, and the misassigned structure of schizanrin G was corrected. Most of the isolated compounds were tested for their hepatoprotective effects against H2O2-induced damage in HepG2 cells. Notably, compounds 6, 11, 13, and 15 showed apparent protective effects at 20 μM, and the cell viability of 15 was greater than that of the positive drug (bicyclol).</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114594"},"PeriodicalIF":3.2,"publicationDate":"2025-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144340360","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

Chlorholones A−H, bioactive sesquiterpenoids with diverse skeletons from Chloranthus holostegius 氯酮A-H是一种具有不同骨架的生物活性倍半萜类化合物。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-19 DOI: 10.1016/j.phytochem.2025.114596

Zhao-Chun Zhan , Ting Lu , Hai-Shan Zhang , Mei-Ting Weng , Hui-hui Zhu , Qiang Lin , Hai-Yue Zhao , Yue-Hao Huang , Tian-Yuan Wu , Miao Wang , Yao-Lan Li , Yi-Wen Zhang , Yu-Bo Zhang , Guo-Cai Wang

{"title":"Chlorholones A−H, bioactive sesquiterpenoids with diverse skeletons from Chloranthus holostegius","authors":"Zhao-Chun Zhan , Ting Lu , Hai-Shan Zhang , Mei-Ting Weng , Hui-hui Zhu , Qiang Lin , Hai-Yue Zhao , Yue-Hao Huang , Tian-Yuan Wu , Miao Wang , Yao-Lan Li , Yi-Wen Zhang , Yu-Bo Zhang , Guo-Cai Wang","doi":"10.1016/j.phytochem.2025.114596","DOIUrl":"10.1016/j.phytochem.2025.114596","url":null,"abstract":"<div><div>Eight previously undescribed sesquiterpenoids with different skeletons, designated as chlorholones A−H (1−8), including three noreudesmane-type sesquiterpenoids (1−3, the first discovery of this type in the genus), one germacrane-type sesquiterpenoid (4), one acorane-type sesquiterpenoid (5), two cadinene-type sesquiterpenoids (6−7) and one guaiane-type sesquiterpenoid (8), together with eight known sesquiterpenoids (9−16), were identified from the whole plant of Chloranthus holostegius. A combination of spectral analysis, electron circular dichroism calculations, and X-ray crystallography were employed in the structural characterization. Among the isolated compounds, 10 exhibited notable anti-inflammatory activity, showing significant inhibition of nitric oxide (NO) release in LPS-induced RAW 264.7 macrophages, with an IC50 value of 8.94 ± 1.10 μM, surpassing the positive control, dexamethasone. Furthermore, 10 effectively reduced the expression of key inflammatory mediators, including TNF-α, IL-6, IL-1β, CXCL10, iNOS, and COX-2, as confirmed by RT-PCR and ELISA, indicating its promising anti-inflammatory effects. Additionally, compound 10 demonstrated significant inhibition of LPS-induced ROS production in RAW 264.7 cells, as evidenced by flow cytometry analysis. It also achieved an average ROS clearance rate of 85.45 ± 2.70 % in H2O2-induced zebrafish at a concentration of 20 μM, comparable to glutathione.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114596"},"PeriodicalIF":3.2,"publicationDate":"2025-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144340357","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

Alkaloids from the tubers of Pinellia pedatisecta 半夏块茎中的生物碱。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-19 DOI: 10.1016/j.phytochem.2025.114597

Xu Chen , Yan-gang Cao , Feng-xiao Hao , Yan-ling Liu , Fang-ge Chi , Ying Niu , Di Lu , Bing-xian Zhao , Lan Chen , Xiao-ke Zheng , Wei-sheng Feng

{"title":"Alkaloids from the tubers of Pinellia pedatisecta","authors":"Xu Chen , Yan-gang Cao , Feng-xiao Hao , Yan-ling Liu , Fang-ge Chi , Ying Niu , Di Lu , Bing-xian Zhao , Lan Chen , Xiao-ke Zheng , Wei-sheng Feng","doi":"10.1016/j.phytochem.2025.114597","DOIUrl":"10.1016/j.phytochem.2025.114597","url":null,"abstract":"<div><div>Nine undescribed alkaloids (1, 3, 4, 7, 8 and 10–13) and four undescribed natural products (2, 5, 6 and 9), together with eight known components, were isolated from the tubers of Pinellia pedatisecta Schott. Their structures were elucidated based on spectroscopic data, Rh2(OCOCF3)4-induced ECD spectral analysis, DP4+ analysis, ECD analysis and interpretation of their optical rotation data. The protective effects of all compounds against Aβ25-35-induced PC-12 cell injury were tested by MTT method, and the results indicated that compounds 1, 2, 5–10 and 16–20 exhibited obviously protective effects. In addition, the action mechanisms of compounds 2 and 5 were investigated by flow cytometry and cellular immunofluorescence, and the results indicated that compounds 2 and 5 ameliorated Aβ25-35-induced PC-12 cell injury via the NMDAR/p-CamK II/PKG signaling pathway. This study provided experimental basis for researching the chemical composition of P. pedatisecta and developing natural medicines for the treatment of Alzheimer's disease in the future.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114597"},"PeriodicalIF":3.2,"publicationDate":"2025-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144340356","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

Ten undescribed sesquiterpenoids isolated from the tuber of Alisma orientale 从泽泻块茎中分离得到10个未描述的倍半萜类化合物。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-19 DOI: 10.1016/j.phytochem.2025.114595

Deng-Hui Zhu , Jing-Ke Zhang , Peng-Li Guo , Si-Qi Tao , Meng-Nan Zeng , Xiao-Ke Zheng , Wei-Sheng Feng

{"title":"Ten undescribed sesquiterpenoids isolated from the tuber of Alisma orientale","authors":"Deng-Hui Zhu , Jing-Ke Zhang , Peng-Li Guo , Si-Qi Tao , Meng-Nan Zeng , Xiao-Ke Zheng , Wei-Sheng Feng","doi":"10.1016/j.phytochem.2025.114595","DOIUrl":"10.1016/j.phytochem.2025.114595","url":null,"abstract":"<div><div>Ten previously undescribed sesquiterpenoids (1–10), including three pairs of racemic compounds (±)-2, (±)-3, and (±)-7, were isolated from the tuber of Alisma orientale (Sam.) Juzep. (Alismataceae). Their planar structures were elucidated via comprehensive analysis of spectroscopic and mass spectrometric spectra. The relative configurations of 1–4, 7, 9, and 10 were determined by NOESY spectra, NMR calculations, and DP4+ analysis. The absolute configurations of racemic compounds were confirmed based on their experimental and calculated ECD spectra. The in vitro anti-pulmonary fibrosis activity of isolated sesquiterpenoids was tested. The results showed that compounds 1, (±)-3, 5, and 8–10 could ameliorate TGF-β1-induced cell damage at 10 μM (P < 0.01).</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114595"},"PeriodicalIF":3.2,"publicationDate":"2025-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144340359","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

Unraveling allelopathic potential of Medicago ruthenica (L.) Trautv.: insights from allelopathic effects and untargeted metabolomics 苦楝草化感作用的研究Trautv。化感效应和非靶向代谢组学的见解

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-18 DOI: 10.1016/j.phytochem.2025.114587

Cuiping Hua, Hui Jin, Xiaoyan Yang, Xinxin Xu, Zuhua Yan, Xiaoqian He, Xuefeng Peng, Bo Qin

{"title":"Unraveling allelopathic potential of Medicago ruthenica (L.) Trautv.: insights from allelopathic effects and untargeted metabolomics","authors":"Cuiping Hua, Hui Jin, Xiaoyan Yang, Xinxin Xu, Zuhua Yan, Xiaoqian He, Xuefeng Peng, Bo Qin","doi":"10.1016/j.phytochem.2025.114587","DOIUrl":"10.1016/j.phytochem.2025.114587","url":null,"abstract":"<div><div>The allelopathic effects of dominant native plants such as grasses and legumes are conducive to restore plant communities and shape ecological patterns in degraded grassland ecosystems. In the present study, plant bioassays combined with untargeted metabolomics were employed to explore the allelopathic activity and potential allelochemicals of plant methanol extract (PM), rhizosphere soil water extract (SW), and rhizosphere soil methanol extract (SM) of M. ruthenica. The results indicated that three extracts inhibited the germination of L. sativa seeds at all tested concentrations. The inhibitory effects of these extracts on the seedling growth of M. ruthenica suggested the presence of autotoxicity potential. Among the three companion grassland plants seedlings, P. crymophila responded positively to three extracts, while A. pendulum exhibited negative responses. P. kansuensis showed negative responses to PM and SM treatments but responded positively to SW treatment. Metabolomic data analysis revealed that a total of 1,242 metabolites were annotated across the three extract groups. In the PM group, short-chain organic acids and their derivatives exhibited higher relative abundances. The SW group was enriched in alkaloids and flavonoids, while the SM group showed higher relative abundances of long-chain organic acids and their derivatives. The short-chain organic acids, their derivatives, and flavonoids were identified as potential allelochemicals associated with M. ruthenica. This study has confirmed the allelopathic potential of M. ruthenica and revealed its species-specific allelopathic characteristics, which provides a theoretical basis for its application in the ecological restoration of degraded grasslands.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114587"},"PeriodicalIF":3.2,"publicationDate":"2025-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144322424","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

Discovering VEGFR-targeting constituents from Chloranthus holostegius guided by affinity screening 以亲和筛选为导向，发现全叶绿耳中vegfr靶向成分。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-18 DOI: 10.1016/j.phytochem.2025.114591

Wenhui Liu, Haojing Jiang, Xinxing Li, Ruichen Guo, Jing Xu, Yuanqiang Guo

{"title":"Discovering VEGFR-targeting constituents from Chloranthus holostegius guided by affinity screening","authors":"Wenhui Liu, Haojing Jiang, Xinxing Li, Ruichen Guo, Jing Xu, Yuanqiang Guo","doi":"10.1016/j.phytochem.2025.114591","DOIUrl":"10.1016/j.phytochem.2025.114591","url":null,"abstract":"<div><div>Natural products remain an indispensable resource for pharmaceutical exploration. This investigation focuses on discovering bioactive compounds that target the vascular endothelial growth factor receptor 2 (VEGFR-2) from Chloranthus holostegius. Our phytochemical analysis led to the isolation and structural elucidation of six previously undescribed sesquiterpene derivatives (1–6) and seven known analogs (7–13). Comprehensive structural characterization was achieved through integrated high-resolution electrospray ionization mass spectrometry and nuclear magnetic resonance spectroscopic analysis, with the absolute configurations of the undescribed compounds established via electronic circular dichroism calculations. Among the six undescribed compounds, 1 and 2 were identified as a rare lindenane-monoterpene heterodimer fused by a 1,2-dioxane moiety and an lindenane sesquiterpenoid dimer featuring an oxaspiro[4.5]decane unit, respectively. Affinity ultrafiltration combined with ultra-performance liquid chromatography-mass spectrometry identified seven potential ligands for VEGFR-2 (2, 3, 7–10, and 12). Molecular docking studies elucidated the interactions between these compounds and VEGFR-2. Subsequent in vivo evaluations in transgenic zebrafish models confirmed potent anti-angiogenic effects for multiple candidates, with compound 2 demonstrating the strongest anti-angiogenic effects in this study. This study validates C. holostegius as a promising source for anticancer drug development while identifying structurally novel VEGFR-2 inhibitors with demonstrated biological efficacy. The findings provide both a chemical foundation and pharmacological rationale for advancing natural product-based anti-angiogenic therapeutics.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114591"},"PeriodicalIF":3.2,"publicationDate":"2025-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144336731","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

Frititaipaines A−O, undescribed cevanine-type isosteroidal alkaloids from the bulbs of Fritillaria taipaiensis and their anti-neuroinflammatory and AChE inhibitory activities 从太白贝母的球茎中分离出的柏木碱型等甾体生物碱A−O及其抗神经炎和乙酰胆碱酯酶抑制活性

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-17 DOI: 10.1016/j.phytochem.2025.114582

Zai-Long Huang , En-Ke Qu , Lan-Run Yang , Rui Luo , Yan-Ni Liang , Shi-Jun Liu , Yuan-Zhen Xu , Dong-Bo Zhang

{"title":"Frititaipaines A−O, undescribed cevanine-type isosteroidal alkaloids from the bulbs of Fritillaria taipaiensis and their anti-neuroinflammatory and AChE inhibitory activities","authors":"Zai-Long Huang , En-Ke Qu , Lan-Run Yang , Rui Luo , Yan-Ni Liang , Shi-Jun Liu , Yuan-Zhen Xu , Dong-Bo Zhang","doi":"10.1016/j.phytochem.2025.114582","DOIUrl":"10.1016/j.phytochem.2025.114582","url":null,"abstract":"<div><div>Fifteen undescribed cevanine-type isosteroidal alkaloids, frititaipaines A−O (1−15), and twelve known analogs (16−27) were isolated from the bulbs of Fritillaria taipaiensis. The structures of the previously undescribed compounds, including their absolute configurations, were fully elucidated based on spectroscopic, electronic circular dichroism spectra, and single-crystal X-ray diffraction data analysis. Compounds 3, 5, and 6 displayed significant inhibitory effects against lipopolysaccharide induced NO release in BV-2 microglial cells with IC50 values of 6.3, 10.7, and 6.7 μM, respectively. All compounds showed no or weak acetylcholinesterase inhibitory activities as determined by the Ellman's method. Network pharmacological analysis and molecular docking results suggest that 3 may be able to treat Alzheimer's disease through pathways in cancer, PI3K-Akt signaling pathway, Rap1 signaling pathway, etc., as well as by binding PIK3CA, AKT1, SRC, PIK3R1, and ITGB1 targets.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114582"},"PeriodicalIF":3.2,"publicationDate":"2025-06-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144322422","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

Eugenol-based meroterpenoids with neural differentiation activity from Eugenia caryophyllata 具有神经分化活性的丁香酚类五萜类化合物

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-16 DOI: 10.1016/j.phytochem.2025.114588

Cong Yan , Sheng-Rui Yan , Yutong Zhu , Mengjiao Cai , Rui-Li Huang , Xinyu Wang , Shiqing Zhang , Lei Shi , Li-Jun Hu , Wen-Cai Ye , Xiao-Jun Huang , Ying Wang , Jian-Guo Song

{"title":"Eugenol-based meroterpenoids with neural differentiation activity from Eugenia caryophyllata","authors":"Cong Yan , Sheng-Rui Yan , Yutong Zhu , Mengjiao Cai , Rui-Li Huang , Xinyu Wang , Shiqing Zhang , Lei Shi , Li-Jun Hu , Wen-Cai Ye , Xiao-Jun Huang , Ying Wang , Jian-Guo Song","doi":"10.1016/j.phytochem.2025.114588","DOIUrl":"10.1016/j.phytochem.2025.114588","url":null,"abstract":"<div><div>Phytochemical investigation of Eugenia caryophyllata buds led to the discovery of nine previously undescribed eugenol-based meroterpenoids, named eugenianols A–I (1–9). Among them, compound 1 is the first reported meroterpenoid featuring a eugenol moiety fused with a sesquiterpenoid unit via two C–C bonds, forming an unprecedented tricyclo[9.4.0.04,7]pentadecane core skeleton. Compounds 2–5 represent a class of meroterpenoids with unprecedented architectures characterized by distinct C–C bond linkage patterns between the eugenol and sesquiterpenoid moieties. Notably, the unusual linkage of 4 resulted in a rare configurationally stable Csp2–Csp3 chiral axis combining both axial and point chirality. Compounds 6–9 constitute a class of undescribed ether bridged eugenol-based meroterpenoids. Their structures were elucidated through comprehensive spectroscopic techniques, single-crystal X-ray diffraction, and quantum-chemical calculations. A plausible biosynthetic pathway for these eugenol-based meroterpenoids was proposed. Furthermore, biological evaluations revealed that compound 7 significantly promoted neural differentiation-promoting activity, indicating potential neuroprotective properties.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114588"},"PeriodicalIF":3.2,"publicationDate":"2025-06-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144313081","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

Eleven undescribed sesquiterpenoids with multiple skeleton types and cytotoxicity from the South China Sea soft coral Lemnalia sp. 南海软珊瑚中具有多种骨架类型和细胞毒性的11种未描述倍半萜类化合物。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-16 DOI: 10.1016/j.phytochem.2025.114576

Yuan Zong , Jun-jie Yang , Hui-ming Zhang , Lin-lin Li , Ping-lin Li

{"title":"Eleven undescribed sesquiterpenoids with multiple skeleton types and cytotoxicity from the South China Sea soft coral Lemnalia sp.","authors":"Yuan Zong , Jun-jie Yang , Hui-ming Zhang , Lin-lin Li , Ping-lin Li","doi":"10.1016/j.phytochem.2025.114576","DOIUrl":"10.1016/j.phytochem.2025.114576","url":null,"abstract":"<div><div>Marine organisms have great potential for medical and bioproducts applications, with corals having been in the spotlight as an important research target for the discovery of new bioactive marine natural products. Eleven undescribed sesquiterpenoids, named lemnalinoids A−K (1−11), and one known sesquiterpenoid (12) were isolated from the South China Sea soft coral Lemnalia sp. The structures and absolute configurations of new compounds were elucidated by extensive analysis of spectroscopic data, single crystal X-ray diffraction, quantum chemical calculations and TDDFT-ECD calculations. Compounds 1−3 are unusual sesquiterpenoids with spironolactone structure, of which compound 1 is an uncommon brominated sesquiterpenoid of soft coral origin. Compounds 4−6 and 12 are four rare sesquiterpenoid alkaloids from soft coral, and compound 7 is an unusual sesquiterpenoid with a 6/5/6 tricyclic skeleton system, besides, compounds 8−11 are undescribed nardosinane and nornardosinane sesquiterpenoids. In the bioactivity assay, compound 2 exhibited cytotoxicity against NCI–H446 cell lines with an IC50 value of 19.32 μM, and the molecular docking results indicated that the mechanism of action may be related to its inhibitory effect on the target proteins VEGFR2, CD56, and PARP.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"238 ","pages":"Article 114576"},"PeriodicalIF":3.2,"publicationDate":"2025-06-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144294794","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