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Sesquiterpenoids from the rhizome of Curcuma wenyujin and their protective effects against high glucose-induced apoptosis in PMVECs cells 姜黄文玉金根茎倍半萜类化合物及其对高糖诱导PMVECs细胞凋亡的保护作用
IF 1.4 4区 生物学
Phytochemistry Letters Pub Date : 2025-12-01 Epub Date: 2025-10-31 DOI: 10.1016/j.phytol.2025.104068
Yunhan Zhang , Yiwei Wu , Huizhen Yang , Wenjie Shangguan , Jiaping Fan , Xueli Huang , Hong Wang , Rongfei Chen , Wen Sun , Tunhai Xu , Yindi Zhu
{"title":"Sesquiterpenoids from the rhizome of Curcuma wenyujin and their protective effects against high glucose-induced apoptosis in PMVECs cells","authors":"Yunhan Zhang ,&nbsp;Yiwei Wu ,&nbsp;Huizhen Yang ,&nbsp;Wenjie Shangguan ,&nbsp;Jiaping Fan ,&nbsp;Xueli Huang ,&nbsp;Hong Wang ,&nbsp;Rongfei Chen ,&nbsp;Wen Sun ,&nbsp;Tunhai Xu ,&nbsp;Yindi Zhu","doi":"10.1016/j.phytol.2025.104068","DOIUrl":"10.1016/j.phytol.2025.104068","url":null,"abstract":"<div><div>Two novel sesquiterpenoids, wenyujinone J and wenyujinone K, alongside a new natural product (<strong>3</strong>), and three known sesquiterpenoids analogs (<strong>4</strong>–<strong>6</strong>), were isolated and identified from <em>Curcuma wenyujin</em>. The structures of the novel sesquiterpenoids were elucidated through comprehensive spectroscopic analysis and chemical methods. Their absolute stereochemistry was determined via electronic circular dichroism (ECD) spectroscopy and computational ECD analysis. The protective effect of all compounds (50–400 μM) against high glucose-induced apoptosis in pulmonary microvascular endothelial cells (PMVECs) were evaluated. Compounds <strong>4</strong>, <strong>5</strong> and <strong>6</strong>, particularly compound <strong>5</strong>, exhibited significant dose-dependent protective effects. Furthermore, treatment with compound <strong>5</strong> markedly upregulated the nuclear protein expression of phosphorylated protein kinase B (p-AKT).</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104068"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145417141","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}
引用次数: 0
One new aryltetralin lignan and other components from Blachia pentzii 五角木中芳基四联素、木脂素及其它新成分
IF 1.4 4区 生物学
Phytochemistry Letters Pub Date : 2025-12-01 Epub Date: 2025-10-16 DOI: 10.1016/j.phytol.2025.104057
Yan-Yan Zhang , Feng-Cheng Zhang , Yue Zhang , Hong-Yan Yu , Hai-Rong Xu , Xiao-Yun Dong , Chang-Shui Yang
{"title":"One new aryltetralin lignan and other components from Blachia pentzii","authors":"Yan-Yan Zhang ,&nbsp;Feng-Cheng Zhang ,&nbsp;Yue Zhang ,&nbsp;Hong-Yan Yu ,&nbsp;Hai-Rong Xu ,&nbsp;Xiao-Yun Dong ,&nbsp;Chang-Shui Yang","doi":"10.1016/j.phytol.2025.104057","DOIUrl":"10.1016/j.phytol.2025.104057","url":null,"abstract":"<div><div>One new aryltetralin lignan, blachianol D (1), together with other six known compounds (2–7) were isolated from the stems of <em>Blachia pentzii</em> (Euphorbiaceae) for the first time. Their structures were identified by spectroscopic analyses, especially 1D, 2D NMR, and ECD calculations for 1. Compound 1 was further evaluated for anti-inflammatory activities that reduced LPS-induced NO production of RAW 264.7 cells. In addition, 1 could match well in the binding pocket of ABCG2 protein by molecular docking. Although 1 did not exert anti-inflammatory activity, it could find application in other fields of medicine as a potential inhibitor of ABCG2.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104057"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145321912","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}
引用次数: 0
Five undescribed 1,3-diphenylpropanes from the leaves of Broussonetia papyrifera 从纸草叶中分离得到5个未描述的1,3-二苯丙烷
IF 1.4 4区 生物学
Phytochemistry Letters Pub Date : 2025-12-01 Epub Date: 2025-10-03 DOI: 10.1016/j.phytol.2025.104045
Tingting Guo , Qingfang Wang , Chen Peng , Xingli Zhang , Kepu Huang , Kou Wang , Hongping He , Mingming Li
{"title":"Five undescribed 1,3-diphenylpropanes from the leaves of Broussonetia papyrifera","authors":"Tingting Guo ,&nbsp;Qingfang Wang ,&nbsp;Chen Peng ,&nbsp;Xingli Zhang ,&nbsp;Kepu Huang ,&nbsp;Kou Wang ,&nbsp;Hongping He ,&nbsp;Mingming Li","doi":"10.1016/j.phytol.2025.104045","DOIUrl":"10.1016/j.phytol.2025.104045","url":null,"abstract":"<div><div>Five undescribed 1,3-diphenylpropanes (1–5) and ten known analogues (6–15) were isolated from the leaves of <em>Broussonetia papyrifera.</em> Their structures were established through comprehensive analysis of spectroscopic data, including HRESIMS, 1D and 2D NMR. Among them, the known compounds 7–8, 11–13, and 15 were discovered in plants of this genus for the first time.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104045"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145222723","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}
引用次数: 0
An undescribed triterpenoid saponin from the root of Astragalus membranaceus (Fisch.) Bge. var. mongholicus 黄芪根中的一种未描述的三萜皂苷。知母。var. mongholicus
IF 1.4 4区 生物学
Phytochemistry Letters Pub Date : 2025-12-01 Epub Date: 2025-11-01 DOI: 10.1016/j.phytol.2025.104066
Yan Liu , Yue Sun , Yue Wang , Hai-dan Zou , Jia-Tong Wu , Juan Pan , Wei Guan , Zhi-Chao Hao , Hai-Xue Kuang , Bing-You Yang
{"title":"An undescribed triterpenoid saponin from the root of Astragalus membranaceus (Fisch.) Bge. var. mongholicus","authors":"Yan Liu ,&nbsp;Yue Sun ,&nbsp;Yue Wang ,&nbsp;Hai-dan Zou ,&nbsp;Jia-Tong Wu ,&nbsp;Juan Pan ,&nbsp;Wei Guan ,&nbsp;Zhi-Chao Hao ,&nbsp;Hai-Xue Kuang ,&nbsp;Bing-You Yang","doi":"10.1016/j.phytol.2025.104066","DOIUrl":"10.1016/j.phytol.2025.104066","url":null,"abstract":"<div><div>An undescribed triterpenoid saponin, astralanosaponin M (<strong>1</strong>) along with seven previously identified triterpenoids (<strong>2–8</strong>) were isolated from the roots of <em>Astragalus membranaceus</em> (Fisch.) Bge<em>.</em> var. <em>mongholicus</em> (AMM). Compound <strong>2</strong> was identified for the first time in a leguminous species. The structural characteristics and properties of the separated compounds were elucidated through comprehensive NMR spectroscopy, HR-ESI-MS, and by analyzing the data in relation to established compounds. The absolute configuration of sugars were determined by GC-MS. These compounds’ <em>in vitro</em> anti-diabetic nephropathy activity were evaluated using high glucose-induced SV40 MES 13 cells. Compounds <strong>5</strong> and <strong>3</strong> exhibited significant inhibitory activity with IC<sub>50</sub> values of 22.4 μM and 24.6 μM, respectively.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104066"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145417143","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}
引用次数: 0
Two meroterpenoids from the root bark of Eucalyptus robusta 从桉树的根皮中提取的两种美罗萜类化合物
IF 1.4 4区 生物学
Phytochemistry Letters Pub Date : 2025-12-01 Epub Date: 2025-11-20 DOI: 10.1016/j.phytol.2025.104079
Yi-Yang Chen, Yong-Xin Wei, Rui-Zhen Chen, Kun-Feng Zhang, Ling-Yi Kong, Ming-Hua Yang
{"title":"Two meroterpenoids from the root bark of Eucalyptus robusta","authors":"Yi-Yang Chen,&nbsp;Yong-Xin Wei,&nbsp;Rui-Zhen Chen,&nbsp;Kun-Feng Zhang,&nbsp;Ling-Yi Kong,&nbsp;Ming-Hua Yang","doi":"10.1016/j.phytol.2025.104079","DOIUrl":"10.1016/j.phytol.2025.104079","url":null,"abstract":"<div><div>Two previously unreported meroterpenoids, euglobal-A5 (<strong>1</strong>) with a phloroglucinol moiety and eucalrobusone Z (<strong>2</strong>) containing a polymethylated <em>β</em>-triketone were isolated from the root bark of <em>Eucalyptus robusta</em> along with three known triterpenoids (<strong>3</strong>–<strong>5</strong>). Their chemical structures were elucidated by comprehensive spectral analysis, and their absolute configurations were established via electronic circular dichroism (ECD) calculations. Antimicrobial and antifungal screening assays demonstrated that compound <strong>1</strong> inhibited the growth of <em>Candida albicans</em> with a minimum inhibitory concentration (MIC) of 32 <em>μ</em>g/mL, while <strong>2</strong> exhibited antibacterial activity against both <em>Escherichia coli</em> and <em>Pseudomonas aeruginosa</em> with a MIC value of 64 <em>μ</em>g/mL for each.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104079"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145568322","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}
引用次数: 0
Curculatifolia, a new norlignan derivative from Curculigo latifolia using MS/MS-based molecular networking discovery 利用MS/MS-based分子网络技术发现从莪术中提取的一种新的降脂素衍生物
IF 1.4 4区 生物学
Phytochemistry Letters Pub Date : 2025-12-01 Epub Date: 2025-09-20 DOI: 10.1016/j.phytol.2025.103051
Nadiah Mad Nasir , Nur Kartinee Kassim , Hanan Hasan , Pavithren Devakrishnan , Intan Safinar Ismail
{"title":"Curculatifolia, a new norlignan derivative from Curculigo latifolia using MS/MS-based molecular networking discovery","authors":"Nadiah Mad Nasir ,&nbsp;Nur Kartinee Kassim ,&nbsp;Hanan Hasan ,&nbsp;Pavithren Devakrishnan ,&nbsp;Intan Safinar Ismail","doi":"10.1016/j.phytol.2025.103051","DOIUrl":"10.1016/j.phytol.2025.103051","url":null,"abstract":"<div><div>The <em>Curculigo</em> genus is a source of secondary metabolites with various bioactivities, including antidiabetic, antibacterial, anti-inflammatory, and antioxidant properties. In this study, we investigated <em>Curculigo latifolia</em> from Western Malaysia using LC-MS/MS and molecular networking (MN) analysis. The analysis revealed two major clusters, norlignans and phenolic glycosides, in fractions F14–17 and L2. Furthermore, this paper presents the first comparative study of sinensigenin A, the most abundant compound in the rhizome fraction exhibiting antioxidant activity, and sinensigenin B, the most abundant compound in the leaf fraction, which demonstrates activity against <em>Staphylococcus aureus</em> and <em>Bacillus subtilis</em>. We isolated one new compound, curculatifolia (<strong>27</strong>), using an MN-guided approach and characterized it through spectroscopic techniques (NMR, FTIR, and MS).</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 103051"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145099180","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}
引用次数: 0
Alkaloid profiling and biological activity of compounds from Narcissus poeticus L. bulbs 水仙球茎中化合物的生物碱谱及生物活性研究
IF 1.4 4区 生物学
Phytochemistry Letters Pub Date : 2025-12-01 Epub Date: 2025-10-08 DOI: 10.1016/j.phytol.2025.104047
Maël Gainche , Chloé Badoc , Marie Chastanet , Estelle Trouvé , Solenn Ferron , Pierre Chalard , Isabelle Ripoche , Elodie Jagu
{"title":"Alkaloid profiling and biological activity of compounds from Narcissus poeticus L. bulbs","authors":"Maël Gainche ,&nbsp;Chloé Badoc ,&nbsp;Marie Chastanet ,&nbsp;Estelle Trouvé ,&nbsp;Solenn Ferron ,&nbsp;Pierre Chalard ,&nbsp;Isabelle Ripoche ,&nbsp;Elodie Jagu","doi":"10.1016/j.phytol.2025.104047","DOIUrl":"10.1016/j.phytol.2025.104047","url":null,"abstract":"<div><div>The Amaryllidaceae species are known to contain a wide variety of alkaloids, including lycorine or galantamine scaffolds, which exhibit diverse biological activities such as antiviral and acetylcholinesterase inhibitory properties. In this study, we investigated the phytochemical profile and the biological activity of some compounds found in <em>Narcissus poeticus</em> L., a plant from the Amaryllidaceae family native to the Auvergne region of France, an area characterized by a rich botanical diversity. Phytochemical analysis of bulbs extracts led to the identification of three known alkaloids: pseudolycorine <strong>1</strong>, norgalantamine <strong>2</strong> and 2-O-(3’-hydroxybutanoyl)-lycorine <strong>3.</strong> We also isolated a new tetrahydroquinoline derivative that have been named poeticine A <strong>4</strong>. The evaluation of antiviral activity was performed using the SARS-CoV-2 infection model in Vero cells. While compounds <strong>2</strong>, <strong>3</strong> and <strong>4</strong> showed no significant antiviral activity, pseudolycorine <strong>1</strong> exhibited high antiviral potency with a calculated EC<sub>50</sub> of 1.1 µM similar to Remdesivir used as reference compound. However, pseudolycorine displayed cytotoxicity effect, with a ratio CC<sub>50</sub>/EC<sub>50</sub> of approximately 4.7. The four alkaloids were further evaluated for their inhibitory activity against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), enzymes involved in Alzheimer’s disease. The newly isolated compound poeticine A exhibits an inhibitory activity on both enzymes, with IC<sub>50</sub> values of 23 µM for AChE and 118 µM for BChE. Additionally, norgalantamine demonstrate a strong inhibitory activity on both enzymes with IC<sub>50</sub> values of 0.47 µM for AChE and 21 µM for BChE.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104047"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145269695","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}
引用次数: 0
Spirocyclic polyketide analogues from the endophyte fungus Penicillium sp. YUD25002 associated with Panax notoginseng 三七内生真菌青霉菌YUD25002中螺旋环聚酮类似物的研究
IF 1.4 4区 生物学
Phytochemistry Letters Pub Date : 2025-12-01 Epub Date: 2025-11-13 DOI: 10.1016/j.phytol.2025.104074
Wen-Jing Wang , Ju-Cheng Zhang , Yan Geng , Hai-Xia Dong , Fei Xie , Tian-Peng Xie , Zhi-Feng Zi , Dan-Dan Xia , Han-Jue Zhang , Hao Zhou , Min Yin , Zhong-Tao Ding
{"title":"Spirocyclic polyketide analogues from the endophyte fungus Penicillium sp. YUD25002 associated with Panax notoginseng","authors":"Wen-Jing Wang ,&nbsp;Ju-Cheng Zhang ,&nbsp;Yan Geng ,&nbsp;Hai-Xia Dong ,&nbsp;Fei Xie ,&nbsp;Tian-Peng Xie ,&nbsp;Zhi-Feng Zi ,&nbsp;Dan-Dan Xia ,&nbsp;Han-Jue Zhang ,&nbsp;Hao Zhou ,&nbsp;Min Yin ,&nbsp;Zhong-Tao Ding","doi":"10.1016/j.phytol.2025.104074","DOIUrl":"10.1016/j.phytol.2025.104074","url":null,"abstract":"<div><div>Two undescribed spirocyclic polyketide derivatives, spiromeclones A (<strong>1</strong>) and B (<strong>2</strong>), together with four known homologous compounds penicophenone A (<strong>3</strong>), 5,5′-diacetyl-2,6,2′,6′-tetrahydroxy-3,3′-dimethyl-diphenylmethane (<strong>4</strong>), 2,4-dihydroxy-5-methylacetophenone (<strong>5</strong>), and trichrontide B (<strong>6</strong>), were isolated from the endophytye fungus <em>Penicillium</em> sp. YUD25002 associated with <em>Panax notoginseng</em>. The structures of these compounds were confirmed by NMR and HR-ESI-MS, while the absolute configurations of the novel compounds were elucidated through single-crystal X-ray diffraction and TDDFT ECD calculations. The antifungal activity of the compounds against four pathogens of <em>Panax notoginseng</em> was investigated.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104074"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145516685","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}
引用次数: 0
Phytochemistry of crustose lichens from Mount Rossman, Ellsworth Land, Antarctica 南极埃尔斯沃斯地罗斯曼山甲壳地衣的植物化学
IF 1.4 4区 生物学
Phytochemistry Letters Pub Date : 2025-12-01 Epub Date: 2025-10-22 DOI: 10.1016/j.phytol.2025.104063
Rodrigo A. Contreras, Marisol Pizarro, Pablo Zamora , Gustavo E. Zúñiga
{"title":"Phytochemistry of crustose lichens from Mount Rossman, Ellsworth Land, Antarctica","authors":"Rodrigo A. Contreras,&nbsp;Marisol Pizarro,&nbsp;Pablo Zamora ,&nbsp;Gustavo E. Zúñiga","doi":"10.1016/j.phytol.2025.104063","DOIUrl":"10.1016/j.phytol.2025.104063","url":null,"abstract":"<div><div>Lichens are symbiotic organisms that inhabit all climate zones of this planet, including even those in Antarctica, thanks to their sophisticated biochemical machinery. This study investigated the phytochemical composition of three lichen species (<em>Pleopsidium</em> sp., <em>Sarcogyne</em> sp., and <em>Rusavskia</em> sp.) collected from Mount Rossman, Antarctica. We used liquid chromatography coupled with tandem mass spectrometry (LC-MS/MS) to putatively assign key secondary metabolites, including anthraquinones and various depsides and depsidones, important for UV protection and antimicrobial defense. We also quantified the lichens’ sugar profiles by high-performance liquid chromatography with refractive index detection (HPLC-RID) using external standards. Here, we provide new perspectives on how these lichens utilize metabolic strategies to survive under extreme desiccation conditions in their terrestrial environment and highlight their biotechnological and pharmaceutical applications.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104063"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145363270","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}
引用次数: 0
New 6/6/6/6 tetracyclic Rhododendron chromane meroterpenoids from flowers of Rhododendron rubiginosum Franch. var. rubiginosum with COX-2 inhibitory activity 从红杜鹃花中分离得到新的6/6/6/6 /6四环杜鹃色胺萜类化合物。具有COX-2抑制活性的紫紫变种
IF 1.4 4区 生物学
Phytochemistry Letters Pub Date : 2025-12-01 Epub Date: 2025-11-03 DOI: 10.1016/j.phytol.2025.104072
Yong-xun Yang , Yan Luo , Ying Qu , Yu-lian Luo , Hai-yan Huang , Hao Geng
{"title":"New 6/6/6/6 tetracyclic Rhododendron chromane meroterpenoids from flowers of Rhododendron rubiginosum Franch. var. rubiginosum with COX-2 inhibitory activity","authors":"Yong-xun Yang ,&nbsp;Yan Luo ,&nbsp;Ying Qu ,&nbsp;Yu-lian Luo ,&nbsp;Hai-yan Huang ,&nbsp;Hao Geng","doi":"10.1016/j.phytol.2025.104072","DOIUrl":"10.1016/j.phytol.2025.104072","url":null,"abstract":"<div><div>Four novel 6/6/6/6 tetracyclic <em>Rhododendron</em> chromane meroterpenoids (RCMs), designated hongzhongdujuanins A–D (<strong>1–4</strong>), along with three common 6/6/6/4 or 6/6/5/4 tetracyclic RCMs, rubiginosins A (<strong>5</strong>) and C (<strong>6</strong>), and (+)-fastinoid B (<strong>7</strong>) were isolated from the flowers of <em>Rhododendron rubiginosum</em> Franch. var. <em>rubiginosum</em>. Structurally, compounds <strong>1</strong> and <strong>2</strong> are a pair of C-12 epimers, and <strong>4</strong> is an irregular RCM featuring a C<sub>16</sub> (3 × C<sub>5</sub> + C<sub>1</sub>) terpenoid side chain rather than the regular isopentenyl C<sub>15</sub> (3 × C<sub>5</sub>) terpenoid side chain. The absolute configurations of compounds <strong>1–4</strong> were resolved by a combination of biosynthetic arguments, characteristic chemical shifts of H<sub>a</sub>-10 and H<sub>3</sub>-19 (or H<sub>2</sub>-13), and ECD calculation. Furthermore, the conformations of the B–D ring of <strong>1–4</strong> were deduced as half-chair, chair, and boat, respectively. Lastly, compounds <strong>1–7</strong> (excluding <strong>4)</strong> were tested for COX-2 inhibitory activity. The results showed that compounds <strong>1–3</strong> have effective inhibition, with IC<sub>50</sub> values ranging from 8.97 to 9.87 μM, indicating their COX-2 inhibitory potential, and demonstrating that the uncommon 6/6/6/6-ring core scaffold is necessary for COX-2 inhibitory activity.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104072"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145466659","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}
引用次数: 0
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