Phytochemistry最新文献_第9页

Targeted discovery of unusual diterpenoids with anti-fungal activity from the root of Euphorbia lathyris 从 Euphorbia lathyris 的根中定向发现具有抗真菌活性的不寻常二萜类化合物。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-06-20 DOI: 10.1016/j.phytochem.2024.114193

Yiwei Wang , Shu Xu , Guodong Zhang , Pirui Li , Chenyang Liu , Jiarui Zhou , Xu Feng , Linwei Li , Yu Chen

{"title":"Targeted discovery of unusual diterpenoids with anti-fungal activity from the root of Euphorbia lathyris","authors":"Yiwei Wang , Shu Xu , Guodong Zhang , Pirui Li , Chenyang Liu , Jiarui Zhou , Xu Feng , Linwei Li , Yu Chen","doi":"10.1016/j.phytochem.2024.114193","DOIUrl":"10.1016/j.phytochem.2024.114193","url":null,"abstract":"<div>Lathyrisone A (1), a diterpene with an undescribed tricyclic 6/6/6 fused carbon skeleton, along with spirolathyrisins B-D (3–5), three diterpenes with a rare [4.5.0] spirocyclic carbon skeleton, and one known compound (2) were isolated from the roots of Euphorbia lathyris. Their chemical structures were characterized by extensive spectroscopic analysis, X-ray crystallography, ECD and quantum chemistry calculation. A plausible biosynthetic pathway for compounds 1–5 was proposed, which suggested it is a competitive pathway for ingenol biosynthesis in the plant. The anti-fungal activities of these compounds were tested, especially, compound 2 showed stronger anti-fungal activities against Fusarium oxysporum and Alternaria alternata than the positive control fungicide thiophanate-methyl. The preliminary structure–activity relationship of compounds 1–5 was also discussed. These results not only expanded the chemical diversities of E. lathyris, but also provided a lead compound for the control of plant pathogens.</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-06-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141440790","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

Structurally diverse diterpenoids from the seeds of Caesalpinia minax Hance and their bioactivities 来自 Caesalpinia minax Hance 种子的结构多样的二萜类化合物及其生物活性

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-06-20 DOI: 10.1016/j.phytochem.2024.114189

Wen-Chao Tu , Lin-Fen Ding , Liu-Dong Song , Yong-Jiao Li , Run-Cheng Yan , Yun Wu , Wei-Yang Feng , Xing-De Wu

引用次数: 0

Meliasanines A–L, tirucallane-type triterpenoids from Melia toosendan with anti-inflammatory properties via NF-κB signaling pathway Meliasanines A-L, tirucallane-type triterpenoid from Melia toosendan with anti-inflammatory properties via NF-κB signaling pathway.

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-06-19 DOI: 10.1016/j.phytochem.2024.114192

Li-Li Shao , Kai-Qin Lin , Han-Fei Liu , Zhi-Yao Li , Ni Zhang , Chao Chen , Wei-Dong Pan , Hua-Yong Lou , Jin-Yu Li

{"title":"Meliasanines A–L, tirucallane-type triterpenoids from Melia toosendan with anti-inflammatory properties via NF-κB signaling pathway","authors":"Li-Li Shao , Kai-Qin Lin , Han-Fei Liu , Zhi-Yao Li , Ni Zhang , Chao Chen , Wei-Dong Pan , Hua-Yong Lou , Jin-Yu Li","doi":"10.1016/j.phytochem.2024.114192","DOIUrl":"10.1016/j.phytochem.2024.114192","url":null,"abstract":"<div>Meliasanines A–L, twelve previously unreported tirucallane-type triterpenoids, together with fifteen known ones, have been isolated from the stem bark of Melia toosendan. Their structures and absolute configurations were determined based on HRESIMS, and NMR, combined with calculated ECD and single-crystal X-ray diffraction analyses. Subsequently, all compounds except 10 were evaluated for their inhibitory effect on the production of nitric oxide induced by lipopolysaccharide in RAW264.7 macrophage cells. The results indicated that seven compounds (1, 13, 14, 16, 20, 22, and 23) exhibited significant NO inhibitory effects, with IC50 values ranging from 1.35 to 5.93 μM, which were more effective than the positive control indomethacin (IC50 = 13.18 μM). Moreover, the corresponding results of Western blot analysis revealed that meliasanine A (1) can significantly suppress the protein expression of inducible nitric oxide synthase and cyclooxygenase 2 in a concentration-dependent manner. The mechanism study suggested that meliasanine A exerts an anti-inflammatory effect via the nuclear factor-κB signaling pathway by suppressing phosphorylation of P65 and IκBα.</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141432488","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

Cytotoxic and anti-inflammatory polyacetylenes from Tridax procumbens L 蒺藜中具有细胞毒性和抗炎性的多乙酰烯类化合物

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-06-18 DOI: 10.1016/j.phytochem.2024.114191

Zhiqiao Tan , Cong Chen , Lu Chen , Jia Zeng , Wenxin Zhang , Jingwen Xu , Xiangjiu He , Yihai Wang

{"title":"Cytotoxic and anti-inflammatory polyacetylenes from Tridax procumbens L","authors":"Zhiqiao Tan , Cong Chen , Lu Chen , Jia Zeng , Wenxin Zhang , Jingwen Xu , Xiangjiu He , Yihai Wang","doi":"10.1016/j.phytochem.2024.114191","DOIUrl":"10.1016/j.phytochem.2024.114191","url":null,"abstract":"<div>Herein, 17 previously undescribed polyacetylenes and 9 known ones were isolated from Tridax procumbens L. Their structures were identified using spectroscopic techniques (NMR, UV, IR, MS and optical rotation), the modified Mosher method, electronic circular dichroism (ECD) data and ECD calculation. The cytotoxicity of polyacetylenes on six human tumour cell lines (K562, K562/ADR, AGS, MGC-803, SPC-A-1 and MDA-MB-231) was evaluated. (3S,10R)-tridaxin B (2a), (3S,10S)-tridaxin B (2b) and tridaxin F (8) demonstrated substantial cytotoxic effects against the K562 cell line, with half-maximal inhibitory concentration (IC50) values of 2.62, 14.43 and 17.91 μM, respectively. Cell and nucleus morphology assessments and Western blot analysis confirmed that the cytotoxicity of the three polyacetylenes on K562 cells was mediated through a dose-dependent apoptosis pathway. Furthermore, (3S,10R)-tridaxin A (1a) and tridaxin G (9) exhibited considerable inhibitory effects on lipopolysaccharide-stimulated nitric oxide production in RAW 264.7 macrophages, with IC50 values of 15.92 and 20.35 μM, respectively. Further investigations revealed that 9 exerted anti-inflammatory activities by impeding the nuclear translocation of NF-κB and down-regulating the expression of pro-inflammatory factors, including those of iNOS, COX-2, IL-1β and IL-6, in a concentration-dependent manner. The study provides evidence that polyacetylenes from T. procumbens may serve as a potential source of anti-tumour or anti-inflammatory agents for treating related diseases.</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141432487","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

Corrigendum to ‘Undescribed steroidal alkaloids from the bulbs of Fritillaria ussuriensis Maxim and their anti-inflammatory activities’ [Journal Title 225 (2024) 114172] Fritillaria ussuriensis Maxim鳞茎中未描述的甾体生物碱及其抗炎活性"[期刊标题 225 (2024) 114172] 更正

IF 3.8 2区生物学

Phytochemistry Pub Date : 2024-06-18 DOI: 10.1016/j.phytochem.2024.114190

Dongxv Lu, Peng Jiang, Yanfu Wang, Yanying, Li, Anam Naseem, Adnan Mohammed Algradi, Juan Pan, Wei Guan, Jiatong Wu, Haixue Kuang, Bingyou Yang, Yan Liu

引用次数: 0

Structurally diverse diterpenoids and phenanthrene derivatives from the roots of Baliospermum solanifolium Baliospermum solanifolium 根部结构多样的二萜类化合物和菲类衍生物。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-06-17 DOI: 10.1016/j.phytochem.2024.114194

Jiangbo Chen, Yue Li, Haoqiang Xu, Mingjing Lian, Hongying Wang, Dongrong Zhu

{"title":"Structurally diverse diterpenoids and phenanthrene derivatives from the roots of Baliospermum solanifolium","authors":"Jiangbo Chen, Yue Li, Haoqiang Xu, Mingjing Lian, Hongying Wang, Dongrong Zhu","doi":"10.1016/j.phytochem.2024.114194","DOIUrl":"10.1016/j.phytochem.2024.114194","url":null,"abstract":"<div>Ten undescribed diterpenoids (1–10) and three undescribed phenanthrene derivatives (11–13), together with seven known compounds, were isolated from the roots of Baliospermum solanifolium. Their structures were determined by a combination of spectroscopic data analysis, electronic circular dichroism calculations and single-crystal X-ray diffraction studies. Compounds 1–7 (baliosperoids A–G) represent the examples of 20-nor-ent-podocarpane class first discovered in nature. In particular, compound 7 possesses a unique 2,3-seco ring system incorporating γ-butanolide moiety. All isolates were assessed for their cytotoxic activities against HT-29, HCT-116, HCT-15, MCF-7, and A549 cell lines as well as their inhibitory effects on lipopolysaccharide-induced NO production in RAW264.7 cells. Compound 1, a 20-nor-ent-podocarpane-type diterpenoid possessing a Δ1,2 double bond, not only exhibited considerable proliferation inhibition against five human cancer cell lines, with IC50 values ranging from 4.13 to 23.45 μM, but also displayed the most potent inhibitory activity on NO production with IC50 value at the nanomolar level (0.63 ± 0.21 μM).</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2,"publicationDate":"2024-06-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141427425","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

Induced production of defensive secondary metabolites from Aspergillus fumigatiaffinis by co-culture with Aspergillus alabamensis 通过与 alabamensis 曲霉共培养诱导烟曲霉产生防御性次生代谢物。

IF 3.8 2区生物学

Phytochemistry Pub Date : 2024-06-16 DOI: 10.1016/j.phytochem.2024.114187

Zhibo Hu , Haishan Cui , Qiang Wang , Cheng Li , Senhua Chen , Zhizeng Gao , Lan Liu , Bo Peng , Jing Li

{"title":"Induced production of defensive secondary metabolites from Aspergillus fumigatiaffinis by co-culture with Aspergillus alabamensis","authors":"Zhibo Hu , Haishan Cui , Qiang Wang , Cheng Li , Senhua Chen , Zhizeng Gao , Lan Liu , Bo Peng , Jing Li","doi":"10.1016/j.phytochem.2024.114187","DOIUrl":"10.1016/j.phytochem.2024.114187","url":null,"abstract":"<div>Seven previously undescribed compounds, including four diketomorpholine alkaloids (1‒4), one indole diketopiperazine alkaloid (9), one chromone (10), and one benzoic acid derivative (13), and nine known compounds (5–8, 11, 12, and 14–16) were isolated from two different fungal sources. Nine of these metabolites (1–9) were obtained from a seagrass-derived Aspergillus alabamensis SYSU-6778, while the others were obtained from a mixed culture of A. alabamensis SYSU-6778 and a co-isolated fungus A. fumigatiaffinis SYSU-6786. The chemical structures of the compounds were deduced via spectroscopic techniques (including HRESIMS, 1D and 2D NMR), chemical reactions, and ECD calculations. It is worth noting that compound 10 was identified as a defensive secondary metabolite of strain SYSU-6786, produced through the induction of compound 8 under co-culture conditions. Compounds 3 and 4 possessed a naturally rare isotryptophan core. Moreover, compounds 1 and 2 exhibited potent inhibitory activities against fish pathogenic bacterium Edwardsiella ictalurid, with minimum inhibitory concentration values of 10.0 μg/mL for both compounds.</div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.8,"publicationDate":"2024-06-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141420381","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

Megastigmane glycosides from the traditional Uighur medicine Cydonia oblonga Mill. 从维吾尔族传统药物楙中提取的巨甙。

IF 3.8 2区生物学

Phytochemistry Pub Date : 2024-06-13 DOI: 10.1016/j.phytochem.2024.114188

Shan-Shan Jiao , Rui-Feng Ding , Xin Yuan , Xiao-Ping He , Yan Liu , Kai Guo , Sheng-Hong Li

引用次数: 0

Diterpenoid alkaloids from Delphinium trichophorum Delphinium trichophorum 的二萜生物碱。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2024-06-13 DOI: 10.1016/j.phytochem.2024.114186

Shuai Huang , Jian-Zhu Wang , Yang-Li Pu , Yu-Yan Liu , Ying Chen , Lin Chen , Xian-Li Zhou

引用次数: 0

Immunosuppressive leucosesterterpane and penta-nor-leucosesterterpane sesterterpenoids from Leucosceptrum canum 从 Leucosceptrum canum 中提取的具有免疫抑制作用的白三烯和五正白三烯酯类化合物。

IF 3.8 2区生物学

Phytochemistry Pub Date : 2024-06-12 DOI: 10.1016/j.phytochem.2024.114185

Ting-Ting Zhou , Man-Wen Zhang , Yan-Chun Liu , Xiao-Nian Li , Yan Liu , Kai Guo , Sheng-Hong Li

引用次数: 0