Phytochemistry最新文献_第3页

Terpenoids from Aglaia edulis and their lung epithelial cells protective activity 淫羊藿萜类化合物及其对肺上皮细胞的保护作用

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-25 DOI: 10.1016/j.phytochem.2025.114599

Ling Li , Qianqian Yin , Yanping Zhang , Linlin Yang , Yue Gao , Jinle Hao , Bin Lin , Di Zhou , Ning Li

引用次数: 0

Uncommon 4-methylpregnane and anti-inflammatory 5α,8α-epidioxysterols from the South China Sea soft coral Sarcophyton sp. 南海软珊瑚中罕见的4-甲基孕烷和抗炎的5α，8α-附二氧甾醇。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-24 DOI: 10.1016/j.phytochem.2025.114586

Sheng-Hui Zhu , Qi Gong , Song-Wei Li , Hai-Yan Zhang , Yue-Wei Guo

{"title":"Uncommon 4-methylpregnane and anti-inflammatory 5α,8α-epidioxysterols from the South China Sea soft coral Sarcophyton sp.","authors":"Sheng-Hui Zhu , Qi Gong , Song-Wei Li , Hai-Yan Zhang , Yue-Wei Guo","doi":"10.1016/j.phytochem.2025.114586","DOIUrl":"10.1016/j.phytochem.2025.114586","url":null,"abstract":"<div><div>One uncommon 4-methylpregnane-type steroid (1), four previously undescribed 5α,8α-epidioxysterols (3–6), along with two known compounds (2 and 7), were isolated from the Chinese soft coral Sarcophyton sp. A distinguishing feature of 3–6 was the presence of a rare 1,2-dioxane ring system, which has not been frequently reported in the steroids from Sarcophyton genus. Their structures were determined by extensive spectroscopic analysis, comparison with the spectral data reported in the literature and X-ray diffraction analysis. In in vitro bioassays, compounds 3–6 exhibited significant anti-inflammatory activities, with the peroxide bridge in the B-ring hypothesized to play a key role in these effects. The results underscore the therapeutic potential of marine-derived steroidal compounds, particularly for the treatment of inflammatory diseases. This study highlights the South China Sea soft corals as a valuable resource for bioactive compounds and offers new directions for drug discovery in the field of anti-inflammatory therapies.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114586"},"PeriodicalIF":3.2,"publicationDate":"2025-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144497636","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 ‘Functional characterization of wheat ent-kaurene(-like) synthases indicates continuing evolution of labdane-related diterpenoid metabolism in the cereals’ [Phytochemistry 84 (2012) 47–55] “小麦正戊烯（样）合成酶的功能表征表明谷物中与labdane相关的二萜代谢的持续进化”的勘误表[植物化学84(2012)47-55]。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-24 DOI: 10.1016/j.phytochem.2025.114589

Ke Zhou , Meimei Xu , Mollie Tiernan , Qian Xie , Tomonobu Toyomasu , Chizu Sugawara , Madoka Oku , Masami Usui , Wataru Mitsuhashi , Makiko Chono , Peter M. Chandler , Reuben J. Peters

引用次数: 0

Norsesquiterpenoids from terrestrial and marine organisms: Chemistry, activity and possible biosynthetic pathways (1963–2024) 来自陆地和海洋生物的去倍半萜类化合物：化学、活性和可能的生物合成途径（1963-2024）

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-23 DOI: 10.1016/j.phytochem.2025.114592

Tao-Tao Xue , Bao-Long Hou , Meng-Meng Yuan , Zhi-Shu Tang , Hong-Bo Xu

{"title":"Norsesquiterpenoids from terrestrial and marine organisms: Chemistry, activity and possible biosynthetic pathways (1963–2024)","authors":"Tao-Tao Xue , Bao-Long Hou , Meng-Meng Yuan , Zhi-Shu Tang , Hong-Bo Xu","doi":"10.1016/j.phytochem.2025.114592","DOIUrl":"10.1016/j.phytochem.2025.114592","url":null,"abstract":"<div><div>Norsesquiterpenoids are naturally occurring carbon-reduced derivatives of sesquiterpenoids that are biosynthesised according to the isoprene rule of Ruzicka. Norsesquiterpenoids have attracted considerable interest from chemists and biologists because of their distinct structural characteristics and biological activity. Numerous norsesquiterpenoids with novel carbon skeletons have been reported. Their diverse structures are linked to various potent biological activities, including anti-inflammatory, anti-microbial, anti-viral, anti-oxidant, anti-Alzheimer, hypoglycaemic and cytotoxic. This review provides a comprehensive summary of 693 natural norsesquiterpenoids discovered in plants, fungi, marine organisms and microorganisms between 1963 and 2024, focussing on their identification, bioactivities and biosynthesis. The review also provides a brief overview of the biosynthesis of norsesquiterpenoids. In addition, several recommendations are proposed for future research. This review aims to serve as a useful reference for the development of natural norsesquiterpenoids and to provide beneficial guidance for the application of these health-related compounds and their source plants in pharmaceuticals, functional foods, cosmetics and agriculture.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114592"},"PeriodicalIF":3.2,"publicationDate":"2025-06-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144481622","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

Hypoglycemic cucurbitane-type triterpenoids from fruits of Citrullus colocynthis 从西瓜果实中提取的降糖葫芦烷型三萜

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-23 DOI: 10.1016/j.phytochem.2025.114600

Hua-Wei Lv , Yu Wan , Wen-Lin Fan , Meng-Di Zhu , Qiao-Liang Wang , Zhong-Bo Zhou , Chang-Chun Chen , Hong Wang , Xing-Nuo Li

{"title":"Hypoglycemic cucurbitane-type triterpenoids from fruits of Citrullus colocynthis","authors":"Hua-Wei Lv , Yu Wan , Wen-Lin Fan , Meng-Di Zhu , Qiao-Liang Wang , Zhong-Bo Zhou , Chang-Chun Chen , Hong Wang , Xing-Nuo Li","doi":"10.1016/j.phytochem.2025.114600","DOIUrl":"10.1016/j.phytochem.2025.114600","url":null,"abstract":"<div><div>Three previously undescribed cucurbitacins J-L (1–3) and two undescribed cucurbitane-type triterpenoid glycosides (4–5) were isolated, along with seven known analogues, from the 95 % ethanol extract of the fruits of Citrullus colocynthis under the guidance of bioassay and molecular networking. The structures of these previously undescribed compounds were elucidated using HRESIMS, 1D and 2D nuclear magnetic resonance data analysis. Absolute configurations were determined through quantum chemical electronic circular dichroism calculations and acid hydrolysis analysis. Compounds 1, 3–4, and 6–11 elicited stimulatory effects on glucagon-like peptide-1 (GLP-1) secretion in Caco-2 cells. Compound 6 has a better effect in promoting GLP-1 secretion at low concentration, with a 1.5-fold changes in GLP-1 secretion compared to the basal group at 5 μM. Compound 8 promoted GLP-1 secretion in a dose-dependent manner, with a 1.54-fold changes in GLP-1 secretion in Caco-2 cells at 20 μM compared to the basal level. These compounds showed the potential to reduce blood glucose levels.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114600"},"PeriodicalIF":3.2,"publicationDate":"2025-06-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144491101","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

Undescribed ansatrienin analogs from Streptomyces flaveolus including two N-acetylcysteine conjugates 未描述的黄链霉菌的心房素类似物，包括两个n -乙酰半胱氨酸缀合物

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-06-21 DOI: 10.1016/j.phytochem.2025.114598

Xiaofan Zhu , Xiaomei Wu , Hongji Li , Mengxue Zhang , Dunning Yu , Zijun Wang , Qianfei Huang , Zhiyong Chu , Peng Sun

{"title":"Undescribed ansatrienin analogs from Streptomyces flaveolus including two N-acetylcysteine conjugates","authors":"Xiaofan Zhu , Xiaomei Wu , Hongji Li , Mengxue Zhang , Dunning Yu , Zijun Wang , Qianfei Huang , Zhiyong Chu , Peng Sun","doi":"10.1016/j.phytochem.2025.114598","DOIUrl":"10.1016/j.phytochem.2025.114598","url":null,"abstract":"<div><div>Ansatrienins, triene-containing C17-benzene ansamycins, have garnered attention owing to their potent cytotoxic properties. In this study, we identified five undescribed ansatrienin analogs from Streptomyces flaveolus: trienomycins M - O (1–3), N-AcCys-ansatrienin 3a (4), and N-AcCys-ansatrienin B (5). Their structures and relative configurations were elucidated using HR-ESI-MS and NMR spectroscopic analyses, whereas their absolute configurations were determined through biosynthetic considerations and time-dependent density functional theory/electronic circular dichroism calculations. Notably, trienomycin M (3) is the first reported ansatrienin with a C-25 hydroxyl group. Compounds 4 and 5 featured an N-acetylcysteine (N-AcCys) moiety attached to C-21 via a thioether linkage. Antiproliferative activity assays revealed that trienomycin N (2) exhibited significant activity against HeLa, HuCCT1, and PANC-1 cell lines, with IC50 values of 0.81, 1.76, and 1.84 μM, respectively. In contrast, compounds 1, 4, and 5 were completely inactive. These findings suggest that C-25 oxidation and C-21 N-AcCys modification negatively affected cytotoxicity. The discovery of these undescribed ansatrienins provides valuable insights into structure-activity relationships and enhances our understanding of the role of host microorganisms in shaping natural products.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114598"},"PeriodicalIF":3.2,"publicationDate":"2025-06-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144364472","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

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