Phytochemistry最新文献_第2页

Aculeanoids A–D, the second 17-nor fusicoccane diterpenoids with immunosuppressive activity from Aspergillus aculeatus

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-01-21 DOI: 10.1016/j.phytochem.2025.114414

Fei Liu , Qin Li , Yongqi Li , Hong Liao , Weiguang Sun , Jianguo Li , Chunmei Chen , Yonghui Zhang , Hucheng Zhu

{"title":"Aculeanoids A–D, the second 17-nor fusicoccane diterpenoids with immunosuppressive activity from Aspergillus aculeatus","authors":"Fei Liu , Qin Li , Yongqi Li , Hong Liao , Weiguang Sun , Jianguo Li , Chunmei Chen , Yonghui Zhang , Hucheng Zhu","doi":"10.1016/j.phytochem.2025.114414","DOIUrl":"10.1016/j.phytochem.2025.114414","url":null,"abstract":"<div><div>Chemical investigation on the secondary metabolites of Aspergillus aculeatus led to the identification of ten modified fusicoccane-type diterpenoids aculeanoids A–J (1–10). Their structures and absolute configurations were characterized by comprehensive spectroscopic analysis, DP4+ analysis, Mo2(OAc)4-induced ECD, single-crystal X-ray diffractions, and ECD calculations. Compounds 1–4 belong to a rare class of 17-nor fusicoccane diterpenoids, with only one previously reported example. Biologically, compounds 6, 7, and 10 exhibited significant immunosuppressive activities against con A-induced T cell proliferation with IC50 values ranging from 2.44 to 5.26 μM and LPS-induced B cell proliferation with IC50 values ranging from 4.18 to 5.78 μM, which provided more possibilities with the treatment of organ transplantation and various autoimmune diseases.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"233 ","pages":"Article 114414"},"PeriodicalIF":3.2,"publicationDate":"2025-01-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143029338","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

Aspergixanthones L−T, nine undescribed prenylxanthone derivatives from Aspergillus stellatus

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-01-20 DOI: 10.1016/j.phytochem.2025.114413

Yu Liang , Xuanni Chen , Qin Li , Ziming Zhao , Hao Wang , Qingyi Tong , Weiguang Sun , Hucheng Zhu , Yongji Lai , Chunmei Chen , Yonghui Zhang

{"title":"Aspergixanthones L−T, nine undescribed prenylxanthone derivatives from Aspergillus stellatus","authors":"Yu Liang , Xuanni Chen , Qin Li , Ziming Zhao , Hao Wang , Qingyi Tong , Weiguang Sun , Hucheng Zhu , Yongji Lai , Chunmei Chen , Yonghui Zhang","doi":"10.1016/j.phytochem.2025.114413","DOIUrl":"10.1016/j.phytochem.2025.114413","url":null,"abstract":"<div><div>Nine undescribed prenylxanthone derivatives, aspergixanthones L−T (1−9), were isolated from the fungus Aspergillus stellatus. Compound 4 represents the first propionylated prenylxanthone, while compounds 7−9 are the first examples of prenylxanthones adorned with a 2,3-butanediol group. Their structures with absolute configurations were elucidated based on comprehensive spectroscopic analyses, ECD calculation, single-crystal X-ray diﬀraction, Mo2(OAc)4 induced ECD experiment, and Mosherʼs method. Compound 9 showed cytotoxic effects against several human cancer cell lines with the IC50 values ranging from 3.35 ± 0.58 to 8.62 ± 1.18 μM. Compounds 7 and 8 showed suppressive effects on NO production with IC50 values of 7.30 ± 0.69 and 5.16 ± 0.17 μM, respectively.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"233 ","pages":"Article 114413"},"PeriodicalIF":3.2,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143023990","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

Discovery and configurations assignment of Ile/Leu-containing cyclic peptides with cytotoxic activity, Reniochpeptins A–D, from the marine sponge Reniochalina sp.

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-01-20 DOI: 10.1016/j.phytochem.2025.114412

Shuai-Shuai Zhang , Zong-Mei Wu , Ying Wu , Ya-Jun Zeng , Yuan-Yuan Zhang , Xin-Li Lin , Si Zhang , Kai-Xuan Zhan , Hou-Wen Lin , Shu-Ping Wang

引用次数: 0

Chromones from Saposhnikovia divaricata and their inhibition of IL-1β-induced proliferative activity in SW982 cells 三叶草色素及其对il -1β诱导的SW982细胞增殖活性的抑制作用。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-01-18 DOI: 10.1016/j.phytochem.2025.114408

Yan Liu , Junnan Li , Yan Sun , Juan Pan , Yumeng Luo , Wei Guan , Qingshan Chen , Lili Zhang , Anam Naseem , Haixue Kuang , Bingyou Yang

{"title":"Chromones from Saposhnikovia divaricata and their inhibition of IL-1β-induced proliferative activity in SW982 cells","authors":"Yan Liu , Junnan Li , Yan Sun , Juan Pan , Yumeng Luo , Wei Guan , Qingshan Chen , Lili Zhang , Anam Naseem , Haixue Kuang , Bingyou Yang","doi":"10.1016/j.phytochem.2025.114408","DOIUrl":"10.1016/j.phytochem.2025.114408","url":null,"abstract":"<div><div>Nine previously undescribed chromones, named sadivamones O–W (1–9), and five known analogues (10–14), were isolated from the roots of Saposhnikovia divaricata (Turcz.) Schischk. The detailed structural analysis of each compound was finalized by a variety of methods including NMR (1D and 2D), mass spectrometry (HR-ESI-MS) spectroscopic data, and sugar hydrolysis. The absolute configurations of compounds (4–5) were determined by CD. Moreover, compounds 1–14 were evaluated for their inhibition of IL-1β-induced proliferative activity in SW982 cells. The results demonstrated that compounds 2–4 and 11–12 exhibited notable inhibitory effects on IL-1β-induced proliferation in a concentration-dependent manner, with the most pronounced inhibition observed at a concentration of 20 μM.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"233 ","pages":"Article 114408"},"PeriodicalIF":3.2,"publicationDate":"2025-01-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143009584","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

Flavonoid glycosides in Lepidium sativum seeds and their bioactivities 枸杞种子中黄酮类苷类及其生物活性研究。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-01-18 DOI: 10.1016/j.phytochem.2025.114410

Yergazy Shybyray , Liu Liu , Haiqing Zhao , Jun Li , Haji Akber Aisa

{"title":"Flavonoid glycosides in Lepidium sativum seeds and their bioactivities","authors":"Yergazy Shybyray , Liu Liu , Haiqing Zhao , Jun Li , Haji Akber Aisa","doi":"10.1016/j.phytochem.2025.114410","DOIUrl":"10.1016/j.phytochem.2025.114410","url":null,"abstract":"<div><div>Twelve flavonoid glycosides including five undescribed ones, lepisativutimines Q−U, were isolated and identified from Lepidium sativum seeds. Acid hydrolysis followed by acetic derivatization and GC analysis were conducted to determine the absolute configurations for sugars. Lepisativutimine U and beitingxinhuangtong A were uncommon kaempferol 8-S-glycosides, and complete NMR data of beitingxinhuangtong A were provided for the first time. Mass fragmentation pathways of isolated compounds were deduced based on their MS/MS data, and characteristic mass fragmentation patterns were summarized. Lepisativutimine U and kaempferol-7-O-α-l-rhamnopyranoside exhibited weak anti-diabetic activity against PTP1B with IC50 values of 60.58 ± 3.53 and 33.90 ± 2.89 μM, respectively, quercetin-7-O-α-l-rhamnopyranoside displayed significant anti-diabetic activity against α-glucosidase with an IC50 value of 25.96 ± 0.30 μM, and kaempferol 3-O-β-d-glucopyranosyl-(1 → 2)-β-d-galactopyranoside-7-O-α-l-rhamnopyranoside and kaempferol-7-O-α-l-rhamnopyranoside showed weak inhibitory activity against NO release in LPS-induced RAW264.7 cells with IC50 values of 92.28 ± 4.19 and 40.77 ± 1.50 μM, respectively.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"233 ","pages":"Article 114410"},"PeriodicalIF":3.2,"publicationDate":"2025-01-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143009746","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

Triterpenoid saponins from Rubus setchuenensis roots and their anti-inflammatory activities in vitro 荆芥根中三萜皂甙及其体外抗炎活性研究。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-01-18 DOI: 10.1016/j.phytochem.2025.114403

Yueyue Lei , Dawei Xu , Yuexuan Wang , Shiwen Guo , Lujun Li , Mengyin Luo , Xu Li , Xinyi Liu , Chunyang Shi

引用次数: 0

Artemyriantholidimers A-G, undescribed guaiane-type sesquiterpenoid dimers from Artemisia myriantha and their antihepatoma activities 青蒿素二聚体A-G，描述了从豆花蒿中提取的瓜蓝烷型倍半萜二聚体及其抗肝癌活性。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-01-16 DOI: 10.1016/j.phytochem.2025.114409

Meng-Fei Wang , Tian-Ze Li , Yun-Bao Ma , Yong-Cui Wang , Qi-Hao Li , Feng-Jiao Li , Ji-Jun Chen

{"title":"Artemyriantholidimers A-G, undescribed guaiane-type sesquiterpenoid dimers from Artemisia myriantha and their antihepatoma activities","authors":"Meng-Fei Wang , Tian-Ze Li , Yun-Bao Ma , Yong-Cui Wang , Qi-Hao Li , Feng-Jiao Li , Ji-Jun Chen","doi":"10.1016/j.phytochem.2025.114409","DOIUrl":"10.1016/j.phytochem.2025.114409","url":null,"abstract":"<div><div>Artemyriantholidimers A-G (1–7), seven undescribed guaiane-type sesquiterpenoid dimers (GSDs), and 27 known compounds (8–34) were isolated from Artemisia myriantha (Asteraceae). Their structures and relative configurations were elucidated based on the comprehensive analyses of UV, IR, MS, NMR data, quantum chemical NMR calculations with DP4+ probability analyses, and the absolute configurations were elucidated by ECD calculations. The undescribed GSDs (1–7) were presumably formed via Diels-Alder reactions, and compounds 5–7 were rare GSDs with α-configuration of H-6'. Compounds 4–7 showed significant inhibition on HepG2, Huh7, and SK-Hep-1 cells with IC50 values ranging from 6.9 to 13.0 μM by antihepatoma assay. The best active compound 5 was deduced to be targeted on the protein AURKA of the p53 signaling pathway by network pharmacological analysis with a high bind affinity of AURKA (total score: −8.98) by molecular docking, and had a KD value of 62.4 μM by surface plasmon resonance assay.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"233 ","pages":"Article 114409"},"PeriodicalIF":3.2,"publicationDate":"2025-01-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143009775","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

Five undescribed chromone-phenylpyridone hybrids from Cineraria repanda-derived Penicillium oxalicum with cytotoxic and antibacterial activity 五种未描述的具有细胞毒性和抗菌活性的绿灰青霉-苯吡啶酮杂合体。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-01-16 DOI: 10.1016/j.phytochem.2025.114407

Yu Wei Huang , Jing Guan , Yin Tang , Ren Xiang Tan , Li Ping Lin

{"title":"Five undescribed chromone-phenylpyridone hybrids from Cineraria repanda-derived Penicillium oxalicum with cytotoxic and antibacterial activity","authors":"Yu Wei Huang , Jing Guan , Yin Tang , Ren Xiang Tan , Li Ping Lin","doi":"10.1016/j.phytochem.2025.114407","DOIUrl":"10.1016/j.phytochem.2025.114407","url":null,"abstract":"<div><div>Five previously undescribed phenylpyridones, designated as citridones H–L (1–5), along with seven known compounds, were characterized from the rice medium culture of the Cineraria repanda-derived endophytic fungus Penicillium oxalicum. Their structures were elucidated through detailed interpretation of UV, NMR, and HR-ESI-MS data. The absolute configurations of C-2 and C-3 in compounds 1–4 were determined by spectroscopic analysis and ECD calculations, while the C-5′ configurations were established through computational 13C NMR and DP4+ analyses. These compounds represent a novel scaffold of chromone-phenylpyridone hybrids, making only the second report of such compounds from the Penicillium genus and the first to feature a unique (E)-5-methylhepta-1,3-diene group at the C-2 position. Additionally, a biosynthetic pathway for these novel chromone-phenylpyridones is proposed for the first time. Notably, compounds 3 and 4 exhibited cytotoxicity against HCT116 and H1299 cell lines when used in combination, with IC50 values of 4.15 ± 0.34 and 9.07 ± 1.64 μM, respectively. Furthermore, compounds 3, 4 and 5 demonstrated significant inhibitory effects against Staphylococcus aureus, with MIC values of 64, 64 and 8 μg/mL, respectively.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"233 ","pages":"Article 114407"},"PeriodicalIF":3.2,"publicationDate":"2025-01-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143009748","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

Dolichocarpols G−X: Previously undescribed macrocyclic humulene sesquiterpenoids from Anaxagorea dolichocarpa Dolichocarpols G-X：先前从Anaxagorea dolichocarpa中描述的大环葎草烯倍半萜类化合物。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-01-16 DOI: 10.1016/j.phytochem.2025.114406

Rodrigo Silva de Andrade , Kaio Aragão Sales , Edileuza Bezerra de Assis , Lucas Silva Abreu , Ana Carolina Ferreira de Albuquerque , Fernando Martins dos Santos Junior , Natália Ferreira de Sousa , Paulo Bruno Araújo Loureiro , Geraldo Moisés Wanderley Amorim , Marianna Vieira Sobral , Marcus Tullius Scotti , Josean Fechine Tavares , Marcelo Sobral da Silva

{"title":"Dolichocarpols G−X: Previously undescribed macrocyclic humulene sesquiterpenoids from Anaxagorea dolichocarpa","authors":"Rodrigo Silva de Andrade , Kaio Aragão Sales , Edileuza Bezerra de Assis , Lucas Silva Abreu , Ana Carolina Ferreira de Albuquerque , Fernando Martins dos Santos Junior , Natália Ferreira de Sousa , Paulo Bruno Araújo Loureiro , Geraldo Moisés Wanderley Amorim , Marianna Vieira Sobral , Marcus Tullius Scotti , Josean Fechine Tavares , Marcelo Sobral da Silva","doi":"10.1016/j.phytochem.2025.114406","DOIUrl":"10.1016/j.phytochem.2025.114406","url":null,"abstract":"<div><div>Eleven previously undescribed macrocyclic humulene sesquiterpenoids, dolichocarpols G−Q (1−11), five undescribed bicyclic, dolichocarpols R−V (12−16) and two undescribed norsesquiterpenes, dolichocarpols W−X (17−18) were isolated from the roots of Anaxagorea dolichocarpa. Their structures were unequivocally determined by the analysis of NMR, HRESIMS, and IR data, along with NMR and ECD quantum-mechanical calculations, followed by the application of the DP4+ method. Most compounds possess an ether bridge between different carbons, whereas compounds 13/14 and 15/16 are diastereomers isomerized at C-7/C-10 and at C-7/C-10/C-12, respectively. The antineuroinflammatory activity of compounds 1−18 was tested in an LPS/IFN-γ-stimulated BV2 microglial cell line. Compounds 1, 5, 8, 9 and 14 significantly reduced nitric oxide (NO) levels in a concentration-dependent manner (25–200 μM). Moreover, possible interactions between these bioactive compounds and inducible nitric oxide synthase (iNOS) were predicted via in silico studies. NO is known as an inflammatory mediator in neurodegenerative diseases; therefore, the effects of these compounds indicate their potential antineuroinflammatory activity.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"233 ","pages":"Article 114406"},"PeriodicalIF":3.2,"publicationDate":"2025-01-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143009788","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

C19-diterpenoid alkaloids isolated from Delphinium forrestii var. viride 从翠绿飞燕草中分离的c19 -二萜生物碱。

IF 3.2 2区生物学

Phytochemistry Pub Date : 2025-01-15 DOI: 10.1016/j.phytochem.2025.114405

Xiuli Wang , Yang Xu , Zhiqi Zhang , Hua Li , Lixia Chen

引用次数: 0