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Terpenylated acetophenones from the root of Ferula ferulaeoides (Steud.) Korov. with selective cytotoxic activity 阿魏根中萜烯化苯乙酮的研究Korov。具有选择性细胞毒活性。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-04-01 Epub Date: 2025-12-29 DOI: 10.1016/j.phytochem.2025.114764
Yewen Jia , Wen Dang , Xueni Zhang , Yu Sun , Juan Zhang , Degang Qing , Congzhao Fan , Huiming Hua , Yingjie Wang , Ning Li
{"title":"Terpenylated acetophenones from the root of Ferula ferulaeoides (Steud.) Korov. with selective cytotoxic activity","authors":"Yewen Jia ,&nbsp;Wen Dang ,&nbsp;Xueni Zhang ,&nbsp;Yu Sun ,&nbsp;Juan Zhang ,&nbsp;Degang Qing ,&nbsp;Congzhao Fan ,&nbsp;Huiming Hua ,&nbsp;Yingjie Wang ,&nbsp;Ning Li","doi":"10.1016/j.phytochem.2025.114764","DOIUrl":"10.1016/j.phytochem.2025.114764","url":null,"abstract":"<div><div>Eleven undescribed terpenylated acetophenones (<strong>1</strong>, <strong>2a</strong>/<strong>2b</strong>, <strong>3a</strong>/<strong>3b, 4</strong>–<strong>6</strong>, <strong>7a</strong>/<strong>7b</strong>, <strong>8</strong>) and twelve known analogues (<strong>9a</strong>/<strong>9b</strong>, <strong>10–12</strong>, <strong>13a/13b</strong>, <strong>14a</strong>/<strong>14b</strong>, <strong>15</strong>, <strong>16a</strong>/<strong>16b</strong>) were isolated from the roots of <em>Ferula ferulaeoides</em> (Steud.) Korov. (Apiaceae) by the guidance of bioactivity-guided approach. The structures and relative configurations of the new compounds were established by extensive analysis of UV, HR-ESI-MS, and NMR data, supported by <sup>13</sup>C NMR calculations with custom DP4+ probability analysis. Through electronic circular dichroism, the absolute configurations of all compounds were determined for the first time. Cytotoxic activities of all compounds were evaluated against HCT-116, HT-29, and HCoEpiC cell lines, and most of them (<strong>1</strong>, <strong>4</strong>, <strong>7</strong>–<strong>15</strong>) showed significant or moderate selective cytotoxic activity toward colon cancer cells. Among them, compound <strong>10</strong> showed the most potent cytotoxic effects against HCT-116 cells (IC<sub>50</sub>, 8.23 ± 2.3 μM) and HT-29 cells (IC<sub>50</sub>, 12.43 ± 2.2 μM), while showing significantly lower cytotoxicity toward normal colonic epithelial cells (IC<sub>50</sub>, 52.26 ± 2.9 μM for HCoEpiC).</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114764"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145878864","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 sesquiterpenoids from the fruits of Magnolia grandiflora Linn. and their cytotoxic activities 大玉兰果实中结构多样的倍半萜类化合物。以及它们的细胞毒活性。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-04-01 Epub Date: 2025-12-22 DOI: 10.1016/j.phytochem.2025.114759
Qiu-Ye Zhao , Jin-Da Li , Shi-Huan Yin , Zhen-Quan Li , Hui-Ling Zhou , Jia-Qing Feng , Wei-Yang Feng , Xing-De Wu , Lin-Fen Ding
{"title":"Structurally diverse sesquiterpenoids from the fruits of Magnolia grandiflora Linn. and their cytotoxic activities","authors":"Qiu-Ye Zhao ,&nbsp;Jin-Da Li ,&nbsp;Shi-Huan Yin ,&nbsp;Zhen-Quan Li ,&nbsp;Hui-Ling Zhou ,&nbsp;Jia-Qing Feng ,&nbsp;Wei-Yang Feng ,&nbsp;Xing-De Wu ,&nbsp;Lin-Fen Ding","doi":"10.1016/j.phytochem.2025.114759","DOIUrl":"10.1016/j.phytochem.2025.114759","url":null,"abstract":"<div><div>Thirteen previously undescribed sesquiterpenoids, named magnorins A<strong>-</strong>M <strong>(1</strong>–<strong>13),</strong> were isolated from the fruits of <em>Magnolia grandiflora</em> Linn., along with five known analogues. The structures and absolute configurations of <strong>1</strong>–<strong>13</strong> were characterized using HR-ESI-MS, 1D and 2D NMR spectroscopy, X-ray crystallography, and by comparing experimental electronic circular dichroism data with theoretical calculations. Notably, compound <strong>1</strong> was a unique sesquiterpenoid with a bicyclo[5.3.1]undecane framework, derived from germacrane through the connection of C-5 and C-14. Compounds <strong>2</strong> and <strong>3</strong> were uncommon C<sub>17</sub> homogermacrane-type sesquiterpenoid lactones, while <strong>8</strong> was the first germacrane-type sesquiterpenoid containing an oxetane ring bridging C-7 and C-11. A plausible biosynthetic pathway for <strong>1</strong> was also postulated. The cytotoxic effects of all sesquiterpenoids were assessed by measuring their ability to inhibit the growth of A549, MDA-MB-231, and SW480 cancer cells. Compounds <strong>15</strong>–<strong>18</strong> exhibited prominent cytotoxic activity, with IC<sub>50</sub> values ranging from 3.70 to 20.28 <em>μ</em>M, compared to the control group.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114759"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145827654","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
Withanolides from Physalis minima as potential anti-inflammatory agents: From isolation to in vitro and in vivo validation 小泡Physalis中的Withanolides作为潜在的抗炎剂:从分离到体外和体内验证。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-04-01 Epub Date: 2025-12-12 DOI: 10.1016/j.phytochem.2025.114748
Jiangping Wu , Shihan He , Zhu Yang , Jianping Zhao , Yiping Yang , Qiangbao Xu , Juan Feng , Qiuyue Lv , Zhongmei Zou , Jun Han
{"title":"Withanolides from Physalis minima as potential anti-inflammatory agents: From isolation to in vitro and in vivo validation","authors":"Jiangping Wu ,&nbsp;Shihan He ,&nbsp;Zhu Yang ,&nbsp;Jianping Zhao ,&nbsp;Yiping Yang ,&nbsp;Qiangbao Xu ,&nbsp;Juan Feng ,&nbsp;Qiuyue Lv ,&nbsp;Zhongmei Zou ,&nbsp;Jun Han","doi":"10.1016/j.phytochem.2025.114748","DOIUrl":"10.1016/j.phytochem.2025.114748","url":null,"abstract":"<div><div>Ten withanolides (<strong>1</strong>–<strong>10</strong>) were isolated from <em>Physalis minima</em> L., a medicinal and edible plant. Among them, five (<strong>1</strong>–<strong>5</strong>) are previously undescribed. Their chemical structures were established through comprehensive spectroscopic and spectrometric analyses. <em>In vitro</em> bioassays revealed that compounds <strong>2</strong>–<strong>5</strong> and <strong>8</strong> significantly inhibited nitric oxide production in lipopolysaccharide (LPS)-stimulated murine RAW 264.7 cells, exhibiting anti-inflammatory effects with IC<sub>50</sub> values ranging from 4.29 to 25.54 μM. Compound <strong>2</strong>, which was identified as phyminiolide B and was the most abundant and potent one, potently reduced inflammatory cytokines release and downregulated COX-2 and iNOS expression. Mechanistically, it inhibited the activation of the NF-<em>κ</em>B and MAPK pathways by blocking the phosphorylation of IKKα/β, IκBα, ERK, JNK, and p38. Furthermore, molecular docking and molecular dynamics simulation revealed that phyminiolide B exhibited strong binding affinity for the TLR4/MD2 complex, with a calculated binding energy of −9.0 kcal/mol. Additionally, <em>in vivo</em> experiments confirmed that phyminiolide B markedly alleviated LPS-induced acute lung injury in animal models, underscoring its therapeutic potential for inflammatory diseases. The findings provided valuable insights into the structural diversity and anti-inflammatory mechanisms of withanolides from <em>P. minima</em>.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114748"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145756182","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
Atractymacronoids A-L, sesquiterpenoids from the rhizomes of Atractylodes macrocephala and their anti-inflammatory activities 苍术根茎类苍术A-L、倍半萜类化合物及其抗炎活性
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-04-01 Epub Date: 2025-12-24 DOI: 10.1016/j.phytochem.2025.114761
Yali Wang , Huadong Zhang , Yuxia Leng , Lingxiao Ren , Zhiqi Zhang , Lixia Chen , Hua Li
{"title":"Atractymacronoids A-L, sesquiterpenoids from the rhizomes of Atractylodes macrocephala and their anti-inflammatory activities","authors":"Yali Wang ,&nbsp;Huadong Zhang ,&nbsp;Yuxia Leng ,&nbsp;Lingxiao Ren ,&nbsp;Zhiqi Zhang ,&nbsp;Lixia Chen ,&nbsp;Hua Li","doi":"10.1016/j.phytochem.2025.114761","DOIUrl":"10.1016/j.phytochem.2025.114761","url":null,"abstract":"<div><div>Twelve previously undescribed eudesmane-type sesquiterpenoids, named atractymacronoids A-L (<strong>1</strong>–<strong>12</strong>), together with eighteen known ones (<strong>13</strong>–<strong>30</strong>), were obtained from the rhizomes of <em>Atractylodes macrocephala</em>. Their structures and absolute configurations were determined by analysis of spectroscopic data, electronic circular dichroism (ECD), and X-ray diffraction analyses. Atractymacronoids A and B (<strong>1</strong> and <strong>2</strong>) were the first example of an unprecedented noreudesmane-type scaffold featuring a 6/5 fused-ring system. A pair of C-9 epimers, atractymacronoids J and K (<strong>10</strong> and <strong>11</strong>), were assigned via X-ray crystallographic analysis. Among the isolated compounds, 8<em>α</em>-methoxyepiasterolid (<strong>24</strong>) exhibited weak inhibition of LPS-induced NO production in RAW264.7 macrophage cells.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114761"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145842169","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
Identification of a group of UDP-glycosyltransferases catalyze emodin glycosylation in Rheum officinale with substrates promiscuity 一组udp -糖基转移酶催化大黄中大黄素糖基化与底物混杂的鉴定。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-04-01 Epub Date: 2025-12-27 DOI: 10.1016/j.phytochem.2025.114763
Xinyu Zhao , Xiaochen Hu , Ruixue Wang , Gang Zhang , Yuanyuan Han , Feng Yan , Mengmeng Liu
{"title":"Identification of a group of UDP-glycosyltransferases catalyze emodin glycosylation in Rheum officinale with substrates promiscuity","authors":"Xinyu Zhao ,&nbsp;Xiaochen Hu ,&nbsp;Ruixue Wang ,&nbsp;Gang Zhang ,&nbsp;Yuanyuan Han ,&nbsp;Feng Yan ,&nbsp;Mengmeng Liu","doi":"10.1016/j.phytochem.2025.114763","DOIUrl":"10.1016/j.phytochem.2025.114763","url":null,"abstract":"<div><div><em>Rheum officinale</em> Baill. (Chinese rhubarb) is a traditional medicinal plant known for its diverse therapeutic effects, including anti-inflammatory, antifungal, and antitumor activities, which are largely attributed to its anthraquinone glycosides. However, the UDP-glycosyltransferases (UGTs) responsible for the biosynthesis of these bioactive compounds remain poorly characterized. In this study, we identified and functionally characterized six UGTs (RoUGT1,2,4,5,6,8) from <em>R. officinale</em> that catalyze the glucosylation of emodin to form emodin-6-<em>O</em>-glucopyranoside, a key anthraquinone glycoside. Biochemical assays revealed distinct substrate specificities and kinetic parameters among the RoUGTs, with RoUGT1 exhibiting the highest catalytic efficiency. Molecular docking analysis, combined with site-directed mutagenesis, identified key amino acid residues involved in substrate recognition and catalysis. These findings provide new insights into the biosynthetic pathway of anthraquinone glycosides in <em>R. officinale</em> and lay the groundwork for metabolic engineering and synthetic biology strategies aimed at enhancing the production of pharmacologically active glycosides.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114763"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145857518","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
Tripterygium wilfordii Hook. f.: A comprehensive review on phytochemical, pharmacological and tissue-specific distribution of active components 雷公藤钩。f.对活性成分的植物化学、药理学和组织特异性分布进行了全面综述。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-04-01 Epub Date: 2025-12-10 DOI: 10.1016/j.phytochem.2025.114745
Chang-Sheng Gao , Pei-Lin Su , Mei-Ya Lian, Zhi-Kang Duan, Shu-Hui Dong, Shao-Jiang Song
{"title":"Tripterygium wilfordii Hook. f.: A comprehensive review on phytochemical, pharmacological and tissue-specific distribution of active components","authors":"Chang-Sheng Gao ,&nbsp;Pei-Lin Su ,&nbsp;Mei-Ya Lian,&nbsp;Zhi-Kang Duan,&nbsp;Shu-Hui Dong,&nbsp;Shao-Jiang Song","doi":"10.1016/j.phytochem.2025.114745","DOIUrl":"10.1016/j.phytochem.2025.114745","url":null,"abstract":"<div><div><em>Tripterygium wilfordii</em> Hook. f. (Celastraceae family) is a well-recognized medicinal plant valued for its structurally diverse and pharmacologically active specialized metabolites, particularly dihydro-<em>β</em>-agarofuran sesquiterpenoids and macrocyclic sesquiterpene pyridine alkaloids. These compounds exhibit a broad range of biological activities, including anti-inflammatory, anticancer, and neuroprotective effects, with promising potential in the treatment of neuroinflammatory conditions. This review provides a systematic overview of the phytochemical composition and pharmacological properties of <em>T. wilfordii</em>, with a particular emphasis on the tissue-specific distribution of dihydro-<em>β</em>-agarofuran sesquiterpenoids and macrocyclic sesquiterpene pyridine alkaloids across various plant parts and among related genera within the Celastraceae family. These compounds not only demonstrate notable bioactivity but also serve as distinctive chemotaxonomic markers. The findings underscore that compound-enriched tissues may provide novel insights for in-depth phytochemical exploration and the development of potential therapeutics.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114745"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145743760","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 of undescribed PCSK9 inhibitory activities in Annonaceous acetogenins from Polyalthia evecta 未描述的PCSK9抑制蓼属植物产醋原活性的发现
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-04-01 Epub Date: 2025-12-15 DOI: 10.1016/j.phytochem.2025.114752
Chae-Yeong An , Chan-Woong Park , Pisey Pel , Piseth Khiev , Young-Won Chin
{"title":"Discovery of undescribed PCSK9 inhibitory activities in Annonaceous acetogenins from Polyalthia evecta","authors":"Chae-Yeong An ,&nbsp;Chan-Woong Park ,&nbsp;Pisey Pel ,&nbsp;Piseth Khiev ,&nbsp;Young-Won Chin","doi":"10.1016/j.phytochem.2025.114752","DOIUrl":"10.1016/j.phytochem.2025.114752","url":null,"abstract":"<div><div>Bioassay-guided isolation using a HepG2 cell-based proprotein convertase subtilisin/kexin type 9 (PCSK9) ELISA led to the isolation of four previously unreported (<strong>1</strong>–<strong>4</strong>) and six known (<strong>5</strong>–<strong>10</strong>) mono-tetrahydrofuran Annonaceous acetogenins from the branches of <em>Polyalthia evecta</em>. The structures of all isolates were elucidated based on spectroscopic data analyses or chemical reaction including 1D and 2D NMR, HRESIMS, LC-MS/MS of the lithium adducts, ECD measurements and the modified Mosher's method. All isolates were evaluated for their PCSK9 secretion inhibitory activities, and a plausible structure–activity relationship was proposed. Among them, compound <strong>5</strong> (annonacin) significantly suppressed PCSK9 secretion as well as expressions of PCSK9 mRNA and protein. Moreover, this compound <strong>5</strong> enhanced LDL uptake, and mitigated atorvastatin-induced upregulation of PCSK9. This study represents the first investigation for the PCSK9 inhibitory potential of acetogenin-class compounds.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114752"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145760765","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
Sinusiaesenoids A-J, previously undescribed diterpenoids with pro-angiogenic activity from the soft coral Sinularia siaesensis Sinusiaesenoids A-J,先前从软珊瑚Sinularia siaesensis中描述的促血管生成活性。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-04-01 Epub Date: 2025-12-16 DOI: 10.1016/j.phytochem.2025.114754
Haiyan Chen , Yongjing Xu , Congcong Zhao , Xuli Tang , Xiao Han , Guoqiang Li
{"title":"Sinusiaesenoids A-J, previously undescribed diterpenoids with pro-angiogenic activity from the soft coral Sinularia siaesensis","authors":"Haiyan Chen ,&nbsp;Yongjing Xu ,&nbsp;Congcong Zhao ,&nbsp;Xuli Tang ,&nbsp;Xiao Han ,&nbsp;Guoqiang Li","doi":"10.1016/j.phytochem.2025.114754","DOIUrl":"10.1016/j.phytochem.2025.114754","url":null,"abstract":"<div><div>A rearranged diterpenoid with a previously undescribed 16/17(15 → 13)-<em>diabeo</em> carbon skeleton, sinusiaesenoid A (<strong>1</strong>), and a nitrogenous norxeniaphyllane-type diterpenoid possessing an unprecedented formylpyrrole moiety side chain, sinusiaesenoid B (<strong>2</strong>), together with eight previously undescribed xeniaphyllane-type and norxeniaphyllane-type diterpenoid sinusiaesenoids C-J (<strong>3</strong>–<strong>10</strong>), were isolated from the soft coral <em>Sinularia siaesensis</em>. Their structures were established by the spectroscopic analysis, X-ray diffraction analysis, DP4+ probability analysis, and calculated ECD. Compound <strong>8</strong> showed pro-angiogenic activity in zebrafish.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114754"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145781934","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
Ent-abietane diterpenoids with α-glucosidase inhibitory activity from Phlogacanthus curviflorus 曲线棘中具有α-葡萄糖苷酶抑制活性的正二萜。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-04-01 Epub Date: 2025-12-22 DOI: 10.1016/j.phytochem.2025.114757
Qian Wu, Ren-Fen Ma, Hua Zhang
{"title":"Ent-abietane diterpenoids with α-glucosidase inhibitory activity from Phlogacanthus curviflorus","authors":"Qian Wu,&nbsp;Ren-Fen Ma,&nbsp;Hua Zhang","doi":"10.1016/j.phytochem.2025.114757","DOIUrl":"10.1016/j.phytochem.2025.114757","url":null,"abstract":"<div><div>Fourteen previously unreported <em>ent</em>-abietane diterpenoids, named curviflorinoids A–N, comprising six intact, six mononor, and two trinor derivatives, were isolated from the twigs and leaves of <em>Phlogacanthus curviflorus</em>. Their structures with absolute configurations were established by spectroscopic means, comprising HR-ESIMS, NMR, ECD and single crystal X-ray crystallography. All of them except curviflorinoid N were evaluated for their inhibitory activity against the diabetic target <em>α</em>-glucosidase. Curviflorinoid D exhibited the most potent inhibition, with an IC<sub>50</sub> value of 2.70 μM. The binding mode of curviflorinoid D to <em>α</em>-glucosidase was further investigated, which identified it as a mixed-type inhibitor.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114757"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145827587","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
Isolation, structure elucidation, and absolute configuration of 5,6-dioxygenated aaptamine derivatives from the marine sponge Aaptos sp. 海绵Aaptos sp.中5,6-二氧合aap胺衍生物的分离、结构解析和绝对构型研究。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-04-01 Epub Date: 2025-12-22 DOI: 10.1016/j.phytochem.2025.114758
Mochamad Muslich Arief , Nalae Kang , A-Young Shin , Soo-Jin Heo , Yeon-Ju Lee , Hyi-Seung Lee , Jihoon Lee
{"title":"Isolation, structure elucidation, and absolute configuration of 5,6-dioxygenated aaptamine derivatives from the marine sponge Aaptos sp.","authors":"Mochamad Muslich Arief ,&nbsp;Nalae Kang ,&nbsp;A-Young Shin ,&nbsp;Soo-Jin Heo ,&nbsp;Yeon-Ju Lee ,&nbsp;Hyi-Seung Lee ,&nbsp;Jihoon Lee","doi":"10.1016/j.phytochem.2025.114758","DOIUrl":"10.1016/j.phytochem.2025.114758","url":null,"abstract":"<div><div>A chemical investigation of the Vietnamese marine sponge <em>Aaptos</em> sp. identified eight previously undescribed aaptamines (<strong>1</strong>–<strong>8</strong>) and two known analogs (<strong>9</strong>–<strong>10</strong>). In particular, derivatives (<strong>1</strong>–<strong>6</strong>) feature unusual oxygen-generated stereocenters at C-5 and C-6, rendering them the first examples of optically active aaptamines. The planar structures of <strong>1</strong>–<strong>8</strong> were elucidated based on interpretation of the 1D and 2D NMR spectra, combined with HRESIMS data. The relative and absolute configurations of <strong>1</strong>–<strong>6</strong> were determined by 1D NOE and electronic circular dichroism experiments, respectively. In addition, a series of oxidation studies on aaptamine (<strong>9</strong>) revealed that C-9 and Δ<sup>5</sup> can be selectively oxidized under different reagent conditions, providing a potential indication of the biosynthetic pathway of compounds <strong>1</strong>–<strong>6</strong>. Evaluation of the anticancer activities of isolates revealed that compounds <strong>7</strong> and <strong>10</strong> exhibited cytotoxicity against the AGS cell line with EC<sub>50</sub> values of 8.95 μM and 5.98 μM, respectively.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114758"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145827673","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
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