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Design, synthesis and biological evaluation of aloperine derivatives as potential anticancer agents 作为潜在抗癌剂的阿洛哌啶衍生物的设计、合成和生物学评价。
IF 1.3 3区 医学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-06-21 DOI: 10.1080/10286020.2024.2349660

Modifications at different positions on the aloperine molecule were performed to improve its anticancer activity and develop anticancer drugs. The in vitro anticancer activities of 44 synthesized compounds were evaluated. The effect of modification positions on anticancer activity was discussed and a structure–activity relationship analysis was established. A novel series of compounds with modifications at the N12 position showed much higher cytotoxicity than aloperine. Among them, compound 22 displayed promising in vitro anticancer activity against PC9 cells with a median inhibitory concentration (IC50) of 1.43 μM. The mechanism studies indicated that compound 22 induced cell apoptosis and cell cycle arrest in PC9 cells. These results demonstrate the potential of aloperine thiourea derivatives in anticancer activity.

对阿洛哌啶分子的不同位置进行了修饰,以提高其抗癌活性并开发抗癌药物。对 44 个合成化合物的体外抗癌活性进行了评估。讨论了修饰位置对抗癌活性的影响,并建立了结构-活性关系分析。在 N12 位置进行修饰的一系列新型化合物显示出比阿洛哌啶更强的细胞毒性。其中,化合物 22 对 PC9 细胞具有良好的体外抗癌活性,中位抑制浓度(IC50)为 1.43 μM。机理研究表明,化合物 22 能诱导 PC9 细胞凋亡和细胞周期停滞。这些结果证明了阿洛哌嗪硫脲衍生物在抗癌活性方面的潜力。
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引用次数: 0
A new phenanthrene with a spirolactone ring from Dendrobium ochreatum. 石斛中新发现的具有螺内酯环的菲。
IF 1.3 3区 医学 Q2 Medicine Pub Date : 2024-06-21 DOI: 10.1080/10286020.2024.2368831
Natthaphitcha Khunsantiphong, May Thazin Thant, Chattarika Pengdee, Thanarat Salahong, Hnin Ei Ei Khine, Pithi Chanvorachote, Chatchai Chaotham, Boonchoo Sritularak

Dendroochreatene (1), a new phenanthrene derivative with a spirolactone ring, was isolated from the whole Dendrobium ochreatum plant together with 11 known compounds (2-12). The structure of the new compound was elucidated spectroscopically and phenolic compounds were firstly reported from D. ochreatum. Moscatilin (4), major compound isolated from D. ochreatum, was found to be cytotoxic toward H460 lung-cancer cells, with an IC50 value of 147.3 ± 0.9 µM, while loddigesiinol C (7), C-α-methoxy derivative was inactive.

石斛烯(1)是一种具有螺内酯环的新菲衍生物,它与 11 种已知化合物(2-12)一起从石斛全株中分离出来。新化合物的结构通过光谱学方法得以阐明,酚类化合物也是首次从石斛中发现。从石斛中分离出的主要化合物 Moscatilin (4) 对 H460 肺癌细胞具有细胞毒性,其 IC50 值为 147.3 ± 0.9 µM,而 C-α-Methoxy 衍生物 loddigesiinol C (7) 没有活性。
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引用次数: 0
A new coumarin and a new flavonoid from Ochrocarpus longifolius. 一种来自 Ochrocarpus longifolius 的新香豆素和一种新黄酮类化合物。
IF 1.7 3区 医学 Q2 Medicine Pub Date : 2024-06-20 DOI: 10.1080/10286020.2024.2363416
Shu-Lan Liu, Feng Wei, Jin Li, Ke-Jian Pang, Yerlan Bahetjan, Shi-Wen Kang, Xue-Ling Huang, Xin-Zhou Yang

A new coumarin (1) and a new flavonoid (2) were isolated from the air-dried flower buds of Ochrocarpus longifolius, together with ten known compounds (3-12). The structures of two new compounds were established by 1D and 2D NMR and MS data. In addition, the new compound 2 showed significant proliferation inhibitory activity on Eca-109 and MGC-803 cells. The results of this study may enrich the diversity of compounds from O. longifolius and provide a basis for further research on its natural products and pharmacological activities.

从 Ochrocarpus longifolius 的风干花蕾中分离出了一种新的香豆素(1)和一种新的黄酮类化合物(2),以及十种已知化合物(3-12)。通过一维、二维核磁共振和质谱数据,确定了两种新化合物的结构。此外,新化合物 2 对 Eca-109 和 MGC-803 细胞具有显著的增殖抑制活性。本研究的结果可能会丰富长叶乌头的化合物多样性,并为进一步研究其天然产物和药理活性提供依据。
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引用次数: 0
Secondary metabolites from the fungus Cladosporium xylophilum. Cladosporium xylophilum 真菌的次级代谢物。
IF 1.7 3区 医学 Q2 Medicine Pub Date : 2024-06-20 DOI: 10.1080/10286020.2024.2362384
Lian Yang, Dong-Mei Lin, Xiu-Ming Cui, Lin-Jiao Shao, Xiao-Long Li, Fei-Xing Li, Xiao-Yan Yang

A new cladosporol derivative xylophilum A (1), together with 10 known compounds (2-11), were isolated from the rice fermentation of the fungus Cladosporium xylophilum. Their structures were established by extensive spectroscopic methods and comparison of their NMR data with literatures. The antimicrobial activity of compound 1 against 11 kinds of pathogenic microbial was evaluated, but no significant activity was found (MIC >100 μg/ml).

研究人员从木霉(Cladosporium xylophilum)的稻米发酵中分离出了一种新的木霉醇衍生物 xylophilum A(1)以及 10 种已知化合物(2-11)。通过大量的光谱方法以及核磁共振数据与文献的比较,确定了这些化合物的结构。评估了化合物 1 对 11 种病原微生物的抗菌活性,但没有发现明显的活性(MIC >100 μg/ml)。
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引用次数: 0
Two new cucurbitane-type triterpenoid saponins from the fruit of Citrullus colocynthis 从秋刀鱼果实中提取的两种新葫芦烷类三萜皂甙
IF 1.7 3区 医学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-06-19 DOI: 10.1080/10286020.2024.2364908
Si-Qi Liu, Zi-Ming Feng, Xiang Yuan, Xu Zhang, Ya-Nan Yang, Jiang He, Pei-Cheng Zhang, Jian-Shuang Jiang
Two new cucurbitane-type triterpenoid saponins, 2,20β,22β-trihydroxy-16α,23(R)-epoxycucurbita-1,5,24-triene-3,11-dione 2-O-β-D-glucopyranoside (1), 2,20β,22α-trihydroxy-16α,23(S)-epoxycucurbita-1,5...
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引用次数: 0
Bioactive prenylated c6-c3 derivatives from the roots of Illicium brevistylum. 从Illicium brevistylum的根中提取的具有生物活性的前炔基c6-c3衍生物。
IF 1.3 3区 医学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-06-17 DOI: 10.1080/10286020.2024.2365437
Jing-Yu Zhang, Hui-Lin Yang, Wen-Rui Li, Rong-Mei Gao, Mi Li, Ru-Bing Wang, Jia Yang, Qian-Ru Wang, Yu-Huan Li, Li Li, Shuang-Gang Ma

Three new prenylated C6-C3 compounds (1-3), together with two known prenylated C6-C3 compounds (4-5) and one known C6-C3 derivative (6), were isolated from the roots of Illicium brevistylum A. C. Smith. The structures of 1-3 were elucidated by spectroscopic methods including 1D and 2D NMR, HRESIMS, CD experiments and ECD calculations. The structure of illibrefunone A (1) was confirmed by single-crystal X-ray diffraction analysis. All compounds were evaluated in terms of their anti-inflammatory potential on nitric oxide (NO) generation in lipopolysaccharide-stimulated murine RAW264.7 macrophages and murine BV2 microglial cells, antiviral activity against Coxsackievirus B3 (CVB3) and influenza virus A/Hanfang/359/95 (H3N2). Compounds 3 and 4 exhibited potent inhibitory effects on the production of NO in RAW 264.7 cells with IC50 values of 20.57 and 12.87 μM respectively, which were greater than those of dexamethasone (positive control). Compounds 1 and 4-6 exhibited weak activity against Coxsackievirus B3, with IC50 values ranging from 25.87 to 33.33 μM.

从 Illicium brevistylum A. C. Smith 的根中分离出了三种新的前烯化 C6-C3 化合物(1-3),以及两种已知的前烯化 C6-C3 化合物(4-5)和一种已知的 C6-C3 衍生物(6)。通过光谱方法,包括一维和二维核磁共振、HRESIMS、CD 实验和 ECD 计算,阐明了 1-3 的结构。通过单晶 X 射线衍射分析证实了伊利布酮 A (1) 的结构。评估了所有化合物在脂多糖刺激的小鼠 RAW264.7 巨噬细胞和小鼠 BV2 微神经胶质细胞中产生一氧化氮(NO)的抗炎潜力,以及对柯萨奇病毒 B3(CVB3)和流感病毒 A/HANfang/359/95 (H3N2)的抗病毒活性。化合物 3 和 4 对 RAW 264.7 细胞中 NO 的产生具有强效抑制作用,IC50 值分别为 20.57 和 12.87 μM,高于地塞米松(阳性对照)。化合物 1 和 4-6 对柯萨奇病毒 B3 的活性较弱,IC50 值在 25.87 至 33.33 μM 之间。
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引用次数: 0
Protective effects of bioactive components targeting β2-adrenergic receptors and muscarinic-3 acetylcholine receptor in Zhisou San on ovalbumin-induced allergic asthma. 知寿散中针对β2-肾上腺素能受体和毒蕈碱-3乙酰胆碱受体的生物活性成分对卵清蛋白诱发的过敏性哮喘的保护作用
IF 1.7 3区 医学 Q2 Medicine Pub Date : 2024-06-14 DOI: 10.1080/10286020.2024.2365442
Feng-Wu Li, Na Zhou, Jing-Jing Li, Ya-Jun Zhang, Xue Zhao

One promising approach to overcome drug resistance in asthma treatments involves dual-target therapy, specifically targeting the β2 adrenergic receptor (β2-AR) and muscarinic-3 acetylcholine receptor (M3R). This study investigated the anti-asthma effects and dual-target mechanisms of glycyrrhizic acid, hesperidin, and platycodin D (GHP) from Zhisou San. GHP administration effectively attenuated OVA-induced inflammatory infiltration and overproduction of mucus in asthmatic mice. Additionally, GHP treatment significantly suppressed M3R and promoted β2-AR activation, resulting in the relaxation of tracheal smooth muscle. These findings concluded that GHP mitigated asthma by targeting β2-AR and M3R to ameliorate airway inflammation and modulate airway smooth muscle relaxation.

克服哮喘治疗中耐药性的一种有希望的方法是双靶向治疗,特别是针对β2肾上腺素能受体(β2-AR)和毒蕈碱-3乙酰胆碱受体(M3R)。本研究探讨了知母散中的甘草酸、橙皮甙和桔梗甙 D(GHP)的抗哮喘作用和双靶机制。服用 GHP 能有效减轻 OVA 诱导的哮喘小鼠炎症浸润和粘液过度分泌。此外,GHP 还能明显抑制 M3R,促进 β2-AR活化,从而使气管平滑肌松弛。这些研究结果表明,GHP通过靶向β2-AR和M3R来改善气道炎症和调节气道平滑肌松弛,从而缓解哮喘。
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引用次数: 0
The changes of intestinal microbiota and metabolomics during the inhibition of bladder cancer by liquiritigenin. 利尿苷抑制膀胱癌过程中肠道微生物群和代谢组学的变化
IF 1.7 3区 医学 Q2 Medicine Pub Date : 2024-06-13 DOI: 10.1080/10286020.2024.2366010
Zhao Zhai, Jie Fu, Meng-Liang Ye, Jing-Yue Wang, Hao-Jian Zhang, Hang Yu, Xin-Yu Yang, Hui Xu, Jia-Chun Hu, Jin-Yue Lu, Heng-Tong Zuo, Yi Zhao, Jian-Ye Song, Yong Zhang, Yan Wang, Nian-Zeng Xing

Liquiritigenin is a natural medicine. However, its inhibitory effect and its potential mechanism on bladder cancer (BCa) remain to be explored. It was found that it could be visualized that the transplanted tumours in the low-dose liquiritigenin -treated group and the high-dose liquiritigenin -treated group were smaller than those in the model group. Liquiritigenin treatment led to alterations in Lachnoclostridium, Escherichia-Shigella, Alistipes and Akkermansia. Non-targeted metabolomics analysis showed that a total of multiple differential metabolites were identified between the model group and the high-dose liquiritigenin-treated group. This provides a new direction and rationale for the antitumour effects of liquiritigenin.

鸢尾甙元是一种天然药物。然而,它对膀胱癌(BCa)的抑制作用及其潜在机制仍有待探索。研究发现,低剂量鸢尾素处理组和高浓度鸢尾素处理组的移植瘤比模型组的移植瘤小。利奎特甙元处理导致拉克氏菌、志贺氏菌、阿利斯蒂普斯菌和阿克曼斯菌发生变化。非靶向代谢组学分析表明,在模型组和高剂量利奎霉素处理组之间共发现了多种差异代谢物。这为liquiritigenin的抗肿瘤作用提供了新的方向和理论依据。
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引用次数: 0
Screening of potential α-glucosidase inhibitors from astragalus membranaceus by affinity ultrafiltration screening coupled with UPLC-ESI-Orbitrap-MS method. 用 UPLC-ESI-Orbitrap-MS 法结合亲和超滤筛选黄芪中潜在的 α-葡萄糖苷酶抑制剂。
IF 1.7 3区 医学 Q2 Medicine Pub Date : 2024-06-13 DOI: 10.1080/10286020.2024.2366007
Hong-Ping Wang, Zhao-Zhou Lin, Chen Zhao, Qiong Yin, Jun Jia

Astragalus membranaceus is a traditional Chinese medicine with multiple pharmacological activities. Modern pharmacological research has found that Astragalus membranaceus extract has an inhibitory effect on α-glucosidase, however, which component can inhibit the activity of α-glucosidase and its degree of inhibition are unknown. To address this issue, this study used affinity ultrafiltration screening combined with UPLC-ESI-Orbitrap-MS technology to screen α-glucosidase inhibitors in Astragalus membranaceus. Using affinity ultrafiltration technology, we obtained the active components, and using UPLC-ESI-Orbitrap-MS technology, we quickly analyzed and identified them. As a result, a total of 8 ingredients were selected as α-glucosidase inhibitors.

黄芪是一种具有多种药理活性的传统中药。现代药理研究发现,黄芪提取物对α-葡萄糖苷酶有抑制作用,但究竟哪种成分能抑制α-葡萄糖苷酶的活性及其抑制程度尚不清楚。针对这一问题,本研究采用亲和超滤筛选结合 UPLC-ESI-Orbitrap-MS 技术筛选了黄芪中的α-葡萄糖苷酶抑制剂。我们利用亲和超滤技术获得了黄芪中的活性成分,并利用 UPLC-ESI-Orbitrap-MS 技术对其进行了快速分析和鉴定。结果,共筛选出 8 种成分作为α-葡萄糖苷酶抑制剂。
{"title":"Screening of potential α-glucosidase inhibitors from <i>astragalus membranaceus</i> by affinity ultrafiltration screening coupled with UPLC-ESI-Orbitrap-MS method.","authors":"Hong-Ping Wang, Zhao-Zhou Lin, Chen Zhao, Qiong Yin, Jun Jia","doi":"10.1080/10286020.2024.2366007","DOIUrl":"https://doi.org/10.1080/10286020.2024.2366007","url":null,"abstract":"<p><p><i>Astragalus membranaceus</i> is a traditional Chinese medicine with multiple pharmacological activities. Modern pharmacological research has found that <i>Astragalus membranaceus</i> extract has an inhibitory effect on α-glucosidase, however, which component can inhibit the activity of α-glucosidase and its degree of inhibition are unknown. To address this issue, this study used affinity ultrafiltration screening combined with UPLC-ESI-Orbitrap-MS technology to screen α-glucosidase inhibitors in <i>Astragalus membranaceus</i>. Using affinity ultrafiltration technology, we obtained the active components, and using UPLC-ESI-Orbitrap-MS technology, we quickly analyzed and identified them. As a result, a total of 8 ingredients were selected as α-glucosidase inhibitors.</p>","PeriodicalId":15180,"journal":{"name":"Journal of Asian Natural Products Research","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2024-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141310756","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Bithiophene and coumestan derivatives from Eclipta prostrata (L.) L. and their hepatoprotective activity. Eclipta prostrata (L.) L.中的噻吩和香豆素衍生物及其保肝活性。
IF 1.7 3区 医学 Q2 Medicine Pub Date : 2024-06-13 DOI: 10.1080/10286020.2024.2364912
Le Thi Giang, SeonJu Park, Nguyen Thi Cuc, Bui Huu Tai, Phan Van Kiem, Nguyen Thi Minh Hang, Ninh Khac Ban, Pham Van Cuong, Nguyen Xuan Nhiem

One new bithiophene derivative, 5-(but-3-en-1-yn-1-yl)-5'-(methoxymethyl)-2,2'-bithiophene (1), along with twelve known compounds, senecioester (2), tiglinsaureester (3), 5-acetoxymethyl-2'-(but-3-en-1-yn-1-yl)-2,5'-bithiophene (4), 5-(4-isovaleroyloxybut-1-ynyl)-2,2'-bithiophene (5), 5-hydroxymethyl-(2,5':2',5'')-terthienyl tiglate (6), 5-hydroxymethyl-(2,5':2',5'')-terthienyl agelate (7), 5- hydroxymethyl-2,5':2',5''-terthiophene dimethylacrylate (8), 5-methoxymethyl-2,2':5',2''-terthiophene (9), α-terthiophene (10), 1,3,8,9-tetrahydroxycoumestan 3-sulfate (11), demethylwedelolactone (12), and wedelolactone (13) were isolated from the methanol extract of aerial parts of Eclipta prostrata (L.) L. All isolated compounds were evaluated for the protective ability on the HepG2 cells. At the concentration of 100 μM, compounds 11-13 showed the highest hepatoprotective effects, with HepG2 cell viability ranging from 38.68% to 48.54%. Bithiophenes showed higher hepatoprotective cell viability than terthiophenes.

噻吩酯 (3)、5-乙酰氧甲基-2'-(丁-3-烯-1-炔-1-基)-2,5'-联噻吩 (4)、5-(4-异戊酰氧基丁-1-炔基)-2,2'-联噻吩 (5)、5-羟甲基-(2,5':2',5'')-噻吩惕各酸酯 (6)、5-羟甲基-(2,5':(2',5'')-噻吩基琼脂酸酯 (7)、5-羟甲基-2,5':2',5''-噻吩二甲基丙烯酸酯 (8)、5-甲氧基甲基-2,2':5',2''-terthiophene (9)、α-terthiophene (10)、1,3,8,9-tetrahydroxycoumestan 3-sulfate (11)、demethylwedelolactone (12)和wedelolactone (13)。评估了所有分离化合物对 HepG2 细胞的保护能力。在 100 μM 的浓度下,化合物 11-13 的保肝效果最好,HepG2 细胞存活率为 38.68% 至 48.54%。双噻吩类化合物的保肝细胞活力高于三噻吩类化合物。
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引用次数: 0
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Journal of Asian Natural Products Research
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