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Integrative dereplication and molecular networking reveal potential antimicrobial agents in Kielmeyera coriacea Mart.
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2025-02-17 DOI: 10.1080/14786419.2025.2465605
Aline Coqueiro, Vinicius Galvão Wakui, Alan C Pilon, Nathália S Castilho, Eliângela C C Costa, Afif F Monteiro, Charlene S Dos Anjos, Luis Fernando Leandro, Carlos Henrique Gomes Martins, Vanessa G Pasqualotto Severino

Kielmeyera coriacea Mart., native to Brazilian Cerrado, is traditionally used in folk medicine. The MIC against bacteria and yeasts was determined for the ethanolic extracts of roots, outer bark, leaves, and fruits. A dereplication strategy via HPLC-ESI-HRMS/MS and GNPS was used to identify known compounds and highlight potential compounds responsible for the activities. The root extract exhibited the most promising activity against a range of bacteria and fungi. This extract was selected for further fractionation, yielding n-hexane, ethyl acetate, and hydroalcoholic fractions. These were evaluated against the same microbial strains. Subsequent chromatographic analysis and bioactivity tests identified two highly active subfractions from the n-hexane and hydroalcoholic fractions. Detailed analysis using standards and databases (GNPS and Scifinder) led to the annotation of three xanthones (kielcorin, and its hydroxy- and methoxy- derivatives), three glycosylated flavonoids, and two acylphoroglucinol derivatives (garcinielliptone D e A).

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引用次数: 0
1H NMR-based metabolomics study of the lipid profile of argan oil and investigation of possible adulterations in the market of this valuable herbal oil.
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2025-02-17 DOI: 10.1080/14786419.2025.2463702
Maede Hasanpour, Nazanin Mohammadpour, Mahnaz Khanavi, Satar Saberi, Tugba Ercetin, Reza Abdollahzadeh, Mehrdad Iranshahi

Argan oil is widely used as an active ingredient of dermo-cosmetic products. Its high demand has led to an increase adulteration with varying amounts of inexpensive herbal oils. The quality control of argan oil is one of the most important issues for pharmaceutical companies. In this study,1H-NMR-based metabolomics study was used as a fast and non-destructive technique to detect adulteration. Argan seeds and oil were purchased from pharmacies and stores. The results showed that pure argan oil doesn't contain α-linolenic acid, while it is present in varying amounts in most herbal oils. A number of argan oils that were purchased from the market or pharmacies, despite the manufacturer's claim that the argan oil is 100% pure with no additives in the final product, had impurities especially in aromatic regions. This is the first attempt to demonstrate that the 1H-NMR-based metabolomics study can successfully apply to detect argan oil adulteration.

摩洛哥坚果油被广泛用作皮肤美容产品的活性成分。它的高需求量导致掺杂不同数量的廉价草本油的情况越来越多。对于制药公司来说,摩洛哥坚果油的质量控制是最重要的问题之一。在这项研究中,基于 1H-NMR 的代谢组学研究被用作检测掺假的一种快速、非破坏性技术。阿甘油种子和油购自药店和商店。结果表明,纯摩洛哥坚果油不含α-亚麻酸,而α-亚麻酸在大多数中草药油中都有不同程度的含量。一些从市场或药店购买的摩洛哥坚果油,尽管生产商声称最终产品中的摩洛哥坚果油是 100% 纯的,不含任何添加剂,但它们都含有杂质,尤其是在芳香区域。这是首次尝试证明基于 1H-NMR 的代谢组学研究可成功用于检测阿甘油掺假。
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引用次数: 0
Facile green in situ hemisynthesis of new chiral chromeno-pyrimidine derivatives: antibacterial, antioxidant activities and molecular docking study 新型手性色烯嘧啶衍生物的简便绿色原位半合成:抗菌、抗氧化活性和分子对接研究
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2025-02-16 DOI: 10.1080/14786419.2023.2290148
Ramzi Maadadi , Abbes Benmerache , Rafik Menacer , Borhane E.C Ziani , Zahia Kabouche , Liza Saher , Khaldoun Bachari , Dominique Harakat
A hemisynthesis ‘in situ’ reaction of (thio)barbituric acids with an α,β-unsaturated aldehyde using perillaldehyde from Ammodaucus leucotrichus essential oil, afforded chromeno-pyrimidine derivatives B-1 and B-2. The reaction was carried out in water and water/ethanol medium without a catalyst. The obtained pyrimidines were identified by their spectral 1H,13C, Dept-135, HMBC, HSQC, COSY, and NOESY 2D. The antioxidant activity of both compounds was evaluated using different in vitro methods (DPPH, ABTS, and CUPRAC). The hemisynthesized molecules exhibited a bacteriostatic effect against ten tested gram (+) and gram (–) strains. According to the molecular docking analysis, B-1 showed lower binding energies compared to B-2 against (PDB: 1HD2) and (PDB: 1KZN) targets, which is in agreement with the ABTS and E. Coli assays. Furthermore, a probable promising anti-HIV activity was noticed against reverse transcriptase (PDB: 2RKI), a key enzyme for HIV replication. The ADME properties calculations showed no Lipinski’s rule violation for both compounds.
利用从Ammodaucus leucotrichus精油中提取的perillaldehyde,对(硫)巴比妥酸与α,β-不饱和醛进行 "原位 "半合成反应,得到了铬嘧啶衍生物。
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引用次数: 0
Ent-16β,17-dihydroxy-kauran-19-oic acid (DKA), a kaurane diterpenoid from Sigesbeckia pubescens(Makino) Makino, inhibits the migration of MDA-MB-231 breast cancer Ent-16β,17-二羟基-山核桃-19-酸(DKA)是一种来自Sigesbeckia pubescens(Makino) Makino的山核桃烷二萜类物质,可抑制MDA-MB-231乳腺癌的迁移。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2025-02-16 DOI: 10.1080/14786419.2023.2287177
Jianbin Wang , Rongxin Liu , Hao Chen , Anqi Chen , Li Chen
Ent-kaurane diterpenoids were studied as a biologically active ingredient group of Sigesbeckia pubescens (Makino) Makino. Here, five known ent-kaurane diterpenoids were isolated and identified, named ent-16β,17-dihydroxy-kauran-19-oic acid (1), ent-16β,17-dihydroxy-kauran-19-oate (2), ent-18-acetoxy-17-hydroxykauran-19-oic acid (3), ent-16β,17,18-trihydroxy-kauran-19 -oic acid (4), and ent-17-hydroxy-kauran-16βH-19-oic acid (5). Their inhibitory effects of these compounds on MDA-MB-231 breast cancer migration were firstly tested in a chemotaxis invasion assay. Among them, compound 1 (DKA) showed superior inhibitory activities with IC50 value of 1.96 µM. Then, a wound healing assay and BALB/c nude mice were used for further studying the inhibitory activity of DKA on MDA-MB-231 breast cancer migration in vitro and in vivo, respectively. The wound healing assay showed that DKA (1, 5, and 25 μM) can significantly inhibit cell migration and the mouse model of lung metastasis showed that DKA (2.5, 5, and 10 mg/kg) could strongly suppress the lung metastasis of MDA-MB-231 breast cancer cells.
对正戊烷二萜进行了生物活性研究。本研究分离鉴定了5种已知的对kauran二萜类化合物,分别命名为:t-16β、17-二羟基kauran-19-oic酸(1)、t-16β、17-二羟基kauran-19-oic酸(2)、t-18-乙酰氧基-17-羟基kauran-19-oic酸(3)、t-16β、17,18-三羟基kauran-19-oic酸(4)和t-17-羟基kauran-16 - β h -19-oic酸(5)。通过趋化性侵袭实验,首次检测了这些化合物对MDA-MB-231乳腺癌迁移的抑制作用。其中化合物1 (DKA)的IC50值为1.96µM,具有较强的抑制活性。通过伤口愈合实验和BALB/c裸鼠实验,进一步研究DKA对MDA-MB-231乳腺癌迁移的体外和体内抑制作用。伤口愈合实验显示,DKA(1、5和25 μM)能显著抑制细胞迁移,肺转移小鼠模型显示,DKA(2.5、5和10 mg/kg)能强烈抑制MDA-MB-231乳腺癌细胞的肺转移。
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引用次数: 0
A comparative study on chemical composition and antibacterial activity of essential oils from the aerial parts and roots of Laportea bulbifera (Siebold & Zucc.) Wedd. growing in the Central Himalayan region 喜马拉雅山脉中部地区生长的 Laportea bulbifera (Siebold & Zucc.) Wedd.气生部分和根部精油化学成分和抗菌活性比较研究
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2025-02-16 DOI: 10.1080/14786419.2023.2289187
Manisha Palni , Leelawati Nitwal , Anand B. Melkani , Deepshikha Joshi , Rajendra Prasad
The GC and GC/MS analysis of the essential oil samples obtained separately from whole aerial parts and the roots of Laportea bulbifera resulted in the identification of a total of 40 compounds from the whole aerial parts and 45 compounds from the roots representing 89.7% and 82.9%, respectively, of the total essential oil composition. The essential oil from aerial parts is dominated by oxygenated sesquiterpenes (66.4%) with α-elemol (55.1%), germacrene D-4-ol (4.2%), linalool (3.5%) and phytol (3.4%) as the major constituents while the root essential oil is dominated by oxygenated monoterpenes (30.4%) with trans-myrtanol (16.3%), cis-myrtanol (11.6%), nopinone (7.8%), cadin-4-en-10-ol (4.7%), and α-elemol (3.4%) as major constituents. The essential oil from whole aerial parts showed bactericidal effect at 250 µL/mL concentration (MBC) against Pasteurella multocida and Dickeya dadantii while the root essential oil exhibited bactericidal effect at 125 µL/mL against Escherichia coli, Enterococcus faecalis, Xanthomonas phaseoli, and Dickeya dadantii.
采用GC和GC/MS分析方法,分别从黄连全部和根部提取精油样品,共鉴定出40个化合物。
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引用次数: 0
Evaluation of the nutraceutical Palmitoylethanolamide in reducing intraocular pressure (IOP) in patients with glaucoma or ocular hypertension: a systematic review and meta-analysis 评估营养保健品棕榈酰乙醇酰胺在降低青光眼或眼压过高患者眼压方面的作用:系统综述和荟萃分析。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2025-02-16 DOI: 10.1080/14786419.2024.2306916
Lelio Crupi , Anna Paola Capra , Irene Paterniti , Marika Lanza , Fabrizio Calapai , Salvatore Cuzzocrea , Alessio Ardizzone , Emanuela Esposito
Intraocular pressure (IOP) positively correlates with both normal and high-tension glaucoma. To date, IOP targeting remains the validated pharmacological approach in counteracting glaucoma progression as well as in halting vision loss. Among the different adjuvant compounds, evidence highlighted the potential effectiveness of Palmitoylethanolamide (PEA), an endogenous fatty acid amide. Thus, a systematic review of the literature was conducted, thoroughly evaluating PEA treatment regimen in decreasing IOP in patients with eye disorders. We checked for articles across the scientific databases Pubmed (MEDLINE), Embase (OVID), and Web of Science from the inception to 30 August 2023, and a total of 828 articles were recovered. Six of these studies (199 patients) were included in the systematic review after the study selection process, and three studies for meta-analysia. Overall, PEA showed significant efficacy in reducing IOP in patients, this encourages its clinical use in glaucoma as well as across different forms of eye disorders.
眼压(IOP)与正常青光眼和高眼压性青光眼均呈正相关。迄今为止,针对眼压的药物疗法仍是对抗青光眼发展和阻止视力丧失的有效方法。在不同的辅助化合物中,有证据表明棕榈酰乙醇酰胺(PEA)--一种内源性脂肪酸酰胺--具有潜在的有效性。因此,我们对文献进行了系统性回顾,全面评估了 PEA 治疗方案在降低眼疾患者眼压方面的效果。我们在 Pubmed (MEDLINE)、Embase (OVID) 和 Web of Science 等科学数据库中检索了从开始到 2023 年 8 月 30 日的文章,共检索到 828 篇文章。经过研究筛选,其中六项研究(199 名患者)被纳入系统综述,三项研究被纳入荟萃分析。总体而言,PEA 在降低患者眼压方面具有显著疗效,这促进了其在青光眼以及各种眼部疾病中的临床应用。
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引用次数: 0
Pharmacological properties of Hoya (Apocynaceae): a systematic review 霍雅(天南星科)的药理特性:系统综述。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2025-02-16 DOI: 10.1080/14786419.2024.2319655
Muhammad Khairil Rumaling , Siat Yee Fong , Pasupuleti Visweswara Rao , Johnny Gisil , Mohd Hijaz Mohd Sani , Wan Salman Wan Saudi
In tropical forests, Hoya, a plant with significant indigenous medicinal applications, has been underexplored in pharmacological studies. This systematic review meticulously investigates the diverse pharmacological effects exhibited by various Hoya species on human health. A comprehensive literature search, encompassing Scopus, ScienceDirect, and SpringerLink databases, employed specific keyword combinations (‘Hoya’ and ‘pharmacological properties’ OR ‘pharmacology property’). The included studies exclusively focused on Hoya’s impact on human health. The findings underscore Hoya’s potential as a medicinal plant, demonstrating promising attributes such as anticancer, antibacterial, antioxidant, anti-inflammatory, anti-diabetic, antinociceptive, and parasympatholytic effects. Despite these promising indications, the review underscores the necessity for further in vivo investigations to fully unlock Hoya’s therapeutic potential. A comprehensive understanding of its mechanisms of action, efficacy, and safety in living systems is imperative for realising its holistic therapeutic benefits.
在热带森林中,海芋是一种具有重要本土药用价值的植物,但在药理学研究中却未得到充分开发。这篇系统性综述细致研究了各种海雅对人类健康的不同药理作用。通过对 Scopus、ScienceDirect 和 SpringerLink 数据库进行全面的文献检索,采用了特定的关键词组合("Hoya "和 "药理学特性 "或 "药理学特性")。收录的研究只关注 Hoya 对人类健康的影响。研究结果强调了海倻琴作为药用植物的潜力,显示出抗癌、抗菌、抗氧化、抗炎、抗糖尿病、抗痛觉和副交感神经溶解作用等良好特性。尽管出现了这些令人鼓舞的迹象,但综述强调有必要进行进一步的体内研究,以充分挖掘 Hoya 的治疗潜力。全面了解其在活体系统中的作用机制、疗效和安全性是实现其整体治疗效果的当务之急。
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引用次数: 0
One new prenylated flavonoid with cytotoxic activity from Epimedium brevicornu maxim 短草淫羊藿中一个新的具有细胞毒活性的烯丙基类黄酮。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2025-02-16 DOI: 10.1080/14786419.2023.2282114
Hui Zhang , YanRu Wang , Yuhang Liang , Xu Zhao , Gang Chen
One previously undescribed prenylated flavonoid (1) and three known ones (2-4) were isolated from leaves of Epimedium brevicornu maxim. Their structures were determined through extensive spectroscopic analysis and comparison with the NMR data in the literature. Compound 1 showed a moderate cytotoxicity with an IC50 value of 18.7 μM, while known compounds 2 and 3 elicited weak cytotoxicities with IC50 values of 29.2 and 32.8 μM against Lewis Lung cancer cells (LLC cells), respectively.
从淫羊藿(Epimedium brevicornu maxim)叶片中分离到1个未被描述的烯丙化类黄酮(1)和3个已知的类黄酮(2-4)。它们的结构是通过广泛的光谱分析和与文献中的核磁共振数据比较确定的。化合物1对Lewis肺癌细胞(LLC细胞)具有中等毒性,IC50值为18.7 μM,而已知化合物2和3对Lewis肺癌细胞具有较弱的细胞毒性,IC50值分别为29.2和32.8 μM。
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引用次数: 0
Chemical composition and biological evaluation of the essential oil of the flowering aerial parts of Aegopodium alpestre Ledeb 海棠地上开花部位精油的化学成分及生物学评价。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2025-02-16 DOI: 10.1080/14786419.2023.2286605
Aijiao Zhong , Peng Shen , Yue Sun , Jiaxin Feng , Junyi Zhu , Li Li , Zijing Wu , Hao Zang
Aegopodium alpestre Ledeb (A. alpestre) is a plant known for its fragrant smell and has been traditionally used to treat influenza. However, despite its widespread use, there is no research on its flowering aerial parts. This study aims to contribute to the understanding the flowering aerial parts by investigating its volatile oil. The essential oil was extracted through hydrodistillation and analysed using GC-MS. The analysis identified 54 compounds, which accounted for 95.16% of the oil composition. The major components are germacrene D (31.68%), β-caryophyllene (16.07%), and (E)-β-farnesene (7.99%). To evaluate the antioxidant activity of volatile oil, six antioxidant experiments were conducted. The results indicated that volatile oil exhibited significant 2,2’-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) diammonium salt and hydroxyl radical scavenging abilities. Furthermore, the antibacterial activity of volatile oil was assessed against four common pathogenic bacteria. The findings demonstrated that volatile oil displayed potent antibacterial activity against Escherichia coli and Aerogenic bacterium.
海豆蔻(a. alpestre)是一种以其芳香气味而闻名的植物,传统上用于治疗流感。然而,尽管它被广泛使用,但没有对其开花的空中部分进行研究。本研究旨在通过对其挥发油的研究,为了解开花的地上部分做出贡献。采用水蒸气蒸馏法提取精油,气相色谱-质谱联用分析。分析鉴定出54种化合物,占油成分的95.16%。主要成分为绿蜡烯D(31.68%)、β-石竹烯(16.07%)和(E)-β-法尼烯(7.99%)。为了评价挥发油的抗氧化活性,进行了6项抗氧化实验。结果表明,挥发油具有明显的2,2′-氮基-双(3-乙基苯并噻唑-6-磺酸)二铵盐和羟基自由基清除能力。此外,还测定了挥发油对4种常见病原菌的抑菌活性。结果表明,挥发油对大肠杆菌和产气菌具有较强的抑菌活性。
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引用次数: 0
In vitro effect of alpha-bisabolol and its synthetic derivatives on macrophages, promastigotes, and amastigotes of Leishmania amazonensis and Leishmania infantum α -双abolol及其合成衍生物对亚马逊利什曼原虫和幼利什曼原虫巨噬细胞、原鞭毛体和无鞭毛体的体外影响。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2025-02-16 DOI: 10.1080/14786419.2023.2288232
Livia Reisen Perin , Luciana Alves Parreira , Estevão Carlos Silva Barcelos , Mario Ferreira Conceição Santos , Luciano Menini , Daniel de Oliveira Gomes , Francisco de Paula Careta
Cutaneous and visceral leishmaniasis are public health problems in Africa, Asia, Europe, and America. The treatment has a high cost and toxicity. Thus, this work aims to evaluate the leishmanicidal activity of alpha-bisabolol and its three synthetic derivatives, P1, P2, and P3, on the promastigotes and amastigotes Leishmania infantum and L. amazonensis forms. Alpha-bisabolol showed the lowest IC50 with 3.43 for L. amazonensis promastigotes, while P1 was the most toxic for L. infantum with an IC50 of 9.10. The derivative P3 was better for the amastigote form, with an IC50 of 3.39 for L. amazonensis. All the compounds effectively decreased the intracellular load of amastigote and its ability to turn promastigote again. Thus, alpha-bisabolol and its three synthetic derivatives were effective in their leishmanicidal activity. Therefore, it can be an option for developing new treatments against leishmaniasis.
皮肤和内脏利什曼病是非洲、亚洲、欧洲和美洲的公共卫生问题。这种治疗方法成本高且有毒性。因此,本研究旨在评价α -双abolol及其三种合成衍生物P1、P2和P3对幼利什曼原虫和亚马逊利什曼原虫的杀灭活性。α -bisabolol对亚马孙乳杆菌的IC50最低,为3.43;P1对婴儿乳杆菌的IC50最高,为9.10。P3衍生物对亚马孙无性系的IC50为3.39,对亚马孙无性系的IC50为3.39。所有化合物都有效地降低了无纺锤体的胞内负荷及其再次转化promastigote的能力。因此,-比索洛尔及其三个合成衍生物具有有效的利什曼尼杀虫活性。因此,它可以成为开发对抗利什曼病的新疗法的一种选择。
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引用次数: 0
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Natural Product Research
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