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LC-MS/MS analysis and α-glucosidase inhibitory effect of majonoside R2 in Vietnamese ginseng (Panax vietnamensis Ha & Grushv.). LC-MS/MS 分析和越南人参(Panax vietnamensis Ha & Grushv.)
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-19 DOI: 10.1080/14786419.2024.2429124
Hoang Hiep Dang, Manh Dung Doan, Thi Ngan Dang, Thi Hoang Anh Nguyen, Thien Thuong Phuong, Tuan Vu Van, Hieu Nguyen Ngoc, Huu Tung Nguyen

Majonoside R2 (MR2), the principal saponin of Vietnamese ginseng (Panax vietnamensis Ha & Grushv.), has the unique structure of ocotillol-type dammarane and showed remarkable biological activities. This paper deals with the new findings in the chemical analysis MR2 by the tandem LC-MS/MS and, especially, its inhibitory activities on α-glucosidase for diabetic management. The developed LC-MS/MS method revealed advantages of high selectivity with specific mass transition from precursor [M + H]+ ion (m/z 784.4) into product ion (m/z 475.1), high sensitivity (calibration range: 5-250 ppb; LOD: 1.5 ppb; LOQ: 5.0 ppb), and high accuracy to support further pharmaceutical analysis of MR2. MR2 and its aglycone ocotillol relatively showed certain inhibitory effects on α-glucosidase in vitro with the IC50 values of 353.05 and 219.64 µg/mL and supported by molecular docking analysis, in which MR2 and ocotillol could play as allosteric inhibitors with high binding affinity (-7.8 and -8.1 kcal/mol) evidenced by bonding interactions.

马钱子苷 R2(MR2)是越南人参(Panax vietnamensis Ha & Grushv.)的主要皂苷,具有独特的麦角甾醇型达玛烷结构,具有显著的生物活性。本文论述了采用串联 LC-MS/MS 方法对 MR2 进行化学分析的新发现,特别是其对α-葡萄糖苷酶的抑制活性,以治疗糖尿病。所开发的 LC-MS/MS 方法具有高选择性(从前体 [M + H]+ 离子(m/z 784.4)到产物离子(m/z 475.1)的特异性质量转换)、高灵敏度(校准范围:5-250 ppb;LOD:1.5 ppb;LOQ:5.0 ppb)和高准确度等优点,可支持 MR2 的进一步药物分析。通过分子对接分析,MR2 和 Ocotillol 可作为异位抑制剂,具有较高的结合亲和力(-7.8 和-8.1 kcal/mol)。
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引用次数: 0
Comparative analysis of chemical composition in Zanthoxylum avicennae leaves and branches based on UPLC-Q-Orbitrap HRMS, and evaluation of their antioxidant activities. 基于 UPLC-Q-Orbitrap HRMS 的 Zanthoxylum avicennae 叶片和枝条化学成分比较分析及其抗氧化活性评价。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-19 DOI: 10.1080/14786419.2024.2430324
Liang-Qian Zhang, Yuan Tian, Li-Ping Dai, Xing-Er Ye, Yi-Qin Zheng, Nan-Chen Lai, Wei Dai, Qi Wang

This study comprehensively analyzes the chemical constituents of Zanthoxylum avicennae leaves and branches using UPLC-Q-Orbitrap HRMS. A total of 64 components were identified, with fragmentation patterns summarised for key compounds. Notably, 51 of these components were newly discovered in this plant. The predominant compound classes were alkaloids (31.25%) and flavonoids (25.00%). Visualisation results revealed significant differences in chemical composition between leaves and branches, with an overlap rate of only 26.60%. Leaves were rich in flavonoids such as neohesperidin, while branches contained more alkaloids, such as schinifoline. Antioxidant activity, assessed using DPPH and ABTS assays, indicated that methanol extracts had notable antioxidant potential. The leaf extract demonstrated superior antioxidant activity (ABTS: IC50 = 0.098 ± 0.006 mg/mL; DPPH: IC50 = 3.624 ± 0.070 mg/mL) compared to the branch extract (ABTS: IC50 = 0.303 ± 0.004 mg/mL; DPPH: IC50 = 3.265 ± 0.075 mg/mL), likely due to differences in the content and variety of flavonoids.

本研究采用 UPLC-Q-Orbitrap HRMS 方法全面分析了 Zanthoxylum avicennae 树叶和枝条的化学成分。共鉴定出 64 种成分,并总结了主要化合物的碎片模式。值得注意的是,其中 51 种成分是在这种植物中新发现的。主要的化合物类别是生物碱(31.25%)和黄酮类化合物(25.00%)。可视化结果显示,叶片和枝条之间的化学成分差异显著,重叠率仅为 26.60%。叶片富含新橙皮甙等黄酮类化合物,而枝条则含有更多的生物碱,如五味子碱。用 DPPH 和 ABTS 法评估的抗氧化活性表明,甲醇提取物具有显著的抗氧化潜力。叶提取物的抗氧化活性(ABTS:IC50 = 0.098 ± 0.006 mg/mL;DPPH:IC50 = 3.624 ± 0.070 mg/mL)优于枝提取物(ABTS:IC50 = 0.303 ± 0.004 mg/mL;DPPH:IC50 = 3.265 ± 0.075 mg/mL),这可能是由于黄酮类化合物的含量和种类不同造成的。
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引用次数: 0
Flavone glycosides from a Cyclanthera pedata landrace of Camonica Valley (Northern Italy). 来自卡莫尼卡山谷(意大利北部)的 Cyclanthera pedata 陆种植物的黄酮苷。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-19 DOI: 10.1080/14786419.2024.2430326
Marco Zuccolo, Angela Bassoli, Gigliola Borgonovo, Luca Giupponi, Annamaria Giorgi

Caigua (Cyclanthera pedata (L.) Schrad.) is an edible plant native of South America, traditionally used for its health-promoting properties. Its cultivation has expanded globally, with a landrace from Camonica Valley (Northern Italy) showing significant potential as a raw material for herbal applications. This study conducted a phytochemical analysis of the fruits and leaves of the Camonica Valley landrace compared to a commercial South American cultivar. Six flavone glycosides were isolated via column chromatography, identified using NMR, and quantified by HPLC. The primary compounds, chrysin-6-C-fucopyranoside and apigenin-6-C-glucopyranoside (isovitexin), were found in both the fruits and leaves of the two cultivars. Quantitative analysis revealed significantly higher levels of flavone glycosides in the leaves of the Camonica Valley cultivar compared to the fruits and the commercial South American cultivar. These findings highlight the potential of this landrace of caigua for herbal, nutraceutical, and food applications.

Caigua(Cyclanthera pedata (L.) Schrad.)是一种原产于南美洲的食用植物,传统上用于促进健康。其种植范围已扩展到全球,意大利北部卡莫尼卡山谷的一个品种显示出作为草药原料的巨大潜力。本研究对卡莫尼卡山谷陆生品种的果实和叶片进行了植物化学分析,并与南美的一种商业栽培品种进行了比较。通过柱层析法分离出六种黄酮苷,使用核磁共振法进行鉴定,并通过高效液相色谱法进行定量。在这两种栽培品种的果实和叶片中都发现了主要化合物,即菊苷-6-C-岩藻糖苷和芹菜素-6-C-吡喃葡萄糖苷(异黄酮苷)。定量分析显示,卡莫尼卡山谷栽培品种叶片中的黄酮苷含量明显高于果实和南美商业栽培品种。这些研究结果凸显了卡莫尼卡谷栽培品种在草药、保健品和食品应用方面的潜力。
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引用次数: 0
An overview of extraction, isolation and characterization techniques of phytocompounds from medicinal plants. 药用植物中植物化合物的提取、分离和表征技术概览。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-19 DOI: 10.1080/14786419.2024.2426059
Susmita Mondal, Manosi Das, Sudipto Debnath, Biresh Kumar Sarkar, Gajji Babu

Medicinal plants have been used since time immemorial for the treatment of many types of diseases along with epidemics. They show many biological activities like anti-inflammatory, antioxidant, anti-insecticidal, antibiotic, anti-parasitic, anti-hemolytic properties etc. Different types of bioactive compounds, present in the medicinal plants, play a key role in prevention of diseases and also used for manufacturing medicines. Thus, phytochemicals have an immense value to communities worldwide. The present review focused on the extraction, purification and characterisation method for isolation of phytocompounds. Both the conventional like maceration, percolation, digestion, infusion a decoction, soxhlet and reflux, hydro distillation and steam distillation method and modern technique of extraction like ASE, microwave- and ultrasound-assisted extraction, supercritical fluid extraction, enzyme-assisted fluid extraction, pressurised hot water extraction are elaborately explained in the present review. The methodology of purification by LLF & LLP, recrystallization, different chromatographic techniques like TLC, prep-TLC, column chromatography, flash column chromatography, SEC, counter current chromatography, HPLC & prep-GC are also included in the present review. Structure elucidation by UV-Vis spectroscopy, FTIR, NMR spectroscopy, mass spectroscopy and X-ray crystallography are also discussed here.

药用植物自古以来就被用于治疗多种疾病和流行病。药用植物具有多种生物活性,如消炎、抗氧化、杀虫、抗生素、抗寄生虫、抗溶血等。药用植物中的各种生物活性化合物在预防疾病和制造药物方面发挥着重要作用。因此,植物化学物质对全球社区具有巨大价值。本综述侧重于分离植物化合物的提取、纯化和表征方法。本综述详细介绍了浸渍法、渗滤法、消化法、浸泡法、煎煮法、索氏蒸馏法和回流法、水蒸馏法和蒸汽蒸馏法等传统提取方法,以及 ASE、微波和超声波辅助提取、超临界流体提取、酶辅助流体提取、加压热水提取等现代提取技术。本综述还包括 LLF 和 LLP 的纯化方法、重结晶、不同的色谱技术,如 TLC、prep-TLC、柱色谱、闪速柱色谱、SEC、逆流色谱、HPLC 和 prep-GC。本综述还讨论了通过紫外可见光谱、傅立叶变换红外光谱、核磁共振光谱、质谱和 X 射线晶体学进行结构阐释的问题。
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引用次数: 0
Preparation, characterisation and evaluation of kaempferol phospholipid complex and its application in preventing the deterioration of soybean oil. 山奈酚磷脂复合物的制备、表征和评估及其在防止大豆油变质中的应用。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-19 DOI: 10.1080/14786419.2024.2431125
Ruiyang Xu, Honghui Zhao, Lingling Wang, Dezhi Gao, Xu Zhao

This study aims to improve the solubility of kaempferol (KA) by preparing a kaempferol phospholipid complex (KA-PC), which can be applied to prevent soybean oil from spoilage. KA-PC was prepared by solvent evaporation and characterised by FTIR, DSC, and XRD. Furthermore, KA-PC was added to soybean oil and the peroxide value and acid value were determined. The results showed that KA-PC improved the solubility of KA in both water and n-octanol. Several characterisation methods identified KA-PC as an amorphous structure. The rate of scavenging DPPH free radical and ABTS free radical of KA-PC was higher than that of KA. After 15 days of storage, the peroxidation value of the soybean oil of KA-PC was about 17.35 mmol/kg, which was significantly lower than that of the KA group (about 29.70 mmol/kg) The results help to prepare insoluble compounds into phospholipid complex (PC) and expand their application in food preservation.

本研究旨在通过制备一种山奈酚磷脂复合物(KA-PC)来提高山奈酚(KA)的溶解度,该复合物可用于防止大豆油变质。KA-PC 是通过溶剂蒸发法制备的,并通过傅立叶变换红外光谱(FTIR)、数显显微镜(DSC)和 X 射线衍射(XRD)对其进行了表征。此外,还将 KA-PC 添加到大豆油中,并测定了过氧化值和酸值。结果表明,KA-PC 提高了 KA 在水和正辛醇中的溶解度。几种表征方法确定 KA-PC 为无定形结构。KA-PC 清除 DPPH 自由基和 ABTS 自由基的速率高于 KA。贮存 15 天后,KA-PC 大豆油的过氧化值约为 17.35 mmol/kg,明显低于 KA 组(约 29.70 mmol/kg)。
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引用次数: 0
Megastigmane and hydroxybenzoic acid derivatives from aqueous leaves extract of Artocarpus heterophyllus lam. 从叶桉叶水溶液提取物中提取巨石榴烯和羟基苯甲酸衍生物。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-18 DOI: 10.1080/14786419.2024.2429520
K S S P Fernando, M I Choudhary, A M Abeysekera, C Padumadasa, Achyuth Adhikari, U G Chandrika

The hot water extract of senescent leaves from Artocarpus heterophyllus is used in traditional Sri Lankan medicine for treating diabetes mellitus. This study aimed to isolate phytochemicals in the ethyl acetate soluble fraction of the hot water extract. Bioassay-guided fractionation led to the isolation of three megastigmane derivatives and two hydroxybenzoic acid derivatives from fractions, demonstrating both hypoglycaemic and antidiabetic activities. The elucidated compounds were identified as 3,4-dihydroxy-7-ene-megastigman-9-one, 3,4,6-trihydroxy-7-ene-megastigman-9-one, 9,13-dihydroxy-4,7-dien-megastigman-3-one, 4-hydroxybenzoic acid, and 3,4-dihydroxybenzoic acid. Structural confirmation was carried out by 1H NMR, 2D NMR, 13 C NMR, IR, UV-Vis and mass spectrometry. Notably, while these compounds have been well-documented for their antidiabetic activity, their presence in the A. heterophyllus species is novel, expanding our understanding. Furthermore, their well-established antidiabetic activity profiles highlight their essential role in the observed effects of the hot water extract for diabetes management, reinforcing its traditional remedy status.

在斯里兰卡的传统医学中,异叶蒿衰老叶的热水提取物可用于治疗糖尿病。本研究旨在分离热水提取物乙酸乙酯可溶部分中的植物化学物质。通过生物测定指导下的分馏,从馏分中分离出了三种巨石榴烯衍生物和两种羟基苯甲酸衍生物,显示出了降血糖和抗糖尿病活性。阐明的化合物被鉴定为 3,4-二羟基-7-烯-megastigman-9-酮、3,4,6-三羟基-7-烯-megastigman-9-酮、9,13-二羟基-4,7-二烯-megastigman-3-酮、4-羟基苯甲酸和 3,4-二羟基苯甲酸。通过 1H NMR、2D NMR、13 C NMR、IR、UV-Vis 和质谱分析进行了结构确认。值得注意的是,虽然这些化合物的抗糖尿病活性已经得到了很好的证实,但它们在杂叶黄杨物种中的存在却是新颖的,拓展了我们的认识。此外,这些化合物已被证实具有抗糖尿病活性,突出了它们在热水提取物治疗糖尿病的效果中的重要作用,巩固了其传统疗法的地位。
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引用次数: 0
Therapeutic potential of resveratrol and autologous chondrocytes in male rat knee joint cartilage repair. 白藜芦醇和自体软骨细胞在雄性大鼠膝关节软骨修复中的治疗潜力
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-18 DOI: 10.1080/14786419.2024.2429111
Alireza Akhlagh, Aida Iraji, Seyyed Sajad Daneshi, Mehdi Kian, Akram Jamshidzadeh, Shahrokh Zare, Nader Tanideh, Maryam Naseh, Nadiar M Mussin, Madina A Kurmanalina, Amin Tamadon

Osteochondral defects (OCDs) in synovial joints are caused by trauma or inflammatory joint diseases, with no definitive treatment available. This study examined the effects of resveratrol and chondrocyte injections in a rat model of OCD. Twenty-four male Sprague-Dawley rats were divided into four groups: a control group, a resveratrol-only group (10 mg/kg), a chondrocyte-only group (1 × 105 cells), and a combined treatment group that received both treatments. After two months, the rats were euthanized, and their knee joints were analysed histologically and immunohistochemically. The results showed that the combined resveratrol and chondrocyte treatment significantly reduced fibrous tissue, increased cartilage tissue volume, improved cellular distribution, and enhanced the regularity of the articular surface. Collagen types I and II and proteoglycan levels were also elevated. These findings suggest that the combination of resveratrol and chondrocytes has a synergistic effect, promoting effective OCD repair in this rat model, offering potential for future therapeutic approaches.

滑膜关节的骨软骨缺损(OCD)是由创伤或炎症性关节疾病引起的,目前尚无确切的治疗方法。本研究考察了白藜芦醇和软骨细胞注射对大鼠 OCD 模型的影响。24 只雄性 Sprague-Dawley 大鼠被分为四组:对照组、仅注射白藜芦醇组(10 毫克/千克)、仅注射软骨细胞组(1 × 105 个细胞)和接受两种疗法的联合治疗组。两个月后,大鼠被安乐死,并对其膝关节进行组织学和免疫组化分析。结果显示,白藜芦醇和软骨细胞联合治疗组能显著减少纤维组织,增加软骨组织体积,改善细胞分布,提高关节表面的规则性。I 型和 II 型胶原蛋白以及蛋白多糖的水平也有所提高。这些研究结果表明,白藜芦醇与软骨细胞的结合具有协同作用,可促进该大鼠模型中 OCD 的有效修复,为未来的治疗方法提供了潜力。
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引用次数: 0
A new tyrosine derivative isolated from an actinomycin D producing mangrove rhizosphere soil-derived Streptomyces parvulus A-30. 从产生放线菌素 D 的红树林根瘤土壤源链霉菌 A-30 中分离出一种新的酪氨酸衍生物。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-18 DOI: 10.1080/14786419.2024.2429114
Jingjing Ye, Juren Cen, Jingwan Wu, Zhenchang Wen, Hongjun Chen, Jing Xu

Chemical investigation of Streptomyces parvulus A-30, isolated from the mangrove plant Rhizophora apiculata rhizosphere soil resulted in the isolation of an optically new metabolite (R)-N-(5-amino-2-hydroxy-1-oxopentyl)-tyrosine (2), and seven known metabolites, including actinomycin D (1), (S)-2-methylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione (3), uracil (4), N-acetyltyramine (5), bis (2-ethylhexyl) phthalate (6), diorcinol (7), and 4-hydroxyphenethyl alcohol (8). Amongst, actinomycin D (1) was found to be a major component (1 g, 5.13%) and compound 3 was isolated as a natural product for the first time. Their structures were unambiguously elucidated on the basis of extensive spectroscopic data and comparison with the data of literature. All compounds isolated were subjected to immunosuppressive and cytotoxic activities evaluation. Compound 1 exhibited significant cytotoxicity against HepG-2 and Hela with IC50 values of 2.62 ± 0.22 and 0.37 ± 0.88 µM, respectively, indicating it is principally responsible for the significant total cytotoxic effect of S. parvulus A-30.

通过对从红树植物根瘤菌土壤中分离出的链霉菌 A-30 进行化学研究,分离出了一种新的光学代谢物 (R)-N-(5-氨基-2-羟基-1-氧代戊基)-酪氨酸 (2)、以及七种已知代谢物,包括放线菌素 D (1)、(S)-2-甲基六氢吡咯并[1,2-a]吡嗪-1,4-二酮 (3)、尿嘧啶 (4)、N-乙酰基酪胺 (5)、邻苯二甲酸二(2-乙基己基)酯 (6)、二间苯二酚 (7) 和 4-羟基苯乙醇 (8)。其中,放线菌素 D(1)是主要成分(1 克,5.13%),化合物 3 则是首次作为天然产物分离出来。根据大量光谱数据以及与文献数据的比较,这些化合物的结构得到了明确的阐释。对所有分离出的化合物进行了免疫抑制和细胞毒性活性评估。化合物 1 对 HepG-2 和 Hela 具有显著的细胞毒性,其 IC50 值分别为 2.62 ± 0.22 和 0.37 ± 0.88 µM,表明它是 S. parvulus A-30 产生显著总细胞毒性效应的主要原因。
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引用次数: 0
Bioactivity, chemical profiling, and validation of Moringa oleifera cultivated in Suncheon (KR). 顺天(韩国)种植的辣木的生物活性、化学成分分析和验证。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-18 DOI: 10.1080/14786419.2024.2426778
Duc Dat Le, Mina Lee

Moringa oleifera is a vegetable rich in vitamins, minerals, and other nutrients that can be used medicinally to enhance human health. This study described how the antioxidative properties of several organs of M. oleifera were used to optimise extraction conditions through their antioxidative capacity. In addition, an analytical approach applying seven marker chemicals was developed and used to construct the chemical profile while simultaneously ascertaining the primary components and their contents in the leaf extract. Of those, the content of quercetin 3-O-malonylglucoside (5) was the greatest, at 12.50 mg/g, followed by neochlorogenic acid (1) at 5.67 mg/g. In a study using molecular docking to target antioxidation, the main constituents of the leaf extract provided some evidence. This was the first study to analyse M. oleifera grown in Suncheon and provide an effective analytical tool to control and verify the quality of this plant species by using standards.

油辣木是一种富含维生素、矿物质和其他营养成分的蔬菜,可以通过药用来增强人体健康。本研究介绍了如何利用油茶属植物多个器官的抗氧化能力来优化萃取条件。此外,还开发了一种应用七种标记化学物质的分析方法,用于构建化学概况,同时确定叶提取物中的主要成分及其含量。其中,槲皮素 3-O-丙二酰葡萄糖苷(5)的含量最高,为 12.50 毫克/克,其次是新绿原酸(1),为 5.67 毫克/克。在一项以抗氧化为目标的分子对接研究中,叶提取物的主要成分提供了一些证据。这是首次对顺天生长的 M. oleifera 进行分析的研究,为利用标准控制和验证该植物物种的质量提供了有效的分析工具。
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引用次数: 0
Exploring hesperidin: an effective naturalphytomedicine for combating breast cancer. 探索橙皮甙:抗击乳腺癌的有效天然药物
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-18 DOI: 10.1080/14786419.2024.2429120
Chitra Shivalingam, Saheb Ali
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引用次数: 0
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