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Application of Chalcone in the Structural Modification of Natural Products: An Overview. 查耳酮在天然产品结构改造中的应用:概述。
IF 2.3 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-11-19 DOI: 10.1002/cbdv.202401953
Yin-Sheng Quan, Jin-Ying Liu, Ya-Lan Wang, Zheng Liu, Zhe-Shan Quan, Si-Hong Wang, Xiu-Mei Yin

Natural products frequently display a range of biological activities, yet many exhibit only moderate efficacy during initial evaluations. Often, these natural substances necessitate structural alterations to yield promising lead compounds. Chalcones, characterized by their β-unsaturated carbonyl aromatic ketone structure, are prevalent in plant life and serve as fundamental scaffolds for the biosynthetic precursors of flavonoids and isoflavones. Due to their straightforward synthesis and extensive spectrum of biological effects, chalcones have found extensive application in medicinal chemistry. Chalcone analogs have demonstrated significant potential for drug discovery and development, as structural modifications can both amplify pharmacological efficacy and effectively mitigate toxic side effects. This paper endeavors to delve into the applications of chalcones in the structural modification of natural products, providing a theoretical foundation for future endeavors in derivatization and drug development. The full paper is organized into categories based on the biological activities of the derivatives, including anti-dyslipidemic, antibacterial, antimalarial, anti-inflammatory, anticancer, anti-Alzheimer, and α-glucosidase inhibitory activities.

天然产品经常显示出一系列生物活性,但许多天然产品在初步评估中仅表现出中等功效。通常情况下,这些天然物质需要改变结构,才能产生有前景的先导化合物。查耳酮的特点是具有 β-不饱和羰基芳香酮结构,在植物中非常普遍,是黄酮类和异黄酮类化合物生物合成前体的基本支架。由于其简单的合成方法和广泛的生物效应,查耳酮在药物化学中得到了广泛的应用。查耳酮类似物在药物发现和开发方面具有巨大的潜力,因为结构修饰既能增强药效,又能有效减轻毒副作用。本文试图深入探讨查耳酮在天然产物结构修饰中的应用,为今后的衍生化和药物开发工作奠定理论基础。论文全文根据衍生物的生物活性进行了分类,包括抗血脂异常、抗菌、抗疟、抗炎、抗癌、抗老年痴呆以及α-葡萄糖苷酶抑制活性。
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引用次数: 0
The Human Cornea: Unravelling Its Structural, Chemical and Biochemical Complexities. 人类角膜:揭开其结构、化学和生化复杂性的面纱。
IF 2.3 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-11-19 DOI: 10.1002/cbdv.202402224
Arun Kumar Raut, Sonali Mohapatra, Gufran Siddiqui, Suraj Kumar Rajak, Rohini Sonar, Vineet Joshi, Sayan Basu, Vivek Singh

The cornea, the transparent part of the anterior eye, is vital for light refraction and vision. This review examines the intricate chemical and biochemical interactions essential for maintaining corneal transparency and highlights significant advancements in corneal biology. The cornea comprises five layers: the epithelium, Bowman's layer, stroma, Descemet's membrane, and endothelium, each contributing uniquely to its structure and function. The epithelium, maintained by limbal stem cells, serves as a barrier and interacts with the tear film to maintain ocular surface health. The stroma, abundant in organized collagen fibrils and regulated by proteoglycans, is crucial for corneal clarity and biomechanical integrity, while the endothelium regulates corneal hydration and nutrition. Recent imaging advances have improved visualization of these molecular structures, enhancing our understanding of collagen organization and cross-linking. Proteoglycans such as decorin and lumican regulate collagen spacing and hydration, directly influencing corneal clarity. Biochemical processes within the cornea involve signaling molecules, growth factors, and cytokines, which are essential for wound healing, inflammation, and injury response. Despite progress, questions remain regarding corneal wound healing mechanisms, the impact of oxidative stress, and the roles of microRNAs. This review synthesizes recent discoveries to advance our understanding of corneal physiology and biochemical functions.

角膜是眼睛前部的透明部分,对光线折射和视觉至关重要。本综述探讨了维持角膜透明度所必需的错综复杂的化学和生化相互作用,并重点介绍了角膜生物学的重大进展。角膜由五层组成:上皮、鲍曼层、基质、德斯梅特膜和内皮,每一层都对角膜的结构和功能起着独特的作用。上皮由角膜缘干细胞维持,起着屏障作用,并与泪膜相互作用,维持眼表健康。基质富含有组织的胶原纤维,由蛋白聚糖调节,对角膜的透明度和生物力学完整性至关重要,而内皮则调节角膜的水合和营养。最近的成像技术进步改善了这些分子结构的可视化,提高了我们对胶原蛋白组织和交联的认识。蛋白聚糖(如 decorin 和 lumican)可调节胶原间距和水合作用,直接影响角膜透明度。角膜内的生化过程涉及信号分子、生长因子和细胞因子,它们对伤口愈合、炎症和损伤反应至关重要。尽管取得了进展,但有关角膜伤口愈合机制、氧化应激的影响以及 microRNA 的作用等问题依然存在。本综述综述了最新发现,以加深我们对角膜生理和生化功能的了解。
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引用次数: 0
Atriplex halimus: Phytochemical Insights, Traditional Applications, and Pharmacological Promises. Atriplex halimus:植物化学见解、传统应用和药理前景。
IF 2.3 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-11-19 DOI: 10.1002/cbdv.202402171
Mohammed Roubi, Mohammed Dalli, Salah-Eddine Azizi, Nadia Gseyra

Medicinal and aromatic plants are used in traditional medicine due to their diverse bioactive chemicals, Atriplex halimus is a saltbush that has an extensive background in traditional medicine giving it a strong argument for further ethnopharmacological research.  We aimed in this comprehensive review by using different databases as to illustrate the phytochemical composition, the traditional uses and the pharmacological properties of Atriplex halimus. We evaluated the phytochemical composition, the traditional uses and the pharmacological properties of Atriplex halimus using specific words in the different data bases such as Scopus, PubMed, and ScienceDirect who served as the foundation to our research, 68 articles were retrieved from those databases out of an initial pool of 180 articles. Our review study revealed the different traditional uses and also the different families of compounds in Atriplex halimus extracts, including phenolic acids, flavonoids, and alkaloids. These compounds exhibited various pharmacological effects, notably antioxidant, antibacterial, anti-diabetic, scolicidal and cytotoxic properties. The analysis of the gathered publications allowed us to categorize the phytochemicals, traditional applications, and pharmacological actions of Atriplex halimus extracts. This review underscores the importance of Atriplex halimus and highlights the presence of additional bioactive substances that remain unexplored but hold potential for future research.

药用植物和芳香植物因其多种多样的生物活性化学成分而被用于传统医药中,盐肤木(Atriplex halimus)是一种盐生灌木,在传统医药中具有广泛的背景,这为进一步的民族药理学研究提供了有力的论据。 在这篇综合综述中,我们使用了不同的数据库来说明盐肤木的植物化学成分、传统用途和药理特性。我们使用 Scopus、PubMed 和 ScienceDirect 等不同数据库中的特定词汇评估了卤莽草的植物化学成分、传统用途和药理特性,这些数据库是我们研究的基础,在最初的 180 篇文章中,我们从这些数据库中检索到了 68 篇文章。我们的综述研究揭示了盐肤木提取物的不同传统用途和不同的化合物家族,包括酚酸类、黄酮类和生物碱类。这些化合物具有多种药理作用,特别是抗氧化、抗菌、抗糖尿病、杀菌和细胞毒性。通过对收集到的文献进行分析,我们对卤莽草提取物的植物化学成分、传统应用和药理作用进行了分类。这篇综述强调了半枝莲的重要性,并突出了其他生物活性物质的存在,这些物质仍未被开发,但具有未来研究的潜力。
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引用次数: 0
Identification and computational chemistry analysis of anti-prostatic hyperplasia peptides from Syngnathus schlegeli. 从Syngnathus schlegeli中鉴定抗前列腺增生肽并进行计算化学分析。
IF 2.3 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-11-19 DOI: 10.1002/cbdv.202402158
Ailing Duan, Xinjian Qu, Qiang Lin, Geng Qin, Xiangtan Zhao, Si Li, Hua Chen, Xiangxi Yi, Peng Wan, Deke Chen, Bingna Cai, Jianyu Pan

Pipefish is traditionally used in Chinese folklore as a male tonic. Recent studies show that Syngnathus schlegeli extracts effectively combat benign prostatic hyperplasia (BPH). However, the specific active compounds involved and their mechanisms of action are not fully understood. This study aimed to investigate how pipefish peptides alleviate BPH using network pharmacology, molecular docking, and quantum chemical techniques. SN4, a gel-separated fraction from the neutral enzymatic hydrolysates of S. schlegeli, reveal 3470 peptide sequences, predominantly tetrapeptides enriched in Phe, Trp, Leu, and Ile. Network pharmacology identified SRC, AKT, and ITGB3 as primary targets. Molecular docking and in vitro tests on TP-induced RWPE-1 cell proliferation showed that peptides (FVDW, FIFE) were potentially active. In silico docking and quantum chemistry analysis showed that the N-terminal Phe linked to Ile/Val in FVDW and FIFE interacted with AKT1, ITGB3, and SRC proteins, enhancing ligand-receptor interactions and affinity, also highlighting their potential for improving BPH.

琵琶鱼在中国民间传统上被用作男性滋补品。最近的研究表明,Syngnathus schlegeli 提取物可有效防治良性前列腺增生症(BPH)。然而,其中涉及的特定活性化合物及其作用机制尚未完全清楚。本研究旨在利用网络药理学、分子对接和量子化学技术研究琵琶鱼肽如何缓解良性前列腺增生症。SN4是从S. schlegeli的中性酶水解物中凝胶分离出来的馏分,它揭示了3470个肽序列,主要是富含Phe、Trp、Leu和Ile的四肽。网络药理学确定 SRC、AKT 和 ITGB3 为主要靶标。分子对接和对 TP 诱导的 RWPE-1 细胞增殖的体外测试表明,多肽(FVDW、FIFE)具有潜在的活性。硅学对接和量子化学分析表明,FVDW 和 FIFE 中与 Ile/Val 相连的 N 端 Phe 与 AKT1、ITGB3 和 SRC 蛋白相互作用,增强了配体与受体之间的相互作用和亲和力,这也凸显了它们在改善良性前列腺增生症方面的潜力。
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引用次数: 0
Headspace Volatile Profiles of Achillea Species: A. aspleniifolia, A. crithmifolia, A. filipendulina, and A. virescens. Achillea 种类的顶空挥发性特征:A. aspleniifolia、A. crithmifolia、A. filipendulina 和 A. virescens。
IF 2.3 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-11-18 DOI: 10.1002/cbdv.202401876
Milica Aćimović, Ljubodrag Vujisić, Biljana Lončar, Stefan Ivanović, Milica Rat

A comparative study of volatile compounds in four Achillea spices cultivated (A. aspleniifolia and A. filipendulina) and wild-grown (A. crithmifolia and A. virescens) in Serbia was analysed by headspace gas chromatography-mass spectrometry (HS-GC-MS). A total of 59 compounds were identified, representing 98.7-100 % of the total volatile compounds. In A. aspleniifolia, the dominant compound was β-pinene, while in the other three Achillea species the dominant was 1,8-cineole in combination with cis-thujone in A. crithmifolia, α-pinene, and p-cymene and chrysanthenone in A. virescens. According to the sensory analysis of odour, A. aspleniifolia has the highest herbal intensity (due to β-pinene) and significant citrus and spicy notes originate from other minor compounds. In other investigated species, the odor is herbal (due to 1,8-cineole), but other compounds determine odor; A. filipendulina is notably minty, A. crithmifolia is strong woody and terpenic, with notable thujonic characteristics, while A. virescens has terpenic, camphoraceous and spicy notes.

顶空气相色谱-质谱法(HS-GC-MS)对塞尔维亚栽培(A. aspleniifolia 和 A. filipendulina)和野生(A. crithmifolia 和 A. virescens)的四种蓍草香料中的挥发性化合物进行了比较研究。共鉴定出 59 种化合物,占挥发性化合物总量的 98.7%-100%。在 A. aspleniifolia 中,最主要的化合物是 β-蒎烯,而在其他三个 Achillea 品种中,最主要的化合物是 1,8-蒎烯与 A. crithmifolia 中的 cis-thujone,α-蒎烯,以及 A. virescens 中的 p-cymene 和 chrysanthenone。根据气味的感官分析,A. aspleniifolia 的草本味最重(由 β-蒎烯引起),而其他次要化合物则有明显的柑橘和辛辣味。A. filipendulina 有明显的薄荷味,A. crithmifolia 有强烈的木香和萜烯味,并带有明显的��酸特征,而 A. virescens 则有萜烯、樟脑和辛辣味。
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引用次数: 0
An Insight Review on Phytochemistry, Pharmacological Evidences, and Biosynthesis of Key Metabolites of Indian Himalayan Cherry (Prunus cerasoides Don.) with Emphasis on its Safety and Use in Tradtional Phytomedicine. 印度喜马拉雅樱桃(Prunus cerasoides Don.)的植物化学、药理证据和关键代谢物生物合成的深入研究,重点是其安全性和在传统植物药中的应用。
IF 2.3 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-11-18 DOI: 10.1002/cbdv.202401814
Jyotshna, Karuna Shanker

Padmaka (Prunus cerasoides Don.), or wild Himalayan cherry, is a deciduous tree from the Rosaceaae family. The Prunus genus has 400-430 species, including shrubs and trees. It is widely distributed across the Himalayan region of India, China, Myanmar, Nepal, and Thailand. It is used in many classical formulations of various Asian traditional medicinal systems viz., Ayurveda, TCM (traditional Chineese Medicines) and TTM (Traditional Thai Medicines) for treating burning sensations, Blisters, blood disorders, dizziness, bleeding disorders, herps, and skin disorders. The present review covers the research updates on P. cerasoides from 1982 to 2023, accessible on scholars' platforms and databases. More than 200 phytomolecules have been investigated for their biological potential and the discovery of pharmacophores-inspired drugs. Padmaka instigated over fifty diverse phytochemicals, viz. flavones, isoflavones, chalcones, terpenoids, glycosides, and sterols. The phytochemical flux of P. cerasoides is dominant with phenylpropanoids, anthocyanins, carotenoids, and terpenoids. Several experimental shreds of evidence emphasized the biological significance of P. cerasoides extracts and their derived phytochemicals. Medicinal significance and its safety in clinical validation have been discussed efficiently. Moreover, the barrier in validated therapeutics is a lack of information on the bioavailability of specialized bioactive, standardization, safety, and toxicokinetic. This review also provides insight into discussions on the key specialized secondary metabolism in P. cerasoides responsible for pharmacological/therapeutic action.

Padmaka(Prunus cerasoides Don.),或称野生喜马拉雅樱桃,是一种落叶乔木,属于蔷薇科。樱桃属有 400-430 个品种,包括灌木和乔木。它广泛分布于印度、中国、缅甸、尼泊尔和泰国的喜马拉雅地区。阿育吠陀、中医(中国传统医学)和 TTM(泰国传统医学)等亚洲传统医学体系中的许多经典配方都使用它来治疗烧灼感、水泡、血液疾病、头晕、出血性疾病、疱疹和皮肤疾病。本综述涵盖从 1982 年到 2023 年有关 P. cerasoides 的最新研究成果,可在学者平台和数据库中查阅。已经对 200 多种植物大分子进行了生物潜力研究,并发现了药理源药物。Padmaka 提出了 50 多种植物化学物质,即黄酮类、异黄酮类、查尔酮类、萜类、苷类和甾醇类。P. cerasoides 的植物化学通量以苯丙酸类、花青素、类胡萝卜素和萜类化合物为主。一些实验证据强调了 P. cerasoides 提取物及其衍生植物化学物质的生物学意义。药用意义及其在临床验证中的安全性已得到有效讨论。此外,验证疗法的障碍在于缺乏有关专门生物活性的生物利用度、标准化、安全性和毒物动力学的信息。本综述还深入探讨了 P. cerasoides 中负责药理/治疗作用的关键特殊次生代谢。
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引用次数: 0
Syringin: plant source, traditional uses, anti-cancer, brain protection and related pharmacological properties. 丁香素:植物来源、传统用途、抗癌、保护大脑及相关药理特性。
IF 2.3 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-11-18 DOI: 10.1002/cbdv.202402272
Chuan Liu, Huijuan Xu, Peng Wang, Yafan Li, Xiangrui Yi, Ya Tu

Traditional herbal medicines containing syringin in different parts of the world, have been used to enhance memory, relieve pain, cough, clear fever, treat psoas tension, tonsillitis, sore throat, acute gastroenteritis, anti-inflammatory, analgesic, etc. In this paper, the extraction, analytical method, pharmacological action and research progress of syringin containing plants were reviewed. Various extraction methods and detection methods of syringin were summarized, especially the ultrasonic-assisted extraction and high-performance liquid chromatography were recommended for the extraction and determination of syringin. We spotlighted the anti-cancer, brain-protective, and anti-inflammatory pharmacological effects of syringin. An in-depth analysis of four plants that contain syringin -- Eleutherococcus senticosus, Codonopsis pilosula, Daphne tangutica Maxim and Syringa reticulata subsp. Amurensis. In addition, the safety and efficacy of these four plants and preparations containing syringin (Shugan Jieyu Capsule, compound Coginseng tablet, hyoscyamine ointment and Qinfenghong Zhike capsule) were analyzed. Although syringin has been widely used in traditional medicine, its specific mechanism of action and clinical efficacy are still not completely understood, and further research is needed to explore and verify it. This study provides valuable theoretical basis and potential research direction for the research and development of new drugs such as anti-cancer and brain protection.

在世界各地,含有丁香素的传统草药被用于增强记忆力、止痛、止咳、清热、治疗腰肌紧张症、扁桃体炎、咽喉炎、急性肠胃炎、消炎、镇痛等。本文综述了含丁香素植物的提取、分析方法、药理作用和研究进展。总结了丁香苷的各种提取方法和检测方法,特别推荐了超声波辅助提取法和高效液相色谱法用于丁香苷的提取和检测。重点介绍了丁香苷的抗癌、护脑和抗炎等药理作用。我们深入分析了四种含有丁香素的植物--榄香附、党参、Daphne tangutica Maxim和Syringa reticulata subsp.Amurensis。此外,还分析了这四种植物和含有丁香素的制剂(舒甘解郁胶囊、复方人参片、土霉素软膏和秦艽胶囊)的安全性和有效性。虽然人参皂苷在传统医学中得到了广泛应用,但其具体的作用机制和临床疗效仍不完全清楚,需要进一步研究探索和验证。本研究为抗癌、护脑等新药的研发提供了有价值的理论依据和潜在的研究方向。
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引用次数: 0
Synthesis, Biological Evaluation, and Computational Studies of Schiff's Base Derivatives of 4-(4-Amino-5-mercapto-4H-1,2,4-triazol-3-yl)benzenesulfonamide as Cathepsin B Inhibitors. 作为 Cathepsin B 抑制剂的 4-(4-氨基-5-巯基-4H-1,2,4-三唑-3-基)苯磺酰胺的希夫碱衍生物的合成、生物学评价和计算研究。
IF 2.3 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-11-18 DOI: 10.1002/cbdv.202402575
Monika Monika, Chander Chander, Prabhjot Kaur, Neera Raghav, Pawan K Sharma, Sita Ram

A library of benzenesulfonamide incorporated Schiff's base derivatives of 4-amino-5-mercapto-1,2,4-triazoles 1a-f, 2a-e, and 3a-e has been synthesized and evaluated in-vitro for their inhibition potential against cathepsin B enzyme.  All the tested compounds have possessed good to excellent anti-cathepsin B activity (40.62 % - 74.36 %) at 10-7 M concentrations in comparison with the curcumin (51.20 %) taken as reference. Among all, compound 3c has shown the highest activity exhibiting 74.36 % inhibition followed by 3e and 3b (69.99 and 68.36 % inhibition, respectively). Molecular docking was performed for the most active compound 3c and the reference compound, curcumin, to know their interactions in the active site of the target enzyme and the results obtained were in agreement with the experimental values. Additionally, DFT calculations were also performed to determine the values of electronic parameters including energies of highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO), HOMO-LUMO energy gap, chemical hardness, chemical softness, chemical potential, electronegativity, and electrophilicity index.

我们合成了 4-氨基-5-巯基-1,2,4-三唑 1a-f、2a-e 和 3a-e 的苯磺酰胺席夫碱衍生物库,并在体外评估了它们对 cathepsin B 酶的抑制潜力。 与姜黄素(51.20%)相比,所有测试化合物在 10-7 M 浓度下都具有良好至卓越的抗猫血蛋白酶 B 活性(40.62% - 74.36%)。其中,化合物 3c 的活性最高,抑制率为 74.36%,其次是 3e 和 3b(抑制率分别为 69.99% 和 68.36%)。对活性最高的化合物 3c 和参比化合物姜黄素进行了分子对接,以了解它们在目标酶活性位点的相互作用,结果与实验值一致。此外,还进行了 DFT 计算以确定电子参数值,包括最高占位分子轨道(HOMO)和最低未占位分子轨道(LUMO)的能量、HOMO-LUMO 能隙、化学硬度、化学软度、化学势、电负性和亲电指数。
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引用次数: 0
Lipid fatty acid profile of Asplenium scolopendrium gametophytes modulated by light spectral composition. 受光照光谱成分影响的蝎尾草配子体脂质脂肪酸谱。
IF 2.3 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-11-18 DOI: 10.1002/cbdv.202402260
Alexander Voronkov, Tatiana Ivanova

We investigated the total lipid fatty acid (FA) composition of the fern Asplenium scolopendrium gametophyte, representing 25 individual FA species, for the first time. Conjugated octadecadienoates - 18:2(10,12), rarely found in plant tissues, were identified. The possibility of modulating the lipid FAs composition under the action of light of different wavelengths on in vitro cultured gametophytes was demonstrated. Thus, exposure to blue (450 nm) and red (660 nm) light resulted in only insignificant changes in the minor FAs. This stability can be attributed to the fact that these wavelengths of light are necessary for photosynthesis and therefore optimal for the fern gametophyte. Green (GL, 525 nm) and far-red (FRL, 730 nm) light caused dramatic changes in the FA profile - the triene FAs decreased and the very-long-chain (VLC) FAs increased, mainly at the expense of saturated odd-VLCFAs. This resulted in a dramatic decrease in the unsaturation index, indicating a decrease in membrane fluidity under GL and FRL illumination conditions. These changes indicate a significant rearrangement of the lipid metabolism of the A. scolopendrium gametophyte at light wavelengths not directly involved in photosynthetic processes (GL and FRL), in particular by triggering β-oxidation and blocking the plastidial pathway of FA synthesis.

我们首次研究了蕨类植物蕨麻(Asplenium scolopendrium)配子体的总脂质脂肪酸(FA)组成,其中包括 25 种不同的脂肪酸。我们发现了在植物组织中很少发现的共轭十八碳二烯酸酯--18:2(10,12)。实验证明,在不同波长的光对离体培养的配子体的作用下,可以调节脂质 FA 的组成。因此,在蓝光(450 纳米)和红光(660 纳米)的照射下,次要 FAs 的变化微乎其微。这种稳定性可归因于这些波长的光是光合作用所必需的,因此是蕨类配子体的最佳光源。绿光(GL,525 nm)和远红光(FRL,730 nm)引起了FA分布的巨大变化--三烯FA减少,超长链(VLC)FA增加,主要是以牺牲饱和奇数-VLCFA为代价。这导致不饱和指数急剧下降,表明在 GL 和 FRL 光照条件下膜流动性下降。这些变化表明,在不直接参与光合作用过程的光波长(GL 和 FRL)下,褐藻配子体的脂质代谢发生了重大变化,特别是引发了 β 氧化作用并阻断了 FA 合成的质体途径。
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引用次数: 0
Design and Synthesis of Various Aryl Amide Derivatives of Imidazo[1,5-a] Pyridine-1,2,4-Thiadiazoles:In-vitro Cytotoxicity Evaluation and In-silico. 咪唑并[1,5-a] 吡啶-1,2,4-噻二唑的各种芳基酰胺衍生物的设计与合成:体外细胞毒性评价和微观研究。
IF 2.3 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-11-18 DOI: 10.1002/cbdv.202401380
Srikanth Ghanta, Choragudi Chandrasekhar, Dasari Sravani, Mandava Bhuvan Tej, Tasqeeruddin Syed, Ravi Kumar Kapavarapu, Rameshraju Rudraraju

A new series of various aryl amide derivatives of imidazo[1,5-a]pyridine-1,2,4-thiadiazoles (15a-j) were designed, synthesized and evaluated for their cytotoxic profiles against four human cancer cell lines such as breast cancer (MCF-7), lung cancer (A549), colon cancer (Colo-205) and ovarian cancer (A2780) by using of MTT assay with etoposide as standard known chemotherapeutic agent. The five compounds 15a, 15b, 15c, 15f and 15j were exhibited more potent cytotoxic effect compared with etoposide. Among them, compound 15a exhibited potent cytotoxic effect against MCF-7, A549, Colo-205, and A2780 cell lines with IC50 values of 0.11±0.045 µM, 0.94±0.047 µM, 0.39±0.023 µM, and 0.77±0.062 µM respectively. Though docking simulations of Human Topoisomerase IIβ, it is apparent that compounds 15a, 15b, 15c, and 15f manifested exceptional binding affinity and interaction profiles, surpassing other compounds evaluated in this in silico study.

本研究设计、合成了一系列新的咪唑并[1,5-a]吡啶-1,2,4-噻二唑芳基酰胺衍生物(15a-j),并以依托泊苷为标准化疗药物,通过 MTT 试验评估了它们对四种人类癌症细胞系(如乳腺癌(MCF-7)、肺癌(A549)、结肠癌(Colo-205)和卵巢癌(A2780))的细胞毒性。与依托泊苷相比,15a、15b、15c、15f 和 15j 五种化合物具有更强的细胞毒性作用。其中,化合物 15a 对 MCF-7、A549、Colo-205 和 A2780 细胞株具有较强的细胞毒性作用,IC50 值分别为 0.11±0.045 µM、0.94±0.047 µM、0.39±0.023 µM 和 0.77±0.062 µM。通过对人类拓扑异构酶 IIβ 进行对接模拟,化合物 15a、15b、15c 和 15f 显然表现出了非凡的结合亲和力和相互作用特征,超过了本次硅学研究中评估的其他化合物。
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引用次数: 0
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Chemistry & Biodiversity
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