Lamiaceae

唇形科
  • 文章类型: Journal Article
    一种先前未描述的含有恶唑环的松香烷二萜生物碱(1),一种未报告的松香烷二萜(2),从丹参的根和根茎中分离出9种已知的松香烷二萜(3-11)。通过结合HRESIMS阐明了它们的结构和绝对构型,1D和2DNMR,和ECD。评价所有化合物对几种人癌细胞系(HepG2、A549、H460、MCF7、PC3和Hela)的细胞毒活性。结果表明,1对HepG2细胞具有中等程度的细胞毒性作用(IC50:14.22±1.05μM),能够抑制MCF7和Hela细胞的细胞生长分别为35.08%和47.26%,浓度为20μM,而其他化合物显示低细胞毒活性。
    One previously undescribed abietane diterpene alkaloid containing an oxazole ring (1), one unreported abietane diterpene (2), and nine known abietane diterpenes (3-11) were isolated from the roots and rhizomes of Salvia castanea Diels. Their structures and absolute configurations were elucidated by a combination of HRESIMS, 1D and 2D NMR, and ECD. All compounds were evaluated for their cytotoxic activity against several human cancer cell lines (HepG2, A549, H460, MCF7, PC3, and Hela). The results showed that 1 exhibited a moderate cytotoxic effect on HepG2 cells (IC50: 14.22 ± 1.05 μM) and was able to inhibit the cell growth of MCF7 and Hela cells by 35.08% and 47.26% respectively, at a concentration of 20 μM, while other compounds showed low cytotoxic activity.
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  • 文章类型: Journal Article
    唇形科,其中包括几种著名的芳香植物,由于其精油(EO)而具有科学意义。在这项工作中,来自地中海物种的四个EO,即牛至,迷迭香,丹参,和胸腺,评估其挥发性特征和体外生物活性,以评估其在食品和化妆品领域的潜在用途。GC/MS分析显示主要化合物,比如香芹酚,百里酚,还有桉树精.关于生物作用,样品表现出抗氧化剂,细胞毒性,抗炎,抗菌,和抗真菌活性,O.vulgare和T.officinalis脱颖而出。T.vulgaris在还原功率测定中显示出最低的EC50,在DPPH测定中,和O.vulgare的EC50最低。大多数EO还表现出优异的抗炎反应和抗真菌特性,O.vulgare和T.vulgaris也表现出抗菌活性。来自地中海物种的所有EO均显示出对肿瘤细胞系的细胞毒性。总的来说,选定的EO因其有趣的生物活动而脱颖而出,获得的结果强调了它们在各种工业应用中作为天然防腐剂和生物活性剂的潜力,包括食物,制药,和化妆品。
    The Lamiaceae family, which includes several well-known aromatic plants, is scientifically relevant due to its essential oils (EOs). In this work, four EOs from Mediterranean species, namely Origanum vulgare L., Rosmarinus officinalis L., Salvia officinalis L., and Thymus vulgaris L., were evaluated for their volatile profiles and the biological activity in vitro to assess their potential use in the food and cosmetic sector. GC/MS analysis revealed dominant compounds, such as carvacrol, thymol, and eucalyptol. Regarding biological action, the samples exhibited antioxidant, cytotoxic, anti-inflammatory, antimicrobial, and antifungal activities, with O. vulgare and T. officinalis standing out. T. vulgaris showed the lowest EC50 in the reducing power assay, and O. vulgare had the lowest EC50 in the DPPH assay. Most EOs also displayed excellent anti-inflammatory responses and antifungal properties, with O. vulgare and T. vulgaris also demonstrating antibacterial activity. All EOs from Mediterranean species showed cytotoxicity against tumoral cell lines. Overall, the selected EOs stood out for their interesting bioactivities, with the obtained results underscoring their potential as natural preservatives and bioactive agents in various industrial applications, including food, pharmaceuticals, and cosmetics.
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  • 文章类型: Journal Article
    NepetanudaL.,巴尔干地区传统中一种著名的药用物种,是生物活性环烯醚萜类和酚类的丰富来源,先前被描述为Nepeta属的高分辨率分类学分类器。然而,本文首次描述了它们在研究种内分化方面的潜力。目的是认识自然化学多样性的来源及其与中巴尔干地区努达诺德诺德族人群内部和之间的遗传变异性的联系。使用最先进的分析工具,通过非靶向和靶向代谢组学评估甲醇提取物和精油的化学多样性,涵盖了代表N.nuda代谢组的广谱化合物。我们发现化学多样性主要存在于Nuda的种群中,使用微卫星标记在DNA水平上获得了类似的结果。所研究的N.nuda种群的遗传和化学分化较低,这意味着它们的代谢组学特征可能受到中巴尔干地区地理距离和可变环境条件的影响较小。因为它们处于遗传背景的关键控制之下。筛选属于酚类(酚酸和类黄酮)和环烯醚萜类(糖苷配基和糖基化形式)的主要生物活性化合物的分布,在努达北部种群内部和中间,能够保证基于质谱的工具来选择具有实际重要性的精英代表性基因型。获得的知识将使我们能够更深入地研究N.nuda化学多样性的分子背景,这是我们进一步工作的过程。
    Nepeta nuda L., a notable medicinal species in the tradition of the Balkan region, is a rich source of bioactive iridoids and phenolics previously described as high-resolution taxonomical classifiers for the genus Nepeta. However, their potential in investigating intra-species differentiation is here described for the first time. The aim was to recognize the sources of natural chemical diversity and their association with the genetic variability both within and among N. nuda populations in the Central Balkans. Chemical diversity was assessed from methanol extracts and essential oils through untargeted and targeted metabolomics using state-of-the-art analytical tools, covering a broad spectrum of compounds that represent the N. nuda metabolome. We found that chemodiversity primarily resides within populations of N. nuda, and similar results were obtained at the DNA level using microsatellite markers. The low genetic and chemical differentiation of the studied N. nuda populations implies that their metabolomic profiles may be less influenced by geographic distance and variable environmental conditions within the Central Balkans, as they are under the pivotal control of their genetic backgrounds. Screening the distribution of the major bioactive compounds belonging to phenolics (phenolic acids and flavonoids) and iridoids (both aglycones and glycosylated forms), within and among N. nuda populations, is able to guarantee mass spectrometry-based tools for the selection of elite representative genotypes with practical importance. The knowledge acquired will allow us to delve deeper into the molecular background of N. nuda chemical diversity, which is the course of our further work.
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  • 文章类型: Journal Article
    松香烷型二萜是在属于各种科的数百种植物中发现的最重要的二萜亚群之一。其中,丹参属和一品红属的成员富含松香烷二萜。由于化学多样性和显著的生物活性,比如抗癌,抗炎,抗菌,和抗氧化活性,abietane型二萜是有吸引力的。在这里,从天然来源分离和表征松香烷型二萜的最新进展,以及它们的生物活动,从2015年到2024年进行了回顾。在此期间,已经发现了300多种具有不同结构的松香烷二萜。
    The abietane-type diterpenoids are among the most significant diterpene subsets found in hundreds of plant species belonging to various families. Among which, the members of the genus Salvia and Euphorbia are rich in abietane diterpenoids. Because of the chemical diversity and notable bioactivities, such as anticancer, antiinflammatory, antimicrobial, and antioxidant activities, abietane-type diterpenoids are attractive. Herein, recent advances in the isolation and characterization of abietane-type diterpenoids from natural sources, as well as their biological activities, from 2015 up to 2024 are reviewed. During this time, over 300 abietane diterpenoids with diverse structures have been discovered.
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  • 文章类型: Journal Article
    本研究旨在开发一种相对天然和安全的植物杀虫剂,以控制卵和p期的贮藏害虫。它检查了ElsholtziadensaBenth。精油(EO)及其主要成分,β-石竹烯和柠檬烯,通过接触和熏蒸感染了蓖麻虫卵和蛹。在th中,β-石竹烯对蓖麻虫卵和p的接触活性为LD50(中位致死剂量,50%)=0.156mg/cm2和ED50(中位有效剂量,50%)=16.35mg/蛹。该研究还研究了β-石竹烯和柠檬烯通过协同接触和熏蒸对蓖麻虫卵和p的影响。当β-石竹烯和柠檬烯的混合比为7:1时,对栗树卵的接触活性的LD50值降至0.100mg/cm2,表现出明显的协同作用。实验研究了β-石竹烯对栗树卵和p的抗毒作用。以及它对乙酰胆碱酯酶酶活性的影响,琥珀酸脱氢酶,蓖麻蛹的谷胱甘肽S-转移酶和羧酸酯酶。最后,分子对接技术被用来证实上述对酶功能的影响。这项研究的结果可能有助于改善与蓖麻的储存害虫控制,并使用E.densaEO创造生态友好型杀虫剂,β-石竹烯,还有柠檬烯.
    This study aimed to develop a relatively natural and safe botanical insecticide for controlling the storage pest Tribolium castaneum in the egg and pupal stages. It examined how Elsholtzia densa Benth. essential oil (EO) and its primary components, β-caryophyllene and limonene, affected T. castaneum eggs and pupae through contact and fumigation. Among th, the contact activities of β-caryophyllene against T. castaneum eggs and pupae are LD50 (median lethal dose, 50%) = 0.156 mg/cm2 and ED50 (median effective dose, 50%) = 16.35 mg/pupa respectively. The study also investigated the effect of β-caryophyllene and limonene on T. castaneum eggs and pupae through synergistic contact and fumigation. When the mixing ratio of β-caryophyllene and limonene was 7:1, the LD50 value of contact activity against T. castaneum eggs was reduced to 0.100 mg/cm2, displaying an obvious synergistic effect. Experiments were conducted to investigate the antitoxic effect of β-caryophyllene on T. castaneum eggs and pupae, as well as its effects on the enzymatic activity of acetylcholinesterase, succinate dehydrogenase, glutathione S-transferase and carboxylesterase in T. castaneum pupae. Finally, the molecular docking techniques were employed to confirm the aforementioned effects on enzyme function. The findings of this study might help improve storage pest control with T. castaneum and create eco-friendly insecticides using E. densa EO, β-caryophyllene, and limonene.
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  • 文章类型: Journal Article
    五种未描述的白糖酯酯类,leucosceptrinesA-E,两种未描述的五去甲去甲去甲去甲烷(C20)去甲萜类化合物,去甲和B,和三个已知的类似物,是从中国起源的Leucosceptrum犬的地上部分获得的。LeucosceptrinesA-C是具有未闭合的二氢吡喃环并且在手性中心C-4和/或C-12处具有反向构型的leucosestrican型酯类的第一个例子。Nor-leucosceptrinesA和B具有不寻常的五-nor-leucosestricane骨架。通过全面的光谱分析和单晶X射线衍射明确阐明了它们的结构。提出了这些类脂萜类化合物的合理生物遗传途径。观察到这些分离株对用抗CD3/CD28单克隆抗体刺激的小鼠脾细胞分泌细胞因子IFN-γ的免疫抑制作用具有不同的效力。
    Five undescribed leucosesterterpane sesterterpenoids, leucosceptrines A-E, two undescribed penta-nor-leucosesterterpane (C20) sesterterpenoids, nor-leucosceptrines A and B, and three known analogues, were obtained from the aerial parts of Leucosceptrum canum of Chinese origin. Leucosceptrines A-C are the first examples of leucosesterterpane-type sesterterpenoids with unclosed dihydropyran rings and reverse configurations at chiral centers C-4 and/or C-12. Nor-leucosceptrines A and B possesses an unusual penta-nor-leucosesterterpane skeleton. Their structures were unambiguously elucidated through comprehensive spectroscopic analyses and single-crystal X-ray diffraction. A plausible biogenetic pathway for these sesterterpenoids was proposed. The immunosuppressive effects of these isolates on the secretion of the cytokine IFN-γ by T cells stimulated with anti-CD3/CD28 monoclonal antibodies were observed with different potencies.
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  • 文章类型: Journal Article
    背景:丹参。(迷迭香)被认为是经济上重要的观赏植物和药用植物,广泛用于烹饪和治疗多种疾病。然而,在迷迭香中,在分子水平上合成基于次级代谢产物的生物活性化合物背后的过程尚未完全探索.
    结果:我们在IlluminaHiSeqTMX10平台上对来自叶片和茎组织的合并样品进行了转录组测序。转录组学分析导致产生29,523,608个原始读数,接下来是数据预处理,生成了23,208,592个干净的读数,迷迭香从头组装获得了166,849个基因。其中,近75.1%的unigenes,即,针对非冗余蛋白质数据库解释了28,757。基于基因本体的注释将它们分为3个主类和55个亚类,和直系同源基因注释簇将它们分为23个功能类别。基于基因和基因组数据库的途径分析的京都百科全书证实了在183个生化途径中涉及13,402个单基因,在这些基因中,1,186涉及17种次级代谢物产生途径。从转录组数据库中鉴定了几种涉及产生芳香族氨基酸和苯丙烷类的关键酶。在确定的48个编码单基因的转录因子家族中,bHLH,MYB,WRKYs,NAC,C2H2,C3H,和ERF参与类黄酮和其他次生代谢产物的生物合成。
    结论:系统发育分析揭示了迷迭香苯丙素途径基因与唇形科其他成员之间的进化关系。我们的工作揭示了迷迭香植物中苯丙素生物合成及其调控背后的新分子机制。
    BACKGROUND: The Salvia rosmarinus spenn. (rosemary) is considered an economically important ornamental and medicinal plant and is widely utilized in culinary and for treating several diseases. However, the procedure behind synthesizing secondary metabolites-based bioactive compounds at the molecular level in S. rosmarinus is not explored completely.
    RESULTS: We performed transcriptomic sequencing of the pooled sample from leaf and stem tissues on the Illumina HiSeqTM X10 platform. The transcriptomics analysis led to the generation of 29,523,608 raw reads, followed by data pre-processing which generated 23,208,592 clean reads, and de novo assembly of S. rosmarinus obtained 166,849 unigenes. Among them, nearly 75.1% of unigenes i.e., 28,757 were interpreted against a non-redundant protein database. The gene ontology-based annotation classified them into 3 main categories and 55 sub-categories, and clusters of orthologous genes annotation categorized them into 23 functional categories. The Kyoto Encyclopedia of Genes and Genomes database-based pathway analysis confirmed the involvement of 13,402 unigenes in 183 biochemical pathways, among these unigenes, 1,186 are involved in the 17 secondary metabolite production pathways. Several key enzymes involved in producing aromatic amino acids and phenylpropanoids were identified from the transcriptome database. Among the identified 48 families of transcription factors from coding unigenes, bHLH, MYB, WRKYs, NAC, C2H2, C3H, and ERF are involved in flavonoids and other secondary metabolites biosynthesis.
    CONCLUSIONS: The phylogenetic analysis revealed the evolutionary relationship between the phenylpropanoid pathway genes of rosemary with other members of Lamiaceae. Our work reveals a new molecular mechanism behind the biosynthesis of phenylpropanoids and their regulation in rosemary plants.
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  • 文章类型: Journal Article
    从Isodonamethystoides的树枝和叶子中分离出七个未描述的松香烷二萜[松香硫醇A-G(1-7)]。在包括2DNMR在内的光谱方法的基础上阐明了它们的结构,X射线晶体学数据进一步证实了这一点。Lophanic酸在生物合成途径假说中被认为是1-7的前体。评估这些化合物的细胞毒性,抗细菌和抗AIV(禽流感病毒)活性。化合物5在40μM的浓度下对癌细胞系SMMC-7721显示出42.9%的抑制活性,3和4在148.6和141.9μM的浓度下,可以抑制55.3%和63.2%的罗布氏链球菌的细菌生长,分别,和4被证明具有针对AIV的抗病毒活性,在25μM时具有68.4%的抑制作用。
    Seven undescribed abietane diterpenoids [abietamethinols A-G (1-7)] were isolated from the twigs and leaves of Isodon amethystoides. Their structures were elucidated on the basis of spectroscopic methods including 2D NMR, and they were further confirmed by X-ray crystallographic data. Lophanic acid was considered as the precursor of 1-7 in the biosynthesis pathway hypothesis. These compounds were evaluated for their cytotoxic, anti-bacterial and anti-AIV (avian influenza virus) activities. Compound 5 showed 42.9% inhibitory activity against the cancer cell line SMMC-7721 at the concentration of 40 μM, 3 and 4 could inhibit the bacterial growth of Streptococcus sobrinus by 55.3% and 63.2% at the concentrations of 148.6 and 141.9 μM, respectively, and 4 was demonstrated with antiviral activity against AIV with the inhibitory effect of 68.4% at 25 μM.
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  • 文章类型: Journal Article
    纳米粒子的独特特性及其潜在应用已受到不同领域科学家的广泛关注,尤其是农业。然而,评估铜纳米颗粒(CuNPs)在调节盐引起的应激的生理和生化过程中的影响的努力有限。本研究旨在使用紫茎提取物生物合成CuNPs,并确定其对盐胁迫下大麦(Hordeumvulgare)的形态生理参数和抗氧化防御系统的影响。生物合成的CuNPs通过(在320nm处使用表面等离子体共振的UV-vis光谱进行表征,通过XRD验证了形成的NP的结晶性质,FTIR记录了官能团的存在,同时TEM证实了生物合成CuNP的形状(球形)和尺寸(9至18nm)。大麦植物的种子在塑料盆中生长并暴露于不同水平的盐(0、100和200mMNaCl)。我们的发现表明,在盐化大麦中添加CuNPs(0、25和50mg/L)可显着减轻盐胁迫的负面影响,并增强植物生长相关参数。高盐度水平通过提高渗透物(可溶性蛋白质,可溶性糖,和脯氨酸),丙二醛(MDA)和过氧化氢(H2O2)。此外,增加酶抗氧化剂的活性,总酚,和类黄酮.有趣的是,将CuNPs暴露在盐胁迫的植物上增强了植物的生长特性,光合色素,和气体交换参数。此外,CuNPs通过降低渗透物的积累来抵消氧化损伤,H2O2、MDA、总酚,和类黄酮,同时增强抗氧化酶的活性。总之,生物合成CuNPs的应用提出了一种有希望的方法和可持续的策略来增强植物对盐度胁迫的抗性,在环境平衡方面超越传统方法。
    The distinctive characteristics of nanoparticles and their potential applications have been given considerable attention by scientists across different fields, particularly agriculture. However, there has been limited effort to assess the impact of copper nanoparticles (CuNPs) in modulating physiological and biochemical processes in response to salt-induced stress. This study aimed to synthesize CuNPs biologically using Solenostemma argel extract and determine their effects on morphophysiological parameters and antioxidant defense system of barley (Hordeum vulgare) under salt stress. The biosynthesized CuNPs were characterized by (UV-vis spectroscopy with Surface Plasmon Resonance at 320 nm, the crystalline nature of the formed NPs was verified via XRD, the FTIR recorded the presence of the functional groups, while TEM was confirmed the shape (spherical) and the sizes (9 to 18 nm) of biosynthesized CuNPs. Seeds of barley plants were grown in plastic pots and exposed to different levels of salt (0, 100 and 200 mM NaCl). Our findings revealed that the supplementation of CuNPs (0, 25 and 50 mg/L) to salinized barley significantly mitigate the negative impacts of salt stress and enhanced the plant growth-related parameters. High salinity level enhanced the oxidative damage by raising the concentrations of osmolytes (soluble protein, soluble sugar, and proline), malondialdehyde (MDA) and hydrogen peroxide (H2O2). In addition, increasing the activities of enzymatic antioxidants, total phenol, and flavonoids. Interestingly, exposing CuNPs on salt-stressed plants enhanced the plant-growth characteristics, photosynthetic pigments, and gas exchange parameters. Furthermore, CuNPs counteracted oxidative damage by lowering the accumulation of osmolytes, H2O2, MDA, total phenol, and flavonoids, while simultaneously enhancing the activities of antioxidant enzymes. In conclusion, the application of biosynthesized CuNPs presents a promising approach and sustainable strategy to enhance plant resistance to salinity stress, surpassing conventional methods in terms of environmental balance.
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  • 文章类型: Journal Article
    这项工作旨在纠正Cunilagalioides精油,并评估粗油和馏分\'抗真菌药,化感,和抗氧化活性。结果表明,粗精油和底部馏分主要由丙酸亚麻酸酯(42.9wt。%和60.2wt。%).顶部馏分主要由柠檬烯(45.7wt.%).抗氧化活性随自由基和分数的变化而变化。底部具有比粗油和顶部更弱的抗真菌作用。然而,精油和馏分具有相似的抗真菌活性,为0.50%v/v或更高。对于化感试验观察到类似的行为。原料油和馏分之间没有差异,在0.25%v/v时发芽百分比和速度降低,在0.50%v/v时完全抑制。油可以被整流,并且这些级分可以在不损害其生物活性的情况下使用。
    This work aimed to rectify Cunila galioides essential oil and evaluate the raw oil and the fractions\' antifungal, allelopathic, and antioxidant activities. The results showed that the raw essential oil and the bottom fraction were primarily composed of linalyl propionate (42.9 wt.% and 60.2 wt.%). The top fraction was composed mainly of limonene (45.7 wt.%). The antioxidant activity changed with the radical and the fraction. The bottom had a weaker antifungal effect than the raw oil and the top. Nevertheless, the essential oil and the fractions had a similar antifungal activity at 0.50 % v/v and higher. Similar behavior was observed for the allelopathic tests. No difference occurred between the raw oil and the fractions, with reduced germination percentages and speed at 0.25 % v/v and complete inhibition at 0.50 % v/v. The oil can be rectified, and the fractions may be used without harming their biological activity.
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