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5α-Epoxyalantolactone from Inula macrophylla attenuates cognitive deficits in scopolamine-induced Alzheimer’s disease mice model 从大叶桉树中提取的 5α-Epoxyalantolactone 可减轻东莨菪碱诱导的阿尔茨海默病小鼠模型的认知缺陷。
IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Pub Date : 2024-07-02 DOI: 10.1007/s13659-024-00462-y
Rui Ma, Xu-Yao Feng, Jiang-Jiang Tang, Wei Ha, Yan-Ping Shi

Alzheimer’s disease (AD) is a complex neurodegenerative condition. 5α-epoxyalantolactone (5α-EAL), a eudesmane-type sesquiterpene isolated from the herb of Inula macrophylla, has various pharmacological effects. This work supposed to investigate the improved impact of 5α-EAL on cognitive impairment. 5α-EAL inhibited the generation of nitric oxide (NO) in BV-2 cells stimulated with lipopolysaccharide (LPS) with an EC50 of 6.2 μM. 5α-EAL significantly reduced the production of prostaglandin E2 (PGE2) and tumor necrosis factor-α (TNF-α), while also inhibiting the production of cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) proteins. The ability of 5α-EAL to penetrate the blood–brain barrier (BBB) was confirmed via a parallel artificial membrane permeation assay. Scopolamine (SCOP)-induced AD mice model was employed to assess the improved impacts of 5α-EAL on cognitive impairment in vivo. After the mice were pretreated with 5α-EAL (10 and 30 mg/kg per day, i.p.) for 21 days, the behavioral experiments indicated that the administration of the 5α-EAL could alleviate the cognitive and memory impairments. 5α-EAL significantly reduced the AChE activity in the brain of SCOP-induced AD mice. In summary, these findings highlight the beneficial effects of the natural product 5α-EAL as a potential bioactive compound for attenuating cognitive deficits in AD due to its pharmacological profile.

Graphical Abstract

阿尔茨海默病(AD)是一种复杂的神经退行性疾病。5α-epoxyalantolactone (5α-EAL)是从大叶鸢尾科草本植物中分离出来的一种桉叶烷型倍半萜,具有多种药理作用。本研究旨在探讨 5α-EAL 对认知障碍的改善作用。5α-EAL 可抑制 BV-2 细胞在脂多糖(LPS)刺激下产生一氧化氮(NO),EC50 为 6.2 μM。5α-EAL 能明显减少前列腺素 E2(PGE2)和肿瘤坏死因子-α(TNF-α)的生成,同时还能抑制环氧化酶-2(COX-2)和诱导型一氧化氮合酶(iNOS)蛋白的生成。5α-EAL穿透血脑屏障(BBB)的能力通过平行人工膜渗透试验得到了证实。采用东莨菪碱(SCOP)诱导的AD小鼠模型来评估5α-EAL对体内认知障碍的改善作用。小鼠经5α-EAL(每天10毫克和30毫克/千克,静脉注射)预处理21天后,行为实验表明5α-EAL能缓解认知和记忆障碍。5α-EAL能明显降低SCOP诱导的AD小鼠脑内的乙酰胆碱酯酶活性。总之,这些发现强调了天然产物5α-EAL作为一种潜在的生物活性化合物,因其药理特征而对减轻AD认知障碍的有益作用。
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引用次数: 0
Metabolite profiles of Paragliomastix luzulae (formerly named as Acremonium striatisporum) KMM 4401 and its co-cultures with Penicillium hispanicum KMM 4689 Paragliomastix luzulae(原名 Acremonium striatisporum)KMM 4401 及其与西班牙青霉 KMM 4689 的共培养物的代谢物图谱
IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Pub Date : 2024-06-18 DOI: 10.1007/s13659-024-00459-7
Sofya S. Starnovskaya, Liliana E. Nesterenko, Roman S. Popov, Natalya N. Kirichuk, Viktoria E. Chausova, Ekaterina A. Chingizova, Artur R. Chingizov, Marina P. Isaeva, Ekaterina A. Yurchenko, Anton N. Yurchenko

The marine holothurian-derived fungal strain KMM 4401 has been identified as Paragliomastix luzulae using 28S rDNA, ITS regions and the partial TEF1 gene sequences. The metabolite profile of the fungal culture was studied by UPLC-MS technique. The strain KMM 4401 is a source of various virescenoside-type isopimarane glycosides suggested as chemotaxonomic feature for this fungal species. Also Px. luzulae KMM 4401 was proposed as possible source of new bioactive secondary metabolites especially antimicrobials. Moreover, the co-cultures of Px. luzulae KMM 4401 with another marine fungus Penicillium hispanicum KMM 4689 inoculated simultaneously or after two weeks were investigated by same way. It was shown, that P. hispanicum KMM 4689 suppressed the production of most of Px. luzulae KMM 4401 metabolites. On the other hand, the co-cultivation of P. hispanicum KMM 4689 and Px. luzulae KMM 4401 resulted in increasing of production of main deoxyisoaustamide alkaloids of P. hispanicum KMM 4689 on 50–190%.

Graphical Abstract

利用 28S rDNA、ITS 区域和部分 TEF1 基因序列,确定了源于海洋冬虫夏草的真菌菌株 KMM 4401 为 Paragliomastix luzulae。利用 UPLC-MS 技术研究了真菌培养物的代谢物谱。菌株 KMM 4401 是多种 virescenoside 型异异戊二烯苷的来源,这被认为是该真菌物种的化学分类学特征。此外,Px. luzulae KMM 4401 也被认为是新的生物活性次生代谢物(尤其是抗菌素)的可能来源。此外,还以同样的方法研究了 Px.结果表明,西班牙青霉 KMM 4689 抑制了大部分 Px.另一方面,P. hispanicum KMM 4689 与 Px.
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引用次数: 0
Recent advances in the application of [2 + 2] cycloaddition in the chemical synthesis of cyclobutane-containing natural products 在含环丁烷天然产物的化学合成中应用 [2 + 2] 环加成法的最新进展。
IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Pub Date : 2024-06-11 DOI: 10.1007/s13659-024-00457-9
Song-Yu Hou, Bing-Chao Yan, Han-Dong Sun, Pema-Tenzin Puno

Cyclobutanes are distributed widely in a large class of natural products featuring diverse pharmaceutical activities and intricate structural frameworks. The [2 + 2] cycloaddition is unequivocally the primary and most commonly used method for synthesizing cyclobutanes. In this review, we have summarized the application of the [2 + 2] cycloaddition with different reaction mechanisms in the chemical synthesis of selected cyclobutane-containing natural products over the past decade.

Graphical Abstract

环丁烷广泛分布于一大类天然产物中,具有多种药物活性和复杂的结构框架。[2+2]环化反应无疑是合成环丁烷最主要、最常用的方法。在本综述中,我们总结了过去十年中不同反应机理的 [2 + 2] 环加成法在特定含环丁烷天然产物化学合成中的应用。
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引用次数: 0
Ethnopharmacological study on Adenosma buchneroides Bonati inhibiting inflammation via the regulation of TLR4/MyD88/NF-κB signaling pathway 关于 Adenosma buchneroides Bonati 通过调节 TLR4/MyD88/NF-κB 信号通路抑制炎症的民族药理学研究。
IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Pub Date : 2024-06-04 DOI: 10.1007/s13659-024-00458-8
Yuru Shi, Xiaoqian Zhang, Shengji Pei, Yuhua Wang

Adenosma buchneroides Bonati, also known as fleagrass, is an important medicinal plant used by the Akha (Hani) people of China for treating inflammation-related skin swelling, acne, and diarrhoea, among other conditions. In this study, we aimed to evaluate the anti-inflammatory activities and explore the molecular mechanisms of fleagrass on treating skin swelling and acne. The results demonstrated that fleagrass inhibited the enzymatic activities of 5-LOX and COX-2 in vitro, and decreased the release of NO, IL-6, TNF-α, and IL-10 in the LPS-induced RAW264.7 macrophages. The levels of proteins associated with the nuclear factor-kappa B (NF-κB) pathway were examined by western blotting and immunofluorescence, demonstrating that fleagrass downregulated the expression of TLR4, MyD88, NF-κB/p65, and iNOS and blocked the nuclear translocation of NF-κB/p65. Furthermore, fleagrass exhibited acute anti-inflammatory activity in paw oedema models. The results confirm that fleagrass exhibits remarkable anti-inflammatory activity and can be used in alleviating inflammation, suggesting that fleagrass has the potential to be a novel anti-inflammatory agent.

Graphical Abstract

Adenosma buchneroides Bonati,又名飞蓬草,是中国阿卡族(哈尼族)人用来治疗与炎症有关的皮肤肿胀、痤疮和腹泻等疾病的一种重要药用植物。本研究旨在评估飞蓬草的抗炎活性,并探索其治疗皮肤肿胀和痤疮的分子机制。结果表明,飞蓬草在体外能抑制 5-LOX 和 COX-2 的酶活性,减少 LPS 诱导的 RAW264.7 巨噬细胞中 NO、IL-6、TNF-α 和 IL-10 的释放。免疫印迹法和免疫荧光法检测了与核因子-kappa B(NF-κB)通路相关的蛋白质水平,结果表明飞蓬草可降低 TLR4、MyD88、NF-κB/p65 和 iNOS 的表达,并阻断 NF-κB/p65 的核转位。此外,飞蓬草在爪水肿模型中表现出急性抗炎活性。研究结果证实,飞蓬草具有显著的抗炎活性,可用于缓解炎症,表明飞蓬草有潜力成为一种新型抗炎剂。
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引用次数: 0
Chemically engineered essential oils prepared through thiocyanation under solvent-free conditions: chemical and bioactivity alteration 在无溶剂条件下通过硫氰酸法制备的化学工程精油:化学和生物活性的改变。
IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Pub Date : 2024-06-01 DOI: 10.1007/s13659-024-00456-w
Liz E. Lescano, Mario O. Salazar, Ricardo L. E. Furlan

The generation of chemically engineered essential oils (CEEOs) prepared from bi-heteroatomic reactions using ammonium thiocyanate as a source of bioactive compounds is described. The impact of the reaction on the chemical composition of the mixtures was qualitatively demonstrated through GC–MS, utilizing univariate and multivariate analysis. The reaction transformed most of the components in the natural mixtures, thereby expanding the chemical diversity of the mixtures. Changes in inhibition properties between natural and CEEOs were demonstrated through acetylcholinesterase TLC autography, resulting in a threefold increase in the number of positive events due to the modification process. The chemically engineered Origanum vulgare L. essential oil was subjected to bioguided fractionation, leading to the discovery of four new active compounds with similar or higher potency than eserine against the enzyme. The results suggest that the directed chemical transformation of essential oils can be a valuable strategy for discovering new acetylcholinesterase (AChE) inhibitors.

Graphical Abstract

本文介绍了利用硫氰酸铵作为生物活性化合物来源,通过双原子反应制备化学工程精油(CEEOs)的过程。通过气相色谱-质谱(GC-MS),利用单变量和多变量分析,定性分析了反应对混合物化学成分的影响。反应改变了天然混合物中的大部分成分,从而扩大了混合物的化学多样性。通过乙酰胆碱酯酶 TLC 自显影,证明了天然和 CEEOs 之间抑制特性的变化,结果显示,由于改性过程,阳性事件的数量增加了三倍。对经过化学工程改造的牛至精油进行了生物导向分馏,发现了四种新的活性化合物,它们对乙酰胆碱酯酶的效力与艾丝氨酸相似或更高。研究结果表明,对精油进行定向化学转化是发现新乙酰胆碱酯酶(AChE)抑制剂的重要策略。
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引用次数: 0
Pacidusin B isolated from Phyllanthus acidus triggers ferroptotic cell death in HT1080 cells 从Phyllanthus acidus中分离出的Pacidusin B能引发HT1080细胞的铁性细胞死亡。
IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Pub Date : 2024-05-23 DOI: 10.1007/s13659-024-00454-y
Guangyu Zhu, Dian Luo, Yueqin Zhao, Zhengrui Xiang, Chao Chen, Na Li, Xiaojiang Hao, Xiao Ding, Yingjun Zhang, Yuhan Zhao

Cancer cells generally exhibit ‘iron addiction’ phenotypes, which contribute to their vulnerability to ferroptosis inducers. Ferroptosis is a newly discovered form of programmed cell death caused by iron-dependent lipid peroxidation. In the present study, pacidusin B, a dichapetalin-type triterpenoid from Phyllanthus acidus (L.) Skeels (Euphorbiaceae), induces ferroptosis in the HT1080 human fibrosarcoma cell line. Cells treated with pacidusin B exhibited the morphological characteristic ‘ballooning’ phenotype of ferroptosis. The biochemical hallmarks of ferroptosis were also observed in pacidusin B-treated cells. Both oxidative stress and ER stress play significant roles in pacidusin B-induced ferroptosis. The activation of the PERK-Nrf2-HO-1 signaling pathway led to iron overload, while inhibition of GPX4 further sensitized cancer cells to ferroptosis. Furthermore, the molecular docking study showed that pacidusin B docked in the same pocket in xCT as the ferroptosis inducer erastin. These results revealed that pacidusin B exerts anticancer effects via inducing ER-mediated ferroptotic cell death.

Graphical Abstract

癌细胞通常表现出 "铁成瘾 "表型,这导致它们容易受到铁变态反应诱导剂的影响。铁中毒是一种新发现的细胞程序性死亡形式,由铁依赖性脂质过氧化引起。在本研究中,pacidusin B(一种来自 Phyllanthus acidus (L.) Skeels(大戟科)的二矢车菊苷型三萜类化合物)可诱导 HT1080 人纤维肉瘤细胞系发生铁氧化。用 pacidusin B 处理的细胞表现出铁细胞凋亡的形态特征 "气球 "表型。在经 pacidusin B 处理的细胞中也观察到了铁突变的生化特征。氧化应激和ER应激在pacidusin B诱导的铁突变中都起着重要作用。PERK-Nrf2-HO-1 信号通路的激活导致铁超载,而 GPX4 的抑制则进一步使癌细胞对铁变态反应敏感。此外,分子对接研究表明,pacidusin B 与铁变态反应诱导剂麦拉宁对接在 xCT 的同一个口袋中。这些结果表明,pacidusin B通过诱导ER介导的铁凋亡细胞死亡发挥抗癌作用。
{"title":"Pacidusin B isolated from Phyllanthus acidus triggers ferroptotic cell death in HT1080 cells","authors":"Guangyu Zhu,&nbsp;Dian Luo,&nbsp;Yueqin Zhao,&nbsp;Zhengrui Xiang,&nbsp;Chao Chen,&nbsp;Na Li,&nbsp;Xiaojiang Hao,&nbsp;Xiao Ding,&nbsp;Yingjun Zhang,&nbsp;Yuhan Zhao","doi":"10.1007/s13659-024-00454-y","DOIUrl":"10.1007/s13659-024-00454-y","url":null,"abstract":"<div><p>Cancer cells generally exhibit ‘iron addiction’ phenotypes, which contribute to their vulnerability to ferroptosis inducers. Ferroptosis is a newly discovered form of programmed cell death caused by iron-dependent lipid peroxidation. In the present study, pacidusin B, a dichapetalin-type triterpenoid from <i>Phyllanthus acidus</i> (L.) Skeels (Euphorbiaceae), induces ferroptosis in the HT1080 human fibrosarcoma cell line. Cells treated with pacidusin B exhibited the morphological characteristic ‘ballooning’ phenotype of ferroptosis. The biochemical hallmarks of ferroptosis were also observed in pacidusin B-treated cells. Both oxidative stress and ER stress play significant roles in pacidusin B-induced ferroptosis. The activation of the PERK-Nrf2-HO-1 signaling pathway led to iron overload, while inhibition of GPX4 further sensitized cancer cells to ferroptosis. Furthermore, the molecular docking study showed that pacidusin B docked in the same pocket in xCT as the ferroptosis inducer erastin. These results revealed that pacidusin B exerts anticancer effects via inducing ER-mediated ferroptotic cell death.</p><h3>Graphical Abstract</h3>\u0000<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"14 1","pages":""},"PeriodicalIF":4.8,"publicationDate":"2024-05-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11116305/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141079591","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Metabolism characterization and toxicity of N-hydap, a marine candidate drug for lung cancer therapy by LC–MS method 利用 LC-MS 方法分析海洋肺癌候选药物 N-hydap 的代谢特征和毒性。
IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Pub Date : 2024-05-21 DOI: 10.1007/s13659-024-00455-x
Jindi Lu, Weimin Liang, Yiwei Hu, Xi Zhang, Ping Yu, Meiqun Cai, Danni Xie, Qiong Zhou, Xuefeng Zhou, Yonghong Liu, Junfeng Wang, Jiayin Guo, Lan Tang

N-Hydroxyapiosporamide (N-hydap), a marine product derived from a sponge-associated fungus, has shown promising inhibitory effects on small cell lung cancer (SCLC). However, there is limited understanding of its metabolic pathways and characteristics. This study explored the in vitro metabolic profiles of N-hydap in human recombinant cytochrome P450s (CYPs) and UDP-glucuronosyltransferases (UGTs), as well as human/rat/mice microsomes, and also the pharmacokinetic properties by HPLC–MS/MS. Additionally, the cocktail probe method was used to investigate the potential to create drug-drug interactions (DDIs). N-Hydap was metabolically unstable in various microsomes after 1 h, with about 50% and 70% of it being eliminated by CYPs and UGTs, respectively. UGT1A3 was the main enzyme involved in glucuronidation (over 80%), making glucuronide the primary metabolite. With a favorable bioavailability of 24.0%, N-hydap exhibited a higher distribution in the lungs (26.26%), accounting for its efficacy against SCLC. Administering N-hydap to mice at normal doses via gavage did not result in significant toxicity. Furthermore, N-hydap was found to affect the catalytic activity of drug metabolic enzymes (DMEs), particularly increasing the activity of UGT1A3, suggesting potential for DDIs. Understanding the metabolic pathways and properties of N-hydap should improve our knowledge of its drug efficacy, toxicity, and potential for DDIs.

Graphical Abstract

N-羟基apiosporamide(N-hydap)是一种从海绵相关真菌中提取的海洋产品,对小细胞肺癌(SCLC)具有良好的抑制作用。然而,人们对其代谢途径和特点的了解还很有限。本研究探讨了 N-hydap 在人重组细胞色素 P450s(CYPs)和 UDP-葡萄糖醛酸转移酶(UGTs)以及人/大鼠/小鼠微粒体中的体外代谢概况,并通过 HPLC-MS/MS 分析了其药物动力学特性。此外,还使用鸡尾酒探针法研究了产生药物间相互作用(DDI)的可能性。1 小时后,N-Hydap 在各种微粒体中的代谢不稳定,约 50% 和 70% 的 N-Hydap 分别被 CYPs 和 UGTs 清除。UGT1A3 是参与葡萄糖醛酸化的主要酶(超过 80%),使葡萄糖醛酸成为主要代谢产物。尽管生物利用度较低(0.024%),但N-hydap在肺部的分布较高(26.26%),这也是其对SCLC有效的原因。通过灌胃给小鼠服用正常剂量的 N-hydap,不会产生明显的毒性。此外,研究还发现N-hydap会影响药物代谢酶(DMEs)的催化活性,尤其是会增加UGT1A3的活性,这表明N-hydap有可能产生DDIs。了解了 N-hydap 的代谢途径和特性,我们就能更好地了解它的药效、毒性和 DDIs 潜力。
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引用次数: 0
New piperazine derivatives helvamides B–C from the marine-derived fungus Penicillium velutinum ZK-14 uncovered by OSMAC (One Strain Many Compounds) strategy 通过 OSMAC(一种菌株多种化合物)策略从海洋源真菌 Penicillium velutinum ZK-14 中发现新的哌嗪衍生物 helvamides B-C。
IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Pub Date : 2024-05-21 DOI: 10.1007/s13659-024-00449-9
Gleb V. Borkunov, Elena V. Leshchenko, Dmitrii V. Berdyshev, Roman S. Popov, Ekaterina A. Chingizova, Nadezhda P. Shlyk, Andrey V. Gerasimenko, Natalya N. Kirichuk, Yuliya V. Khudyakova, Viktoria E. Chausova, Alexandr S. Antonov, Anatoly I. Kalinovsky, Artur R. Chingizov, Ekaterina A. Yurchenko, Marina P. Isaeva, Anton N. Yurchenko

Four extracts of the marine-derived fungus Penicillium velutinum J.F.H. Beyma were obtained via metal ions stress conditions based on the OSMAC (One Strain Many Compounds) strategy. Using a combination of modern approaches such as LC/UV, LC/MS and bioactivity data analysis, as well as in silico calculations, influence metal stress factors to change metabolite profiles Penicillium velutinum were analyzed. From the ethyl acetate extract of the P. velutinum were isolated two new piperazine derivatives helvamides B (1) and C (2) together with known saroclazin A (3) (4S,5R,7S)-4,11-dihydroxy-guaia-1(2),9(10)-dien (4). Their structures were established based on spectroscopic methods. The absolute configuration of helvamide B (1) as 2R,5R was determined by a combination of the X-ray analysis and by time-dependent density functional theory (TD-DFT) calculations of electronic circular dichroism (ECD) spectra. The cytotoxic activity of the isolated compounds against human prostate cancer PC-3 and human embryonic kidney HEK-293 cells and growth inhibition activity against yeast-like fungi Candida albicans were assayed.

Graphical Abstract

根据 OSMAC(一种菌株多种化合物)策略,通过金属离子胁迫条件获得了来自海洋的真菌 Penicillium velutinum J.F.H. Beyma 的四种提取物。利用 LC/UV、LC/MS 和生物活性数据分析等现代方法,并结合硅学计算,分析了金属应激因素对短毛青霉代谢物谱变化的影响。从 velutinum 青霉菌的乙酸乙酯提取物中分离出了两种新的哌嗪衍生物 helvamides B(1)和 C(2),以及已知的 saroclazin A(3)(4S,5R,7S)-4,11-二羟基-guaia-1(2),9(10)-dien(4)。它们的结构是根据光谱方法确定的。通过结合 X 射线分析和电子圆二色性(ECD)光谱的时间相关密度泛函理论(TD-DFT)计算,确定了氦酰胺 B(1)的绝对构型为 2R、5R。检测了分离化合物对人类前列腺癌 PC-3 细胞和人类胚胎肾 HEK-293 细胞的细胞毒活性,以及对类酵母真菌白色念珠菌的生长抑制活性。
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引用次数: 0
Advances on anticancer fungal metabolites: sources, chemical and biological activities in the last decade (2012–2023) 抗癌真菌代谢物的研究进展:过去十年(2012-2023 年)的来源、化学和生物活性。
IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Pub Date : 2024-05-14 DOI: 10.1007/s13659-024-00452-0
Antonio Evidente

Among microorganisms, fungi are the ones that have the most imagination in producing secondary metabolites with the most varied structural differences, which are produced through different biosynthetic pathways. Therefore, they synthesize secondary metabolites classifiable into numerous families of natural compounds such as amino acids, alkaloids, anthraquinones, aromatic compounds, cyclohexene epoxides, furanones, macrolides, naphthoquinones, polyketides, pyrones, terpenes, etc. They also produced metabolites with very complex structures that can not be classified in the known families of natural compounds. Many fungal metabolites show different biological activities with potential applications in agriculture, food chemistry, cosmetics, pharmacology and medicine. This review is focused on the fungal secondary metabolites with anticancer activity isolated in the last ten years. For some metabolites, when described, their biosynthetic origin, the mode of action and the results of structure activity relationships studies are also reported.

Graphical Abstract

在微生物中,真菌是最具想象力的生物,它们通过不同的生物合成途径产生结构差异最大的次级代谢物。因此,它们合成的次级代谢物可分为许多天然化合物家族,如氨基酸、生物碱、蒽醌类、芳香族化合物、环己烯环氧化物、呋喃酮类、大环内酯类、萘醌类、多酮类、吡喃类、萜烯类等。它们还产生结构非常复杂的代谢物,无法归入已知的天然化合物家族。许多真菌代谢物显示出不同的生物活性,在农业、食品化学、化妆品、药理学和医学方面具有潜在的应用价值。本综述的重点是过去十年中分离出的具有抗癌活性的真菌次生代谢物。在对一些代谢物进行描述时,还将报告其生物合成来源、作用模式和结构活性关系研究结果。
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引用次数: 0
Comparative metabolite analysis of Piper sarmentosum organs approached by LC–MS-based metabolic profiling 通过基于 LC-MS 的代谢轮廓分析法对瓜蒌子器官进行代谢物比较分析。
IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Pub Date : 2024-05-14 DOI: 10.1007/s13659-024-00453-z
Ismail Ware, Katrin Franke, Andrej Frolov, Kseniia Bureiko, Elana Kysil, Maizatulakmal Yahayu, Hesham Ali El Enshasy, Ludger A. Wessjohann

Piper sarmentosum Roxb. (Piperaceae) is a traditional medicinal and food plant widely distributed in the tropical and subtropical regions of Asia, offering both health and culinary benefits. In this study the secondary metabolites in different organs of P. sarmentosum were identified and their relative abundances were characterized. The metabolic profiles of leaves, roots, stems and fruits were comprehensively investigated by liquid chromatography high-resolution mass spectrometry (LC-HR-MS) and the data subsequently analyzed using multivariate statistical methods. Manual interpretation of the tandem mass spectrometric (MS/MS) fragmentation patterns revealed the presence of 154 tentatively identified metabolites, mostly represented by alkaloids and flavonoids. Principle component analysis and hierarchical clustering indicated the predominant occurrence of flavonoids, lignans and phenyl propanoids in leaves, aporphines in stems, piperamides in fruits and lignan-amides in roots. Overall, this study provides extensive data on the metabolite composition of P. sarmentosum, supplying useful information for bioactive compounds discovery and patterns of their preferential biosynthesis or storage in specific organs. This can be used to optimize production and harvesting as well as to maximize the plant’s economic value as herbal medicine or in food applications.

Graphical Abstract

Piper sarmentosum Roxb.(胡椒科)是一种传统的药用和食用植物,广泛分布于亚洲的热带和亚热带地区,具有保健和烹饪双重功效。本研究鉴定了 P. sarmentosum 不同器官中的次生代谢物,并描述了它们的相对丰度。采用液相色谱高分辨质谱法(LC-HR-MS)对叶、根、茎和果实的代谢概况进行了全面研究,随后采用多元统计方法对数据进行了分析。通过人工解读串联质谱(MS/MS)碎片模式,发现了 154 种初步鉴定的代谢物,主要是生物碱和黄酮类化合物。主成分分析和层次聚类表明,叶中主要存在黄酮类、木脂素类和苯丙类化合物,茎中主要存在卟吩类化合物,果实中主要存在哌啶酰胺类化合物,根中主要存在木脂素酰胺类化合物。总之,这项研究提供了有关刺五加代谢物组成的大量数据,为生物活性化合物的发现及其在特定器官中的优先生物合成或储存模式提供了有用的信息。这可用于优化生产和收获,以及最大限度地提高该植物作为草药或食品应用的经济价值。
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引用次数: 0
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Natural Products and Bioprospecting
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