Natural Product Research最新文献

Lippia origanoides Kunth is a perennial shrub widely used in Brazilian folk medicine while extracts of its leaves have been shown to possess several therapeutic properties. We investigated this species' non-volatile compounds through a LC-MS-based untargeted metabolomics approach to evaluate the influence of genetic and developmental factors on L. origanoides metabolism. We compared five adult plants and eight leaf developmental stages separately; the chemical analyses were performed via UHPLC-ESI-QTOF-MS/MS and the resulting data were processed in Progenesis QI 2.0 and in MetaboAnalyst 6.0 for statistical analysis. Luteolin-7-O-glucoside and kaempferol/luteolin were the most intense components in the negative and positive ion modes, respectively. A subtle chemical variation between individuals was found while the leaf development, conversely, strongly affected the chemical profile, which may ultimately result in variation in bioactivity. Altogether, we reported herein new perspectives on L. origanoides non-volatile components and the impact of intraspecific factors on this species' metabolism.

Acutifoline A and Acutifoline B (C1 and C2, respectively) are two novel spermidine alkaloids obtained from Capparis acutifolia roots. The structures of the novel compounds were determined through extensive spectroscopic methods, such as 1D and 2D nuclear magnetic resonance spectroscopy and high resolution-electrospray ionization-mass spectroscopy (HR-ESI-MS). In addition, the anti-rheumatoid arthritis activities of the compounds were evaluated.

Four new chromones, named harforamone A (1), harforamone B (2), harforamone C (3), and harforamone D (4), together with six known compounds (5-10) were isolated from the dichloromethane extract of the stems of Harrisonia perforata. The chemical structures of four new compounds were elucidated by spectroscopic analysis, including 1D, 2D NMR and HRESIMS data. The known compounds were identified by comparing their spectroscopic data with the previously reported data. Compounds 7 and 8 were isolated for the first time from the Rutaceae family. The in vitro cytotoxic activity against six human cancer cell lines of the tested compounds was evaluated, but none of them showed any significant activity; only perforamone C (5) showed moderate cytotoxicity against cervical cancer cell line (HeLa).

A phytochemical study of the leaves of Cyclocarya paliurus led to the discovery of five naphthalene derivatives (1-5) and two diarylheptanoids (6-7), among which compounds 1 and 6 are new natural products. The structural elucidation of these new compounds was achieved through an in-depth examination of spectroscopic data, including NMR, MS, and IR. Their absolute configurations were established using electronic circular dichroism (ECD) calculation and dimolybdenum tetraacetate-induced circular dichroism CD (ICD) experiments. Notably, compound 7 exhibited inhibitory activity against α-glucosidase, demonstrating an IC₅₀ value of 14.5 ± 3.3 µM.

Zinc hyaluronate (HA-Zn) is a polymeric salt that combines the unique properties of natural hyaluronic acid (HA) and such a vital element as zinc, which has antimicrobial, antiviral, antifungal, and antioxidant properties. For therapeutic purposes, the HA-Zn substance (in various formulations) is used mainly in contact with biological surfaces, including mucous membranes, and increased mucoadhesiveness can provide prolonged local action of this substance. Using porcine stomach mucin (type III) and turbidimetric titration at pH 2.0, 4.0, 6.5 and 8.0, this study was aimed to evaluate the mucoadhesiveness of HA-Zn at low concentrations in aqueous solutions (0.1-1.0 mg/mL). For comparison, the HA sodium salt (HA-Na) mucoadhesiveness was tested. The results showed that HA-Zn, unlike HA-Na, exhibited mucoadhesive properties at all pH values, and the strongest mucoadhesiveness was observed under acidic conditions at the HA-Zn concentration of ≥0.78 mg/mL and HA-Zn/mucin weight ratios of 1.0-1.1 and higher.

Triple-negative breast cancer (TNBC) poses a significant threat to women's health as a malignant breast tumour. The limited efficacy of chemotherapy has spurred the exploration of alternative therapeutic strategies. Natural products serve as the foundation for drug discovery, with structural alterations playing a crucial role in the process of pharmaceutical exploration. This study introduced a new chrysin derivative, HYS-072, which includes a urea group and demonstrates micromolar equipotent inhibition of MDA-MB-231 cells (IC₅₀ = 3.3 μM). In vitro investigations have shown that HYS-072 triggers apoptosis and autophagy in MDA-MB-231 cells by modulating the PI3K/AKT/mTOR signalling pathway. In the xenograft model conducted in vivo, HYS-072 demonstrated efficacy in suppressing cancer growth through the modulation of autophagy-related signalling pathways. Collectively, HYS-072 shows promise as a potential therapeutic agent for TNBC. This research underscores the potential of utilising natural product-based autophagy induction as a strategy for TNBC treatment.

Two new compounds (1-2), together with six known ones (3-8), were isolated from the roots of Paeonia lactiflora Pall. The structures of two new compounds were elucidated based on HR-ESI-MS, UV, and NMR spectroscopic data analysis. Moreover, the anti-inflammatory activities of compounds 1-8 were determined using LPS-induced RAW 264.7 cells. Compounds 2, 6, and 8 showed the most potent inhibitory activities on NO production with IC₅₀ values of 17.34 ± 1.5, 27.22 ± 1.3, and 14.79 ± 1.7 μM, respectively. Compounds 4 and 7 showed moderate inhibitory activities. Compounds 3 and 5 showed relatively weak inhibitory activities.

An undescribed jatrophane diterpenoid, euphosorophane N (1), along with thirteen known jatrophane diterpenoids (2-14), were isolated from the fructus of Euphorbia sororia, and their chemical structures were elucidated based on extensive spectroscopic analysis, including HRESIMS, 1D and 2D NMR data. The X-ray crystallographic analysis was used to confirm the absolute configurations of compound 6 for the first time. These jatrophane diterpenoids were evaluated for their multidrug resistance (MDR) reversal ability on the cancer cell line HCT-8/Taxol by MTT assay and compounds 3, 5, and 9 revealed promising MDR reversal ability compared to verapamil (VRP).

Three new polyketides, actinofuranones J (1) and K (2), nocapyrone S (3), with one known compound nocapyrone Q (4) were isolated from the culture broth of a Karst cave-derived Streptomyces sp. (FD-2-6). Their structures were elucidated by comprehensive analysis of NMR spectroscopic data, HR-MS and electronic circular dichroism (ECD) data. The antitumour and antibacterial activities of 1-4 were investigated by examining their IC₅₀ and MIC values in MCF-7 human breast cancer cells, human hepatocellular carcinoma HepG2 cells and human cervical cancer Hela cells, and Klebsiella pneumoniae sp, Pseudomonas aeruginosa sp, Mycolicibacterium smegmatis sp, Escherichia coli sp, Staphylococcus aureus sp. Compounds 1-4 showed weak inhibitory effect on antitumour activity on MCF-7 human breast cancer cells, and human cervical cancer Hela cells.

Imidacloprid (IMI) has been known to cause nephrotoxicity. Some reports claim that Urtica urens L. (U. urens) can reduce toxicity. The present study was undertaken to evaluate the protective effect of U. urens against this toxicity. Rats were divided into control group, three groups treated with IMI at 50, 200, or 300 mg/kg/day and three groups injected with IMI (50, 200, or 300 mg/kg/day) + 100 mg/kg/day of U. urens, for 60 days. Urine and blood samples were collected for dosage of biochemical levels. Kidneys were removed for oxidative stress and histological examination. IMI caused acute renal injury and increased the levels of biochemical and tissue MDA. It also decreased the levels of antioxidant enzyme activities. Urtica urens injection improved the histological and all biochemical parameters. IMI induced an acute renal injury accompanied with disturbance of oxidant status U. urens injection provided a significant protection thanks to antioxidant properties.