Natural Product Research最新文献

One new cyclic heptapeptide, cadophorin C (1), and one known analogue cadophorin B (2) were isolated from the mangrove-derived fungus Penicillium sp. GXIMD 03101 from the mangrove Acanthus ilicifolius L. The chemical structure of 1 was elucidated by comprehensive analysis of the spectroscopic data, including 1D and 2D NMR and HRESIMS, and the known compound was identified by comparing the data with literature values. Compounds 1 and 2 were screened for antibacterial activity and benign prostatic hyperplasia (BPH) inhibitory activity. The results showed that compounds 1 and 2 have weak activity against Vibrio harveyi with MIC values of 3.12 and 12.5 μg/mL, respectively. Compounds 1 and 2 have significant inhibitory activity against BPH with IC₅₀ values of 2.62 and 2.23 μM, respectively.

Cucumis melo var. agrestis (Naudin) is an important wild crop that belongs to the family Cucurbitaceae. Fruits possess digestive, stomachic, vermifuge and febrifuge properties and possess analgesic, antioxidant, antibacterial and anti-inflammatory activities. Current research is aimed at screening diverse phytoconstituents present in the fruit extract of wild melon (C. melo var. agrestis) with the technique of high-performance liquid chromatography (HPLC). Our outcomes showed that fruit extract of C. melo var. agrestis has various phytochemicals such as glycosides, alkaloids, phenols, flavonoids, saponins, tannins, proteins, amino acids and carbohydrates. HPLC analysis revealed that naringenin and catechin were reported to have the highest concentrations among the all studied accessions. PCA and HCA multivariant analysis showed that, first two principal components, i.e. PC1 and PC2 contributed to 54.87% of the variation, where maximum loadings were from apigenin, trailed by gallic acid, rutin, and catechol.

Cancer is the leading cause of human death. Quinazolinone heterocyclic compounds have a variety of biological activities and have been extensively studied in recent years, especially for their potential anticancer activity. The triphenylphosphonium moiety (TPP⁺) has become a very important lipophilic cation, especially concerning its application the development of anticancer agents. In this work, we designed and synthesised 24 new TPP⁺ -conjugated quinazolinone derivatives, which have alkylated TPP⁺ at the N-3 position and different small group substitutions at the C-6 position, and their antiproliferative activity was evaluated in three cancer cell lines (human alveolar adenocarcinoma cells (A549), human hepatoblastoma cells (HepG2) and human breast cancer cells (MCF-7)) and human normal liver cells (QSG-7701). The cytotoxicity screening results showed that some derivatives exhibited effective inhibitory effects in cancer cells. Among them, the compound 5k-o showed better antiproliferative activity than the positive control drug gefitinib on MCF-7 and A549 cells. The most active compounds being 5o, with IC₅₀ values of 6.56, 14.52 and 7.51 µM in MCF-7 cells, HepG2 cells and A549 cells, respectively. Compound 5o may be a promising compound for cancer treatment worthy of further study.

Cisplatin is a chemotherapeutic agent known for causing severe peripheral neuropathy as a side effect, impacting patients' quality of life by damaging nerve tissues. This study aims to explore the neuroprotective effects of the ethanolic extract of Alpinia calcarata Roscoe rhizome (EEACR) and stigmasterol identified by high-performance liquid chromatography (HPLC) in a rat model of cisplatin-induced neuropathy. Male Wistar rats were divided into control, cisplatin-induced neuropathic, and two intervention groups receiving different concentrations of EEACR (250 and 500 mg/kg). Neuropathy was induced with cisplatin administered intraperitoneally at a dose of 2 mg/kg per week for five weeks. The intervention groups were treated orally with EEACR daily during the induction period. Treatment with EEACR showed a significant attenuation of neurotoxicity as evidenced by behavioural improvements in mechanical allodynia, thermal hyperalgesia, and cold allodynia. HPLC analysis confirmed the presence of stigmasterol in EEACR, which may contribute to its therapeutic effects. Biochemical assessments revealed a significant decrease in oxidative stress markers and an increase in antioxidant enzyme activities, including superoxide dismutase, catalase, and glutathione peroxidase, in the nervous tissues of EEACR-treated rats. Histopathological examination indicated a reduction in nerve damage and enhanced preservation of myelin and axonal structures in the treatment groups. The findings from this study suggest that EEACR, enriched with stigmasterol, offers promising neuroprotective effects against cisplatin-induced neuropathy in rats.

Serine proteases are involved in various ailments, including pancreatitis, and colon cancer. Based on substrate recognition serine proteases are classified into different groups. Trypsin and trypsin-like serine proteases are among most studied group of serine proteases. Trypsin is among the chief hydrolysing enzyme involved in the pathogenesis of pancreatitis. Its inhibition can help to manage the disease. Herein, we investigated the trypsin inhibitory effect of some arginine-based small molecules, through in vitro, in silico, and crystallographic methods. Compounds 1-3 were evaluated against bovine pancreatic trypsin (BPT). Compound 1 was found to be active against trypsin with IC₅₀ value of 247.98 ± 2.44 μM. Molecular docking studies were used to investigate the binding energy and binding conformation of inhibitor. All three compounds were subjected to crystallisation with trypsin. Compounds 1-2 were successfully crystallised with BPT The crystal structures of trypsin in complexed with compounds 1, and 2 were determined at 2.30 and 2.50 Å resolution, respectively. Both molecules showed their binding affinity with the active site residues of trypsin. This study will provide insight into the binding mechanism of E-64 and arginine and might be useful in designing effective inhibitors of serine proteases.

Tetrapleura tetraptera fruit, used as spice in West Africa was studied chemically; five previously undescribed triterpenoid saponins 1-5 and four known compounds 6-9 were isolated from the n-Butanol fraction. The chemical structures of all nine isolates were determined by comprehensive analysis of HRMS, 1D & 2D NMR experiments and by comparison with data in the literature. All nine compounds were evaluated for antibacterial activity by the broth microdilution through the rapid p-iodonitrotetrazolium chloride (INT) colorimetric technique. The results showed that only compounds 5 (MIC = 64 µg/mL against P. aeruginosa and P. stuartii) and 8 (MIC = 64 µg/mL against E. coli) exhibited moderate antibacterial activity. The rest of the compounds displayed weak antibacterial activity against the tested organisms. Molecular docking studies was used to comprehend antibacterial activities.

The study aimed to isolate, purify and optimise tyrosinase from banana peel waste for industrial use. Tyrosinase was extracted from banana peel using phosphate buffer. Purification initiated with centrifugation followed by ammonium sulphate precipitation. Further purification and characterisation was done through gel filtration. Bradford assay was used to determine the protein concentration. Enzyme activity of each sample was measured using tyrosinase activity assay. The pH and temperature optimisation of tyrosinase were also obtained. Results indicated that fractions obtained through ammonium sulphate precipitation at 70% saturation showed more activity than that of crude extract and 35% saturated fractions. Gel filtration column results showed that fraction number 17 &18 have maximum activity. Tyrosinase showed maximum activity at pH 7.0; 37 °C. Comparison between industrially purified and lab-isolated enzyme showed that both have similar optimum pH and temperature. It can be concluded that banana peel can be a source for synthesis of tyrosinase.

A major challenge to human health is the emergence of drug-resistant pathogenic strains of organisms. Studies have found ecologically friendly, cost-effective, and innocuous alternative sources of bioactive compounds capable of managing drug-resistant menace. This review x-rays the endophytic fungal community and the pharmaceutical applications of their secondary metabolites. Endophytic fungi house biologically active compounds, which makes them a good pharmaceutical alternative. Also, their intrinsic ability to produce such an avalanche of bioactive compounds could be attributed to their mutualistic interaction with the plant's host. Secondary metabolites harvested from endophytic fungi have been identified and categorised: steroids, xanthones, terpenoids, isocoumarins, phenols, tetralones, benzopyranones, and enniatrines. This review also highlights optimisation strategy, co-culture method, chemical epigenetic remodelling, and molecular method as approaches adopted to boost the production of bioactive compounds. The numerous applications of endophytic fungal secondary metabolites were equally presented, which include their bioactive properties, as well as their use in industries.

Phytochemical investigation of the rhizomes and the leaves of Curculigo orchioides led to the isolation of fourteen compounds. They consist of one undescribed dihydrobenzofuran, curcorchidihydrobenzofuran A (1), two undescribed benzyl benzoate glycosides, curculigoside J (2) and K (3), and eleven known compounds (4-14). The structures of the isolated compounds were elucidated by thorough analysis of spectroscopic (IR, NMR and ECD) and spectrometric (MS) data. Compound 1 displayed significant anti-proliferative activities against cervical cancer cells (HelaS3, IC₅₀ = 3.6 µM) and breast cancer cells (MCF-7, IC₅₀ = 13.9 µM) while showing moderate activities against lung cancer cells (A549, IC₅₀ = 29.8 µM). Importantly, it was non-toxic to Vero cells. Compound 1 also inhibited the tyrosinase enzyme in a moderate manner (IC₅₀ = 120.8 µM). Eventually, its permethylated synthetic analog 1a showed a significant suppression of lipopolysaccharide (LPS)-induced NO production in murine macrophage RAW 264.7 (IC₅₀ = 23.4 µM).

Thymic epithelial cells (TECs) dysfunction can lead to disorders in the adaptive immune response, resulting in immunodeficiency or autoimmune diseases. Therefore, the investigation of new drugs with immunomodulatory capacity can contribute to the development of strategies to improve thymic functions. In this context, this study aimed to investigate the in vitro effects of the pentacyclic triterpene friedelin (FD) on TEC biology. For this, murine 2BH4 cells were treated with 0.1 and 1 μM FD for 24 h. After treatment, fibronectin and laminin production was increased (16% and 37% respectively) by TECs, however it did not alter the expression of CXCL12 chemokine. The interaction between TEC and thymocytes was also evaluated, in which a greater adhesion (45%) and survival (228%) of thymocytes to treated-TECs was observed. MHC molecules were up-regulated by FD treatment plus thymocyte coculture. Based on these results it was possible to attest that FD has an important and promissory role in the physiology of murine TECs.