Natural Product Research最新文献

A previously unreported lanostane-type triterpenoid designated as (25S)-3β,15β-dihydroxy-7,11,23-trioxo-lanost-8,17(20)-dien-26-oic acid (1) and fifteen known compounds (2-16), was obtained from Ganoderma multipileum fruiting bodies. Combined analysis of NMR and HRESIMS data, together with theoretical computations involving NMR chemical shift prediction and DP4+ analysis, the structural elucidation of the new compound was accomplished. Bioactivity screen was performed on all compounds to assess their anti-inflammatory activity. Notably, in LPS-stimulated RAW264.7 cells, compounds 4 and 5 inhibited the NO generation, yielding IC₅₀ values of 12.89 ± 0.50 and 27.55 ± 2.95 μM, respectively, with potency close to that of quercetin (IC₅₀: 11.80 ± 1.75 μM).

A new benzophenanthridine alkaloid glycoside (1), named nitrotyrasanguinarinoside, together with twelve known compounds (2 -13), was isolated from the dichloromethane extract of the aerial parts of Argemone mexicana Linn. Their structures were elucidated using IR, HR-ESI-MS, 1D and 2D NMR, and ECD spectroscopy, as well as by comparison with the published data. The dichloromethane extract exhibited in vivo antifungal activity against Colletotrichum coccodes with 80% inhibition at a concentration of 3000 µg/mL. Five benzophenanthridine alkaloids (1 - 5) inhibited four phytopathogenic fungi in vitro, including Alternaria brassicicola, Cladosporium cucumerinum, Magnaporthe oryzae, and Phytophthora infestans, with MIC values ranging from 0.016 to 0.987 mM. Notably, the new compound 1 showed strong activity against all four tested fungi, with MIC values ranging from 0.016 to 0.063 mM.

Copaiba oleo-resin is widely used in Amazon folk medicine, but information about its toxicity is limited. We study the possible toxic effects of the oleo-resin of Copaifera epunctata Amshoff. Chemical analysis by GC-MS, acute oral toxicity test, acute dermal toxicity test, and acute eye irritation/corrosion test were conducted using Copaiba oleo-resin from the Amazon region. Chromatographic analysis revealed the presence of seven sesquiterpenes and five diterpenes, with emphasis on β-caryophyllene (39.7%) and β-bisabolene (7.1%). No signs of toxicity were observed in any of the tests, except for the repeated-dose dermal toxicity test, which induced changes in behaviour and in the hematological parameters of animals treated with 1000 mg/ml. There were no changes in body weight gain, macroscopic analysis, organ weight, feed and water intake or biochemical parameters. In the ocular irritation test, there were no signs of lysis, haemorrhage or coagulation. Copaiba oleo-resin has a low risk of toxicity.

A highly nitrogen-enriched purine derivative, 1,3-dimethyl-8-azaisoguanine (azapetrosia) (1), along with four known compounds, including theophylline (2), 1H-indol-3-carbaldehyde (3), 4-hydroxybenzaldehyde (4), and 4-hydroxy-3-methoxybenzaldehyde (5), was isolated from Petrosia sp. using bioassay-guided isolation. Their structural elucidation was performed using NMR, UV, IR, HRESIMS, and HRESIMS/MS. Azapetrosia was a rare molecule characterised by a distinctive cyclic nitrogen atom linkage. Compound 1 showed significant antibacterial activity against both Gram-positive and Gram-negative bacteria, with IC₅₀ values ranging from 0.59 ± 0.24 to 17.28 ± 2.35 μM. It exhibited the highest potency, with IC₅₀ values of 0.59 ± 0.24 μM against Escherichia coli and 1.28 ± 0.45 μM against Staphylococcus aureus, respectively. These findings underscore Petrosia sp. as a promising source of novel antibacterial compounds, exhibiting significant potential for the development of therapeutic agents targeting drug-resistant bacterial pathogens.

Samsoniella entomopathogens possesses substantial economic, medicinal, and ecological value, with recent studies revealing accelerated metabolite discovery rates and genomic evidence of extensive underexplored biosynthetic potential. In this study, two new compounds 1-2 and eleven known compounds were isolated and characterised from Samsoniella sp. KY1174. Structures were assigned by integrating high-resolution electrospray ionisation mass spectrometry (HR-ESI-MS) with 1D/2D nuclear magnetic resonance (NMR) datasets after purification. Among them, compound 2 showed measurable cytotoxicity against U-251, U87 MG, DLD-1 cell lines. Specifically, its activity against DLD-1 cells (IC₅₀ = 7.23 ± 0.15 μM) exceeded that of the positive control cisplatin (IC₅₀ = 8.90 ± 0.15 μM).

Ganxiterpene A (1), an undescribed seco-triterpene containing lactone structure was isolated from the root of Salvia przewalskii Maxim, as well as seven known terpenoids were identified as δ-amyrone (2), 12α-hydroxy-δ-lactone (3), olean-12-ene-3, 11-dione (4), taxodione (5), rosmariquinone (6), tanshinoneIIA (7), cryptotanshinone (8), respectively. The biomimetic synthesis of 1, featuring a mCPBA-mediated tandem reaction was accomplished starting from 2. Biologically, Compounds 1 showed significant cytotoxicity against A549, MCF-7 and HepG2 with IC₅₀ values of 0.98 ± 0.18, 1.29 ± 0.58 μM, 1.94 ± 0.77 μM, respectively.

Chloranthus is a genus within the family Chloranthaceae, comprising perennial herbs or shrub plants. There are 15 recognised species of Chloranthus. The chemical constituents of Chloranthus plants are diverse and feature many novel sesquiterpene skeletons. Their pharmacological activities are extensive, warranting in-depth research and discussion. This paper reviews and discusses the newly discovered chemical and biological activities of Chloranthus from the past 10 years, including 241 terpenoids, 26 phenylpropanoids, 17 flavonoids, 13 amides, 8 phenolic acids and 14 other compounds identified from 2013 to 2023. In terms of biological activity, extensive studies on the anti-tumour, anti-inflammatory, antibacterial, and other effects of Chloranthus plants are summarised. In this paper, the phytochemistry and pharmacology of Chloranthus were reviewed, and the active structure-activity relationship of these compounds was discussed in order to comprehensively summarise the related research progress of Chloranthus.

Viticis Fructus (VF) is an herbal medicine widely applied in both raw and processed forms. To elucidate the pharmacokinetic differences among raw VF, stir-fried Viticis Fructus (F-VF) and wine-processed Viticis Fructus (W-VF), an ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS) method was established to simultaneously determine the concentrations of 16 compounds in rat plasma. Method validation showed that this method exhibited good linearity, precision, accuracy, stability, extraction recovery, and matrix effect. Results showed that compared with the VF, F-VF significantly increased the C_max and AUC of chlorogenic acid, agnuside, isoorientin and luteolin (p < 0.01) and prolonged the T_1/2 of agnuside (p < 0.01). W-VF shortened the T_max of vanillic acid and protocatechuic acid, but significantly reduced the C_max and AUC of p-hydroxybenzoic acid, casticin and agnuside (p < 0.01). This study will provide guidance for optimising the selection of VF and its processed products, so as to achieve personalised therapeutic effects.

A new chromone (1), together with three known compounds (2-4), was isolated from the roots of Stellera chamaejasme L. The structure of compound 1 was elucidated by comprehensive spectroscopic analyses, including 1D and 2D NMR (HSQC, COSY, HMBC) and HR-ESI-MS. The absolute configuration was further determined by comparison of the experimental and time-dependent density functional theory (TDDFT)-calculated electronic circular dichroism (ECD) spectra. And all compounds (1-4) exhibited weak cytotoxicity against HL-60 and HeLa cell lines.

Several chronic complications such as neuropathy, retinopathy, nephropathy, resulting from hyperglycaemia during diabetes are linked with advanced gyration end products (AGEs). The current study was undertaken on natural product, naringenin isolated from aerial parts ethanolic extract of plant Tamarix aphylla (L.) H. Karst, through column chromatography for the synthetic new analogues 2-18 to evaluate their effects against formation of (AGEs). In-vitro anti-glycation screening on these analogues against rutin as a standard revealed that analogues 4, 6, 7, 9, 10,13,16, 17 and 18 are most potent, 2, 3, 8, 12, 14 and 15 are moderately active, and 11 was least active. In MTT assay the analogues 1, 7, 8,9, 11, 12, 14, 16, and 18 were found non-toxic while 2, 3, 4, 5, 6, 10, 13, 15, and 17 were fairly toxic. Molecular docking of the most potent analogues 4, 9, 10, and 17 demonstrated the outstanding binding affinities within the α-glucosidase binding sites.