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Fitoterapia
Inverni della Beffa SpA
Fitoterapia

Inverni della Beffa SpA

0367-326X

Fitoterapia/Journal FitoterapiaSCIISTP
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    Sugar easters and xanthones from the roots of Polygala tenuifolia Willd. and their cytoprotective activity

    Wang M.-K.Li X.-J.Yu K.Yang B.-B....
    8页
    查看更多>>摘要:? 2022 Elsevier B.V.Six new sugar esters (1–6), named tenuifolisides F-G (1–2) and tenuifolioses W-Z (3–6), together with 16 known compounds (7–22) were isolated from the roots of Polygala tenuifolia. The chemical structures of the new compounds were elucidated by 1D, 2D NMR and HRESIMS techniques together with chemical methods. All the compounds were evaluated for the cytoprotective activity against hydrogen peroxide (H2O2)-induced oxidative stress in human keratinocyte HaCaT cells. Compounds 4, 5, 13, 20 and 22 showed strong cytoprotective effect.

    Geraniol and β-citronellol participate in the vasorelaxant effects of Rosa damascena Miller essential oil on the rat thoracic aorta

    Demirel S.
    8页
    查看更多>>摘要:? 2022 Elsevier B.V.Aim: This study aimed to investigate the vasoactive effects of Rosa damascena Miller essential oil and its major components, geraniol and β-citronellol, on the rat thoracic aorta. Methods: Isolated tissue bath model and Wistar rats were used to perform the experiments. Two-fold increasing concentrations (20–160 μg/mL) of rose oil were administered to determine its vasoactive effects. Submaximal contractions were induced by PE or KCl in both endothelium-intact and -denuded segments. Time-matched control groups were also formed. To evaluate the role of geraniol and β-citronellol, concentrations in the range of 0.4–3.2 μg/mL and 0.8–6.4 μg/mL were applied respectively. The statistical significance level was considered as p < 0.05. Results: All doses of rose oil applied led to vasorelaxation in thoracic aortas precontracted with PE. In precontracted thoracic aortas with KCl, the significant effect of rose oil persisted, albeit slightly diminished. When the endothelium was removed, the relaxant effect of rose oil was partially reduced, but still significant. Besides, although geraniol relaxed aortic segments at all concentrations (0.4 to 3.2 μg/mL), β-citronellol caused vasorelaxation at doses of 1.6, 3.2, and 6.4 μg/mL. Conclusion: In conclusion, the first findings were obtained that rose oil can cause a vasorelaxant effect in a concentration-dependent manner in rat thoracic aorta. This effect substantially persisted in vascular segments without endothelium or precontracted with KCl. It was further shown for the first time that geraniol and β-citronellol exert vasodilatory effects on the rat thoracic aorta. These results suggest that rose oil exhibits its vasorelaxant effect through geraniol and β-citronellol.

    (±)-Hyperpyran A: Terpenoid-based bicyclic dihydropyran enantiomers with hypoglycemic activity from Hypericum perforatum (St. John's wort)

    Zhao X.Guo Y.Xu Q.Shi Z....
    5页
    查看更多>>摘要:? 2022(±)-Hyperpyran A (1a/1b), a pair of new terpenoid-based bicyclic dihydropyran enantiomers, were isolated from the aerial parts of Hypericum perforatum (St. John's wort). Their structures and absolute configurations were elucidated by NMR spectroscopic analyses, ECD comparison, and X-ray crystal diffraction. Compounds 1a/1b possess hexahydrocyclopenta[c]pyran ring system and a plausible biosynthetic pathway was also proposed. In addition, compound 1a exhibited a moderate promotion of glucose uptake activity in hepatocytes.

    Novel geranylhydroquinone derived meroterpenoids from the fungus Clitocybe clavipes and their cytotoxic activity

    Hou Y.Li Q.Chen M.Wu H....
    6页
    查看更多>>摘要:? 2022 Elsevier B.V.Three novel geranylhydroquinone derived meroterpenoids, named clavilactones J and K (1–2) and clavipol C (3), were isolated from the basidiomycete Clitocybe clavipes. Their structures were unambiguously identified by extensive spectroscopic data analysis, and the electronic circular dichroism (ECD) calculation, Gauge-Including Atomic Orbitals (GIAO) NMR calculations and Mo2(OAc)4-induced electronic circular dichroism experiments were used to establish their absolute configurations. Compound 1, with two epoxy groups located at the 10-membered carbocycle, is uncommon in the reported meroterpenoids from C. clavipes. All the obtained compounds (1–3) were tested for their cytotoxic activity against human tumor cell line HGC-27 by using the MTT assay. All the compounds exhibited moderate cytotoxic activities against HGC-27 cell with IC50 values ranging from 33.5 to 56.6 μM.

    Anti-TMV effects of seco-pregnane C21 steroidal glycosides isolated from the roots of Cynanchum paniculatum

    Wang D.Peng M.Yan X.Tang L....
    8页
    查看更多>>摘要:? 2022Tobacco mosaic virus (TMV) is known to infect a wide range of plants, resulting in reduced yield and productivity. Novel, effective, and plant-based pesticides are required to protect plants against TMV infection. To identify novel anti-TMV agents from natural sources, we systematically studied the roots of Cynanchum paniculatum and isolated six new seco-pregnane C21 steroidal glycosides, along with 14 known compounds. Their structures were elucidated by comprehensive spectroscopic data analysis. The anti-TMV activity of compounds were screened using the half-leaf method. Biological tests revealed that compounds 1, 2, 5, 9, 10, 15, and 16 displayed significant anti-TMV activities compared with the positive control ningnanmycin. In addition, reverse transcription-polymerase chain reaction (RT-PCR) and western blot analysis confirmed the antiviral activity of these compounds, as evident from reduced TMV coat protein (TMV-CP) gene replication and TMV-CP protein expression. These compounds downregulated the expression of NtHsp70–1 and NtHsp70–261, indicating that these steroidal glycosides possibly inhibit the TMV infection by suppressing the expression of NtHsp70–1 and NtHsp70–061 expression.

    Synthesis of 4-thiosubstituted flavan derivatives and their hypoglycemic activities

    Zhang X.Yang Y.-N.Feng Z.-M.Jiang J.-S....
    7页
    查看更多>>摘要:? 2022A series of 4-thiosubstituted flavan derivatives (1–44) were designed and synthesized. The target compounds were assayed for inhibitory activity against α-glucosidase in vitro, and the results indicated that all compounds displayed significant effects in the range of IC50 = 1.03–7.48 μM compared to that of acarbose, the positive control drug. Structure-activity relationship (SAR) studies indicated that the hydroxyl groups in the flavan B ring, the electron withdrawing groups, and the length of the alkyl chains are important for this biological activity. In addition, some compounds were tested for their tolerance to sucrose in mice, and compound 44 exhibited activity comparable to that of acarbose. Docking analysis indicated that compound 44 binds to the enzyme in a pocket close to the catalytic site, similar to acarbose.

    Syntheses and high selective cytotoxicity of dehydroabietylamine C-ring nitration derivatives

    Lu W.Xue H.Zhang J.Xu L....
    9页
    查看更多>>摘要:? 2022 Elsevier B.V.To find more effective anticancer agents, a series of novel dehydroabietylamine (DA) derivatives were synthesized, focusing on C-ring nitro modifications and C-18 imide introduction. Their cytotoxic activities against human tumor cell line HeLa (cervix), MCF-7 (breast), A549 (lung), HepG2 (liver), and nonmalignant cell line HUVEC (umbilical vein) in vitro were screened. The C-18 imide heterocyclic compounds 1, 2, and C-ring 14-nitro substituted 14 exhibited moderate to good cytotoxic activities and significant selectivity towards malignant cell lines. More importantly, they were significantly less cytotoxic to nonmalignant cells (HUVEC) than the parent compound and positive control doxorubicin hydrochloride (DOX). Meantime the mechanism of cytotoxicity of DA derivatives was studied. Annexin V-FITC/PI double-staining analysis suggested that cytotoxicity of compounds 2 and 14 was associated with early apoptosis induction. The interaction between compounds and DNA (herring sperm DNA) was studied using absorption spectral analysis and ethidium bromide (EB) fluorescence displacement experiments, the results exhibited that the binding of the compound to DNA was in the intercalative mode. The structure-activity relationship discussion implied that introduction of the nitro-group, especially the 14-nitro group, can significantly improve the cytotoxicity of dehydroabietylimide compounds. The relatively high cytotoxicity and significant high selectivity of compounds 2 and 14 indicated that they were particularly noteworthy. NO released amounts indicated that the amounts of NO released by the compounds bearing nitro-group were quite well associated positive correlation with their cytotoxic activity, which provide a new strategy for structure design of DA anticancer agents in the future.

    Corrigendum to “Prenylated indole alkaloids and lignans from the flower buds of Tussilago farfara” [Fitoterapia 146 (2020) 104729] (Fitoterapia (2020) 146, (S0367326X20303117), (10.1016/j.fitote.2020.104729))

    Song X.-Q.Sun J.Yu J.-H.Zhang J.-S....
    1页
    查看更多>>摘要:? 2022 Elsevier B.V.The authors regret that the absolute configuration for compound 5 in Fig. 1 was improperly drawn and should be inverted as shown below. Thus, the absolute configuration description for compound 5 should be corrected to ‘7S,8R,7′S,8′R’.[Formula presented] The authors would like to apologise for any inconvenience caused to the scientific community.

    Meroterpenoids with a large conjugated system from Ganoderma lucidum and their inhibitory activities against renal fibrosis

    Wang Y.-X.Huang L.-S.-X.Peng Y.-L.Lv Q....
    8页
    查看更多>>摘要:? 2022Baoslingzhines A–E (1–5), five new meroterpenoids were isolated from the fruiting bodies of Ganoderma lucidum. The structures including their absolute configurations were characterized by using spectroscopic and computational methods. Compound 1 is a novel trinormeroterpenoid featuring the presence of an unusual dihydronaphthalene representing an unprecedented meroterpenoid skeleton. Compounds 2–4 are mononormeroterpenoids characteristic of a large conjugated system. Among them, racemic 3 and 4 were separated by HPLC on chiral phase. Biological evaluation toward kidney fibrosis found that compounds 2 and (+)-3 could inhibit the expression of fibronectin and collagen I dose dependently in TGF-β1-induced rat kidney proximal tubular cells (NRK-52e). Additionally, (+)-3 could also down regulate ɑ-SMA in a concentration dependent manner. Further investigation showed that 2 could inhibit Smad2 phosphorylation.

    Secondary metabolites of the genus Nigrospora from terrestrial and marine habitats: Chemical diversity and biological activity

    Xu T.Song Z.Hou Y.Liu S....
    22页
    查看更多>>摘要:? 2022 Elsevier B.V.Secondary metabolites produced by the ascomycetes have attracted wide attention from researchers. Their diverse chemical structures and rich biological activities are essential in medicine, food, and agriculture. The monophyletic Nigrospora genus belongs to the Apiosporaceae family and is a rich source of novel and diverse bioactive metabolites. It occurs as a common plant pathogen, endophyte, and saprobe distributed in many ecosystems worldwide. Researchers have focused on discovering new species and secondary metabolites in the past ten years. The host diseases caused by Nigrospora species are also investigated. This review describes 50 references from Web of Science, CNKI, Google Scholar and PubMed related to the secondary metabolites from Nigrospora. Here, a total of 231 compounds isolated from five known species and 21 unidentified species of Nigrospora from January 1991 to June 2022 are summarized. Their structures are attributed to polyketides, terpenoids, steroids, N-containing compounds, and fatty acids. Meanwhile, 77 metabolites exhibited various biological activities like cytotoxic, antifungal, antibacterial, antiviral, antioxidant, anti-inflammatory, antileukemic, antimalarial, phytotoxic, enzyme inhibitory, etc. Notably, this review presents a comprehensive literature survey focusing on the chemistry and bioactivity of secondary metabolites from Nigrospora.