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A novel steroid, 1alpha,3beta,5beta-trihydroxy-24-methylenecholestan-6-one (gibberoketosterol) (1), along with four known steroids, was isolated from the lipophilic extracts of a Taiwanese soft coral Sinularia gibberosa. The structure of the new metabolite was determined on the basis of extensive spectral analyses and chemical reaction. The relative stereochemistry of gibberoketosterol was established by the NOESY experiments and analysis of the pyridine-induced deshielding effect of the axial hydroxy groups. Gibberoketosterol is the first example of 1alpha,3beta,5beta-trihydroxy-6-oxosteroids isolated from natural sources and was found to exhibit a moderate cytotoxicity against the growth of Hepa59T/VGH cancer cells. 相似文献
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Ya-Ning Shi Le-Ping Liu Chang-Feng Deng Tan-Jun Zhao Zhe Shi Jian-Ye Yan Yong-Zhen Gong Duan-Fang Liao Li Qin 《International journal of biological sciences》2021,17(10):2561
Neointimal hyperplasia caused by the excessive proliferation of vascular smooth muscle cells (VSMCs) is the pathological basis of restenosis. However, there are few effective strategies to prevent restenosis. Celastrol, a pentacyclic triterpene, has been recently documented to be beneficial to certain cardiovascular diseases. Based on its significant effect on autophagy, we proposed that celastrol could attenuate restenosis through enhancing autophagy of VSMCs. In the present study, we found that celastrol effectively inhibited the intimal hyperplasia and hyperproliferation of VSMCs by inducing autophagy. It was revealed that autophagy promoted by celastrol could induce the lysosomal degradation of c-MYC, which might be a possible mechanism contributing to the reduction of VSMCs proliferation. The Wnt5a/PKC/mTOR signaling pathway was found to be an underlying mechanism for celastrol to induce autophagy and inhibit the VSMCs proliferation. These observations indicate that celastrol may be a novel drug with a great potential to prevent restenosis. 相似文献
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Shi-Yie Cheng Cheng-Ta Chuang Zhi-Hong Wen Shang-Kwei Wang Shu-Fen Chiou Chi-Hsin Hsu Chang-Feng Dai Chang-Yih Duh 《Bioorganic & medicinal chemistry》2010,18(10):3379-3386
Chemical investigations of the soft coral Sinularia gyrosa resulted in the isolation of six new norcembranolides, gyrosanolides A–F (1–6), a new norcembrane, gyrosanin A (7), and 11 known norditerpenoids 8–18. The structures of the isolated compounds were elucidated through extensive spectroscopic data and by comparison with reported data in the literature. Compounds 1–3, 7–9, 12, and 13 at concentration of 10 μM did not inhibit the COX-2 protein expression, but significantly reduced the levels of the iNOS protein (55.2 ± 14.6%, 18.6 ± 6.7%, 10.6 ± 4.6%, 66.9 ± 5.2%, 10.2 ± 5.1%, 17.4 ± 7.2%, 47.2 ± 11.9%, and 56.3 ± 5.1%, respectively) by LPS stimulation. Compound 8 showed significant antiviral activity against HCMV (human cytomegalovirus) cells with an IC50 of 1.9 μg/mL. 相似文献
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Shi-Yie Cheng Zhi-Hong Wen Shang-Kwei Wang Shu-Fen Chiou Chi-Hsin Hsu Chang-Feng Dai Chang-Yih Duh 《Bioorganic & medicinal chemistry》2009,17(11):3763-3769
Chemical investigation of the soft coral Lobophytum durum resulted in the isolation of seven new cembranolides, durumolides F–L (1–7), as well as one previously characterized cembranolides, sinularolide D (8). The molecular structures of these isolated metabolites were determined mainly through NMR techniques and HRESIMS analysis. Moreover, the absolute configurations of 1 and 5 were established by application of modified Mosher’s method. The antibacterial activities, anti-inflammatory effects, and anti-HCMV (Human cytomegalovirus) endonuclease activity of metabolites 1–8 were also evaluated in vitro. Anti-inflammatory activity of metabolites 1 and 6 (10 μM) significantly reduced the levels of the iNOS protein to 0.8 ± 0.6% and 5.7 ± 2.2%, respectively, and COX-2 protein to 47.8 ± 9.0% and 71.6 ± 5.8%, respectively. Metabolites 1–8 (100 μg/disk) exhibited weak antibacterial activity against Salmonella enteritidis. 相似文献
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