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Discovery, semisynthesis, biological activities, and metabolism of ocotillol-type saponins
Liu, Juan,Xu, Yangrong,Yang, Jingjing,Wang, Wenzhi,Zhang, Jianqiang,Zhang, Renmei,Meng, Qingguo The Korean Society of Ginseng 2017 Journal of Ginseng Research Vol.41 No.3
Ocotillol-type saponins are one kind of tetracyclic triterpenoids, sharing a tetrahydrofuran ring. Natural ocotillol-type saponins have been discovered in Panax quinquefolius L., Panax japonicus, Hana mina, and Vietnamese ginseng. In recent years, the semisynthesis of 20(S/R)-ocotillol-type saponins has been reported. The biological activities of ocotillol-type saponins include neuroprotective effect, antimyocardial ischemia, antiinflammatory, antibacterial, and antitumor activities. Owing to their chemical structure, pharmacological actions, and the stereoselective activity on antimyocardial ischemia, ocotillol-type saponins are subjected to extensive consideration. In this review, we sum up the discovery, semisynthesis, biological activities, and metabolism of ocotillol-type saponins.
Discovery, semisynthesis, biological activities, and metabolism of ocotillol-type saponins
Juan Liu,Yangrong Xu,Jingjing Yang,Wenzhi Wang,Jianqiang Zhang,Renmei Zhang,Qingguo Meng 고려인삼학회 2017 Journal of Ginseng Research Vol.41 No.3
Ocotillol-type saponins are one kind of tetracyclic triterpenoids, sharing a tetrahydrofuran ring. Natural ocotillol-type saponins have been discovered in Panax quinquefolius L., Panax japonicus, Hana mina, and Vietnamese ginseng. In recent years, the semisynthesis of 20(S/R)-ocotillol-type saponins has been reported. The biological activities of ocotillol-type saponins include neuroprotective effect, antimyocardial ischemia, antiinflammatory, antibacterial, and antitumor activities. Owing to their chemical structure, pharmacological actions, and the stereoselective activity on antimyocardial ischemia, ocotillol-type saponins are subjected to extensive consideration. In this review, we sum up the discovery, semisynthesis, biological activities, and metabolism of ocotillol-type saponins.
Advances in the chemistry, pharmacological diversity, and metabolism of 20(R)-ginseng saponins
Chaoming Wang,Juan Liu,Jianqiang Deng,Jiazhen Wang,Weizhao Weng,Hongxia Chu,Qingguo Meng 고려인삼학회 2020 Journal of Ginseng Research Vol.44 No.1
Ginseng has been used as a popular herbal medicine in East Asia for at least two millennia. However,20(R)-ginseng saponins, one class of important rare ginsenosides, are rare in natural products. 20(R)-ginseng saponins are generally prepared by chemical epimerization and microbial transformation from20(S)-isomers. The C20 configuration of 20(R)-ginseng saponins are usually determined by 13C NMR andX-ray single-crystal diffraction. 20(R)-ginseng saponins have antitumor, antioxidative, antifatigue, neuroprotective,and osteoclastogenesis inhibitory effects, among others. Owing to the chemical structureand pharmacological and stereoselective properties, 20(R)-ginseng saponins have attracted a great dealof attention in recent years. In this study, the discovery, identification, chemical epimerization, microbialtransformation, pharmacological activities, and metabolism of 20(R)-ginseng saponins are summarized.
Advances in the chemistry, pharmacological diversity, and metabolism of 20(R)-ginseng saponins
Wang, Chaoming,Liu, Juan,Deng, Jianqiang,Wang, Jiazhen,Weng, Weizhao,Chu, Hongxia,Meng, Qingguo The Korean Society of Ginseng 2020 Journal of Ginseng Research Vol.44 No.1
Ginseng has been used as a popular herbal medicine in East Asia for at least two millennia. However, 20(R)-ginseng saponins, one class of important rare ginsenosides, are rare in natural products. 20(R)-ginseng saponins are generally prepared by chemical epimerization and microbial transformation from 20(S)-isomers. The C20 configuration of 20(R)-ginseng saponins are usually determined by <sup>13</sup>C NMR and X-ray single-crystal diffraction. 20(R)-ginseng saponins have antitumor, antioxidative, antifatigue, neuroprotective, and osteoclastogenesis inhibitory effects, among others. Owing to the chemical structure and pharmacological and stereoselective properties, 20(R)-ginseng saponins have attracted a great deal of attention in recent years. In this study, the discovery, identification, chemical epimerization, microbial transformation, pharmacological activities, and metabolism of 20(R)-ginseng saponins are summarized.
Jun Liao,Fan Yang,Lei Zhang,Xiaoyun Chai,Qing-Jie Zhao,Shichong Yu,Yan Zou,Qingguo Meng,Qiuye Wu 대한약학회 2015 Archives of Pharmacal Research Vol.38 No.4
A novel series of fluconazole based mimicsincorporating 1,3,4-oxadiazole moiety were designed andsynthesized. All the title compounds were characterized by1H-NMR, 13C-NMR, and Q-TOF-MS. Preliminary resultsrevealed that most of analogues exhibited significant antifungalactivity against seven pathogenic fungi. Compounds9g and 9k (MIC80 B 0.125 lg/mL, respectively) werefound more potent than the positive controls itraconazoleand fluconazole as broad-spectrum antifungal agents. Theobserved docking results showed that the 1,3,4-oxadiazolemoiety enhanced the affinity binding to the cytochromeP450 14a-demethylase (CYP51).
Shichong Yu,Nan Wang,Xiaoyun Chai,Baogang Wang,Hong Cui,Qing-Jie Zhao,Yan Zou,Qingyan Sun,Qingguo Meng,Qiuye Wu 대한약학회 2013 Archives of Pharmacal Research Vol.36 No.10
A series of fluconazole analogues containing1,2,3-triazole fragment have been designed and synthesizedon the basis of the active site of the cytochrome P45014a-demethylase (CYP51). Their structures were characterizedby 1H NMR, 13C NMR and LC–MS. The MIC80values indicate that the target compounds 1a–r showedhigher activities against nearly all the fungi tested to someextent except against Aspergillus fumigatus. Compounds1c, e, f, l and p showed 128 times higher activity (with theMIC80 value of 0.0039 mg/mL) than that of fluconazoleagainst Candida albicans and also showed higher activitythan that of the other positive controls.