中国科技论文在线

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2010年12月31日

【期刊论文】A Novel Diterpenoid,11-O-β-D-glucopyranosylneo-triptophenolide, from Tripterygium wilfordii Hook. f

陈国荣， Song ZHAO ， Guo Rong CHEN ， Guang Zhong YANG ， Yuan Chao LI *

Chinese Chemical Letters Vol. 13, No. 7, pp 641-644, 2002，-0001，（）：

-1年11月30日

A new diterpenoid was isolated from the ethanolic extract of the dried root bark of Tripterygium wilfordii Hook.f. It is the first example of abietane diterpenoid glycoside isolated from Tripterygium wilfordii Hook.f. Its structure was identified to be 11-O-β-D-glucopyranosylneotriptophenolide based on spectral methods.

Tripterygium wilfordii Hook.， f (， family celastraceae)， ,， abietane diterpenoid,， neotriptophenolide neotriptophenolide,， 11-O-β-D-glucopyranosyl-neotriptophenolide.，

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2010年12月31日

【期刊论文】C-Glycopyranosyl-1,4-benzoquinones and -hydroquinones opening access to C-glycosylated analogs of vitamin E

陈国荣， Jean-Pierre Praly， a， * Li He， b Bing Bing Qin， b Marcelle Tanoha and Guo-Rong Chen b

Tetrahedron Letters 46(2005)7081-7085，-0001，（）：

-1年11月30日

摘要

2-(Per-O-acetyl-b-D-glycopyranosyl)-1,4-dimethoxybenzenes led to C-glycosyl-hydroquinones suitable for preparing C-glycosylated analogs of vitamin E, having the sugar moiety free or acetylated.

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2010年12月31日

【期刊论文】A new synthesis of a-arbutin via Lewis acid catalyzed selective glycosylation of tetra-O-benzyl-a-D-glucopyranosyl trichloroacetimidate with hydroquinone

陈国荣， Zhao-Xia Wang， Xiao-Xin Shi， Guo-Rong Chen， * Zhi-Hua Ren， Lei Luo and Jing Yan

Carbohydrate Research 341(2006)1945-1947，-0001，（）：

-1年11月30日

摘要

a-Arbutin has huge application potentials in the cosmetic industry, as its inhibitory effect on human tyrosinase is stronger than that of its naturally occurring anomer arbutin (4-hydroxyphenyl b-D-glucopyranoside). Enzymatic synthesis was preferred for a-arbutin previously, and now a new chemical synthesis is reported. The reaction of tetra-O-benzyl-a-D-glucopyranosyl richloroacetimidate, as glycosyl donor, with hydroquinone was initiated by catalytic amounts of trimethylsilyl trifluoromethanesulfonate (TMSOTf), resulting in 4-hydroxyphenyl 2,3,4,6-tetra-O-benzyl-a-D-glucopyranoside with high stereoselectivity and yield, and then to a-arbutin quantitatively after deprotection.

a-Arbutin， Trichloracetimidate， Hydroquinone， Glycosylation

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2010年12月31日

【期刊论文】In the Search of Glycogen Phosphorylase Inhibitors: Synthesis of C-D-Glycopyranosylbenzo (hydro) quinones-Inhibition of and Binding to Glycogen Phosphorylase in the Crystal[?]

陈国荣， Li He， [a， b] Yun Zhi Zhang， b] Marcelle Tanoh， [a] Guo-Rong Chen， [b] Jean-Pierre Praly， *[a] Evangelia D. Chrysina， [c] Costas Tiraidis， [c] Magda Kosmopoulou， [c] Demetres D. Leonidas， [c] and Nikos G. Oikonomakos[c]

，-0001，（）：

-1年11月30日

摘要

Penta-O-acetyl-β-D-glycopyranoses and 1,4-dimethoxybenzene led selectively by electrophilic substitution to C-β-Dglycopyranosyl-1,4-dimethoxybenzenes which were converted by simple and efficient reactions (oxidation, reduction and deacetylation) to the corresponding C-glycosylhydroand C-glycosylbenzoquinones, with either an acetylated or deprotected sugar moiety. C-β-D-Glucosylbenzoquinone 19 and C-β-D-Glucosylhydroquinone 23 were found to be competitive inhibitors of rabbit muscle glycogen phosphorylase b (GPb), with respect to the substrate α-D-glucose-1-phosphate, with Ki values of 1.3 and 0.9 mM, respectively, whereas C-β-D-glucosylhydroquinone 17 was not effective up to a concentration of 8 mM. In order to elucidate the structural basis of inhibition, we determined the crystal structures of 19 and 23 in complex with GPb at a 2.03-2.05 ? resolution. The complex structures reveal that the inhibitors can be accommodated at the catalytic site at approximately the same position as α-D-glucose and stabilise the transition state conformation of the 280s loop by making several favourable contacts to Asp283 and Asn284 of this loop.

C-Glycosides， Aromatic substitution， Inhibitors， X-ray diffraction， Glycogen phosphorylase

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2010年12月31日

【期刊论文】黄酮糖苷Parkinsonin B 的全合成

陈国荣，王朝霞，任志华，闫静，徐信，施小新，陈国荣*

有机化学，2006，26（9）：1254～1258，-0001，（）：

-1年11月30日

摘要

天然黄酮碳糖苷化合物特有的稳定性和显著的生物活性，使其化学合成成为当今糖化学领域的研究热点之一。本工作立体专一性地全合成了天然黄酮碳苷Parkinsonin B。通过控制物质的量比，首先高选择性合成了2-羟基-4，6-二甲氧基苯乙酮（3），并与糖给体O-（2,3,4,6-四-O-苄基-α-D-葡萄糖基）三氯乙酰亚胺酯（7）发生立体专一性糖基化反应得到碳糖苷化合物8，化合物8经查耳酮路线进而合成黄酮碳苷Parkinsonin B（1）。经IR，MS，1H NMR及元素分析证实了产物及中间体的结构，同时讨论了全合成反应的主要影响因素，并对其1H NMR解析进行了探讨。

2-羟基-4,， 6-二甲氧基苯乙酮， O-(， 2,， 3,， 4,， 6-四-O-苄基-α-D-葡萄糖基)，三氯乙酰亚胺酯，糖基化，黄酮碳苷，合成

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