3-Deoxy-3-（p-fluorine-phenylamino）-1,2-O-isopropylidene-α-D-ribofuranose 3 was synthesized and characterized by IR, NMR and H R M S, and its crystal structure was detertnined by X-ray diffraction analysis. Crystal data for 3： monoclinic, space group P21, a=7.0403（14）, b = 6.7780（4）, c = 14.932（3） A, β= 94.74（3）°, C14H18FNO4, Mr = 283.29, V= 710.1（2） A^3, Z = 2, Dc = 1.325 g/cm^3, μ = 0.105 mm^-1, F（000） = 300, the final R = 0.0468 and wR = 0.0926 for 1969 observed reflections （I 〉 2σ（I））. Two intermolecular hydrogen bonds are observed. The absolute configuration of this molecule was confirmed by comparison with that of the original material.
The title compound 3 was synthesized and characterized by IR, NMR and HRMS, and its crystal structure was determined by X-ray diffraction analysis. The crystal is of monoclinic system （CI6H23NOTS, Mr = 373.41）, space group P21, with a = 12.000（2）, b = 5.5970（11）, c = 13.689（3） A. β= 93.25（3）°, V= 917.9（3） A^3, Z= 2, Dc = 1.351 g/cm^3, F（000） = 396, μ = 0.213 mm^-1, the final R = 0.0489 and ωR = 0.0777 for observed reflections （I 〉 2σ（I））. Three intramolecular and three intermolecular hydrogen bonds were found. The absolute configuration of this molecule was confirmed by comparing with the original material.
1,2-O-Isopropylidene-5-O-p-toluenesulfonyl-α-D-erythro-pentofuranos-3-ulose 1 was treated with thiourea and aminothiourea to give a D-ribose derivative 2 bearing a 2-amino 1,3-thiazine ring and a thiosemicarbazone derivative 5, respectively. 2 was acylated with Ac20 and propandioic acid to afford two acylation derivatives 3 and 4, respectively. Reduction of 5 with NaBH4 in methanol produced a hydrothiosemicarbazone derivative 6. The absolute configuration of 2 was confirmed by X-ray crystallographic analysis. The structures of all products were elucidated by IR, NMR and HRMS spectra.
＜正＞It was reported that steroidal lactones possess useful biological activities such as anticancer, antibacter...
LI, He-Ping SHAN, Li-Hong HUANG, Li-Hua LIU, Hong-Min (New Drug Research and Development Center, Department of Chemistry, Zhengzhou University, Zhengzhou 450052)
＜正＞Andrographolide （1） is one of the major labdane diterpenoidal constituents of Andrographis panicutate （Burm...
XU,Hai-Wei LIU, Su WANG, Tun-Feng LIU, Hong-Min (New Drug Research & Development Center, Department of Chemistry, Zhengzhou University, Zhengzhou 450052)
Some glucosidase inhibitors show antitumor metastasis and anti-HIV activities and are also clinically useful for the treatment of diabetes,besides andrographolide derivative have been proven to be potent an α-glucosidase inhibitor.In order to investigate the double effect of glucosidase inhibition activity,a new diterpene lactone derivative 2 was synthesized via reduction of compound 1 which was one of the constitutions of Andrographis Pamicutate(Brum) Nees.The structure of compound 2 was confirmed with X-ray diffraction analysis,NMR,IR,HR-MS and so on.Compound 2 shows a selective α-glucosidase inhibitory activity with inhibition of 49.6% at 100 μmol/L,and the mother 1 has no inhibition activity(100 μmol/L).The results indicate that the double bond can affect the α-glucosidase inhibition activity of andrographolide.
