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.
It was reported that steroidal lactones possess useful biological activities such as anticancer, antibacterial...
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)
Andrographolide (1) is one of the major labdane diterpenoidal constituents of Andrographis panicutate (Burm) N...
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.
