In this paper, two new compounds, ent-16α-hydroxy-15β-hydroxymethylbeyeran-19-oic acid 4 and its ethyl ester 5 were synthesized in good yield with a facile method that has never been reported. The mechanism of this reaction was discussed and the mono-hydroxymethylation of carbonyl compound with two α-hydrogens via Tollens＇ reaction was firstly achieved. Compounds 2-5 were tested for activity of inhibition against glycosidases, among which 5 displays good inhibition of β-glucosidase and α-mannase, respectively.
Jing Chao TAO Guo Qiang TIAN Yan Bing ZHANG Yu Qin FU Gui Fu DAI Ya WU
Isosteviol deravative with formyl group and vinyl moiety 1,an useful and easily available bioactive compound o...
An,Yajie Wu,Ya Liu,Congjun Yang,Jinghua Tao,Jingchao~* (Department of Chemistry,New Drug Research & Development center,Zhengzhou University,Zhengzhou 450052)
The title compound （2S,2＇S,4＇R）-2-（1-hydroxy-1-ethylpropyl）-1-[（1＇-p-tosyl-4＇- hydroxypyrolidin-2＇-yl）methyl]pyrrolidine synthesized by using （2S,4R）-4-hydroxy-L-proline and L-proline as the main materials was characterized through IR, ^1H NMR, ^13C NMR and HRMS spectra as well as single-crystal X-ray diffraction analysis. There is one equivalent ethanol involved in the crystal （C23H40N2O5S, Mr = 456.63）. The crystal belongs to the triclinic system, space group P1, a = 6.5628（13）, b = 8.4228（17）, c = 11.957（2）°A, α= 80.54（3）,β= 83.19（3）, γ= 89.89（3）°, V= 647.3（2） °A^3, Z = 1, D, = 1.171 g/cm^3, λ（MoKα） = 0.71073°A,β = 0.158 mm^-1, F（000） = 248, the final R = 0.0465 and wR = 0.1336 for 1769 observed reflections with I〉 2σ（I）. The adjacent molecules of compound 5 are linked through intermolecular hydrogen bonds formed by the secondary hydroxy group of one molecule with the tertiary hydroxy group of another one, and the molecular chains are further linked by ethanol through two kinds of hydrogen bonds with two molecules from different chains respectively to form a supramolecular structure.
FU Yu-Qin DING Li-Na ZHANG Sheng-Hong TAO Jing-Chao ZHU Yu
A large amount of interests have been raised in pyrazole derivatives that exhibit wide applications in the fie...
Liu,Congjun Wu,Ya Xu,Hao Lan,Yubao Zhao,Hua Tao,Jingchao~* (Department of Chemistry,New Drug Research & Development center,Zhengzhou University,Zhengzhou 450052)
