The Preparation And Properties Of Biologically Active Organic Compounds Cocrystal

Bioactive organic compounds play an important role in organisms, it has been widely applied in various fields,especially in the drug applications. A plenty of studies suggest that it is a good method to improve the drug properties by co-crystal. The formation of drug co-crystal can significantly change the stability of the active ingredient and bioavailability. The research of the drugs co-crystal also involves many fields. Therefore the research on bioactive organic matter in co-crystal has extensive significance.In this thesis, we mainly choose the base pairs of bioactive organic mattes to prepare the co-crystal. It is well known that base pairs are the composition of DNA, and everyone knows the principle of base pairing. But there is very few reports about co-crystal of base pairs and other molecules in the reality. This is because that the base pairs is hard to dissolve in most organic solvents. Therefore we choose the liquid-assistant grinding method to prepare the co-crystal of base pairs and coumarin-3-carboxylic. The main results are summarized as following:we obtained the co-crystal of adenine or cytosine and coumarin-3-carboxylic by solvent-assistant grinding, and we got the cocrystal of cytosine and coumarin-3-carboxylic by water and acetonitrile-assistant grinding. We studied the cocrystals by using analytical techniques,for example PXRD、DSC、TGA、IR and Raman etc. We also got the cytosine monohydrate by solution method, and studied composition of monohydrate by DSC and TGA techniques.In addition, in this paper the cocrystals of pyrazoline derivatives were prepared by solvent method and grinding method. The host molecules are 1-(5-(anthracen-9-yl)-3-(4-phen-yl)-4,5-dihydropyrazol-1-yl)ethanone and 1-(5-(anthracen-9-yl)-3-(4-naphth-yl)-4,5-dihydropyrazol-1-yl)ethanone, and the guest molecule is 7,7,8,8-tetracyanoquinodimethane (TCNQ). The main results are summarized as following:(1) The two-component cocrystal of APAP and TCNQ is obtained by solvent method, and the cocrystal is green and needle-like. The three-component cocrystal of APAP or ANPE and TCNQ and p-xylene are also got by solvent method. Through the analysis of single crystal X-ray technology we know that the component of three-component cocrystal is APAP or ANPE:TCNQ:p-xylene=2:1:2. (2) The two-component cocrystal of APAP and TCNQ is also obtained by grinding method. We use the Toluene, chlorobenzene, m-xylene, o-xylene, p-xylene and p-chlorotoluene as the liquid assistant grinding. We got the distinctive cocrystals when the raw material ratio and the assistant solvent are different. We obtained the two-component cocrystal and the three-component cocrystal with p-xylene When the ratio of APAP and TCNQ is one to one. Identically, We got the two-component cocrystal and the three-component cocrystal with p-xylene and p-chlorotoluene When the ratio of APAP and TCNQ is two to one. (3) The two-component cocrystal of APAP and TCNQ from solvent method were immersed in p-xylene or p-xylene and o-xylene or p-xylene and m-xylene, we will see the two-component cocrystal can selectivity separate the p-xylene.