Study On The Non-alkali Constituents From Cinchona And Chemical Modification Of Flavones

In this paper, our main work is to research the chemical compositions of non-alkali from the Cinchona. The non-alkali was isolated by chromatography on silicagel, HPLC and LH-20. From the roots and barks of the Cinchona, we utilize the basis of spectral date, twelve compounds were identified. The structure types of these compounds include anthraquinone、lignanoid、steroid、aromatic compounds and so on.The Cinchona also has other names. It is large evergreen tree and reach up to30meters. The raw produce of Cinchona is south America and the bark is auburn.Other places, such as Yunnan,Guangxi in China, are also cultivated.Cinchona belong to Cinchona genus. Alkaloids in its roots and bark has been extracted a medicine. Such as quinine, it is use for antimalarial and antipyretic. The main compounds in non-alkali are anthraquinones and flavonoids, and also has terpenes. Anthraquinones in Cinchona is considered to be representative types of Rubiaceae.In this paper, we use90%methnaol for extracting16kg roots and barks of Cinchona three times. And then adjust the PH=2-3, we obtain800g filter residue parts at last. This parts belong to the non-alkali from the Cinchona. These thirteen compounds were pinoresinol (1), β-sitostero (2), daucosterol (3),2-hydroxy-1,3,4-trimethoxy anthraquinone (4),5-hydroxy-1,2,3,4-tetra-methoxy anthraquinone (5),1,4-dimethoxy-2,3-methylene-dioxy anthraquinone (6),1,2,5,6-tetramethoxy anthraquinone (7),2,4-dihydroxy-4-methoxy acetophenone (8),2,4-dihydroxy-1,5-phenethyleste (9),1,8-dimethoxy-2,3-methylene-dioxyanth-rapuinon (10),(2Z,4E,6Z,8E)-2,4,6,-8-octa-tetraenedioate (11),1,5,7-trihydroxy-2,3,4-trime-thoxy-6-methyl anthraquinone (12).(1)、(2)、(4)、(9) were reported from this plant for the first time.Baicalein, naringenin, quercetin have high biological activity. In this paper, we use many flavonoids to make further chemical structure modification, and we utilize their derivatives for studying biological activities.The C-8in A-ring has strong electrophilic, so it was very lively and has strong acidity. When the ratio of substrte, primary amine and HCHO was1:1:1, we obtain the Mannich base derivatives. When the ratio of substrte, primary amine and HCHO was1:1:2, under certain conditions, Mannich base derivatives will have further reactions. We obtain many new six-ring dihydyo-benzoxazine compounds. Compared to flavonoids, these dihydyo-benzoxazine compounds is easily oxidized in the water, although the reaction is moderate, high yield, but the purification process is difficult.With the experiment,6-hydroxy in A-ring not only has vital role to determine whether obtain the six-ring dihydyo-benzoxazine compounds, but also affect the stability of these compounds. We use these dihydyo-benzoxazine compounds for biological activity determination, to seek higher biological activity compounds.