Synthesis and Activities of 1,3-Dihydroxy-9,10-anthraquinone Derivatives.

• Main Authors: CHI-HUNG TENG, 鄧志煌
• Other Authors: Chun-Nan Lin
• Format: Others
• Language: zh-TW
• Published: 2002
• Online Access: http://ndltd.ncl.edu.tw/handle/16449323228849501668

碩士 === 高雄醫學大學 === 藥學研究所 === 90 === Apoptosis causes cell died for a mechanism of the balance of the human tissue growth, and compound that has the activity of the apoptosis may be developed as more specific anticancer agent. In some plants, natural anthraquinone isolated from plants and some synthetic 1,3- dihydroxyanthraquinones showed cytotoxicity due to apotosis. For a continual study on the cytotoxicities and antiplatelet effects of 1,3- dihydroxyanthraquinone derivates, we further synthesized 12 anthraquinone derivatives. 1,3-dihydroxy-4-prenyl-9,10-anthraquinone (5)、3,4-(2,2-dimethylpyrano)-1-hydroxy-9,10-anthraquinone (6)、1-hydroxy-3-prenyloxy-9,10-anthraquinone (7)、3-allyloxy-1-hydroxy- 9,10-anthraquinone (8)、1,3-diallyloxy-9,10-anthraquinone (9)、3-(but-2- enyloxy)-1-hydroxy-9,10-anthraquinone (10)、1,3-bis(but-2-enyloxy)- 9,10-anthraquinone (11)、1-hydroxy-3- acetoxy-9,10-anthraquinone (12)、1-hydroxy-3-propoxy-9,10-anthraquinone (13)、1-hydroxy-3- [3-(isopropylamino)-propoxy]-9,10-anthraquinone (15)、1-hydroxy-3- [3-(tert-butylamino)-propoxy]-9,10-anthraquinone (16) and 1-hydroxy- 3-[3-(n-butylamino)-propoxy]-9,10-anthraquinone (17). Compound 5 showed potent cytoxic effect against several human cancer cell line. 1,3-Dihydroxyanthraquinone with 3-aminopropoxyl side chain showed potent antiplatelet effects.