Concise Syntheses of 1,3-Dihydroxylxanthones and Their Clearance Effections against Nitrite

doi:10.6023/cjoc201310010

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (3): 515-521.DOI: 10.6023/cjoc201310010 Previous Articles Next Articles

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1,3-二羟基呫吨酮类化合物的简洁合成及清除亚硝酸根作用研究

毛双双^a, 郑欢欢^a, 罗翠婷^a, 陈河如^a,b,c

a 暨南大学药学院中药及天然药物研究所广州 510632;
b 中国科学院上海药物研究所新药研究国家重点实验室上海 201203;
c 广东省中药药效物质基础及创新药物研究重点实验室广州 510632

收稿日期:2013-10-11 修回日期:2013-11-10 发布日期:2013-11-21
通讯作者: 陈河如 E-mail:thrchen@jnu.edu.cn
基金资助:
国家自然科学基金（No. 81172982）；广东省科技计划社会发展重点（No. 2010A030100006）；新药研究国家重点实验室开放基金（No. SIMM1302KF-12）资助项目.

Concise Syntheses of 1,3-Dihydroxylxanthones and Their Clearance Effections against Nitrite

Mao Shuangshuang^a, Zheng Huanhuan^a, Luo Cuiting^a, Chen Heru^a,b,c

a Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632;
b State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203;
c Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632

Received:2013-10-11 Revised:2013-11-10 Published:2013-11-21
Supported by:
Project supported by the National Natural Science Foundation of China (No. 81172982), the Guangdong Provincial Project of Science and Technology (No. 2010A030100006) and the State Key Laboratory of Drug Research (No. SIMM1302KF-12).

Twelve 1,3-dihydroxylxanthones (3a～3l) were synthesized under the catalysis of Eaton's reagent applying phloroglucinol and substituted salicylic acids as starting materials. The yields were from 63% to 87%. The reaction mechanism and their structure-reaction activity relationship have been discussed. The clearance effections of all the prepared xanthones against nitrite have been investigated by UV spectrophotometry. It is disclosed that all the tested xanthones have obvious clearance effections against nitrite at the conditions of pH 3, room temperature, and 30 min treatment. 3b and 3f are identified as the most active compounds with clearance rate up to 34.0%. The clearance mechanism of xanthones against nitrite and their structure-activity relationships were also included here.

Key words: xanthones, organic synthesis, nitrite, cancer prevention, Eaton’s reagent

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Mao Shuangshuang, Zheng Huanhuan, Luo Cuiting, Chen Heru. Concise Syntheses of 1,3-Dihydroxylxanthones and Their Clearance Effections against Nitrite[J]. Chin. J. Org. Chem., 2014, 34(3): 515-521.

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1,3-二羟基呫吨酮类化合物的简洁合成及清除亚硝酸根作用研究

Concise Syntheses of 1,3-Dihydroxylxanthones and Their Clearance Effections against Nitrite

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