Improved Synthesis of Dbibb as a New Anti-Radiation Agent

• Published in: Chemistry of natural compounds Vol. 54; no. 3; pp. 499 - 501
• Main Authors: Yang, Hong-Peng, Zhang, Shou-Guo, Wang, Gang, Wen, Xiao-Xue, Sun, Yun-Bo, Liu, Shu-Chen, Peng, Tao, Wang, Lin
• Format: Journal Article
• Language: English
• Published: New York Springer US 01.05.2018; Springer Nature; Springer; Springer Nature B.V
• Subjects: Acidification; agonists; Benzoic acid; Chemistry; Chemistry, Medicinal; Chemistry, Organic; Hydrochloric acid; Ionizing radiation; Life Sciences & Biomedicine; Medicine; methodology; Nuclear energy; Nuclear radiation; Organic Chemistry; Pharmacology & Pharmacy; Pharmacy; Physical Sciences; Plant Sciences; Radiation damage; saccharin; Science & Technology; Sodium hydroxide; Synthesis; DBIBB; new method; lysophospholipid acid receptor 2; saccharin; LPA RECEPTOR; MITIGATION; SELECTIVITY; AGONIST
• ISSN: 0009-3130; 1573-8388
• DOI: 10.1007/s10600-018-2388-x

An excellent candidate in the fight against damage caused by nuclear radiation is 2-[4-(1,3-dioxo-1H,3Hbenzoisoquinolin-2-yl)butylsulfamoyl]benzoic acid (DBIBB), a lipid agonist of lysophospholipid acid receptor 2. In this study, a novel method that synthesizes DBIBB was developed. In this method, saccharin was replaced singly by 1,4-dibromobutane, reacted with 1,8-naphthalimide, hydrolyzed by sodium hydroxide, and finally acidified by hydrochloric acid to obtain DBIBB. The new synthesis route was shorter, milder, and simpler than previously reported approaches. The method also produced higher total yield than that of existing ones. Thus, it is applicable to the large-scale synthesis of DBIBB.