An efficient synthesis of 8-substituted Odoratine derivatives by the Suzuki coupling reaction

被引:6
作者
Kumar, P. Ravi [1 ,2 ]
Balakrishna, C. [1 ]
Murali, B. [1 ]
Gudipati, Ramakrishna [1 ]
Hota, Prasanta K. [3 ]
Chaudhary, Avinash B. [1 ]
Shree, A. Jaya [2 ]
Yennam, Satyanarayana [1 ]
Behera, Manoranjan [1 ]
机构
[1] GVK Biosci Pvt Ltd, Dept Med Chem, IDA, Plot 125 Part & 126, Hyderabad 500076, Telangana, India
[2] JNT Univ, Ctr Chem Sci & Technol, Inst Sci & Technol, IDA, Plot 125 Part & 126, Hyderabad 500085, Telangana, India
[3] HNBG Univ, Sch Sci, Dept Chem, Srinagar 246174, Uttarakhand, India
关键词
Odoratine; suzuki coupling; isoflavones; fries rearrangement; bromination; TYROSINE-PHOSPHATASE; 1B; POTENT ANTITUMOR ISOFLAVONE; MILLETTIA-GRIFFONIANA; FORMYLCHROMONE DERIVATIVES; OXIDATIVE REARRANGEMENT; DIPTERYX-ODORATA; GLAZIOVIANIN-A; INHIBITORS; FLAVANONES; CELLS;
D O I
10.1007/s12039-016-1042-z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient method for the preparation of 8-substituted odoratine [(3-(3', 4'-methylenedioxyphenyl)5,6,7-trimethoxyisoflavone] derivatives, structurally similar to glaziovianin A, a known cytotoxic substance, has been described. The key steps in the synthesis are site selective bromination reaction followed by Suzuki coupling reaction in very good yield. The structural assignment of the bromo derivative was determined utilizing 2D-HMBC and NOEs NMR techniques.
引用
收藏
页码:441 / 450
页数:10
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