Studies on the acetylation and NMR reassignment of indirubin derivatives
Nguyen Manh Cuong1, Bui Huu Tai, Dang Hoang Hoan
1Institute of Chemistry, Vietnam Academy of Science and Technology, Hanoi, Vietnam. nmcuong@ich.vast.ac.vn
Abstract:
The analysis of 1D- and 2D-NMR spectroscopic data confirmed that the amino N-1' protons of indirubin and indirubin-3'-oxime resonate at a higher frequency than N-1 protons. The amino N-1' protons in both indirubin and indirubin-3'-oxime are not favourable for acetylated reaction due to their intramolecular hydrogen bonding with the amide carbonyl group. The new N-1-acetylindirubin-3'-acetoxime has been synthesised using acetic anhydride. The reassignment of the NMR data of indirubin, indirubin-3'-oxime and N-1-acetylindirubin was confirmed with the aid of DEPT, HSQC, HMBC and NOESY methods.
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