Mechanistic Study of the Spiroindolones: A New Class of Antimalarials

Molecules

Bin Zou¹  Peiling Yap¹  Louis-Sebastian Sonntag¹  Seh Yong Leong¹  Bryan K. S. Yeung¹ 

[1] ¹Novartis Institute for Tropical Diseases, 10 Biopolis Road, #05-01 Chromos, Singapore ²Experimental Therapeutics Centre, 31 Biopolis Drive, #03-01 Nanos, Singapore

关键词: malaria;    spiroindolones;    NITD609;    Pictet-Spengler reaction;    mechanism;   

DOI  :  10.3390/molecules170910131

来源: mdpi

【 摘 要 】

During the synthesis of the new antimalarial drug candidate NITD609, a high degree of diastereoselectivity was observed in the Pictet-Spengler reaction. By isolating both the 4E and 4Z imine intermediates, a systematic mechanistic study of the reaction under both kinetic and thermodynamic conditions was conducted. This study provides insight into the source of the diastereoselectivity for this important class of compounds.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.