Synthesis of Alkaloid Derivatives with Pyrroloindoline Skeleton Substituted on C3α-with Different Types of Arenes

doi:10.7503/cjcu20120919

Abstract

Abstract:

Alkaloids bearing a pyrroloindoline skeleton substitutedon C3α-with different types of arenes form a major class of indole alkaloids which draw attention to synthetic chemists due to their broad range of potent biological activities. The derivatives 3a and 3b were obtained via a silver-promoted Friedel-Crafts reaction. Based on this method, derivatives 3a and 3b were found exhibiting micro-molar level activity against a variety of tumor cell, which are potential drug candidate. In order to study the drug-ability and structure-activity relationships(SARs) of these compounds, a series of natural product-like library analogues(4—17) was synthesized and the SARs of these compounds were studied. The structures of the compounds were confirmed by ¹H NMR, ¹³C NMR and HRMS. The research lays the foundation for pre-clinical studies of these compounds.

Key words: Pyrroloindoline alkaloid, Derivative, Anti-tumor, Structure-activity relationship

CLC Number:

O629.31

TrendMD:

KONG Chen, WANG Yu, WANG Xia, WANG Qiong, SONG Hao. Synthesis of Alkaloid Derivatives with Pyrroloindoline Skeleton Substituted on C3α-with Different Types of Arenes[J]. Chem. J. Chinese Universities, 2013, 34(4): 846.

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