Design and synthesis of novel N,N′-glycoside derivatives of 3,3′-diindolylmethanes as potential antiproliferative agents

Deepak K. Sharma, Bilal Rah, Mallikharjuna R. Lambu, Altaf Hussain, Syed K. Yousuf, Anil K. Tripathi, Baldev Singh, Gayatri Jamwal, Zabeer Ahmed, Nayan Chanauria, Amit Nargotra, Anindya Goswami, Debaraj Mukherjee
  • MedChemComm, January 2012, Royal Society of Chemistry
  • DOI: 10.1039/c2md20098h

N,N'-glycoside derivative of Bisindolylmethane for anticancer activity

What is it about?

In this communication we design and synthesized N,N' glycoside derivatives of Bisindolylmethaes (BIM's). Here we deveolped a method for glycosylation of both indoles of BIM with two identical sugars which is different from naturally occuring BIM having single sugar component attached with one indole or both indoles like in Rebeccamycin and staurosporin respectively. We also observed that glycosylated BIM are move active than its aglycon portion.

Why is it important?

In naturally occuring indole glycoside, bisindolylmethane with monosaccharide component plays a major role in biological activity. In most of the natural product (rebeccamycin and staurosporin) sugar component is attached to one or both indoles of an bisindolylmethane moiety. Here we design and synthesised bisindolylmethane using two identical sugar components with both nitrogens of a bisindolylalkane moiety.

The following have contributed to this page: Debaraj Mukherjee