Decorated macrocycles via ring-closing double-reductive amination. identification of an apoptosis inducer of leukemic cells that at least partially antagonizes a 5-HT2 receptor

Jian Zhou; Mairead Reidy; Ciaran O'Reilly; Dilip V Jarikote; Arvind Negi; Afshin Samali; Eva Szegezdi; Paul V Murphy

doi:10.1021/acs.orglett.5b00404

Decorated macrocycles via ring-closing double-reductive amination. identification of an apoptosis inducer of leukemic cells that at least partially antagonizes a 5-HT2 receptor

Org Lett. 2015 Apr 3;17(7):1672-5. doi: 10.1021/acs.orglett.5b00404. Epub 2015 Mar 16.

Authors

Jian Zhou¹, Mairead Reidy¹, Ciaran O'Reilly¹, Dilip V Jarikote¹, Arvind Negi¹, Afshin Samali¹, Eva Szegezdi¹, Paul V Murphy¹

Affiliation

¹ †School of Chemistry and ‡School of Natural Sciences, National University of Ireland, Galway, Ireland.

PMID: 25774456
DOI: 10.1021/acs.orglett.5b00404

Abstract

A build-couple-pair strategy, including double-reductive amination macrocyclization, has been used to generate decorated macrocycles (eannaphanes) with an embedded triazole and monosaccharide. Biological screening led to the identification of an inducer of apoptosis in leukemic cells, which acts at least partially as a 5-HT2 antagonist.