Bedaquiline is one of two important new drugs for the treatment of drug-resistant tuberculosis (TB). It is marketed in the US as its fumarate salt, but only a few salts of bedaquiline have been structurally described so far. We present here five crystal structures of bedaquilinium maleate. Dale K. Purcell, Ph.D. of Chemical Microscopy LLC performed the spectroscopic analyses as reported.
The Bill and Melinda Gates Foundation (grant No. INV-017799 to SRB) is thanked for funding. This material is based upon work supported by the National Science Foundation through the Major Research Instrumentation Program under grant No. CHE 1625543 (funding for the single-crystal X-ray diffractometer).
In last year’s article, Crystal structures of salts of bedaquiline, we discussed the crystalline structure of three salts of bedaquiline.
Details of the Study
This study revealed that bedaquiline and its salts have a very rich and diverse structural chemistry. Depending on the nature of the anion (fumarate, benzoate or none for free base bedaquiline), different molecular conformations and structural motifs are observed. Similar to the other three bedaquilinum salts reported thus far, the maleate salt features a singly protonated bedaquilinium cation with a 1:1 anion-to-cation ratio.
This study was recently published in Acta Crystallographica Section E: Crystallographic Communications, Volume 77, Part 4, pages 433-445. We will gladly send you a copy of this paper. Simply fill out the form below. You will be subscribed to our email list. You may unsubscribe at any time.