Artemisinin–acetylenedicarboxylic acid cocrystal: screening, structure determination, and physicochemical property characterisation. Issue 5 (13th January 2022)

• Record Type: Journal Article
• Authors: Makadia, Jay; Madu, Shadrack J.; Arroo, Randolph; Seaton, Colin C.; Li, Mingzhong
• Is Part Of: CrystEngComm. Volume 24:Issue 5(2022)
• Page Start: 1056
• Page End: 1067
• Publication Date: 2022-01-13
• Subjects: Crystals -- Periodicals; Crystal growth -- Periodicals; Crystallography -- Periodicals; Cristaux -- Périodiques; Cristaux -- Croissance -- Périodiques; Cristallographie -- Périodiques; 548
• DOI: 10.1039/d1ce01400e
• Languages: English
• ISSNs: 1466-8033

Abstract

Abstract : Artemisinin is used to treat multi-drug resistant strains of malaria and is also in the early stages of development as an anti-cancer drug. Abstract : Artemisinin is used to treat multi-drug resistant strains of malaria and is also in the early stages of development as an anti-cancer drug. However, the usage of artemisinin is limited due to its low aqueous solubility. Herein a large scale cocrystal screening of artemisinin was conducted using both computational and experimental approaches, leading to a new 2 : 1 artemisinin and acetylenedicarboxylic acid (ART 2 –ACA) cocrystal. ART 2 –ACA crystallises in the P 21 21 21 space group of the orthorhombic system with cell parameters a = 10.5089 Å, b = 24.083 Å, and c = 6.4952 Å. The asymmetric unit of the cocrystal contains two ART molecules and a single ACA molecule, assembled into discrete trimeric units held together by two supramolecular heterosynthons. It was shown that ART 2 –ACA cocrystals have higher solubility and a faster dissolution rate compared to the parent drug artemisinin.