Apigenin Cocrystals: From Computational Prescreening to Physicochemical Property Characterization

Date

2023-04-12

Advisors

Journal Title

Journal ISSN

ISSN

Volume Title

Publisher

ACS Publications

Type

Article

Peer reviewed

Yes

Abstract

Apigenin (4’,5,7-trihydroxyflavone, APG) has many potential therapeutic benefits, however, its poor aqueous solubility has limited its clinical applications. In this work, a large scale cocrystal screening has been conducted, aiming to discover potential APG cocrystals for enhancement of its solubility and dissolution rate. In order to reduce the number of the experimental screening tests, three computational pre-screening tools, i.e., molecular complementarity (MC), hydrogen bond propensity (HBP) and hydrogen bond energy (HBE), were used to provide an initial selection of 47 coformer candidates, leading to discovery of seven APG cocrystals. Among them, six APG cocrystal structures have been determined by successful growth of single crystals, i.e., apigenin-carbamazepine hydrate 1:1:1 cocrystal, apigenin-1,2-di(pyridin-4-yl)ethane hydrate 1:1:1 cocrystal, apigenin-valerolactam 1:2 cocrystal, apigenin-(DL) proline 1:2 cocrystal, apigenin-(D) proline/(L) proline 1:1 cocrystal. All of the APG cocrystals showed improved dissolution performances with potential to be formulated into drug products.

Description

The file attached to this record is the author's final peer reviewed version. The Publisher's final version can be found by following the DOI link.

Keywords

apigenin, cocrystal, dissolution performance parameter

Citation

Makadia, J., Seaton, CC. and Li, M. (2023) Apigenin Cocrystals: From Computational Prescreening to Physicochemical Property Characterization. Crystal Growth & Design, 23 (5), pp. 3480–3495

Rights

Research Institute