A Gourd-shaped Organometallic Coordination Cage: Synthesis and Selective Binding of Two Drug Molecules

doi:10.6023/A22120511

Abstract

The Pd₂L₄ type coordination cage has been extensively studied and widely applied in catalysis, drug delivery, molecular recognition and other research fields since the seminal report in 1998. In this work, a gourd-shaped Pd₂L₄ type coordination cage (C1) was synthesized and characterized by proton nuclear magnetic resonance spectroscopy (¹H NMR) and high resolution mass spectrum (HR-MS). The host-guest chemistry of C1 was studied by ¹H NMR with two drug molecules, sulfaguanidine (G1) and cisplatin (G2). ¹H NMR results show that G1 and G2 can be selectively combined in two different cavities of C1. The same host-guest complex could be obtained, whether G1 and G2 were added at the same time or in a stepwise fashion. This work laid a foundation for drug delivery and provided a new inspiration for concomitant drugs.

Key words: double cavity cage, sulfaguanidine, cisplatin, host-guest chemistry, selective bonding

Cite this article

Xiuqing Huang, Qi Zhang. A Gourd-shaped Organometallic Coordination Cage: Synthesis and Selective Binding of Two Drug Molecules[J]. Acta Chimica Sinica, 2023, 81(3): 217-221.

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Fig. & Tab. 6

Figure 1. Structures of C1, C2 and C3

Figure 2. Partial 1H NMR spectra (400 MHz, DMSO-d6) of (a) L1 and (b) C1

Figure 3. 1H DOSY spectrum of C1 (400 MHz, DMSO-d6)

Figure 4. HR-MS of C1

Figure 5. Partial 1H NMR spectra (400 MHz, CD3CN) of (a) C2 only, (b) a mixture of C2 with excess G1 and (c) sulfaguanidine G1, only

Figure 6. Partial 1H NMR spectra of C1 only (a, g), mixture of C1 and excess G2 (b), mixture of G1 (about 2.0 equiv.) and complex C1@G2 (c), mixture of C1, G1 (about 2.0 equiv.) and excess G2 (d), mixture of excess G2 and complex C1@G1 (e), mixture of G1 (about 2.0 equiv.) and C1 (f)

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