FIGURE SUMMARY
Title

Supramolecular Nano-Encapsulation of Anabasine Reduced Its Developmental Toxicity in Zebrafish

Authors
Gao, Y., Yang, X., Wang, Z., Zhong, Z., Hu, Y., Wang, Y.
Source
Full text @ Front Chem

Chemical structures of (A) anabasine (ANA), (B) cucurbit[7]uril (CB[7]), and (C) beta-cyclodextrins (β-CD).

1H NMR spectra of ANA (50 μM) (A) without and with (B) 0.6, (C) 1.2, and (D) 2.1 equiv. CB[7] in D2O (pD = 7) at room temperature.

(A) UV-vis measurements of ANA (50 μM) in the presence of increasing concentration of CB[7] (up to 250 μM) in aqueous solution (pH = 7). Inset: the fitting curve of the titration data at 260 nm; (B) Job's plot of ANA@CB[7] system (with [ANA]+[CB[7]] = 50 μM) based on a continuous variation titration in aqueous solutions (pH = 7).

ESI-MS result of an aqueous solution of ANA and CB[7]. The singly-charged peak at m/z = 1325.46 and the doubly-charged peak at m/z = 663.24 suggested a likely 1:1 complexation ratio of ANA@CB[7].

(A) Microcalorimetric measurements of ANA when titrated with CB[7] in water at room temperature. Top: Evolved thermogram during the titration. Bottom: Plot of ΔH against the molar ratio between CB[7] and ANA during the titration, with the best fit by using the “one set of binding sites” binding mode; (B) Microcalorimetric measurements of ANA when titrated with β-CD in water at room temperature. Top: Evolved thermogram of during the titration. Bottom: Plot of ΔH against the molar ratio between β-CD and ANA, with the best fit by using the “one set of binding sites” binding mode.

(A) The hatching percentage, and (B) survival rate of zebrafish embryos treated with ANA w and w/o CB[7] (300 μM) or β-CD (1 mM), respectively, for 2 days. Data are presented as mean ± S.E.M. (n = 25–30). *** denotes P < 0.001. # denotes that all zebrafish embryos/larva were dead.

Morphology of representative zebrafish larvae (72 hpf) upon treatment with ANA w and w/o CB[7]/β-CD, respectively, for 48 h. Black arrowheads point to the abnormal morphologies.

Acknowledgments
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