Preparation of tetrandrine by methylation of fangchinoline and its application

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Author: DING Shilei ^1, ² WU Liurun ¹ LIANG Qiqin ¹ HAO Erwei ²  DENG Jiagang ²

Affiliation: 1. College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530200, China 2. Collaborative Innovation Center for Functional Component Research of Crop Waste in Guangxi, Guangxi University of Chinese Medicine, Nanning 530200, China

Keywords: Methylation Tetrandrine Ionic liquid One-pot method

DOI: 10.12173/j.issn.2097-4922.202412017

Reference: DING Shilei, WU Liurun, LIANG Qiqin, HAO Erwei, DENG Jiagang. Preparation of tetrandrine by methylation of fangchinoline and its application[J]. Yaoxue QianYan Zazhi, 2025, 29(4): 560-566. DOI: 10.12173/j.issn.2097-4922.202412017.[Article in Chinese]  Copied

Abstract
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Abstract

Objective To seek a green and environmentally friendly method to prepare tetrandrine from methylated fangchinoline and realize the transformation of fangchinoline to tetrandrine in the extract.

Methods The "one-pot method" was used to prepare tetrandrine. The catalyst, solvent, reaction time, reaction temperature, solid-liquid ratio and other factors were explored by single factor test, and the tetrandrine content was detected by HPLC to screen out the best synthesis process.

Results Under the conditions of 0.3 g of frangchinoline, 100 μL of dimethyl carbonate, 10 mL of N,N-dimethylformamide, 1.0 g of ionic liquid [BMIm]Br, reaction temperature of 140 °C, reaction time of 2 h, and the molar ratio of fangchinoline to dimethyl carbonate of 1 ∶ 2.5, the transformation of fangchinoline was almost complete. The target product of tetrandrine was successfully synthesized with a yield of 62.93%. Under these conditions, it was possible to achieve the transformation of fangchinoline to tetrandrine in the extract.

Conclusion The experiment has explored a new green synthesis method, which can successfully convert the frangchinoline to tetrandrine.

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