熊果酸/甘草次酸-尿嘧啶核苷缀合物的合成与抗肿瘤活性评价

doi:10.16088/j.issn.1001-6600.2020.01.011

Abstract

Abstract: To synthesize some novel ursolic acid/glycyrrhetinic acid-uridine conjugates and evaluate their anti-tumor activity in vitro. Ursolic acid and glycyrrhetinic acid was esterified with corresponding α,ω-dibromoalkane in the presence of potassium carbonate to prepare intermediates. Then, the intermediates were treated with uridine under potassium carbonate by means of a nucleophilic substitution reaction to generate four ursolic acid/glycyrrhetinic acid-uridine derivatives. Anti-tumor activity was tested by the MTT assay. Glycyrrhetinic acid-uridine derivatives showed better inhibitory activity against proliferation of HepG-2 and A549 cells than ursolic acid-uridine derivatives. All targeted compounds exhibited excellent inhibitory activity ([n-(uridinyl-3) octyl]-3β-hydroxy-11-oxo-olean-12-en-29-oate expressed the best inhibition at about 64%), while they exhibited no obvious inhibitory effect on other tumor cells (HeLa, NCI-H460, BEL-7404). Compound [n-(uridinyl-3) octyl]-3β-hydroxyurs-12-en-28-oate showed moderate inhibitory against HeLa cells (about 54%).

Key words: ursolic acid, glycyrrhetinic acid, uridine, conjugate, anti-tumor

CLC Number:

R914.5

SUN Li, CHU Xiangwu, LIU Chunmei, ZHANG Juzheng, CHENG Keguang. Synthesis and Anti-tumor Activities of Ursolic Acid and Glycyrrhetinic Acid-Uridine Conjugates[J].Journal of Guangxi Normal University(Natural Science Edition), 2020, 38(1): 87-92.

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Synthesis and Anti-tumor Activities of Ursolic Acid and Glycyrrhetinic Acid-Uridine Conjugates

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