异海松基水杨酰腙的合成及细胞毒性评价

doi:10.3969/j.issn.0253-2417.2017.04.005

林产化学与工业 ›› 2017, Vol. 37 ›› Issue (4): 35-39.doi: 10.3969/j.issn.0253-2417.2017.04.005

异海松基水杨酰腙的合成及细胞毒性评价

刘娟娟¹, 卢言菊^1,2, 陈玉湘^1,2, 赵振东^1,2

1. 中国林业科学研究院林产化学工业研究所;生物质化学利用国家工程实验室;国家林业局林产化学工程重点开放性实验室;江苏省生物质能源与材料重点实验室, 江苏南京 210042;
2. 中国林业科学研究院林业新技术研究所, 北京 100091

收稿日期:2016-11-25 出版日期:2017-08-25 发布日期:2017-09-02
通讯作者: 赵振东,研究员,博士,博士生导师,主要从事天然产物利用,应用化学等领域的研究;E-mail:zdzhao@189.cn E-mail:zdzhao@189.cn
作者简介:刘娟娟(1984-),女,安徽阜阳人,博士生,从事萜类化学利用的研究
基金资助:
中国林科院中央级公益性科研院所基本科研业务费专项资金（CAFYBB2017QA018）；国家自然科学基金资助项目（31370575）

Synthesis and Cytotoxicity of Isopimaric-based Salicyloylhydrazone

LIU Juanjuan¹, LU Yanju^1,2, CHEN Yuxiang^1,2, ZHAO Zhendong^1,2

1. Institute of Chemical Industry of Forest Product, CAF;National Engineering Lab. for Biomass Chemical Utilization;Key and Open Lab. of Forest Chemical Engineering, SFA;Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China;
2. Research Institute of Forestry New Technology, CAF, Beijing 100091, China

Received:2016-11-25 Online:2017-08-25 Published:2017-09-02

摘要/Abstract

摘要： 以水杨醛和异海松酸为原料，合成了异海松基水杨酰腙，通过IR，¹H NMR和HR-TOF-MS对产物结构进行了鉴定，采用噻唑蓝（MTT）比色法研究了目标化合物对癌细胞及正常细胞的细胞毒性，并进一步对比了其与阳性药物紫杉醇的细胞毒性。结果表明：异海松基水杨酰腙对人体肝癌细胞HepG-2和前列腺癌细胞PC-3具有显著的细胞毒性，半数抑制浓度（IC₅₀）值分别为6.50和9.25 μmol/L，高于或接近于对照物紫杉醇（IC₅₀ 12.14和6.48 μmol/L）的细胞毒性，同时异海松基水杨酰腙对人体正常的肝细胞L-02具有较低的细胞毒性，IC₅₀值为68.01 μmol/L，远远低于对照品紫杉醇（IC₅₀ 4.02 μmol/L）。抑制率和细胞形态变化分析表明，异海松基水杨酰腙对细胞增殖的抑制活性与剂量有关。

关键词: 酰腙, 异海松酸, 异海松基水杨酰腙, 细胞毒性

Abstract: Isopimaric-based salicylhydrazone was synthesized by the reaction of isopimaric acid (IPA) and salicylaldehyde, and characterized by IR, ¹H NMR and HRMS. The cytotoxicities of target compound were evaluated against two human cancer cells (hepatoma cell HepG-2 and prostatic carcinoma cell PC-3) and a human normal liver cell L-02 in vitro using MTT method, which were compared with that of the positive drug taxol. The results showed that cytotoxic activity of isopimaric-based salicylhydrazone was similar or higher than that of taxol (IC₅₀, 12.14 and 6.48 μmol/L) against HepG-2 and PC-3 cell lines, with IC₅₀ values 6.50 and 9.25 μmol/L, respectively. Moreover, isopimaric-based salicylhydrazone displayed hypotoxicity to L-02 cell, with IC₅₀ value 68.01 μmol/L, which was much lower than that of taxol (IC₅₀, 4.02 μmol/L). The inhibitory rates and cell morphological changes showed that isopimaric-based salicylhydrazone significantly inhibited the cell proliferation in a dose-dependent manner.

Key words: acylhydrazone, isopimaric acid, isopimaric-based salicyloylhydrazone, cytotoxic

中图分类号:

TQ351

刘娟娟, 卢言菊, 陈玉湘, 赵振东. 异海松基水杨酰腙的合成及细胞毒性评价[J]. 林产化学与工业, 2017, 37(4): 35-39.

LIU Juanjuan, LU Yanju, CHEN Yuxiang, ZHAO Zhendong. Synthesis and Cytotoxicity of Isopimaric-based Salicyloylhydrazone[J]. Chemistry and Industry of Forest Products, 2017, 37(4): 35-39.

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异海松基水杨酰腙的合成及细胞毒性评价

Synthesis and Cytotoxicity of Isopimaric-based Salicyloylhydrazone

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