苯甲酸苯酯、二苯甲酮和呫吨酮类化合物的生物活性调查

doi:10.5246/jcps.2022.10.063

中国药学(英文版) ›› 2022, Vol. 31 ›› Issue (10): 738-745.DOI: 10.5246/jcps.2022.10.063

苯甲酸苯酯、二苯甲酮和呫吨酮类化合物的生物活性调查

周北斗¹^,²^,³^,^*(), 雷春¹^,², 廖雪梅¹^,², 朱航¹, 阮志鹏¹, 方圆圆¹, 许桂芬¹, 陈玉丽¹^,^*()

1. 莆田学院药学与医学技术学院, 药物分析与检验医学福建省高校重点实验室, 福建莆田 351100
2. 福建医科大学药学院, 福建福州 350108
3. 福建天泉药业股份有限公司, 福建龙岩 364000

收稿日期:2022-06-12 修回日期:2022-07-14 接受日期:2022-08-24 出版日期:2022-10-31 发布日期:2022-10-31
通讯作者: 周北斗, 陈玉丽
作者简介:
+ Tel.: +86-13205940072, E-mail: beidouzhou@ptu.edu.cn
+ Tel.: +86-13607525522, E-mail: 16875255522@qq.com
基金资助:
Natural Science Foundation of Fujian Province (Grant No. 2022J011158), Putian City Science and Technology Plan Project (Grant No. 2021S2001-9) and Fujian Provincial Key Laboratory of Innovative Drug Target Research (Grant No. FJ-YW-2021KF01).

Biological investigation of phenyl benzoate, benzophenone, and xanthone compounds

Beidou Zhou¹^,²^,³^,^*(), Chun Lei¹^,², Xuemei Liao¹^,², Hang Zhu¹, Zhipeng Ruan¹, Yuanyuan Fang¹, Guifen Xu¹, Yuli Chen¹^,^*()

1 School of Pharmacy and Medical Technology, Putian University; Key Laboratory of Pharmaceutical Analysis and Laboratory Medicine (Putian University), Fujian Provincial University, Putian 351100, China
2 School of Pharmacy, Fujian Medical University, Fuzhou 350108, China
3 Fujian Tianquan Pharmaceutical Co., Ltd., Longyan 364000, China

Received:2022-06-12 Revised:2022-07-14 Accepted:2022-08-24 Online:2022-10-31 Published:2022-10-31
Contact: Beidou Zhou, Yuli Chen

摘要/Abstract

摘要：

本研究评估了20个已知化合物的全部或者部分的抗肿瘤、抑制酪氨酸酶、抑制胰脂肪酶、抗菌、抗真菌和抑制α‐葡萄糖苷酶的活性。这些化合物包括8个苯甲酸苯酯、10个二苯甲酮和2个呫吨酮类化合物。苯甲酸苯酯类化合物未显示出明显的抗肿瘤活性, 与现有的理论相符。化合物16–18对酪氨酸酶显示出中等的抑制活性。另外, 化合物11和18分别对白色念珠菌和金黄色葡萄球菌显示出中等的抑制活性, 同时化合物20对α‐葡萄糖苷酶显示出比槲皮素更强的抑制活性, 其对α‐葡萄糖苷酶的IC₅₀约为2.45 μM。这些结果显示化合物11、16–18 和20是非常有前景的化合物, 可以用于进一步的结构修饰。

关键词: 苯甲酸苯酯, 二苯甲酮, 呫吨酮, 抗菌, 抗真菌, α‐葡萄糖苷酶

Abstract:

In the present study, we evaluated the antitumor, anti-tyrosinase, anti-pancreatic lipase, antibacterial, antifungal, and anti-α‐glycosidase activities for all or a subset of 20 known compounds. They included 8 phenyl benzoates, 10 benzophenones, and 2 xanthones. Phenyl benzoate compounds 1–8 did not exhibit evident antitumor activity, which was consistent with existing theories. Compounds 16, 17, and 18 exhibited moderate anti-tyrosinase activity. In addition, compounds 11 and 18 exhibited moderate inhibitory activity against Candida albicans, and compound 20 exhibited stronger anti-α-glycosidase activity than quercetin, with an IC₅₀ of approximately 2.45 μM. These results demonstrated that compounds 11, 16–18, and 20 were promising leads for further structural modification.

Key words: Phenyl benzoate, Benzophenone, Xanthone, Antibacterial, Antifungal, α-Glycosidase

Supporting:

周北斗, 雷春, 廖雪梅, 朱航, 阮志鹏, 方圆圆, 许桂芬, 陈玉丽. 苯甲酸苯酯、二苯甲酮和呫吨酮类化合物的生物活性调查[J]. 中国药学(英文版), 2022, 31(10): 738-745.

Beidou Zhou, Chun Lei, Xuemei Liao, Hang Zhu, Zhipeng Ruan, Yuanyuan Fang, Guifen Xu, Yuli Chen. Biological investigation of phenyl benzoate, benzophenone, and xanthone compounds[J]. Journal of Chinese Pharmaceutical Sciences, 2022, 31(10): 738-745.

图/表 11

Figure 1. Chemical structures of phenyl benzoate compounds 1–8.

Figure 2. Chemical structures of benzophenone compounds 9–13 and xanthone compounds 14–15.

Figure 3. Chemical structures of polyhydroxybenzophenone compounds 16–20.

Table 1. The inhibitory activities of compounds 1–8 at 40 μM against five cancer cell lines.

Table 2. Anti-tyrosinase activities of compounds 12–20.

Table 3. Anti-pancreatic lipase activities of compounds 9–13 and 16–19.

Table 4. The inhibitory activities of compounds 9–11 and 14–20 against four bacterial strains.

Table 5. The MIC50 values of compounds 11, 16–18, and 20 against S. aureus.

Table 6. The inhibitory activities of compounds 9–11 and 14–20 against Candida albicans.

Table 7. The inhibitory activities of compounds 16–20 against α-glycosidase.

Table 8. The IC50 values of compounds 16, 18, and 20 against α-glycosidase.

参考文献 14

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苯甲酸苯酯、二苯甲酮和呫吨酮类化合物的生物活性调查

Biological investigation of phenyl benzoate, benzophenone, and xanthone compounds

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