Synthesis of <italic style="font-style: italic">α</italic>-mangostin derivatives at C3 and C6 positions and their inhibitory activity against phosphodiesterase 4

CHEN Sizhu; WANG Xue; WU Yinfei; HUANG Shangying; YU Si; HUANG Yiyou; CAO Yingying; HE Xixin

doi:10.13471/j.cnki.acta.snus.ZR20240362

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Synthesis of α-mangostin derivatives at C3 and C6 positions and their inhibitory activity against phosphodiesterase 4

Column of natural products chemistry | 更新时间：2025-11-14

- Synthesis of α-mangostin derivatives at C3 and C6 positions and their inhibitory activity against phosphodiesterase 4
- Acta Scientiarum Naturalium Universitatis Sunyatseni Vol. 64, Issue 3, Pages: 26-35(2025)
- 作者机构：
  
  1.广州中医药大学中药学院，广东广州 510006
  2.热带生物资源教育部重点实验室 / 海南大学药学院，海南海口 570228
  3.广州中医药大学第二附属医院Ⅰ期临床研究室，广东广州 510120
- 作者简介：
- 基金信息：
- DOI：10.13471/j.cnki.acta.snus.ZR20240362
  CLC： R914.5
- Received：22 December 2024，
  
  Accepted：09 January 2025，
  
  Published Online：20 January 2025，
  
  Published：25 May 2025
- 稿件说明：
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陈思竹,王雪,吴银飞等.α-倒捻子素C3和C6位衍生物的合成及其抑制磷酸二酯酶4活性[J].中山大学学报(自然科学版)(中英文),2025,64(03):26-35.

CHEN Sizhu,WANG Xue,WU Yinfei,et al.Synthesis of α-mangostin derivatives at C3 and C6 positions and their inhibitory activity against phosphodiesterase 4[J].Acta Scientiarum Naturalium Universitatis Sunyatseni,2025,64(03):26-35.
陈思竹,王雪,吴银飞等.α-倒捻子素C3和C6位衍生物的合成及其抑制磷酸二酯酶4活性[J].中山大学学报(自然科学版)(中英文),2025,64(03):26-35. DOI： 10.13471/j.cnki.acta.snus.ZR20240362.

CHEN Sizhu,WANG Xue,WU Yinfei,et al.Synthesis of α-mangostin derivatives at C3 and C6 positions and their inhibitory activity against phosphodiesterase 4[J].Acta Scientiarum Naturalium Universitatis Sunyatseni,2025,64(03):26-35. DOI： 10.13471/j.cnki.acta.snus.ZR20240362.

摘要

以

α-

倒捻子素为先导化合物，对其C-3及C-6位羟基进行结构修饰，经烷基化、水解反应引入不同碳链长度的羧酸酯、羧酸、酰胺取代基，设计并合成了18个衍生物。采用［

H］标记液体闪烁计数法测试了衍生物体外抑制磷酸二酯酶4（PDE4）活性。活性测试结果表明5个衍生物（

2a~6a

）的PDE4抑制活性优于

-倒捻子素，其中7碳链长度的羧酸类衍生物

的活性最强（IC

319 nmol/L）。

Abstract

Based on

-mangostin as the lead compound， and using the primary methods including alkylation and hydrolysis reactions for modifying C-3

and C-6 positions， eighteen novel derivatives with different chain length of carboxylic acid ester， carboxylic acid， and amide substituents in the C-3， C-6 phenolic hydroxyl group of

-mangostin were designed and synthesized. The

in vitro

evaluation of these compounds' ability to inhibit PDE4 was conducted using the ［³H］ liquid scintillation counting technique. The experimental results showed that five compound （

） had the stronger inhibitory activity on PDE4 than

-mangostin. Among them， carboxylic acid derivative of seven carbon chain lengths

exhibited the best potential PDE4 inhibitory activity with the IC

values of 319 nmol/L.

关键词

Keywords

references

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Synthesis of α-mangostin derivatives at C3 and C6 positions and their inhibitory activity against phosphodiesterase 4

DOI：10.13471/j.cnki.acta.snus.ZR20240362

摘要

Abstract

关键词

Keywords

references