SIOC English
有机化学
高级检索

有机化学 >

2024 , Vol. 44 >Issue 11: 3526 - 3530

DOI: https://doi.org/10.6023/cjoc202404024

研究简报

红树植物海漆中二萜类化合物及其抗神经炎症活性

  • 李俊义 ,
  • 杨璐 ,
  • 陈明宾 ,
  • 饶勇 ,
  • 江仲平 ,
  • 黄玲
展开
  • a 海南大学药学院 海南大学热带生物资源教育部重点实验室 海口 570228
    b 海南大学食品科学与工程学院 海口 570228
†共同第一作者

收稿日期: 2024-04-17

  修回日期: 2024-05-27

  网络出版日期: 2024-07-10

基金资助

国家自然科学基金(82204275); 国家自然科学基金(82160653); 海南省自然科学基金(323MS014)

收起

Diterpenoids from Mangrove Plant Excoecaria agallocha L. and Their Anti-neuroinflammatory Activities

  • Junyi Li ,
  • Lu Yang ,
  • Mingbin Chen ,
  • Yong Rao ,
  • Zhongping Jiang ,
  • Ling Huang
Expand
  • a Key Laboratory of Tropical Biological Resources of Ministry of Education, School of Pharmaceutical Sciences, Hainan University, Haikou 570228
    b School of Food Science and Engineering, Hainan University, Haikou 570228
†These authors contributed equally to this work.
*Corresponding authors. E-mail:;

Received date: 2024-04-17

  Revised date: 2024-05-27

  Online published: 2024-07-10

Supported by

National Natural Science Foundation of China(82204275); National Natural Science Foundation of China(82160653); Hainan Provincial Natural Science Foundation(323MS014)

Fold

摘要

采用正相、反相硅胶柱层析和半制备高效液相色谱等分离方法对海南红树植物海漆(Excoecaria agallocha L.)茎和枝条的化学成分进行研究, 从中分离得到一个新的3,4位开环对映-贝壳杉烷型二萜agallochanin acid A (1)和一个新的降4个碳的对映-半日花烷型二萜agallochanin acid B (2), 以及4个已知的二萜化合物. 通过高分辨质谱、一维、二维核磁共振波谱以及电子圆二色谱(ECD)计算的方法确定了这些二萜类化合物的结构. 测试了所有化合物对脂多糖(LPS)诱导BV-2小胶质细胞中NO释放的抑制作用, ent-3,4-seco-17-oxo-kaur-4(19),15(16)-dien-3-oic acid (3)和ent-15- hydroxy-labda-8(17),13E-dien-3-one (5)具有显著的抑制NO释放作用, 其IC50值分别为(14.32±1.99)和(4.24±0.37) μmol/L.

关键词： 海漆; 红树植物; 贝壳衫烷二萜; 半日花烷二萜; 抗神经炎症

本文引用格式

李俊义 , 杨璐 , 陈明宾 , 饶勇 , 江仲平 , 黄玲 . 红树植物海漆中二萜类化合物及其抗神经炎症活性[J]. 有机化学, 2024 , 44(11) : 3526 -3530 . DOI: 10.6023/cjoc202404024

Abstract

Normal-phase and reversed-phase silica gel column chromatography and semi-preparative high performance liquid chromatography were applied to study the chemical constituents of the stems and twigs of the Hainan mangrove plant, Excoecaria agallocha L. A new 3,4-seco-ent-kaurane diterpenoid, named agallochanin acid A (1), and a rare ent-tetranorlabdane diterpenoid, named agallochanin acid B (2), along with four known diterpenoids were isolated. Their structures including absolute configurations were characterized via HR-ESI-MS, extensive 1D and 2D NMR investigations and calculated and experimental electronic circular dichroism (ECD) data. All isolates were tested for their inhibitory effects on NO production in lipopolysaccharide (LPS)-activated BV-2 cells. ent-3,4-Seco-17-oxo-kaur-4(19),15(16)-dien-3-oic acid (3) and ent-15-hydroxy- labda-8(17),13E-dien-3-one (5) exhibited considerable anti-neuroinflammatory activities with IC50 values of (14.32±1.99) and (4.24±0.37) μmol/L.

Key words： Excoecaria agallocha L.; mangrove plant; kaurane diterpenoid; labdane diterpenoid; anti-neuroimflamation

参考文献

[1]
Zhan Z. J.; Li S.; Chu W.; Yin S. Nat. Prod. Rep. 2022, 39, 2132
[2]
Li M.-Y.; Xiao Q.; Pan J. Y.; Wu J. Nat. Prod. Rep. 2009, 26, 281.
[3]
Flora of China Editorial of Committee of Chinese Academy of Sciences Flora of China, Vol. 44, Science Press, Beijing, 1997, p. 6 (in Chinese).
[3]
(中国科学院中国植物志编辑委员会, 中国植物志, 第六卷, 科学出版社, 北京, 1997, p. 6.)
[4]
Subhan N.; Alam M. A.; Ahmed F.; Shahid I.; Nahar L.; Sarker S. Rev. Bras. Farmacogn. 2008, 18, 521.
[5]
Arumugam M.; Pawar U.; Gomathinayagam M.; Lakshmanan G.; Panneerselvam R. Int. Res. J. Pharm. 2012, 3, 235.
[6]
Chan E.; Oshiro N.; Kezuka M.; Kimura N.; Baba K.; Chan H. J. Appl. Pharm. Sci. 2018, 8, 166.
[7]
Prakash S.; Khan M.; Khan H.; Zaman A. Phytochemistry 1983, 22, 1836.
[8]
Anjaneyulu A.; Rao V. Phytochemistry 2000, 55, 891.
[9]
Jiang Z.P.; Yu Y.; Shen L. Bioorg. Chem. 2020, 104, 104206.
[10]
Wang J. D.; Zhang W.; Li Z. Y.; Xiang W. S.; Guo Y. W.; Krohn K. Phytochemistry 2007, 68, 2426.
[11]
Batsa A. J.; Periyasamy K. Int. J. Pharm. Biol. Sci. 2013, 3, 392.
[12]
Babuselvam M.; Ravikumar S.; Mohamed Farook K. A.; Abideen S.; Peer Mohamed M.; Uthiraselvam M. J. Appl. Pharm. Sci. 2012, 2, 108.
[13]
Erickson K. L.; Beutler J. A.; Cardellina J. H. II.; McMahon J. B.; Newman D. J.; Boyd M. R. J. Nat. Prod. 1995, 58, 769.
[14]
Laith A. A.; Najiah M. J. Microbiol. Antimicrob. 2014, 6, 29.
[15]
Jiang Z. P.; Luan Z. L.; Liu R. X.; Zhang Q.; Ma C. Z.; Shen L.; Wu J. Mar. Drugs 2018, 16, 488.
[16]
Jiang Z. P.; Zou B. H.; Li X. J.; Liu J. J.; Shen L.; Wu J. Fitoterapia 2019, 133, 159.
[17]
Chen Y. M.; Yang Y. H.; Li X. N.; Zou C.; Zhao P. J. Molecules 2015, 20, 16924.
[18]
Suwancharoen S.; Chonvanich O.; Roengsumran S.; Pornpakakul S. Chem. Nat. Compd. 2012, 48, 583.
[19]
Li Y.; Liu J.; Yu S.; Proksch P.; Gu J.; Lin W. H. Phytochemistry 2010, 71, 2124.
[20]
Wang J. D.; Dong M. L.; Zhang W.; Shen X.; Guo Y. W. Nat. Prod. Rep. Dev. 2006, 945 (in Chinese).
[20]
(王继栋, 董美玲, 张文, 沈旭, 郭跃伟, 天然产物研究与开发, 2006, 945.)
[21]
Zhang W. F.; Xiao D. Q.; Mao W.; Xia H. B. Signal Transduction Targeted Ther. 2023, 8, 267.
[22]
Kwon H. S.; Koh S. H. Transl. Neurodegener. 2020, 9, 42.
Options
文章导航

/

〈 〉