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楝科中的首个柠檬苦素过氧化物:来自粗壮割舌树的割舌树素A。

The first limonoid peroxide in the Meliaceae family: walsuronoid A from Walsura robusta.

作者信息

Yin Sheng, Wang Xiao-Ning, Fan Cheng-Qi, Liao Shang-Gao, Yue Jian-Min

机构信息

State Key Laboratory of Drug Research, Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 555 Zuchongzhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, People's Republic of China.

出版信息

Org Lett. 2007 Jun 7;9(12):2353-6. doi: 10.1021/ol070735+. Epub 2007 May 16.


DOI:10.1021/ol070735+
PMID:17503836
Abstract

Walsuronoid A (1), a limonoid featuring an unprecedented 3,4-peroxide-bridged A-seco skeleton, together with walsuronoids B (2) and C (3) possessing a rare 18(13-->14)-abeo-limonoid skeleton, was isolated from Walsura robusta. The structures were elucidated by spectroscopic analysis and chemical correlation, and that of 1 was confirmed by single-crystal X-ray diffraction. Biosynthetic pathway of 2 and 3 was proposed and was chemically mimicked. Compounds 1 and 2 showed weak antimalarial activity.

摘要

从粗壮割舌树中分离得到了瓦苏罗诺伊德A(1),它是一种具有前所未有的3,4-过氧化物桥联A-裂环骨架的柠檬苦素,以及具有罕见的18(13→14)-去甲-柠檬苦素骨架的瓦苏罗诺伊德B(2)和C(3)。通过光谱分析和化学关联阐明了这些结构,1的结构通过单晶X射线衍射得到证实。提出了2和3的生物合成途径并进行了化学模拟。化合物1和2表现出较弱的抗疟活性。

相似文献

[1]
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Org Lett. 2007-6-7

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[3]
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[6]
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[7]
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[8]
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引用本文的文献

[1]
Five new limonoids isolated from Walsura robusta.

Nat Prod Bioprospect. 2023-2-23

[2]
Antiprotozoal and Antitumor Activity of Natural Polycyclic Endoperoxides: Origin, Structures and Biological Activity.

Molecules. 2021-1-28

[3]
Bioactive A-ring rearranged limonoids from the root barks of .

Acta Pharm Sin B. 2019-5

[4]
New cytotoxic apotirucallanes from the leaves of Walsura trichostemon.

J Nat Med. 2014-4

[5]
Discovery of structurally diverse and bioactive compounds from plant resources in China.

Acta Pharmacol Sin. 2012-9-3

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