2. Academic Validation
  3. New terpenoids and thiophene derivatives from the aerial parts of Artemisia sieversiana

New terpenoids and thiophene derivatives from the aerial parts of Artemisia sieversiana

  • Bioorg Med Chem Lett. 2017 Dec 15;27(24):5441-5445. doi: 10.1016/j.bmcl.2017.10.077.
Xu-Dong Zhou 1,  Chen Zhang 2,  Shan He 3,  Bin Zheng 4,  Ke-Wu Zeng 2,  Ming-Bo Zhao 2,  Yong Jiang 5,  Peng-Fei Tu 6
Affiliations

Affiliations

  • 1 State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China; School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou, Zhejiang 325035, China.
  • 2 State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China.
  • 3 State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China; School of Pharmacy, Linyi University, Linyi, Shandong 276000, China.
  • 4 School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou, Zhejiang 325035, China.
  • 5 State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China. Electronic address: yongjiang@bjmu.edu.cn.
  • 6 State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China. Electronic address: pengfeitu@vip.163.com.
PMID: 29122483 DOI: 10.1016/j.bmcl.2017.10.077
Abstract

One new highly oxygenated nortriterpene, named sieverlactone (1), one new sesquiterpene, 1β,10β-epoxy-8α-acetoxyachillin (2), one new natural product, 5-propinyl-thiophene-2-carboxylic acid (3), and one new thiophene, 3-hydroxy-5-propinyl-2-acetyl-thiophene (4), together with 10 Other known compounds (5-14), were isolated from the dried aerial parts of Artemisia sieversiana. Their structures were elucidated by a combination of extensive spectroscopic analysis, including 1D, 2D NMR spectroscopic and mass spectrometric data. Meanwhile, the stereochemistry of 1 and 2 was confirmed by single-crystal X-ray diffraction technique using Cu radiation. All the isolates were evaluated for their anti-neuroinflammatory effects on the lipopolysaccharide-induced nitric oxide production in BV-2 murine microglial cells. Compounds 2, 5, and 6 exhibited the significant activities with IC50 values of 6.5 ± 0.5, 11.9 ± 0.7, and 10.1 ± 0.3 μM, respectively, comparable to the positive control, quercetin, with an IC50 value of 16.3 ± 0.4 μM.

Keywords

Artemisia sieversiana; Nortriterpene; Sesquiterpene; Thiophene; X-ray diffraction.

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