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Open AccessArticle

Phytochemical Investigation of Tradescantia Albiflora and Anti-Inflammatory Butenolide Derivatives

1
The Ph.D. Program for Cancer Biology and Drug Discovery, China Medical University and Academia Sinica, Taichung 404, Taiwan
2
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan
3
Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung 404, Taiwan
4
School of Pharmacy, China Medical University, Taichung 404, Taiwan
5
Department of Post-Baccalaureate Veterinary Medicine, Asia University, Taichung 413, Taiwan
6
Department of Biotechnology, Asia University, Taichung 413, Taiwan
7
Chinese Medicine Research Center, China Medical University, Taichung 404, Taiwan
*
Author to whom correspondence should be addressed.
The authors contributed equally to this work.
Academic Editor: Maria da Graça Costa G. Miguel
Molecules 2019, 24(18), 3336; https://doi.org/10.3390/molecules24183336
Received: 28 August 2019 / Revised: 10 September 2019 / Accepted: 12 September 2019 / Published: 13 September 2019
(This article belongs to the Special Issue Anti-Inflammatory Activity of Natural Products)
Phytochemical investigation of the whole plant of Tradescantia albiflora Kunth led to the isolation and characterization of a butanolide, rosmarinosin B (1), that was isolated from natural sources for the first time, a new butenolide, 5-O-acetyl bracteanolide A (2), and a new apocarotenoid, 2β-hydroxyisololiolide (11), together with 25 known compounds (compounds 310 and 1228). The structures of the new compounds were elucidated by analysis of their spectroscopic data, including MS, 1D, and 2D NMR experiments, and comparison with literature data of known compounds. Furthermore, four butenolides 4a4d were synthesized as novel derivatives of bracteanolide A. The isolates and the synthesized derivatives were evaluated for their preliminary anti-inflammatory activity against lipopolysaccharide (LPS)-stimulated nitric oxide (NO) production in RAW 264.7 cells. Among them, the synthesized butenolide derivative n-butyl bracteanolide A (4d) showed enhanced NO inhibitory activity compared to the original compound, with an IC50 value of 4.32 ± 0.09 μg/mL. View Full-Text
Keywords: Tradescantia albiflora; butenolides; anti-inflammatory activity Tradescantia albiflora; butenolides; anti-inflammatory activity
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MDPI and ACS Style

Tu, P.-C.; Tseng, H.-C.; Liang, Y.-C.; Huang, G.-J.; Lu, T.-L.; Kuo, T.-F.; Kuo, Y.-H. Phytochemical Investigation of Tradescantia Albiflora and Anti-Inflammatory Butenolide Derivatives. Molecules 2019, 24, 3336.

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