Anti-inflammatory sesquiterpenoid dimers from Artemisia atrovirens

Shao, Zhengguang; Liu, Lizhi; Zheng, Yongzhe; Gong, Qihuang; Ke, Chang‐Qiang; Yao, Sheng; Zhang, Haiyan; Tang, Chunping; Yang, Ye

doi:10.1016/j.fitote.2022.105199

Cited by 14 publications

(9 citation statements)

References 25 publications

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“…-Mazz., is a perennial herb distributed mainly in central and western China and Thailand. Studies focusing on the investigation of new sesquiterpenoids have elucidated a total of 24 compounds, sixteen are new guaiane-type sesquiterpenoids [35] and eight new sesquiterpenoid dimers [36]. The evaluation of the biological activity of the guaiane-type compounds showed cytotoxic activity against two hepatoma cell lines [35].…”

Section: Artemisia Atrovirensmentioning

confidence: 99%

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New Compounds from Plants: A Perspective View

Oliveira,

Kohatsu,

Hufnagel

et al. 2023

Preprint

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In view of the diminishing contribution of natural products from plants to the discovery of new chemical structures, the aim of this study was to compile the articles from 2021 to 2022, assessing: (1) which classes of compounds these new structures belong to; (2) which plants and families these compounds belong to and (3) assessing the degree of novelty of the compound with an already known structure. The review was elaborate following the Preferred Reporting Items for System-atics Reviews and Meta-analyses (PRISMA) statement checklist for guide reporting of systematic reviews. A total of 464 articles were selected for the new compounds of natural origin survey. We included 117 complete articles in this review and reported approximately 109 new structures elucidated during the years 2021 and 2022. Many of the compounds showed small structural var-iations in relation to already known molecules. For some, however, this small modification was decisive for the biological activity reported, demonstrating the importance of descriptive phytochemical studies.

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Section: Artemisia Atrovirensmentioning

confidence: 99%

“…The evaluation of the biological activity of the guaiane-type compounds showed cytotoxic activity against two hepatoma cell lines [35]. The study with sesqui-terpenoid dimers evaluated the anti-inflammatory effect of the new compounds on microglial cells [36].…”

Section: Artemisia Atrovirensmentioning

confidence: 99%

New Compounds from Plants: A Perspective View

Oliveira,

Kohatsu,

Hufnagel

et al. 2023

Preprint

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“…Sesquiterpenoid dimers (SDs) are biologically formed by two molecules of sesquiterpenoid through Diels–Alder, [2 + 2] cycloaddition and ester linkage adducts 1 and have attracted a lot of attention owing to their significant antitumor, 2–6 anti-inflammatory, 7 antiviral, 8 and antihepatic fibrosis activities. 9,10 SDs are a characteristic group of components in Artemisia species.…”

Section: Introductionmentioning

confidence: 99%

“…9,10 SDs are a characteristic group of components in Artemisia species. To date, 172 natural SDs have been reported from the genus Artemisia , 2,7,11–18 of which only 13 seco -guaianolide dimers were found. 7,16–18 However, farnesane–guaiane type dimers had never been obtained.…”

Section: Introductionmentioning

confidence: 99%

Artemongolides A–F, undescribed sesquiterpenoid dimers from Artemisia mongolica and their antihepatic fibrosis activities

et al. 2023

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“…Sesquiterpenoids are a significant class of natural products found mainly in Asteraceae family plants and have been extensively investigated for their bioactivities. , Within sesquiterpenes, sesquiterpene lactones (SLs) have considerable potential as building blocks for drug design due to their diverse biological properties including antitumor, anti-inflammatory, analgesic, antiulcer, antibacterial, antifungal, antiviral, antiparasitic, and insecticidal activities. – Some of the important active SLs are artemisinin, parthenolide, and thapsigargin. In previous studies, we discovered several novel SL oligomers, including dimers, trimers, and tetramers, composed of common biosynthetic building blocks. – The novelty and diverse activities of these molecules have stimulated considerable interest in phytochemical and biological research. However, developing better efficiency and accuracy for targeted discovery remains a significant challenge.…”

Section: Introductionmentioning

confidence: 99%

Building Block Extractor: An MS/MS Data Mining Tool for Targeted Discovery of Natural Products with Specified Features

Zhu

Yuan

Yue³

et al. 2023

Anal. Chem.

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The utilization of a building-block-based molecular network is an efficient approach to investigate the unknown chemical space of natural products. However, structure-based automated MS/MS data mining remains challenging. This study introduces building block extractor, a user-friendly MS/MS data mining program that automatically extracts user-defined specified features. In addition to the characteristic product ions and neutral losses, this program integrates the abundance of the product ions and sequential neutral loss features as building blocks for the first time. The discovery of nine undescribed sesquiterpenoid dimers from Artemisia heptapotamica highlights the power of this tool. One of these dimers, artemiheptolide I (9), exhibited in vitro inhibition of influenza A/Hongkong/8/68 (H3N2) with an IC50 of 8.01 ± 6.19 μM. Furthermore, two known guaianolide derivatives (16 and 17) possessed remarkable antiviral activity against influenza A/Puerto Rico/8/1934 H1N1, H3N2, and influenza B/Lee/40 with IC50 values ranging from 3.46 to 11.77 μM. In addition to the efficient discovery of novel natural products, this strategy can be generally applied to grab derivatives with specific fragments and enhance the annotation power of LC–MS/MS analysis.

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Anti-inflammatory sesquiterpenoid dimers from Artemisia atrovirens

Cited by 14 publications

References 25 publications

New Compounds from Plants: A Perspective View

New Compounds from Plants: A Perspective View

Artemongolides A–F, undescribed sesquiterpenoid dimers from Artemisia mongolica and their antihepatic fibrosis activities

Building Block Extractor: An MS/MS Data Mining Tool for Targeted Discovery of Natural Products with Specified Features

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