Carbazole alkaloids with bioactivities from the stems of Clausena lansium

Sun, Xing-Yan; Ma, Jie; Li, Chuang‐Jun; Zang, Yingda; Huang, Ji-Wu; Wang, Xuyan; Chen, Nai‐Hong; Chen, Xiaoguang; Zhang, Dongming

doi:10.1016/j.phytol.2020.03.004

Cited by 14 publications

(9 citation statements)

References 12 publications

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“…Trisubstituted α,β-epoxyketone behaves as an interesting moiety. 59 Through our method, five-(4x−4ab), six-(4ac−4ag), and seven-membered (4ah) trisubstituted α,βepoxyketones were successfully achieved in high conversions, where halogens on the phenyl rings provided further structural diversification sites. Notably, a substrate (4ac) bearing an oxygen atom was also well-tolerated.…”

Section: ■ Results and Discussionmentioning

confidence: 92%

“…Halogenated phenyl compounds ( 4e – 4h) provided desired products in high conversion. Trisubstituted α,β-epoxyketone behaves as an interesting moiety . Through our method, five- ( 4x – 4ab ), six- ( 4ac – 4ag ), and seven-membered ( 4ah ) trisubstituted α,β-epoxyketones were successfully achieved in high conversions, where halogens on the phenyl rings provided further structural diversification sites.…”

Section: Resultsmentioning

confidence: 96%

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DNA-Compatible Synthesis of α,β-Epoxyketones for DNA-Encoded Chemical Libraries

Gao

Zhao

et al. 2021

Bioconjugate Chem.

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As a powerful platform in drug discovery, the DNA-encoded chemical library technique enables the generation of numerous chemical members with high structural diversity. Epoxides widely exist in a variety of approved drugs and clinical candidates, eliciting multiple pharmaceutical activities. Herein, we report a non-oxidative DNA-compatible synthesis of di-/trisubstituted α,β-epoxyketones by implementing aldehydes and α-chlorinated ketones as abundant building blocks. This methodology was demonstrated to cover a broad substrate scope with medium-to-excellent conversions. Further structural diversification and transformation were also successfully explored to fully leverage α,β-epoxyketone moiety.

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Section: ■ Results and Discussionmentioning

confidence: 92%

Section: Resultsmentioning

confidence: 96%

DNA-Compatible Synthesis of α,β-Epoxyketones for DNA-Encoded Chemical Libraries

Gao

Zhao

et al. 2021

Bioconjugate Chem.

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“…3 B), and the majority were flavonoids, lipids, phenolic acids, amino acids and derivatives, nucleotides and derivatives, organic acids, and carbohydrates. Previous studies also demonstrated that wampees contain high levels flavonoids, phenolic acids and carbazole alkaloids in different cultivars, showing high antioxidant and anticancer activities ( Sun et al, 2020 , Zhu et al, 2020 ). Many taste metabolites, including organic acids and carbohydrates, were also identified in the two cultivars.…”

Section: Resultsmentioning

confidence: 94%

Identification and verification of key taste components in wampee using widely targeted metabolomics

Yin

Zhang

et al. 2022

Food Chemistry: X

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“…Additionally, five new carbazole alkaloids were extracted from the stem of wampee, named claulansine A (Figure A), claulansine U, claulansine V, claulansine W, and (−)-(2′ R )-claulamine A, respectively. These compounds presented potential protective effects on PC12 cells against serum deprivation and anticancer activities . Recently, a new carbazole alkaloid, called claulansine X, has been identified in the ethanol extract of the wampee stem, exhibiting a moderate neuroprotective influence on the PC12 cell line …”

Section: Chemical Compositionsmentioning

confidence: 99%

Comprehensive Review of Phytochemical Profiles and Health-Promoting Effects of Different Portions of Wampee (Clausena lansium)

et al. 2023

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Clausena lansium, commonly known as wampee, is a subtropical fruit from the Rutaceae family characterized by its high nutrient content and numerous bioactive substances. This low-fat fruit is abundant in fiber, vitamins, minerals, and essential amino acids. Wampee has been found to contain several bioactive compounds, including essential oils, phenolic compounds, and alkaloids. These bioactive constituents provide numerous health-enhancing properties, such as antioxidant, neuroprotective, anticarcinogenic, anti-inflammatory, hepatoprotective, antidiabetic, and antimicrobial effects. The relationship between these compounds and their impacts on health has been explored in various studies. While the disease-prevention efficacy of C. lansium has been established, additional research is necessary to elucidate the precise mechanisms and metabolic pathways involved. This paper presents a comprehensive review of wampee, focusing on its bioactive compounds, the beneficial effects derived from its consumption, and the evidence supporting the development of wampee-based functional foods in future studies.

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Carbazole alkaloids with bioactivities from the stems of Clausena lansium

Cited by 14 publications

References 12 publications

DNA-Compatible Synthesis of α,β-Epoxyketones for DNA-Encoded Chemical Libraries

DNA-Compatible Synthesis of α,β-Epoxyketones for DNA-Encoded Chemical Libraries

Identification and verification of key taste components in wampee using widely targeted metabolomics

Comprehensive Review of Phytochemical Profiles and Health-Promoting Effects of Different Portions of Wampee (Clausena lansium)

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