Tetrasargltones A and B, Fully Helically Polymerized Lindenane Sesquiterpenoid Tetramers from <i>Sarcandra glabra</i>

Tetrasargltones A and B (<b>1</b> and <b>2</b>, respectively), representing the first examples of lindenane sesquiterpenoid (LS) tetramers, were isolated from <i>Sarcandra glabra</i>. Their structures were fully elucidated via HR-MS and NMR, with their authenticity further confirmed by X-ray diffraction. Structurally, <b>1</b> and <b>2</b> possess two unprecedented fully helically polymerized carbon skeletons, which are formed through plausible sequential Diels-Alder cycloadditions at different sites of the triene LS precursor. Biologically, <b>1</b> and <b>2</b> exhibit cytotoxic activity against five cancer cell lines, with <b>2</b> showing the best activity in HCT116 cells (IC<sub>50</sub> = 2.51 ± 0.13 μM) and exerting its cytotoxic effects through NF-κB pathway inhibition.

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Publication Details

Journal
Organic Letters
Published
2026-03-16
DOI
https://doi.org/10.1021/acs.orglett.6c00751
Primary Topic
Sesquiterpenes and Asteraceae Studies
Type
article
Field-Weighted Citation Impact
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article

Tetrasargltones A and B, Fully Helically Polymerized Lindenane Sesquiterpenoid Tetramers from Sarcandra glabra

Yongrong Sun, Jun Luo, Yu Zhao, Zhao Xiao et al.
Organic Letters
Sesquiterpenes and Asteraceae Studies
article

Tetrasargltones A and B, Fully Helically Polymerized Lindenane Sesquiterpenoid Tetramers from Sarcandra glabra

Yongrong Sun, Jun Luo, Yu Zhao, Zhao Xiao, Lingyi Kong, Danyang Zhang, Nan Wang
article en

Abstract

Tetrasargltones A and B (<b>1</b> and <b>2</b>, respectively), representing the first examples of lindenane sesquiterpenoid (LS) tetramers, were isolated from <i>Sarcandra glabra</i>. Their structures were fully elucidated via HR-MS and NMR, with their authenticity further confirmed by X-ray diffraction. Structurally, <b>1</b> and <b>2</b> possess two unprecedented fully helically polymerized carbon skeletons, which are formed through plausible sequential Diels-Alder cycloadditions at different sites of the triene LS precursor. Biologically, <b>1</b> and <b>2</b> exhibit cytotoxic activity against five cancer cell lines, with <b>2</b> showing the best activity in HCT116 cells (IC<sub>50</sub> = 2.51 ± 0.13 μM) and exerting its cytotoxic effects through NF-κB pathway inhibition.

Organic LettersVol. 28(12)
China Pharmaceutical University (CN)
Openalex Percentile: Top 21%
Sesquiterpenes and Asteraceae Studies
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