Sarcglabates A/B, Aromatized Pentanor Lindenane Sesquiterpenoid Dimers from <i>Sarcandra glabra</i>

Sarcglabates A-F (<b>1</b>-<b>6</b>), six lindenane sesquiterpenoid dimers possessing two unprecedented skeletons, were isolated from <i>Sarcandra glabra</i>. Their structures were thoroughly determined using HR-MS, NMR, and ECD and verified by single crystal X-ray diffraction. Structurally, compounds <b>1</b>-<b>2</b> represent the first examples of aromatized pentanor lindenane dimers featuring a critical 6/5/6 skeleton with a rare benzene ring, which formed via a plausible intramolecular nucleophilic reaction and aromatization assisted departure of a penta-carbon fragment. Lindenanes <b>3</b>-<b>5</b> were fused through rare tetrahydrofuran by nucleophilic addition. Compounds <b>1</b>-<b>6</b> were assessed through screening the inhibitory effect on the inflammatory factor IL-1β, with <b>6</b> further inhibiting the progression of inflammation by suppressing the activation of P65.

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Publication Details

Journal
Organic Letters
Published
2025-10-18
DOI
https://doi.org/10.1021/acs.orglett.5c03432
Citations
2
Primary Topic
Plant Toxicity and Pharmacological Properties
Type
article
Field-Weighted Citation Impact
1.61
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article

Sarcglabates A/B, Aromatized Pentanor Lindenane Sesquiterpenoid Dimers from Sarcandra glabra

Jun Luo, Lingyi Kong, Yi Zhu, Pengfei Tang et al.
2 citations
Organic Letters
Plant Toxicity and Pharmacological Properties
1.61
article

Sarcglabates A/B, Aromatized Pentanor Lindenane Sesquiterpenoid Dimers from Sarcandra glabra

Jun Luo, Lingyi Kong, Yi Zhu, Pengfei Tang, Ze Zheng, Danyang Zhang
article en
2 citations

Abstract

Sarcglabates A-F (<b>1</b>-<b>6</b>), six lindenane sesquiterpenoid dimers possessing two unprecedented skeletons, were isolated from <i>Sarcandra glabra</i>. Their structures were thoroughly determined using HR-MS, NMR, and ECD and verified by single crystal X-ray diffraction. Structurally, compounds <b>1</b>-<b>2</b> represent the first examples of aromatized pentanor lindenane dimers featuring a critical 6/5/6 skeleton with a rare benzene ring, which formed via a plausible intramolecular nucleophilic reaction and aromatization assisted departure of a penta-carbon fragment. Lindenanes <b>3</b>-<b>5</b> were fused through rare tetrahydrofuran by nucleophilic addition. Compounds <b>1</b>-<b>6</b> were assessed through screening the inhibitory effect on the inflammatory factor IL-1β, with <b>6</b> further inhibiting the progression of inflammation by suppressing the activation of P65.

Organic LettersVol. 27(43)
China Pharmaceutical University (CN)
Openalex Percentile: Top 14%
Plant Toxicity and Pharmacological Properties
1.61
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Sarcglabates A/B, Aromatized Pentanor Lindenane Sesquiterpenoid Dimers from <i>Sarcandra glabra</i> — Jun Luo, Lingyi Kong, et al. · Organic Letters (2025) | TGRS Research Map | TGRS