Herpetosin A, a nor-cucurbitane triterpenoid with a 5/6/6/5 ring system from <i>Herpetospermum pedunculosum</i>

Two previously undescribed triterpenoids, herpetosin A (<b>1</b>) and herpetosin B (<b>2</b>), together with two known compounds, cucurbitacin B (<b>3</b>) and dihydrocucurbitacin E (<b>4</b>), were isolated from the seeds of <i>Herpetospermum pedunculosum.</i> Their structures were elucidated by analysis of the NMR, HR-ESI-MS, X-ray data and quantum chemical calculation. Compound <b>1</b> featured an unprecedented nor-cucurbitane triterpenoid skeleton with a 5/6/6/5 ring system. Among all the isolates, compound <b>4</b> exhibited anti-proliferative effect with IC<sub>50</sub> values of 4.5 ± 0.1 <i>μ</i>M against A549 cells, 8.2 ± 0.5 <i>μ</i>M against MDA-MB-231 cells, and 2.4 ± 0.3 <i>μ</i>M against HepG2 cells, respectively.

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Publication Details

Journal
Natural Product Research
Published
2024-11-05
DOI
https://doi.org/10.1080/14786419.2024.2424399
Primary Topic
Natural product bioactivities and synthesis
Type
article
Field-Weighted Citation Impact
0.00

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article

Herpetosin A, a nor-cucurbitane triterpenoid with a 5/6/6/5 ring system from Herpetospermum pedunculosum

Xiaozhong Lan, Zhaoyue Dong, Zhihua Liao, Yingxiong Ma et al.
Natural Product Research
Natural product bioactivities and synthesis
article

Herpetosin A, a nor-cucurbitane triterpenoid with a 5/6/6/5 ring system from Herpetospermum pedunculosum

Xiaozhong Lan, Zhaoyue Dong, Zhihua Liao, Yingxiong Ma, Qianyu Chen, Guowei Wang, Bing Xu, Min Chen
article en

Abstract

Two previously undescribed triterpenoids, herpetosin A (<b>1</b>) and herpetosin B (<b>2</b>), together with two known compounds, cucurbitacin B (<b>3</b>) and dihydrocucurbitacin E (<b>4</b>), were isolated from the seeds of <i>Herpetospermum pedunculosum.</i> Their structures were elucidated by analysis of the NMR, HR-ESI-MS, X-ray data and quantum chemical calculation. Compound <b>1</b> featured an unprecedented nor-cucurbitane triterpenoid skeleton with a 5/6/6/5 ring system. Among all the isolates, compound <b>4</b> exhibited anti-proliferative effect with IC<sub>50</sub> values of 4.5 ± 0.1 <i>μ</i>M against A549 cells, 8.2 ± 0.5 <i>μ</i>M against MDA-MB-231 cells, and 2.4 ± 0.3 <i>μ</i>M against HepG2 cells, respectively.

Natural Product ResearchVol. 40(3)
Tibet University (CN), Southwest University (CN), Animal Husbandry and Veterinary Department (IN)
National Natural Science Foundation of China
Life in Land, Zero hunger
Openalex Percentile: Top 82%
Natural product bioactivities and synthesis
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Herpetosin A, a nor-cucurbitane triterpenoid with a 5/6/6/5 ring system from <i>Herpetospermum pedunculosum</i> — Xiaozhong Lan, Zhaoyue Dong, et al. · Natural Product Research (2024) | TGRS Research Map | TGRS