Cumingianols G and H, new 14,18-cycloapoeuphane triterpenoids from the Taiwan <i>Dysoxylum cumingianum</i> C. DC.

Two new 14,18-cycloapoeuphane triterpenoids, cumingianols G (1) and H (2), along with 12 known compounds, cumingianol C (3), cumingianol A (4), cumingianol D (5), 3,3-ethylenedioxy-5α-cycloart-24-en-23-one (6), 24,25(<i>R</i>,<i>S</i>)-24,25-epoxy-20(<i>S</i>)-hydroxydammar-3-one (7), (3β,7α)-stigmast-5-ene-3,7-diol (8), 7α-hydroxystigmasterol (9), 7β-hydroxysitosterol (10), 7β-hydroxystigmasterol (11), ethylcholest-5-en-3-hydroxy-7-one (12), coniferaldehyde (13) and 4-hydroxy-3,5-dimethoxy-benzaldehyde (14), have been isolated from <i>Dysoxylum cumingianum</i> collected in Taiwan. The structures of these metabolites were determined through mass spectrometry and 1D and 2D NMR analyses, combined with comparisons to reference data. The cytotoxic effects of these isolates were evaluated against human oral squamous cell carcinoma (SCC2095), human breast adenocarcinoma (MCF-7), and human gastric adenocarcinoma (SCM-1). Among them, compound 4 exhibited significant cytotoxicity against the SCC2095 and MCF-7 cell lines, with IC<sub>50</sub> values of 6.3 μM and 6.1 μM, respectively.

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Journal
RSC Advances
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ra03726c
Primary Topic
Phytochemical compounds biological activities
Type
article
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article

Cumingianols G and H, new 14,18-cycloapoeuphane triterpenoids from the Taiwan Dysoxylum cumingianum C. DC.

Chi‐Jen Tai, Jing‐Lan Hu, Yu‐Ting Hung, Jing‐Ru Weng et al.
RSC Advances
Phytochemical compounds biological activities
article

Cumingianols G and H, new 14,18-cycloapoeuphane triterpenoids from the Taiwan Dysoxylum cumingianum C. DC.

Chi‐Jen Tai, Jing‐Lan Hu, Yu‐Ting Hung, Jing‐Ru Weng, Yu-Chuan Su, Jae Kyoo Lee, Bo‐Rong Peng, Thanh Hao Huynh, Chang‐Yih Duh
article en

Abstract

Two new 14,18-cycloapoeuphane triterpenoids, cumingianols G (1) and H (2), along with 12 known compounds, cumingianol C (3), cumingianol A (4), cumingianol D (5), 3,3-ethylenedioxy-5α-cycloart-24-en-23-one (6), 24,25(<i>R</i>,<i>S</i>)-24,25-epoxy-20(<i>S</i>)-hydroxydammar-3-one (7), (3β,7α)-stigmast-5-ene-3,7-diol (8), 7α-hydroxystigmasterol (9), 7β-hydroxysitosterol (10), 7β-hydroxystigmasterol (11), ethylcholest-5-en-3-hydroxy-7-one (12), coniferaldehyde (13) and 4-hydroxy-3,5-dimethoxy-benzaldehyde (14), have been isolated from <i>Dysoxylum cumingianum</i> collected in Taiwan. The structures of these metabolites were determined through mass spectrometry and 1D and 2D NMR analyses, combined with comparisons to reference data. The cytotoxic effects of these isolates were evaluated against human oral squamous cell carcinoma (SCC2095), human breast adenocarcinoma (MCF-7), and human gastric adenocarcinoma (SCM-1). Among them, compound 4 exhibited significant cytotoxicity against the SCC2095 and MCF-7 cell lines, with IC<sub>50</sub> values of 6.3 μM and 6.1 μM, respectively.

RSC AdvancesVol. 15(38)
Chang Gung University of Science and Technology (TW), National Sun Yat-sen University (TW), Kaohsiung Medical University (TW), Taipei Medical University (TW)
National Science and Technology Council
Openalex Percentile: Top 80%
Phytochemical compounds biological activities
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