Alpinoblonoids A and B, Two 16-<i>nor</i>-Labdane-Related Diterpenoids with a Tricyclic Carbon Skeleton from <i>Alpinia oblongifolia</i>

Alpinoblonoids A (<b>1</b>) and B (<b>2</b>), two 16-<i>nor</i>-labdane related diterpenoids featuring 2,6,6,10,11-pentamethyltricyclo[8.4.0.0<sup>2,7</sup>]tetradecane and 11-ethyl-2,6,6,10-tetramethyltricyclo[8.3.0.0<sup>2,7</sup>]tridecane skeletons, respectively, along with their biosynthetic precursor (<b>3</b>), were isolated from the rhizomes of <i>Alpinia oblongifolia</i>. Their structural elucidation was achieved by a variety of techniques, including spectroscopic and chemical methods, ECD calculations, as well as single-crystal X-ray diffraction. Compounds <b>1</b> and <b>2</b> exhibited antihepatic fibrosis activity by inhibiting the expressions of fibronectin, collagen I, and α-smooth muscle actin.

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Publication Details

Journal
Organic Letters
Published
2025-03-06
DOI
https://doi.org/10.1021/acs.orglett.5c00574
Citations
6
Primary Topic
Ginger and Zingiberaceae research
Type
article
Field-Weighted Citation Impact
9.34

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article

Alpinoblonoids A and B, Two 16-nor-Labdane-Related Diterpenoids with a Tricyclic Carbon Skeleton from Alpinia oblongifolia

B. Zhang, De‐an Guo, Yuwei Wu, Wenxian Li et al.
6 citations
Organic Letters
Ginger and Zingiberaceae research
9.34
article

Alpinoblonoids A and B, Two 16-nor-Labdane-Related Diterpenoids with a Tricyclic Carbon Skeleton from Alpinia oblongifolia

B. Zhang, De‐an Guo, Yuwei Wu, Wenxian Li, Lu Gan, Wei Li
article en
6 citations

Abstract

Alpinoblonoids A (<b>1</b>) and B (<b>2</b>), two 16-<i>nor</i>-labdane related diterpenoids featuring 2,6,6,10,11-pentamethyltricyclo[8.4.0.0<sup>2,7</sup>]tetradecane and 11-ethyl-2,6,6,10-tetramethyltricyclo[8.3.0.0<sup>2,7</sup>]tridecane skeletons, respectively, along with their biosynthetic precursor (<b>3</b>), were isolated from the rhizomes of <i>Alpinia oblongifolia</i>. Their structural elucidation was achieved by a variety of techniques, including spectroscopic and chemical methods, ECD calculations, as well as single-crystal X-ray diffraction. Compounds <b>1</b> and <b>2</b> exhibited antihepatic fibrosis activity by inhibiting the expressions of fibronectin, collagen I, and α-smooth muscle actin.

Organic LettersVol. 27(10)
Sun Yat-sen University (CN), Chinese Academy of Sciences (CN), Shanghai Institute of Materia Medica (CN), Drug Discovery Laboratory (Norway) (NO), Southern Medical University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 2%
Ginger and Zingiberaceae research
9.34
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