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.

Publication Details

Journal
Figshare
Published
2025-03-06
DOI
https://doi.org/10.1021/acs.orglett.5c00574.s001
Primary Topic
Ginger and Zingiberaceae research
Type
article
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0.00
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article

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

Figshare
Ginger and Zingiberaceae research
article

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

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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.

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Openalex Percentile: Top 49%
Ginger and Zingiberaceae research
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