Fortunefuroic Acid J from <i>Keteleeria Hainanensis</i> and its Dual Inhibitory Effects on ATP‐Citrate Lyase and Acetyl‐CoA Carboxylase.

A previously undescribed triterpenoid (fortunefuroic acid J, 1) was isolated from the endangered conifer Keteleeria hainanensis, along with 20 other known terpenoids. Compound 1 is characterized by an unusual 3,4-seco-9βH-lanost-3-oic acid motif, featuring a rare furoic acid moiety in its lateral chain. The structure elucidation of this compound was achieved through a combination of spectroscopic and computational methods. The C-15 epimers of 15-methoxypinusolidic acid (15R-8 and 15S-9) were successfully separated and identified for the first time. Compound 1 demonstrated dual inhibitory effects against ATP-citrate lyase (ACL, IC<sub>50</sub>: 0.92 μM) and acetyl-CoA carboxylase 1 (ACC1, IC<sub>50</sub>: 10.76 μM). Compounds 2 and 11 exclusively inhibited ACL, exhibiting IC<sub>50</sub> values of 2.64 and 6.35 μM, respectively. Compound 1 is classified among the fortunefuroic acid-type compounds, previously isolated from K. fortunei, distinguished by the presence of a rare furoic acid moiety in their lateral chain. The chemotaxonomic significance of the 9βH-lanost-26-oic acids in Keteleeria was briefly discussed. These findings highlight the importance of conserving plant species diversity, thereby enhancing the exploration of structurally diverse compounds and potential avenues for developing new therapeutics targeting ACL/ACC1-associated diseases.

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Publication Details

Journal
Chemistry & Biodiversity
Published
2024-09-02
DOI
https://doi.org/10.1002/cbdv.202401520
Citations
6
Primary Topic
Natural product bioactivities and synthesis
Type
article
Field-Weighted Citation Impact
1.40

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article

Fortunefuroic Acid J from Keteleeria Hainanensis and its Dual Inhibitory Effects on ATP‐Citrate Lyase and Acetyl‐CoA Carboxylase.

Yi Zang, Yeun‐Mun Choo, Juan Xiong, Ze‐Yu Zhao et al.
6 citations
Chemistry & Biodiversity
Natural product bioactivities and synthesis
1.40
article

Fortunefuroic Acid J from Keteleeria Hainanensis and its Dual Inhibitory Effects on ATP‐Citrate Lyase and Acetyl‐CoA Carboxylase.

Yi Zang, Yeun‐Mun Choo, Juan Xiong, Ze‐Yu Zhao, Jia Li
article en
6 citations

Abstract

A previously undescribed triterpenoid (fortunefuroic acid J, 1) was isolated from the endangered conifer Keteleeria hainanensis, along with 20 other known terpenoids. Compound 1 is characterized by an unusual 3,4-seco-9βH-lanost-3-oic acid motif, featuring a rare furoic acid moiety in its lateral chain. The structure elucidation of this compound was achieved through a combination of spectroscopic and computational methods. The C-15 epimers of 15-methoxypinusolidic acid (15R-8 and 15S-9) were successfully separated and identified for the first time. Compound 1 demonstrated dual inhibitory effects against ATP-citrate lyase (ACL, IC<sub>50</sub>: 0.92 μM) and acetyl-CoA carboxylase 1 (ACC1, IC<sub>50</sub>: 10.76 μM). Compounds 2 and 11 exclusively inhibited ACL, exhibiting IC<sub>50</sub> values of 2.64 and 6.35 μM, respectively. Compound 1 is classified among the fortunefuroic acid-type compounds, previously isolated from K. fortunei, distinguished by the presence of a rare furoic acid moiety in their lateral chain. The chemotaxonomic significance of the 9βH-lanost-26-oic acids in Keteleeria was briefly discussed. These findings highlight the importance of conserving plant species diversity, thereby enhancing the exploration of structurally diverse compounds and potential avenues for developing new therapeutics targeting ACL/ACC1-associated diseases.

Chemistry & BiodiversityVol. 21(12)
Fudan University (CN), University of Malaya (MY), Shanghai Institute of Materia Medica (CN), State Key Laboratory of Drug Research, Taizhou University (CN)
National Natural Science Foundation of China
Life in Land
Openalex Percentile: Top 19%
Natural product bioactivities and synthesis
1.40
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