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Bis-Iridoid Glycosides and Triterpenoids from and Their Potential as Inhibitors of ACC1 and ACL.

作者信息

Wan Jiang, Zhao Ze-Yu, Wang Can, Jiang Chun-Xiao, Tong Ying-Peng, Zang Yi, Choo Yeun-Mun, Li Jia, Hu Jin-Feng

机构信息

Zhejiang Provincial Key Laboratory of Plant Evolutionary Ecology and Conservation, School of Pharmaceutical Sciences, Taizhou University, Taizhou 318000, China.

Department of Natural Medicine, School of Pharmacy, Fudan University, Shanghai 201203, China.

出版信息

Molecules. 2024 Dec 18;29(24):5980. doi: 10.3390/molecules29245980.


DOI:10.3390/molecules29245980
PMID:39770069
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11678491/
Abstract

A comprehensive phytochemical investigation of the twigs/leaves and flower buds of , a rare deciduous shrub native to China, led to the isolation of 39 structurally diverse compounds. These compounds include 11 iridoid glycosides (- and -), 20 triterpenoids (, , and -), and 8 phenylpropanoids (-). Among these, amabiliosides A () and B () represent previously undescribed bis-iridoid glycosides, while amabiliosides C () and D () feature a unique bis-iridoid-monoterpenoid indole alkaloid scaffold with a tetrahydro--carboline-5-carboxylic acid moiety. Amabiliacids A () and B () are 24-nor-ursane-type triterpenoids characterized by an uncommon ∆ transannular double bond. Their chemical structures and absolute configurations were elucidated through spectroscopic data and electronic circular dichroism analyses. Compound exhibited a moderate inhibitory effect against acetyl CoA carboxylase 1 (ACC1), with an IC value of 9.6 μM. Lonicejaposide C (), 3---caffeoyl-olean-12-en-28-oic acid (), and (23)-coumaroylhederagenin () showed notable inhibitory effects on ATP-citrate lyase (ACL), with IC values of 3.6, 1.6, and 4.7 μM, respectively. Additionally, 3-acetyl-ursolic acid () demonstrated dual inhibitory activity against both ACC1 and ACL, with IC values of 10.3 and 2.0 μM, respectively. The interactions of the active compounds with ACC1 and ACL enzymes were examined through molecular docking studies. From a chemotaxonomic perspective, the isolation of bis-iridoid glycosides in this study may aid in clarifying the taxonomic relationship between the genera and within the Caprifoliaceae family. These findings highlight the importance of conserving plant species with unique and diverse secondary metabolites, which could serve as potential sources of new therapeutic agents for treating ACC1/ACL-associated diseases.

摘要
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/9064f9fe566c/molecules-29-05980-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/2f6d7fc45285/molecules-29-05980-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/37cf117e7e91/molecules-29-05980-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/a0701c1221b7/molecules-29-05980-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/68e54c34d210/molecules-29-05980-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/7a79a62053db/molecules-29-05980-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/9064f9fe566c/molecules-29-05980-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/2f6d7fc45285/molecules-29-05980-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/37cf117e7e91/molecules-29-05980-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/a0701c1221b7/molecules-29-05980-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/68e54c34d210/molecules-29-05980-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/7a79a62053db/molecules-29-05980-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0224/11678491/9064f9fe566c/molecules-29-05980-g006.jpg

相似文献

[1]
Bis-Iridoid Glycosides and Triterpenoids from and Their Potential as Inhibitors of ACC1 and ACL.

Molecules. 2024-12-18

[2]
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[3]
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[5]
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[8]
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[9]
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本文引用的文献

[1]
Benzofurans and dibenzofurans from galls on twigs of the endangered Chinese endemic tree Parrotia subaequalis and their inhibitory properties against Staphylococcus aureus and ATP-citrate lyase.

Phytochemistry. 2025-1

[2]
Fortunefuroic Acid J from Keteleeria Hainanensis and its Dual Inhibitory Effects on ATP-Citrate Lyase and Acetyl-CoA Carboxylase.

Chem Biodivers. 2024-12

[3]
Major specialized natural products from the endangered plant Heptacodium miconioides, potential medicinal uses and insights into its longstanding unresolved systematic classification.

Phytochemistry. 2024-12

[4]
Bempedoic Acid Reduces Major Adverse Cardiovascular Events for Statin-Intolerant Patients.

J Gen Intern Med. 2024-6

[5]
Traditional uses, botany, phytochemistry, and pharmacology of Lonicerae japonicae flos and Lonicerae flos: A systematic comparative review.

J Ethnopharmacol. 2024-3-25

[6]
Asperosaponin VI protects alcohol-induced hepatic steatosis and injury via regulating lipid metabolism and ER stress.

Phytomedicine. 2023-12

[7]
and Species-The Source of Specialized Metabolites with High Biological Relevance: A Review.

Molecules. 2023-4-27

[8]
New iridoids from Patrinia scabiosaefolia and their hypoglycemic effects by activating PI3K/Akt signaling pathway.

Fitoterapia. 2023-3

[9]
Fine-tuning acetyl-CoA carboxylase 1 activity through localization: functional genomics reveals a role for the lysine acetyltransferase NuA4 and sphingolipid metabolism in regulating Acc1 activity and localization.

Genetics. 2022-7-30

[10]
Stewartiacids A-N, C-23 carboxylated triterpenoids from Chinese Stewartia and their inhibitory effects against ATP-citrate lyase and NF-κB.

RSC Adv. 2020-1-21

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