New oligomeric terpenoids fused with an oxazoline ring linkage from cones of Taxodium ascendens and their biological activities

• Taxodascaloids A-C, three uncommon oligomeric terpenoids , were purified from the cones of Taxodium ascendens . • Compounds 1 and 2 represented the first identified diterpenoid-monoterpenoid adducts linked by an oxazoline ring. • All these three compounds were determined using extensive spectroscopic analysis and X-ray diffraction techniques. Taxodascaloids A-C ( 1–3 ), three uncommon oligomeric terpenoids featuring an oxazoline ring linkage, were purified from the cones of Taxodium ascendens . Compounds 1 and 2 , a unique pair of stereoisomers, represented the first identified diterpenoid-monoterpenoid adducts linked by an oxazoline ring. Compound 3 was an uncommon dimeric diterpenoid and composed of a seco-abietane unit and an abietane unit, also containing an oxazoline ring. The planar structures and absolute configurations of these compounds were determined using extensive spectroscopic analysis and X-ray diffraction techniques. Compounds 1 and 2 demonstrated potent anticancer activity against human colon cancer HCT cells, with the IC 50 values of 25.7 and 40.1 μ M, respectively. Further research indicated that compound 1 could induce both ferroptosis and apoptosis in HCT-116 cells. Additionally, compound 3 showed notable α -glucosidase inhibitory activity in a mixed-type manner with an IC 50 value of 2.9 μ M.

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Publication Details

Journal
Journal of Molecular Structure
Published
2024-09-26
DOI
https://doi.org/10.1016/j.molstruc.2024.140206
Citations
5
Primary Topic
Biological Activity of Diterpenoids and Biflavonoids
Type
article
Field-Weighted Citation Impact
1.17

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article

New oligomeric terpenoids fused with an oxazoline ring linkage from cones of Taxodium ascendens and their biological activities

Yu‐Cheng Gu, Jianbo Xiao, Bo‐Yi Fan, Bin Lin et al.
5 citations
Journal of Molecular Structure
Biological Activity of Diterpenoids and Biflavonoids
1.17
article

New oligomeric terpenoids fused with an oxazoline ring linkage from cones of Taxodium ascendens and their biological activities

Yu‐Cheng Gu, Jianbo Xiao, Bo‐Yi Fan, Bin Lin, Qi Gao, Guangtong Chen, Kai Chen, Jianlin Li, Min Yang, Andong Wang, Weizhong Zhu, Jinjuan Wei, Wenli Wang
article en
5 citations

Abstract

• Taxodascaloids A-C, three uncommon oligomeric terpenoids , were purified from the cones of Taxodium ascendens . • Compounds 1 and 2 represented the first identified diterpenoid-monoterpenoid adducts linked by an oxazoline ring. • All these three compounds were determined using extensive spectroscopic analysis and X-ray diffraction techniques. Taxodascaloids A-C ( 1–3 ), three uncommon oligomeric terpenoids featuring an oxazoline ring linkage, were purified from the cones of Taxodium ascendens . Compounds 1 and 2 , a unique pair of stereoisomers, represented the first identified diterpenoid-monoterpenoid adducts linked by an oxazoline ring. Compound 3 was an uncommon dimeric diterpenoid and composed of a seco-abietane unit and an abietane unit, also containing an oxazoline ring. The planar structures and absolute configurations of these compounds were determined using extensive spectroscopic analysis and X-ray diffraction techniques. Compounds 1 and 2 demonstrated potent anticancer activity against human colon cancer HCT cells, with the IC 50 values of 25.7 and 40.1 μ M, respectively. Further research indicated that compound 1 could induce both ferroptosis and apoptosis in HCT-116 cells. Additionally, compound 3 showed notable α -glucosidase inhibitory activity in a mixed-type manner with an IC 50 value of 2.9 μ M.

Journal of Molecular StructureVol. 1321
Shenyang Pharmaceutical University (CN), Nantong University (CN), Syngenta (United Kingdom) (GB)
Natural Science Foundation of Nantong City, National Natural Science Foundation of China
Openalex Percentile: Top 22%
Biological Activity of Diterpenoids and Biflavonoids
1.17
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