Dihydro-β-agarofurans from the Australian rainforest plant Denhamia celastroides that inhibit leucine transport in prostate cancer cells

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Author(s)
Gordon, Shelly
Wibowo, Mario
Wang, Qian
Holst, Jeff
Davis, Rohan A
Griffith University Author(s)
Year published
2019
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Four new dihydro‐β‐agarofurans, denhaminols K–N (4–7), along with three known secondary metabolites, denhaminols A–C (1–3) were obtained from the large‐scale isolation studies of the leaves of the Australian endemic rainforest plant, Denhamia celastroides. The structures of the previously undescribed compounds were determined by detailed 1D and 2D nuclear magnetic resonance spectroscopy, mass spectrometry, ultraviolet, and infrared data analysis. All compounds were found to inhibit the activity of leucine transport in a human prostate cancer cell line with IC50 values ranging from 5.1–74.9 μM. Dihydro‐β‐agarofurans 1–7 showed ...
View more >Four new dihydro‐β‐agarofurans, denhaminols K–N (4–7), along with three known secondary metabolites, denhaminols A–C (1–3) were obtained from the large‐scale isolation studies of the leaves of the Australian endemic rainforest plant, Denhamia celastroides. The structures of the previously undescribed compounds were determined by detailed 1D and 2D nuclear magnetic resonance spectroscopy, mass spectrometry, ultraviolet, and infrared data analysis. All compounds were found to inhibit the activity of leucine transport in a human prostate cancer cell line with IC50 values ranging from 5.1–74.9 μM. Dihydro‐β‐agarofurans 1–7 showed better potency than the L‐type amino acid transporter family inhibitor, 2‐aminobicyclo[2.2.1]‐heptane‐2‐carboxylic acid (BCH).
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View more >Four new dihydro‐β‐agarofurans, denhaminols K–N (4–7), along with three known secondary metabolites, denhaminols A–C (1–3) were obtained from the large‐scale isolation studies of the leaves of the Australian endemic rainforest plant, Denhamia celastroides. The structures of the previously undescribed compounds were determined by detailed 1D and 2D nuclear magnetic resonance spectroscopy, mass spectrometry, ultraviolet, and infrared data analysis. All compounds were found to inhibit the activity of leucine transport in a human prostate cancer cell line with IC50 values ranging from 5.1–74.9 μM. Dihydro‐β‐agarofurans 1–7 showed better potency than the L‐type amino acid transporter family inhibitor, 2‐aminobicyclo[2.2.1]‐heptane‐2‐carboxylic acid (BCH).
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Journal Title
Magnetic Resonance in Chemistry
Volume
57
Issue
2-3
Copyright Statement
© 2019 John Wiley & Sons, Ltd. This is the peer reviewed version of the following article: Dihydro-β-agarofurans from the Australian rainforest plant Denhamia celastroides that inhibit leucine transport in prostate cancer cells, Magnetic Resonance in Chemistry, 52 (2-3), pp. 101-109, which has been published in final form at https://doi.org/10.1002/mrc.4801. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving (http://olabout.wiley.com/WileyCDA/Section/id-828039.html)
Subject
Medicinal and biomolecular chemistry
Physical chemistry