Unknown

Dataset Information

0

Triterpenoids from the Leaves of Diospyros digyna and Their PTP1B Inhibitory Activity.

ABSTRACT: Six new 2α-hydroxy ursane triterpenoids, 3α-cis-p-coumaroyloxy-2α,19α-dihydroxy-12-ursen-28-oic acid (1), 3α-trans-p-coumaroyloxy-2α,19α-dihydroxy-12-ursen-28-oic acid (2), 3α-trans-p-coumaroyloxy-2α-hydroxy-12-ursen-28-oic acid (3), 3β-trans-p-coumaroyloxy-2α-hydroxy-12,20(30)-ursadien-28-oic acid (4), 3β-trans-feruloyloxy-2α-hydroxy-12,20(30)-ursadien-28-oic acid (5), and 3α-trans-feruloyloxy-2α-hydroxy-12,20(30)-ursadien-28-oic acid (6), along with eleven known triterpenoids (7-17), were isolated from the leaves of Diospyros digyna. Their chemical structures were elucidated by comprehensive analysis of UV, IR, HRESIMS, and NMR spectra. All the isolated compounds were evaluated for their PTP1B inhibitory activity. 3β-O-trans-feruloyl-2α-hydroxy-urs-12-en-28-oic acid (13) showed the best inhibition activity with an IC50 value of 10.32 ± 1.21 μM. The molecular docking study found that the binding affinity of compound 13 for PTP1B was comparable to that of oleanolic acid (positive control).

SUBMITTER: Huang L 

PROVIDER: S-EPMC11013491 | biostudies-literature | 2024 Apr

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Triterpenoids from the Leaves of <i>Diospyros digyna</i> and Their PTP1B Inhibitory Activity.

Huang Lan L   Wang Ziqi Z   Wang Fangxin F   Wang Song S   Wang Dezhi D   Gao Meihua M   Li Hua H   Song Min M   Zhang Xiaoqi X  

Molecules (Basel, Switzerland) 20240405 7

Six new 2<i>α</i>-hydroxy ursane triterpenoids, 3<i>α</i>-<i>cis</i>-<i>p</i>-coumaroyloxy-2<i>α</i>,19<i>α</i>-dihydroxy-12-ursen-28-oic acid (<b>1</b>), 3<i>α-trans</i>-<i>p</i>-coumaroyloxy-2<i>α</i>,19<i>α</i>-dihydroxy-12-ursen-28-oic acid (<b>2</b>), 3<i>α</i>-<i>trans</i>-<i>p</i>-coumaroyloxy-2<i>α</i>-hydroxy-12-ursen-28-oic acid (<b>3</b>), 3<i>β-trans</i>-<i>p</i>-coumaroyloxy-2<i>α</i>-hydroxy-12,20(30)-ursadien-28-oic acid (<b>4</b>), 3<i>β-trans</i>-feruloyloxy-2<i>α</i>-hydroxy-12  ...[more]

Similar Datasets

Unknown Seasonal Changes in the Metabolic Profiles and Biological Activity in Leaves of Diospyros digyna and D. rekoi "Zapote" Trees.
| S-EPMC6918230 | biostudies-literature
Unknown Triterpenoids with α-glucosidase inhibitory activity and cytotoxic activity from the leaves of <i>Akebia trifoliata</i>.
| S-EPMC9091492 | biostudies-literature
Unknown Neutrophil elastase inhibitory effects of pentacyclic triterpenoids from Eriobotrya japonica (loquat leaves).
| S-EPMC7127461 | biostudies-literature
Unknown Two triterpenoids from Rubus fraxinifolius leaves and their tyrosinase and elastase inhibitory activities.
| S-EPMC8516952 | biostudies-literature
Unknown Inhibitory Effects of Pectic Polysaccharide Isolated from Diospyros kaki Leaves on Tumor Cell Angiogenesis via VEGF and MMP-9 Regulation.
| S-EPMC7795685 | biostudies-literature
Unknown Antioxidant properties of Korean major persimmon (Diospyros kaki) leaves.
| S-EPMC6049757 | biostudies-literature
Unknown Chemical Constituents of the Leaves of Diospyros kaki (Persimmon).
| S-EPMC8538319 | biostudies-literature
Unknown Insight into the PTP1B Inhibitory Activity of Arylbenzofurans: An In Vitro and In Silico Study.
| S-EPMC6721227 | biostudies-literature
Unknown Natural products possessing protein tyrosine phosphatase 1B (PTP1B) inhibitory activity found in the last decades.
| S-EPMC4002712 | biostudies-literature
Unknown Synthesis of small peptide compounds, molecular docking, and inhibitory activity evaluation against phosphatases PTP1B and SHP2.
| S-EPMC6287413 | biostudies-literature