Biological activity of prenylated pyranoflavanones from the stems of <i>Derris reticulata</i>

The chemical investigation of the crude dichloromethane from the <i>Derris reticulata</i> stems led to the isolation of two new prenylated pyranoflavanones, dereticulatinal (<b>1</b>) and dereticulatinone (<b>2</b>). The structures were established by spectroscopic analysis and chemical transformation, and the absolute configurations of these isolates were deduced through CD comparison with that of lupinifolin. The cancer cytotoxicity study revealed that compound <b>1</b> showed cytotoxicity against MOLT-3 cell with an IC<sub>50</sub> value of 40.17 ± 4.0 µM, while compound <b>2</b> showed cytotoxicity against MOLT-3 and HL-60 cells with IC<sub>50</sub> values of 22.16 ± 2.3 and 38.99 ± 4.5 µM, respectively. In the chemopreventive assays, <b>1</b> and <b>2</b> exhibited strong anti-aromatase activity, with IC<sub>50</sub> values of 1.27 ± 0.15 µM and 0.35 ± 0.04 µM, respectively. Compound <b>2</b> also showed inhibition activity in HL-60 assay with an IC<sub>50</sub> value of 18.1 ± 0.3 µM. Two isolates showed no activities in DPPH and LOX assays.

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Publication Details

Journal
Natural Product Research
Published
2025-03-05
DOI
https://doi.org/10.1080/14786419.2025.2474159
Primary Topic
Bioactive natural compounds
Type
article
Field-Weighted Citation Impact
0.00

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article

Biological activity of prenylated pyranoflavanones from the stems of Derris reticulata

Chulabhorn Mahidol, Wirongrong Kaweetripob, Surasak Kheawchaum, Sakunchai Khumsubdee et al.
Natural Product Research
Bioactive natural compounds
article

Biological activity of prenylated pyranoflavanones from the stems of Derris reticulata

Chulabhorn Mahidol, Wirongrong Kaweetripob, Surasak Kheawchaum, Sakunchai Khumsubdee, Jutatip Boonsombat, Somsak Ruchirawat, Hunsa Prawat
article en

Abstract

The chemical investigation of the crude dichloromethane from the <i>Derris reticulata</i> stems led to the isolation of two new prenylated pyranoflavanones, dereticulatinal (<b>1</b>) and dereticulatinone (<b>2</b>). The structures were established by spectroscopic analysis and chemical transformation, and the absolute configurations of these isolates were deduced through CD comparison with that of lupinifolin. The cancer cytotoxicity study revealed that compound <b>1</b> showed cytotoxicity against MOLT-3 cell with an IC<sub>50</sub> value of 40.17 ± 4.0 µM, while compound <b>2</b> showed cytotoxicity against MOLT-3 and HL-60 cells with IC<sub>50</sub> values of 22.16 ± 2.3 and 38.99 ± 4.5 µM, respectively. In the chemopreventive assays, <b>1</b> and <b>2</b> exhibited strong anti-aromatase activity, with IC<sub>50</sub> values of 1.27 ± 0.15 µM and 0.35 ± 0.04 µM, respectively. Compound <b>2</b> also showed inhibition activity in HL-60 assay with an IC<sub>50</sub> value of 18.1 ± 0.3 µM. Two isolates showed no activities in DPPH and LOX assays.

Natural Product Research
Chulabhorn Graduate Institute (TH), Chulabhorn Research Institute (TH)
Thailand Science Research and Innovation
Openalex Percentile: Top 96%
Bioactive natural compounds
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