Publication: Application of Hansen Solubility Parameters in the Aqueous-Ethanol Extraction of Genistein-7-O-[α-rhamnopyranosyl-(1→6)]-β-glucopyranoside from Derris scandens and Its Molecular Orbital Study on Antioxidant Activity
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Issued Date
2025-06-01
Resource Type
ISSN
16616596
eISSN
14220067
Scopus ID
2-s2.0-105009007494
Journal Title
International Journal of Molecular Sciences
Volume
26
Issue
12
Rights Holder(s)
SCOPUS
Bibliographic Citation
International Journal of Molecular Sciences Vol.26 No.12 (2025)
Suggested Citation
Tantinithiphong T., Eiamart W., Tadtong S., Vorarat S., Samee W. Application of Hansen Solubility Parameters in the Aqueous-Ethanol Extraction of Genistein-7-O-[α-rhamnopyranosyl-(1→6)]-β-glucopyranoside from Derris scandens and Its Molecular Orbital Study on Antioxidant Activity. International Journal of Molecular Sciences Vol.26 No.12 (2025). doi:10.3390/ijms26125740 Retrieved from: https://hdl.handle.net/20.500.14740/21151
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Abstract
This study explored the extraction of genistein-7-O-[α-rhamnopyranosyl-(1→6)]-β-glucopyranoside (GTG) from Derris scandens using an aqueous-ethanol solvent system, aiming to optimize yield and antioxidant activity. Hansen solubility parameters (HSP) were employed to determine the optimal solvent composition, with the highest GTG yield (6.83 ± 0.06 mg/g dried weight) obtained from 50% ethanol—correlating well with HSP predictions. Ultrasonic extraction was most effective with solvents having a dielectric constant between 50 and 60. The antioxidant potential of isolated GTG was evaluated using the DPPH assay, which yielded an IC<inf>50</inf> of 87.86 ± 1.85 μM, and the FRAP assay, with a value of 34.23 ± 2.75 mg FeSO<inf>4</inf> equivalents. Molecular orbital analysis revealed HOMO and LUMO energy gaps (ΔE = 10.6715 eV) similar to known antioxidants such as gallic acid, ascorbic acid, Trolox, and quercetin. These findings demonstrate that HSP effectively guided solvent selection for ultrasound-assisted extraction of GTG. The antioxidant activity is attributed to GTG’s capacity to donate electrons and stabilize radicals via extended charge delocalization within the aglycone structure, confirming its potential as a natural antioxidant agent.