A New Isoflavone Xylopyranoside and Isoflavone Derivatives from the Roots of Ochna integerrima and Their DPPH Radical Scavenging Activity
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Issued Date
2024-01-01
Resource Type
ISSN
16121872
eISSN
16121880
Scopus ID
2-s2.0-85208459746
Pubmed ID
39352265
Journal Title
Chemistry and Biodiversity
Rights Holder(s)
SCOPUS
Bibliographic Citation
Chemistry and Biodiversity (2024)
Suggested Citation
Wongpakham S., Samsee T., Wongpakam K., Promden W., Thima K., Khulmanee T., Patrapuvich R., Sangdee A., Kijjoa A., Seephonkai P. A New Isoflavone Xylopyranoside and Isoflavone Derivatives from the Roots of Ochna integerrima and Their DPPH Radical Scavenging Activity. Chemistry and Biodiversity (2024). doi:10.1002/cbdv.202401979 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/102046
Title
A New Isoflavone Xylopyranoside and Isoflavone Derivatives from the Roots of Ochna integerrima and Their DPPH Radical Scavenging Activity
Corresponding Author(s)
Other Contributor(s)
Abstract
Ochna integerrima (Louri) Merr. is one of the two species of the genus Ochna (family Ochnaceae) found in Thailand. Its bark is used in traditional Thai medicine to treat digestive disorders. Phytochemical investigation of the crude MeOH extract of the root woods of O. integerrima furnished an unreported isoflavone glycoside, gerontoisoflavone A-4′-O-β-D-xylopyranoside (1), together with the previously described irisolone methyl ether (2), iriskumaonin methyl ether (3), iriskumaonin (4), gerontoisoflavone A (5), isoprunetin (6), a flavone glycoside, vitexin (7), and a chromone derivative, lophilone A (8). The structure of 1 was elucidated by 1D and 2D NMR spectral analysis as well as HRMS data. Compounds 1–7 were evaluated for their 2,2-diphenyl-1-picrylhydrazil radical (DPPH⋅) scavenging activity and antiplasmodial activity against a chloroquine- and pyrimethamine-resistant strain of Plasmodium falciparum (K1). Compounds 5 exhibited strongest scavenging activity, with a scavenging concentration at 50 % (SC50) of 137.7 μM, while 4 and 6 displayed weak scavenging activity, with SC50 values of 4 and 5 times higher than that of 5. None of the tested compounds showed antiplasmodial activity against P. falciparum (K1) at a concentration of 5 μg/mL.