Propolis components from stingless bees collected on South Sulawesi, Indonesia, and their xanthine oxidase inhibitory activity

Ryo Miyata, Muhamad Sahlan, Yoshinobu Ishikawa, Hiroshi Hashimoto, Sari Honda, Shigenori Kumazawa

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

Three new compounds, namely, 4-(4′-hydroxy-3′-methoxyphenyl)-3,5,7-trihydroxycoumarin (1) and sulawesins A (2) and B (3), were isolated from the propolis of stingless bees (Tetragonula aff. biroi) collected on South Sulawesi, Indonesia. In addition, five known compounds, glyasperin A, broussoflavonol F, (2S)-5,7-dihydroxy-4′-methoxy-8-prenylflavanone, (1′S)-2-trans,4-trans-abscisic acid, and (1′S)-2-cis,4-trans-abscisic acid, were identified. The structures of the new compounds were determined by a combination of methods that included mass spectrometry and NMR spectroscopy. The absolute configuration of sulawesin A (2), a new podophyllotoxin derivative, was determined by X-ray crystallography. The absolute configuration of sulawesin B (3) was also determined by the ECD calculation. 4-(4′-Hydroxy-3′-methoxyphenyl)-3,5,7-trihydroxycoumarin (1) and sulawesin A (2) were examined for xanthine oxidase (XO) inhibitory activity; 1 exhibited XO inhibitory activity, with an IC50 value of 3.9 μM.

Original languageEnglish
Pages (from-to)205-210
Number of pages6
JournalJournal of Natural Products
Volume82
Issue number2
DOIs
Publication statusPublished - 22 Feb 2019

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