کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1362649 | 981493 | 2006 | 5 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Anti-HIV-1 protease activity of compounds from Boesenbergia pandurata Anti-HIV-1 protease activity of compounds from Boesenbergia pandurata](/preview/png/1362649.png)
Searching for anti-HIV-1 protease (PR) inhibitors of Thai medicinal plants led to the isolation of a new cyclohexenyl chalcone named panduratin C (1) and chalcone derivatives (2–6) from the methanol extract of Boesenbergia pandurata rhizomes. The known compounds were identified to be panduratin A (2), hydroxypanduratin A (3), helichrysetin (4), 2′,4′,6′-trihydroxyhydrochalcone (5), and uvangoletin (6). The structures of all compounds were elucidated on the basis of chemical and spectroscopic methods. It was found that 3 possessed the most potent anti-HIV-1 PR activity with an IC50 value of 5.6 μM, followed by 2 (IC50 = 18.7 μM), whereas other compounds exhibited only mild activity. Structure–activity relationships of these compounds on anti-HIV-1 PR activity are summarized as follows: (1) hydroxyl moiety at position 4 conferred higher activity than methoxyl group; (2) prenylation of dihydrochalcone was essential for activity; (3) hydroxylation at position 4‴ reduced activity; and (4) introduction of double bond at C1′ and C6′ of chalcone gave higher activity. As regards active constituents contained in B. pandurata rhizomes, hydroxypanduratin A (3) and panduratin A (2) are active principles against HIV-1 PR.
Searching for anti-HIV-1 protease (PR) inhibitors of Thai medicinal plants led to the isolation of a new cyclohexenyl chalcone named panduratin C (1) and chalcone derivatives (2–6) from the methanol extract of Boesenbergia pandurata rhizomes. The known compounds were identified to be panduratin A (2), hydroxypanduratin A (3), helichrysetin (4), 2′,4′,6′-trihydroxyhydrochalcone (5), and uvangoletin (6). It was found that 3 possessed the most potent anti-HIV-1 PR activity with an IC50 value of 5.6 μM, followed by 2 (IC50 = 18.7 μM), whereas others exhibited mild activity. Structure–activity relationships of these compounds on anti-HIV-1 PR activity are summarized as follows: (1) hydroxyl moiety at position 4 conferred higher activity than methoxyl group; (2) prenylation of dihydrochalcone was essential for activity; (3) hydroxylation at position 4‴ reduced activity; and (4) introduction of double bond at C1′ and C6′ of chalcone gave higher activity.Figure optionsDownload as PowerPoint slide
Journal: Bioorganic & Medicinal Chemistry - Volume 14, Issue 6, 15 March 2006, Pages 1710–1714