<p>Three previously undescribed polyprenylated xanthone derivatives named garcinuntones A‒C (<b>1</b> − <b>3</b>), together with fifteen known compounds (<b>4</b> − <b>18</b>) were isolated from the leaves and twigs of <i>Garcinia nuntasaenii</i> Ngerns. &amp; Suddee (Clusiaceae). Their structures were determined by analysis of their physical and spectroscopic data and by comparison with those of related compounds reported in the literature. The absolute configuration of garcinuntone B (<b>2</b>) was established by single crystal X-ray crystallographic analysis using Cu Kα radiation data. Cytotoxic activity against several cancer cell lines (P-388, KB, HT-29, MCF-7, A549, and ASK) and anti-HIV-1 activity using syncytium inhibition and anti-HIV-1 reverse transcriptase assays of some isolated compounds were evaluated. Garcinuntone B exhibited cytotoxicity against some tested cell lines with IC<sub>50</sub> values in the range of 4.82 to 6.92&#xa0;μM. In anti-HIV-1 assays, garcinuntone B demonstrated selective activity against the reverse transcriptase (RT) enzyme, showing an IC<sub>50</sub> of 23.61&#xa0;µM, while it proved to be toxic to the host cell line in the syncytium inhibition assay. In addition, the binding affinity of garcinuntone B to HIV-1 RT was assessed through molecular docking study. Like other non-nucleoside RT inhibitors, garcinuntone B showed stable number of contacts with the binding residues in the binding pocket of HIV-1 RT enzyme.</p> Graphical abstract <p></p>

错误:搜索内容不能为空,请输入英文关键词
错误:关键词超出字数限制,请精简
高级检索

Garcinuntones A‒C, three new polyprenylated xanthones with cytotoxic and anti-HIV-1 activities from Garcinia nuntasaenii

  • Suppisak Chaturonrutsamee,
  • Chutima Kuhakarn,
  • Sariyarach Thanasansurapoung,
  • Samran Prabpai,
  • Arthit Chairoungdua,
  • Radeekorn Akkarawongsapat,
  • Narong Nuntasaen,
  • Sakchai Hongthong,
  • Bodee Nutho,
  • Vichai Reutrakul

摘要

Three previously undescribed polyprenylated xanthone derivatives named garcinuntones A‒C (1 − 3), together with fifteen known compounds (4 − 18) were isolated from the leaves and twigs of Garcinia nuntasaenii Ngerns. & Suddee (Clusiaceae). Their structures were determined by analysis of their physical and spectroscopic data and by comparison with those of related compounds reported in the literature. The absolute configuration of garcinuntone B (2) was established by single crystal X-ray crystallographic analysis using Cu Kα radiation data. Cytotoxic activity against several cancer cell lines (P-388, KB, HT-29, MCF-7, A549, and ASK) and anti-HIV-1 activity using syncytium inhibition and anti-HIV-1 reverse transcriptase assays of some isolated compounds were evaluated. Garcinuntone B exhibited cytotoxicity against some tested cell lines with IC50 values in the range of 4.82 to 6.92 μM. In anti-HIV-1 assays, garcinuntone B demonstrated selective activity against the reverse transcriptase (RT) enzyme, showing an IC50 of 23.61 µM, while it proved to be toxic to the host cell line in the syncytium inhibition assay. In addition, the binding affinity of garcinuntone B to HIV-1 RT was assessed through molecular docking study. Like other non-nucleoside RT inhibitors, garcinuntone B showed stable number of contacts with the binding residues in the binding pocket of HIV-1 RT enzyme.

Graphical abstract