2. Academic Validation
  3. Tetrahydroxanthene-1,3(2 H)-diones and Oxidized Hexadiene Derivatives from Uvaria leptopoda and Their Biological Activities

Tetrahydroxanthene-1,3(2 H)-diones and Oxidized Hexadiene Derivatives from Uvaria leptopoda and Their Biological Activities

  • J Nat Prod. 2024 Jun 28;87(6):1611-1617. doi: 10.1021/acs.jnatprod.4c00248.
Passakorn Teerapongpisan 1,  Thanakorn Monkantha 1,  Saranphong Yimklan 2,  Siau Hui Mah 3,  Natalie Vivien Gunter 3,  Phunrawie Promnart 4,  Suwanna Deachathai 4,  Tharakorn Maneerat 1,  Thidarat Duangyod 5,  Rawiwan Charoensup 5,  Abdulromea Baka 6,  Raymond J Andersen 7,  Surat Laphookhieo 1
Affiliations

Affiliations

  • 1 Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand.
  • 2 Department of Chemistry, Faculty of Science, Chiang Mai University, Chiang Mai 50200, Thailand.
  • 3 School of Biosciences, Faculty of Health and Medical Sciences, Taylor's University, Lakeside Campus, 47500 Subang Jaya, Selangor, Malaysia.
  • 4 School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand.
  • 5 Medicinal Plant Innovation Center of Mae Fah Luang University and School of Integrative Medicine, Mae Fah Luang University, Chiang Rai 57100, Thailand.
  • 6 Chanae, Narathiwat 96220, Thailand.
  • 7 Departments of Chemistry and Earth, Ocean & Atmospheric Sciences, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.
PMID: 38805684 DOI: 10.1021/acs.jnatprod.4c00248
Abstract

The first phytochemical investigation of the twig extract of Uvaria leptopoda resulted in the isolation and identification of three new tetrahydroxanthene-1,3(2H)-diones, uvarialeptones A-C, two new oxidized hexadiene derivatives, uvarialeptols A and B, together with ten known compounds. Their structures were elucidated by spectroscopic techniques and mass spectrometry. Uvarialeptones A and B were unprecedented tetrahydroxanthene-1,3(2H)-dione dimers which exhibited a cyclobutane ring via [2 + 2] cycloaddition from uvarialeptone C and 9a-O-methyloxymitrone, respectively. The structure of uvarialeptone A was confirmed by X-ray diffraction analysis using Mo Kα radiation. Compound 3 inhibited NO production at an IC50 value of 6.7 ± 0.1 μM.

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