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

Autor: Teerapongpisan P; Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand., Monkantha T; Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand., Yimklan S; Department of Chemistry, Faculty of Science, Chiang Mai University, Chiang Mai 50200, Thailand., Mah SH; School of Biosciences, Faculty of Health and Medical Sciences, Taylor's University, Lakeside Campus, 47500 Subang Jaya, Selangor, Malaysia., Gunter NV; School of Biosciences, Faculty of Health and Medical Sciences, Taylor's University, Lakeside Campus, 47500 Subang Jaya, Selangor, Malaysia., Promnart P; School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand., Deachathai S; School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand., Maneerat T; Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand., Duangyod T; Medicinal Plant Innovation Center of Mae Fah Luang University and School of Integrative Medicine, Mae Fah Luang University, Chiang Rai 57100, Thailand., Charoensup R; Medicinal Plant Innovation Center of Mae Fah Luang University and School of Integrative Medicine, Mae Fah Luang University, Chiang Rai 57100, Thailand., Baka A; Chanae, Narathiwat 96220, Thailand., Andersen RJ; Departments of Chemistry and Earth, Ocean & Atmospheric Sciences, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada., Laphookhieo S; Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand.
Jazyk: angličtina
Zdroj: Journal of natural products [J Nat Prod] 2024 Jun 28; Vol. 87 (6), pp. 1611-1617. Date of Electronic Publication: 2024 May 28.
DOI: 10.1021/acs.jnatprod.4c00248
Abstrakt: The first phytochemical investigation of the twig extract of Uvaria leptopoda resulted in the isolation and identification of three new tetrahydroxanthene-1,3(2 H )-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(2 H )-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 IC 50 value of 6.7 ± 0.1 μM.
Databáze: MEDLINE