Uvacalols I, J and K: new polyoxygenated cyclohexenes with all trans relative configurations from the roots of Uvaria calamistrata Hance

Abstract

Three new polyoxygenated cyclohexene derivatives with all trans relative configurations, named uvacalols I, J and K (1–3), were isolated from the roots of Uvaria calamistrata Hance. Their structures were determined to be (1R, 2S, 3S, 4R)-1-ethoxyl-5-benzoyloxymethylcyclohex-5-en-2,4-diol-3-benzoate (1), 1-ethoxyl-5-benzoyloxymethylcyclohex-5-en-3,4-diol-2-benzoate (2), and 5-benzoyloxymethylcyclohex-5-en-1,2,4-triol-3-benzoate (3), respectively, by extensive NMR experiments and chemical derivatisation.

Keywords:

• Uvaria calamistrata Hance
• Annonaceae
• polyoxygenated cyclohexene
• uvacalols I, J and K

Acknowledgement

We would like to express our thanks to Mr Si-man Huang at the Center of Life Science, Hainan University for the collection of plant material and authentication of the original plant. All the NMR and ESI-MS spectra and the MS spectra were run at Institute of Materia Medica (Beijing) or Institute of Traditional Chinese medicine and Natural Products, Jinan University (Guangzhou).