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Polyoxygenated seco-cyclohexenes and other constituents from Uvaria valderramensis
Institution:1. Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University, Rama 6 Road, Bangkok, Thailand;2. Mahidol University, Center of Excellence for Innovation in Chemistry (PERCH-CIC), Kanchanaburi Campus, Saiyok, Kanchanaburi, Thailand;3. Department of Physiology, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok, Thailand;4. Department of Microbiology, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok, Thailand;5. Department of Pharmacology, Faculty of Medicine, Chiang Mai University, Chiang Mai, Thailand;6. The Forest Herbarium National Park, Wildlife and Plant Conservation Department, Ministry of Natural Resources and Environment, Thailand
Abstract:Phytochemical study on the Philippine endemic Annonaceae plant Uvaria valderramensis afforded a new highly oxygenated seco-cyclohexene derivative, valderepoxide (1), along with the six known compounds uvamalols D (2) and G (3), grandiuvarone (4), 2′-hydroxy-3′,4′,6′-trimethoxychalcone (5), valderramenol B (6) and benzoic acid. The structure of 1 was determined through extensive spectroscopic analyses including 1D, 2D NMR and HRESIMS. Its relative stereochemistry was established using 2D-NOESY. This is the first report on the isolation of polyoxygenated compounds 13 and chalcone 5 from U. valderramensis.
Keywords:Annonaceae  Chemotaxonomy  Valderepoxide  Chalcones
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