Auranwiwat, ChirametWongsomboon, PuttandonThaima, ThanaphatRattanajak, RoonglawanKamchonwongpaisan, SumaleeWillis, AnthonyLaphookhieo, SuratPyne, Stephen GLimtharaku, Thunwadee2020-03-300163-3864http://hdl.handle.net/1885/202509The chemical study of leaf extracts from Uvaria cherrevensis resulted in the identification of 11 new polyoxygenated cyclohexenes, cherrevenols A–K (1–11), and a new seco-cyclohexene derivative, cherrevenol L (12). Nine known compounds (13–21) were also isolated. Three of the isolated compounds are chlorinated polyoxygenated cyclohexenes. The structures of these compounds were determined using spectroscopic methods and, in some cases (compounds 2, 6, 8, and 10), single-crystal X-ray crystallographic structural analysis or chemical correlation (compounds 6 and 7). Compounds 6 and 7 were both isolated as scalemic mixtures (ee 23–24%).We thank the Thailand Research Fund and Office of the Higher Education Commission (Grant No. MRG6180098) for supporting this project and the Center of Excellence for Innovation in Chemistry (PERCH−CIC) and Chiang Mai University for partial support. C.A. and P.W. acknowledge the Graduate School of Chiang Mai University, the Science Achievement Scholarship of Thailand (SAST), and Development and Promotion for Science and Technology talents project (DPST). S.K. thanks NSTDA’s Cluster Program Management. We thank Mr. F. Zamani for chiral-phase HPLC analysis and Dr. W. Lie for advice on advanced NMR experimentsapplication/pdfen-AU© 2019 American Chemical Society and American Society of PharmacognosyPolyoxygenated Cyclohexenes and Their Chlorinated Derivatives from the Leaves of Uvaria cherrevensis201910.1021/acs.jnatprod.8b007942019-11-25