title: Frutescone A-G, Tasmanone-Based Meroterpenoids from the aerial parts of Baeckea frutescens.
abstract: Frutescone A-G [(1-6), (+)-7, (-)-7], a new group of naturally occurring tasmanone-based meroterpenoids, were isolated from the aerial parts of Baeckea frutescens L. Compounds 1 and 4 featured a rare carbon skeleton with an unprecedented oxa-spiro[5.8] tetradecadiene ring system, existing as two favored equilibrating conformers in CDCl3solution, identified by variable-temperature NMR. The regioselective syntheses of 4-7 were achieved in a concise manner by a biomimetically inspired key hetero-Diels-Alder reaction "on water". Compounds 1, 4, and 5 exhibited moderate cytotoxicities in vitro.
authors.affiliation: State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry and ‡Jiangsu Key Laboratory of Drug Screening, China Pharmaceutical University , Nanjing 210009, People's Republic of China.
authors.forename: Ji-Qin
authors.initials: JQ
authors.lastname: Hou
authors.affiliation: State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry and ‡Jiangsu Key Laboratory of Drug Screening, China Pharmaceutical University , Nanjing 210009, People's Republic of China.
authors.forename: Cui
authors.initials: C
authors.lastname: Guo
authors.affiliation: State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry and ‡Jiangsu Key Laboratory of Drug Screening, China Pharmaceutical University , Nanjing 210009, People's Republic of China.
authors.forename: Jian-Juan
authors.initials: JJ
authors.lastname: Zhao
authors.affiliation: State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry and ‡Jiangsu Key Laboratory of Drug Screening, China Pharmaceutical University , Nanjing 210009, People's Republic of China.
authors.forename: Qi-Wei
authors.initials: QW
authors.lastname: He
authors.affiliation: State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry and ‡Jiangsu Key Laboratory of Drug Screening, China Pharmaceutical University , Nanjing 210009, People's Republic of China.
authors.forename: Bao-Bao
authors.initials: BB
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry and ‡Jiangsu Key Laboratory of Drug Screening, China Pharmaceutical University , Nanjing 210009, People's Republic of China.
authors.forename: Hao
authors.identifier: 0000-0003-3994-9806
authors.initials: H
authors.lastname: Wang
mesh_terms: D015394:Molecular Structure; D027822:Myrtaceae / Q000737:chemistry*; D035261:Plant Components, Aerial / Q000737:chemistry*; D013237:Stereoisomerism; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D013729:Terpenes; C000622869:frutescone