title: Eucalyptals D and E, new cytotoxic phloroglucinols from the fruits ofEucalyptus globulusand assignment of absolute configuration.
abstract: Two new phloroglucinols, named eucalyptals D (1) and E (2), along with a related known compound (euglobal-In-3,3) were isolated from the fruits ofEucalyptus globulus. Their structures were established on the basis of extensive spectroscopic studies, revealing that they share a common 3,5-diformyl-isopentyl phloroglucinol unit, but each is instead coupled to a different sesquiterpenoid skeleton (aromadendrene in1, cadinene in2, and a spirosesquiterpene in3). Compound1possessed an unusual seven-membered D ring with an ether bridge between C-2 of the aromadendrene moiety and C-2' of the aromatic unit. The absolute configuration of the isolates was defined by the comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compounds1-3exhibited significant in vitro cytotoxicities against a few human cancer cell lines (Huh-7, Jurkat, BGC-823, and KE-97) using the CellTiter-Glo™luminescent cell viability assay method.
authors.affiliation: Department of Natural Products for Chemical Genetic Research, Key Laboratory of Brain Functional Genomics, Ministry of Education, East China Normal University, No. 3663 North Zhongshan Rd., Shanghai 200062, PR China; Department of Natural Products Chemistry, School of Pharmacy, Fudan University, No. 826 Zhangheng Rd., Shanghai 201203, PR China.
authors.forename: Ji
authors.initials: J
authors.lastname: Wang
authors.affiliation: Department of Natural Products for Chemical Genetic Research, Key Laboratory of Brain Functional Genomics, Ministry of Education, East China Normal University, No. 3663 North Zhongshan Rd., Shanghai 200062, PR China; Department of Natural Products Chemistry, School of Pharmacy, Fudan University, No. 826 Zhangheng Rd., Shanghai 201203, PR China.
authors.forename: Wen-Zhu
authors.initials: WZ
authors.lastname: Zhai
authors.affiliation: Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, University, MS 38677, USA.
authors.forename: Yike
authors.initials: Y
authors.lastname: Zou
authors.affiliation: Department of Natural Products for Chemical Genetic Research, Key Laboratory of Brain Functional Genomics, Ministry of Education, East China Normal University, No. 3663 North Zhongshan Rd., Shanghai 200062, PR China.
authors.forename: Jing-Jing
authors.initials: JJ
authors.lastname: Zhu
authors.affiliation: Department of Natural Products Chemistry, School of Pharmacy, Fudan University, No. 826 Zhangheng Rd., Shanghai 201203, PR China.
authors.forename: Juan
authors.initials: J
authors.lastname: Xiong
authors.affiliation: Department of Natural Products for Chemical Genetic Research, Key Laboratory of Brain Functional Genomics, Ministry of Education, East China Normal University, No. 3663 North Zhongshan Rd., Shanghai 200062, PR China.
authors.forename: Yun
authors.initials: Y
authors.lastname: Zhao
authors.affiliation: Department of Natural Products Chemistry, School of Pharmacy, Fudan University, No. 826 Zhangheng Rd., Shanghai 201203, PR China.
authors.forename: Guo-Xun
authors.initials: GX
authors.lastname: Yang
authors.affiliation: Department of Natural Products for Chemical Genetic Research, Key Laboratory of Brain Functional Genomics, Ministry of Education, East China Normal University, No. 3663 North Zhongshan Rd., Shanghai 200062, PR China.
authors.forename: Hui
authors.initials: H
authors.lastname: Fan
authors.affiliation: Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, University, MS 38677, USA.
authors.forename: Mark T
authors.initials: MT
authors.lastname: Hamann
authors.affiliation: Department of Natural Products for Chemical Genetic Research, Key Laboratory of Brain Functional Genomics, Ministry of Education, East China Normal University, No. 3663 North Zhongshan Rd., Shanghai 200062, PR China.
authors.forename: Gang
authors.initials: G
authors.lastname: Xia
authors.affiliation: Department of Natural Products for Chemical Genetic Research, Key Laboratory of Brain Functional Genomics, Ministry of Education, East China Normal University, No. 3663 North Zhongshan Rd., Shanghai 200062, PR China; Department of Natural Products Chemistry, School of Pharmacy, Fudan University, No. 826 Zhangheng Rd., Shanghai 201203, PR China.
authors.forename: Jin-Feng
authors.initials: JF
authors.lastname: Hu
keywords: Cytotoxicities; Eucalyptals; Eucalyptus globulus; Myrtaceae; Phloroglucinols