Journal
TETRAHEDRON
Volume 71, Issue 44, Pages 8472-8477Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.09.025
Keywords
Toona ciliate var. yunnanensis; Meliaceae; B-seco-Limonoids; Cytotoxic activity
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Funding
- National Natural Sciences Foundation of China [81430092]
- Program for New Century Excellent Talents in University [NCET-2013-1035]
- Project Funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
- Program for Changjiang Scholars and Innovative Research Team in University [PCSIRT-IRT1193]
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Eight new compounds, including four rare B-seco-29-nor-limonoids, toonaciliatones A-D (1-4), and four normal B-seco-limonoids, toonaciliatones E-H (5-8), together with six known compounds (9-14), were isolated from the stem barks of Toona ciliata var. yunnanensis. Toonaciliatones A and B (1-2) are the first examples of B-seco-29-nor-limonoids without the common five-membered 4, 7-lactone. Their structures were elucidated by extensive spectroscopic analysis including UV, IR, NMR and HRMS, and the absolute configurations of isolates with alpha, beta-unsaturated ketone moiety (1, 5-7) were determined by CD exciton chirality method and electronic circular dichroism (ECD) calculation. Compounds 3 and 11 exhibited modest cytotoxicities against HL-60 and HepG2 cells. (C) 2015 Elsevier Ltd. All rights reserved.
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