B-seco-29-nor-Limonoids from the stem barks of Toona ciliate var. yunnanensis

被引:20
作者
Yang, Mei-Si [1 ]
Hu, Sheng-Mou [1 ]
Kong, Ling-Yi [1 ]
Luo, Jun [1 ]
机构
[1] China Pharmaceut Univ, Dept Nat Med Chem, State Key Lab Nat Med, Nanjing 210009, Jiangsu, Peoples R China
关键词
Toona ciliate var. yunnanensis; Meliaceae; B-seco-Limonoids; Cytotoxic activity; LIMONOIDS; TRITERPENOIDS; CHEMISTRY; LEAVES;
D O I
10.1016/j.tet.2015.09.025
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:8472 / 8477
页数:6
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