Cytotoxic Limonoids from the Twigs and Leaves of Toona ciliata
Zhu, Guo-Lei1,2; Wan, Luo-Sheng1; Peng, Xing-Rong1; Shi, Qiang-Qiang1; Li, Xiao-Nian1; Chen, Jian-Chao1; Zhou, Lin1; Qiu, Ming-Hua1
Corresponding AuthorQiu, Ming-Hua(
AbstractEight new limonoids, toononoids A-H (1-8), eight new B-seco-29-norlimonoids, toonanoronoids A-H (9-16), and seven known analogues were obtained from the EtOAc extract of the twigs and leaves of Toona ciliata. Compounds 2, 4, 8, and 16 are rare lactam-bearing limonoids. Compounds 1, 14, and 15 possess an unusual gamma-methoxybutenolide moiety at C-17, while compounds 9, 10, and 15 have a rare 3 beta-hydroxy group. Their 2D structure and relative configurations were identified using spectroscopic data. The absolute configurations of 1, 9, 14, and 15 were established via X-ray diffraction crystallography or comparison of experimental and calculated ECD data. The cytotoxicity of the compounds was assessed toward five human tumor cell lines, and their anti-inflammatory activity was assessed based on NO production using LPS-stimulated RAW264.7 macrophages. Compounds 11 and 12 exerted inhibition toward two tumor cell lines (MCF-7, SW-480) with IC50 values between 2.1 and 3.7 mu M, while 18-22 inhibited the proliferation of HL-60, MCF-7, and SW-480 cells (IC50 0.6-4.0 mu M). Only compound 4 exhibited weak anti-inflammatory activity with an IC50 value of 28.3 mu M.
Indexed BySCI ; SCI
WOS Research AreaPlant Sciences ; Pharmacology & Pharmacy
WOS SubjectPlant Sciences ; Chemistry, Medicinal ; Pharmacology & Pharmacy
WOS IDWOS:000488424000007
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Document Type期刊论文
Corresponding AuthorQiu, Ming-Hua
Affiliation1.Chinese Acad Sci, KIB, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
2.Southwest Forestry Univ, Fac Chem Engn, Kunming 650224, Yunnan, Peoples R China
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Zhu, Guo-Lei,Wan, Luo-Sheng,Peng, Xing-Rong,et al. Cytotoxic Limonoids from the Twigs and Leaves of Toona ciliata[J]. JOURNAL OF NATURAL PRODUCTS,2019,82(9):2419-2429.
APA Zhu, Guo-Lei.,Wan, Luo-Sheng.,Peng, Xing-Rong.,Shi, Qiang-Qiang.,Li, Xiao-Nian.,...&Qiu, Ming-Hua.(2019).Cytotoxic Limonoids from the Twigs and Leaves of Toona ciliata.JOURNAL OF NATURAL PRODUCTS,82(9),2419-2429.
MLA Zhu, Guo-Lei,et al."Cytotoxic Limonoids from the Twigs and Leaves of Toona ciliata".JOURNAL OF NATURAL PRODUCTS 82.9(2019):2419-2429.
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