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New seco-limonoids from Cipadessa baccifera: Isolation, structure determination, synthesis and their antiproliferative activities

Abstract : A comprehensive reinvestigation of chemical constituents from CHCl3-soluble extract of Cipadessa baccifera led to the isolation of two new limonoids 1, 2 together with six known compounds 3-8. Their structures were established on the basis of extensive analysis of spectroscopic (IR, MS, 2D NMR) data. Further, a series of cipaferen G (3) derivatives were efficiently synthesized utilizing Yamaguchi esterification (2, 4, 6-trichlorobenzoyl chloride, Et3N, THF, DMAP, toluene) at the C-3 position of the limonoids core, which is being reported for the first time. The anti-proliferative activity of the isolates and the synthetic analogues were studied against HeLa, PANC 1, HepG2, SKNSH, MDA-MB-231 and IMR32 cancer cells using the sulphorodamine B assay. Among the tested compounds, 13d and 13h manifested potent activity against IMR32, HepG2 cell lines with GI50 0.013 and 0.01μM, respectively.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01501261
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Submitted on : Thursday, June 1, 2017 - 11:05:30 AM
Last modification on : Thursday, March 5, 2020 - 2:01:41 PM
Long-term archiving on: : Wednesday, September 6, 2017 - 6:54:42 PM

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Bandi Siva, Arramshetti Venkanna, Borra Poornima, Solipeta Divya Reddy, Joël Boustie, et al.. New seco-limonoids from Cipadessa baccifera: Isolation, structure determination, synthesis and their antiproliferative activities. Fitoterapia, Elsevier, 2017, 117, pp.34-40. ⟨10.1016/j.fitote.2017.01.003⟩. ⟨hal-01501261⟩

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