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Langaside, a novel secoiridolactone glycoside derivative from Tachiadenus longiflorus Griseb. (Gentianaceae) formed by a [2+2] cycloaddition reaction

Langat, MK, Langat, MK, Randrianavelojosia, M, Randrianavelojosia, M, Langat, LC, Langat, LC, Plant, N, Mulholland, DA and Mulholland, DA (2014) Langaside, a novel secoiridolactone glycoside derivative from Tachiadenus longiflorus Griseb. (Gentianaceae) formed by a [2+2] cycloaddition reaction Phytochemistry Letters, 10. cxviii-cxxii.

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Abstract

Langaside (1), a secoiridoid lactone glucoside possessing a novel skeleton formed by a [2 + 2] cycloaddition reaction between the secoiridolactone glucoside, 1,9-trans-9,5-cis-sweroside, and p-coumaric acid was isolated from the fruits and flowers of the Malagasy Tachiadenus longiflorus Griseb. (Gentianaceae), alongside another seven known compounds. The structure of langaside was established using HRESIMS, IR and NMR spectroscopy and comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Langaside was screened for its neuritogenic activity against SHSY-5Y cells and anticancer activity against the NCI59 human tumour cell panel but not found to be active.

Item Type: Article
Divisions : Faculty of Engineering and Physical Sciences > Chemistry
Faculty of Engineering and Physical Sciences
Authors :
AuthorsEmailORCID
Langat, MKUNSPECIFIEDUNSPECIFIED
Langat, MKUNSPECIFIEDUNSPECIFIED
Randrianavelojosia, MUNSPECIFIEDUNSPECIFIED
Randrianavelojosia, MUNSPECIFIEDUNSPECIFIED
Langat, LCUNSPECIFIEDUNSPECIFIED
Langat, LCUNSPECIFIEDUNSPECIFIED
Plant, NUNSPECIFIEDUNSPECIFIED
Mulholland, DAUNSPECIFIEDUNSPECIFIED
Mulholland, DAUNSPECIFIEDUNSPECIFIED
Date : 1 December 2014
Identification Number : 10.1016/j.phytol.2014.05.011
Depositing User : Symplectic Elements
Date Deposited : 26 Aug 2015 12:59
Last Modified : 01 Dec 2015 02:08
URI: http://epubs.surrey.ac.uk/id/eprint/808332

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