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A New bis-Labdane and Other Secondary Metabolites from Turraeanthus mannii

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Chemistry of Natural Compounds Aims and scope

From the dichloromethane–methanol (1:1) extract of the seeds of Turraeanthus mannii (Meliaceae), a new bis-labdane diterpenoid, namely (–)-15′,16′-dihydroxy-15(12′),15′(16′)-diolide-bislabda-8(17),8′(17′),12-trien-16-al, trivially named ent-turrealabdane (1), has been isolated together with six already known secondary metabolites: scopoletin, isoscopoletin, 6-hydroxy-7,8-dimethoxycoumarin, 3-methylhydantoin, β-sitosterol, and β-sitosterol 3-O-β-D-glucopyranoside. Esterification of ent-turrealabdane (1) using benzoyl chloride yielded a dibenzoyl derivative 2. The structures of these compounds were established by spectroscopic analysis including 1D and 2D NMR experiments in combination with MS.

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Acknowledgment

The authors gratefully acknowledge the Third World Academy of Sciences (TWAS) and the International Center for Chemical and Biological Sciences (ICCBS) for the award of ICCBS-TWAS fellowship to STV.

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Correspondence to V. T. Sielinou or J. C. Vardamides.

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Published in Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2015, pp. 959–963.

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Sielinou, V.T., Vardamides, J.C., Ali, M.S. et al. A New bis-Labdane and Other Secondary Metabolites from Turraeanthus mannii . Chem Nat Compd 51, 1114–1119 (2015). https://doi.org/10.1007/s10600-015-1505-3

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  • DOI: https://doi.org/10.1007/s10600-015-1505-3

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