Caulerpenyne from Caulerpa Taxifolia: a comparative study between CPC and classical chromatographic techniques

Caulerpenyne (Cyn) is a cytotoxic compound firstly isolated in 1978 from Caulerpa prolifera [1]. This molecule, constituted by a diacetoxybutadiene moiety, exhibited a wide range of biological properties with mainly antibacterial properties [2] and antitumoral activities by inhibiting the growth of several human cancer cell lines [3]. Several industrial applications are possible for Cyn, so there is a need to produce and isolate it in large quantities. Since Cyn purification is time- and solvent-consuming, it is crucial to find a more green process to obtain pure Cyn with lower costs. Thus, in our study, Cyn has been purified from C. taxifolia crude extract with two different techniques: Centrifugal Partition Chromatography (CPC) and classical chromatographic techniques. CPC method involves only the CPC step with 0.2% yield (dry weight). On the other hand, other chromatographic techniques traditionally used imply at least three steps: (i) a liquid-liquid extraction, (ii) a size exclusion chromatography, and finally (iii) a diol column chromatography with a 0.04% yield (dry weight). Among the current chromatographic techniques, CPC seemed the more appropriate to our objectives for several reasons: (i) it allows low solvent consumption, (ii) it can be used from analytical to preparative scale and (iii) it is less time-consuming than other techniques. In the literature, CPC has been used to fractionate and/or isolate bioactive compounds and has shown its efficiency in the purification process of natural products from diverse species/origin. The comparative study showed CPC to be faster at lower costs for Cyn isolation, and increased the extraction yield significantly.

Acknowledgements: E. Sfecci is the recipient of a thesis grant from the "Conseil Régional Provence Alpes Côte d'azur". M. Mehiri research is supported by the french program ENVI-Med "MEDIBIO", the ANR/Investissements d'Avenir program via the OCEANOMICs project (grant #ANR-11-BTBR-0008), and the H2020 European program via the EMBRIC project.

Keywords: Caulerpa taxifolia, caulerpenyne, centrifugal partition chromatography, isolation, purification.

References:

[1] Amico V, Oriente G, Piattelli M, Tringali C, Fattorusso E, Magno S, Mayol L. Caulerpenyne, an unusual sequiterpenoid from the green alga Caulerpa prolifera. Tetrahedron Lett 1978; 19: 3593 – 3596

[2] Hodgson LM. Antimicrobial and antineoplastic activity in some south Florida seaweeds. Bot Mar 1984; 27: 387 – 390

[3] Fischel JL, Lemée R, Formento P, Caldani C, Moll JL, Pesando D, Meinesz A, Grelier P, Pietra F, Guerriero A, Milano G. Cell growth inhibitory effects of caulerpenyne, a sesquiterpenoid from the marine alga Caulerpa taxifolia. Anticancer Res 1995; 15: 2155 – 2160

 

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