Two New Cyclobutane Dimers from Diospyros macrocarpa

Author:

Thieury Charlotte1,Le Guével Rémy2,Herbette Gaëtan3,Monnier Valérie3,Lebouvier Nicolas1,Hnawia Edouard1,Asakawa Yoshinori4,Guillaudeux Thierry25,Nour Mohammed1

Affiliation:

1. LIVE EA 4243, Université de la Nouvelle-Calédonie, BP R4, Avenue James Cook, 98851 Nouméa, Nouvelle-Calédonie

2. UMS 3480 CNRS/US INSERM 018 BIOSIT Plateforme ImPACcell, Université de Rennes 1, 2 avenue du Pr Léon Bernard, 35043 Rennes Cedex, France

3. Spectropole, FR1739, Aix-Marseille Université, service 511, av. Escadrille Normandie Niémen, 13397 Marseille, France

4. Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Nishihamahoji-180 Yamashirocho, Tokushima 770-8514, Japan

5. INSERM 1242 Université de Rennes 1 “Chemistry, Oncogenesis Stress Signaling”, Centre Eugène Marquis, 35043 Rennes Cedex, France

Abstract

A biochemical and phytochemical study of Diospyros macrocarpa Hiern, an endemic plant of New Caledonia, was realized. Indeed, bark and leaf extracts were tested for their cytotoxic and antibiotic activities as well as for their radical scavenging properties. Methanol extracts showed promising radical scavenging activity with an IC50 value of 5.6 ± 0.9 μg/mL for the leaves and 8.1 ± 1.4 μg/mL for the barks. The ethyl acetate extract from the barks showed strong and selective activity against NCI-H727 cancer cell line with an IC50 value of 9.5 ± 0.6 μg/mL.. Two new cyclobutane dimers: macrocarpasin A (1) and B (2) (figure 1) together with six known compounds: yangonin (3), betulinic acid (4), α-amyrin (5), β–amyrin (6), loliolide (7) and oleanderolide (8) were isolated from leaf extracts. Their structures were established by 1D and 2D NMR along with HRMS analyses. Cytotoxic activities of isolated compounds were also evaluated. None of them showed interesting cytotoxicity against the seven tested cancer cell lines.

Publisher

SAGE Publications

Subject

Complementary and alternative medicine,Plant Science,Drug Discovery,Pharmacology,General Medicine

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