Nitrogenous sesquiterpenes from the Thai marine sponge Halichondria sp.

作者：Prawat Hunsa^*; Mahidol Chulabhorn; Wittayalai Sawangjitt; Intachote Pakamas; Kanchanapoom Tripetch; Ruchirawat Somsak

来源：Tetrahedron, 2011, 67(31): 5651-5655.

DOI：10.1016/j.tet.2011.05.094

• Halichondria
• Marine sponge
• Nitrogenous sesquiterpene
• (-)-Axisonitrile-3
• (+)-Axamide-3
• (-)-Halichamine
• Cytotoxic activity

Five nitrogenous sesquiterpenes having an isonitrile [(-)-axisonitrile-3], a formamide [(+)-axamide-3, axamide-2 and (3S*,5R*,6R*,9R*)-3-formamido-1(10)-cadinene], and an amine [(-)-halichamine] functionality were isolated from the Thai marine sponge Halichondria sp., together with two steroids, ergosterol and ergosterol peroxide. (-)-Axisonitrile-3 was isolated from the natural source for the first time, while (+)-axamide-3 and (-)-halichamine were new metabolites. The structures of these compounds were elucidated on the basis of their spectroscopic data and by chemical transformations. All sesquiterpenes were tested for their cytotoxic activity against six cancer cell lines (HeLa, HuCCA-1, A549, MOLT-3, HepG2, MDA-MB231). Only (-)-axisonitrile-3 showed strong activity to the HepG2 cell line with an IC(50) value of 1.3 mu M.

• 出版日期2011-8-5