Polycarpa clavata

Polycarpamines A-E (137-141) are unusual sulfur-containing antifungal agents from Polycarpa auzata from the Philippines. The structures were elucidated by interpretation of spectral data [148]. Polycarpine (142), a cytotoxic, dimeric, disulfide alkaloid, the corresponding dihydrochloride (143) and two sulfur-containing related monomers (144-145) were isolated from Polycarpa clavata from Western Australia [149]. Polycarpine (142) was also isolated with two monomers (144,146) from P. auraia from Chuuk [150] and later it was synthesised in three steps from p-methoxyphenacyl bromide [151]. 

Polycarpine dihydrochloride is a dimer alkaloid made up of two immonium salts connected by a disulfide bridge. It was isolated from the spedes Polycarpa clavata harvested in Australia. This orange, water-soluble pigment was accompanied by several monomer forms but it has been shown that these are artifacts. This atypical alkaloid is cytotoxic to HCT-116 human colon cells with an IC50 of 0.9 [xgml . ... 

Kang, H. and Fenical, W. (1996b) Polycarpine dihydrochloride a cytoxic dimeric disulfide alkaloid from the Indian ocean asddian Polycarpa clavata. Tetrahedron Lett., 37, 2369—2372. 

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