The Bisbenzylisoquinoline Alkaloids of Pycnarrhena ozantha

Journal of Natural Products
1987.0

Abstract

Four new bisbenzylisoquinoline alkaloids were obtained from Pycnarrhena ozantha. These are (+)-2-northalrugosine [3], (+)-bisnorobamegine [4], (+)-bisnorthalrugosine [5], and (+)-pycnazanthine [7]. They were accompanied by the known dimers (+)-2-norobamegine [1], which is the main alkaloid, (+)-2-norberbamine [2], and (+)-daphnoline [6]. Among the Menispermaceae, the genus Pycnarrhena belongs to the tribe Triclisieae. The eight recognized species of Pycnarrhena are widely distributed in Indomalaysia, the eastern Himalayas, south China, and northeast Australia (1-3). The species Pycnarrhena ozantha Diels is a liana found mainly in the forested mountains of New Guinea, New Ireland, and Vanuatu (2-4). The sample studied in our work, consisting of stems, had been collected by one of us (P.C.) on Vaté Island, Vanuatu. Phytochemical investigation had been previously conducted on some Pycnarrhena species: P. manillensis (5), P. nigra (synonym: P. australiana) (6-8), P. longifolia (9-11). The identified alkaloids proved to be mainly bisbenzylisoquinolines. A New Guinean specimen of P. ozantha had been subjected in 1972 to a chemical and pharmacological study during a screening of tumor inhibitory plants (12). Two bisbenzyltetrahydroisoquinolines were isolated, and their structures were established as (+)-2-norohegine and (+)-bisnoraromoline.

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