A diphenylbisbenzylisoquinoline alkaloid from Tiliacora racemosa

Structure elucidation of two new bisbenzylisoquinoline alkaloids and NMR assignments of the alkaloids from the fruits of Tiliacora racemosa

“…[1] Like other members of the genus, it is also a rich source of bisbenzylisoquinoline (BBI) alkaloids that are well known for their pharmacological activities such as antimicrobial, [2,3] antitumor [4] and hypotensive [2,3,5] effects. The alkaloids tiliacorine (1), tiliacorinine (2), tiliamosine (3), tiliaresine (4), tiliarine (5), N-methyltiliamosine (6), 2 -nortiliacorinine (7), N-methyltiliarine (8), tiliacosine (9) and tiliasine (10) (Fig. 1) were isolated earlier from different parts of the plant and were identified to be biphenyldibenzodioxinbisbenzylisoquinoline type from detailed spectral evidences.…”

Cytotoxic effect of root extract of Tiliacora racemosa and oil of Semecarpus anacardium nut in human tumour cells

“…T. racemosa is used in Ayurvedic medicine for the treatment of skin diseases including leprosy and cancerous diseases (Sharma, 1994). The alcoholic extract of this plant mainly contains BBI alkaloids (Guha et al, 1976;Ray et al, 1989;Ray et al, 1990), and some BBI alkaloids from various medicinal plants have displayed cytostatic and antitumour activities (Seal and Mukherjee, 1997). In the present study the preparation containing the total alkaloids from T. racemosa root exhibited strong cytotoxic activity against diverse tumour cells of human origin.…”

“…Another plant Semecarpus anacardium Linn., commonly called Bhallika, Bhallataka, Bhela or Dhobi nut, has long been used in the Ayurvedic system of medicine for a variety of illnesses including cancer (Sharma, 1982;Nadkarni, 1993;Warrier et al, 1996). The root of T. racemosa plant contains a number of bisbenzylisoquinoline (BBI) alkaloids (Guha et al, 1976;Ray et al, 1989;Ray et al, 1990) and the nut of S. anacardium and its oil contain several phenolics including biflavonoids (Prakash Rao et al, 1973;Gedam et al, 1974;Ishartulla et al, 1977;Murthy, 1985;Rastogi and Mehrotra, 1991). A large body of evidence indicates that many natural phenolic compounds possess anticancer activity (Huang and Ferraro, 1992;Ferguson, 1994;Starvic, 1994;Surh, 1998;Taraphdar et al, 2001), and some BBI alkaloids from different sources also are reported to have similar activity (Seal and Mukherjee, 1997).…”

β-Phenylethylamines and the isoquinoline alkaloids

“…Treatment of 1 -benzyl-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline with ruthenium tetrakis-trifluoroacetate has been found to give the isopavine (58), the reaction being presumed to proceed through the radical cation (56), the radical (57) and the cation resulting from the loss of an electron from (57). "5…”