Antitumor Bisindole Alkaloids from (L.) by Arnold Brossi and Matthew Suffness (Eds.)

By Arnold Brossi and Matthew Suffness (Eds.)

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Roseus by Svoboda and co-workers (44). The mass spectrum of the isolate indicated a molecular weight of 824, and the high-resolution mass measurement established the formula C,,H,,N,O,,. The IR spectrum had an intense band at 1660 cm-’ characteristic of an amide. 4 in the indole half of the molecule. 4 was also observed, which appeared as a doublet in the inversion-recovery/off-resonancedecoupling measurement, indicating that this carbon bears a proton. Based on chemical shift theories, the presence of a formamide group was suggested, and structure 25 was proposed for vinamidine (44).

15. Leurosidine ",-oxide (19) Leurosidine ",-oxide (19), mp 215-2 18"C, has also been isolated from C. roseus (46). The structure elucidation of 19 was further supported by 13C-NMRmeasurements (Table IX). 5 (C-19'). Such downfield shifts have been reported previously for the aminomethylene carbons in vincaleukoblastine ",-ox, 23 1. 2 53. 26 pg/ml) test systems in vitro (46). 16. Leurocolornbine (20) Leurocolornbine (20) was isolated from C. The mass spectrum of 20 indicated a molecular weight of 826, and high-resolution mass measurement verified the molecular formula C,,H,,N,O,,.

Roseus is organized along a developing biosynthetic pathway, as far as possible, and relies on the notion that the most sophisticated studies are those utilizing the purified enzyme systems. Biosynthetic studies on the other monoterpene indole alkaloids are not reviewed here. A. WHOLEPLANTSTUDIES Reda (105) investigated the distribution and accumulation of the total alkaloids in C. roseus during six different stages of flowering and fruiting. The highest concentration of alkaloids (using perivine as the standard) I .

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