Bis-quinolizidine

Two novel alkaloids named manadomanzamines A and B were isolated from the Indonesian sponge Acanthostrongylophom spp. [58]. The compounds exhibited activities against HIV-1 and AIDS-opportunistic fungal infections. Oral and intravenous pharmacokinetic studies indicated that the compounds have low metabolic clearance, a reasonably long pharmacokinetic half-life, which supports the value of these compounds as potential leads for further preclinical assessment and possible development [59]. Another marine sponge, Petrosia similis, afforded two compormds belonging to bis-quinolizidine alkaloids, namely petrosin and petrosin A [60]. Cell assays indicated that these compounds inhibited the early steps of HIV replication. In the extracellular HIV-1 RT inhibition assay, the compounds inhibited HIV-1 RT. 

A novel Type of Bis-Quinolizidine Alkaloid from the Sponge Petrosia seriata. Braekman, J. C. Daloze, D. Macedo de Abreu, P. Piccinni-Leopardi, C. Germain, G. and van Meerssche M. Tetrahedron Lett. 1982,23,4277. 

Advances in the synthesis of pyrazolo[3,4-f ]pyridines 12COC400. Bis-quinolizidine complexes Stmcture, spectroscopic properties and theoretical calculations 13MR0217. 

Sparteine 115 and lupanine 116, containing a tetracyclic bis-quinolizidine ring system, are alkaloids of the legumes (Fabaceae) species of lupin (Gems Lupinus) and broom (genus Cytisus, Sarothamnus, Genista). Sparteine 115 has been used in the management of cardiac arrhythmias [61]. 

The known bis (quinolizidine) alkaloids (—)-petrosin (2552) and petrosin A (2553) have recendy been isolated from the bright blue sponge Petrosia sim-ilis, collected off the Mandapam coast of India (Figure 52). Both alkaloids... 

From the methanolic extract of sun-dried specimens of the sponge Petrosia seriata Braekman et al. 194) isolated a novel type of bis-quinolizidine alkaloid, the ichthyotoxic petrosin (312), and determined its structure by X-ray diffraction. 312, which contains a C-16 macrocycle, was toxic to the fish Lebistes reticulatus (LD = 50mg/L). Later,... 

Braekman, J.C., D. Daloze, N. Defay, and D. Zimmermann Petrosin-A and -B, Two New Bis-Quinolizidine Alkaloids from the Sponge Petrosia seriata. Bull. Soc. Chim. Belg. 93, 941 (1984). 

Braekman, J.C., Daloze, D., and Macedo De Abreu, P. (1982) A novel type of bis-quinolizidine alkaloid from the sponge Petrosia seriata. Tetrahedron Lett., 23, 4277-4280. 

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