IMMUNIZATION

Author: LOPEZ BALBOA CARMEN.
Year: 2003.
University: COMPLUTENSE DE MADRID [www.ucm.es].
Place of defense: FACULTAD DE CIENCIAS BIOLÓGICAS.
Place of preparation: FACULTAD DE CIENCIAS BIOLÓGICAS.

Summary: In this trábajo outlined the chemical biodirigido of endemic canaries Senecio heritieri DC (aerial part) and Senecio steetzii BoIle (part aerial roots and transformed). The crude extracts were subjected to a fracCionamiento chemical guided by bioassay front to different species of insects, producing seven sesquiterpenos with esqueletobenzofurano, euparina (1), 6-hidroxi-3-metoxitremetona (2), 6-hidroxi-3-etoxitremetona (3 ), angelato of .12-hidroxi-1O ,11-dihidro-euparina (4), metilpropionato d6 12-hidroxi-1O; Il-dihidro-euparina (5), euparona (6) and angelato of 12-hidroxieuparona (7) , a t 5esterol, -sitosterol, (9), two triterpenes pentacíc1icos, lupeol and Beta-hidroxi-ffiedelanol (8 and 10), lil1alpaloide pirrolizidinico macrocic1ico, senecifiJlina (11) and a mixture (12) (possibly four alkaloids pirrolizidinicos with molecular weights 333, 335, 351 AND 353). These products were characterized according to their physical and spectroscopic data and their activities were compared with other derivatives and / or commercial products. For ios benzofuranos with an unsaturated C2-C3, the presence of OAc at C-6, acetate euparina (13), resulting in a compound antialimentario ffentea Leptinotarsa decemlineata, followed by the presence of angelato or propionate along with. No 'O C-I0, 4 AND 5. Spodoptera littoralis filed a structure-activity relationship opposite wing observed for L decemlineata, since the presence of an OH at C-6, in the absence of AngiProp at C-12, the activity antialimentaria, 1. The aphids resúltaron little sensitive to these compounds and therefore can not establish relations structure, but had a high selectivity especie-dependiente. The benzodihidrofuranos no activity antialimentaria. None of these benzofuranos inhibit the germination of L. Sativa. The triterpeno pentacíclico 8 was cytotoxic versus mammalian cells CRO, resulting inactive front to different species of insects yffente the germination of L sativa. To study the structure-activity relationship, their biological activities were compared with l.flsde its derivative acetate lupeol (14) and other types of triterpenes lupeol, betulin (i5), its acetate (16), acid betulínico (i 7) And its acetate (18) resulting in the triterpenes such activity antilalimentaria opposite L. Decemlineata depends on the presence of an acetate group at C-3. The slower growth of S, littoralis depends on the presence of a carboxy C-28 and a hydroxyl at C-3. The settlement of Myzus persicae and Diuraphis noxiq Modified hydroxylated compounds in the presence of C-3 and with oxygenated substituents in C-28. The triterpeno 10 extracted from the aerial part of S. Steetzii, introduced activity antialimentaria front L. Decemlineata, inhibit the settlement of M persicae and D. Noxia, proved toxic to larvae of S. Littoralis (oral injection), and was compared with cytotoxic cells Sf9. To study the structure-activity relationship their biological activities were compared with those of other triterpenes of the same type, 3a-hidroxi-ffiedelanol (19), acetate 3a-hidroxi triedelanol (20), ffiedelin (21), acid oleanolico (22) , -amirina (23), acetate Beta-amirina (24), rhoiptelenol (25), rhoipteJenona (26), acetate rhoiptelenol (27), uvaol (28), acetate uvaol (29) and anagadiol (30) resulting the presence of a beta-OH in C-3potencia activity antialimentaria front L. Decemlineata, however the presence of a group ceto at C-3 resulted in a potent inhibition of germination of L. Sativa, while the presence of a hydroxyl (alfa-beta) or acetate group at C-3 overrides this activity. The alkaloid 11 submitted activity antiaJimentaria front aL. Decemlineata. To study the real 8-est 51d ructura-actividad compared their biological activities with those of other Pas macrocíclicos, retrorsina (31), monocrotalina (32), senecionina (33), integerrimina (34), his N-oxido derivative (35) and spartioidina (36). The study suggests that small variations in the side chains of this kind of access points can significantly increasing its effect against aL. Decem / ineata. The mixture (12), possibly from access points proved to be very active front aL. Decemlineata and different species of aphids, Sitobion avenae, Rophalosiphum padi, Methopolopium dirhodum and D. Noxia, is moderately cytotoxic cells to front insect Sf9 and mammalian CHO and reduces the germination of L. Sativa. The specificity of action of the compounds isolated, low toxicity and its abundance in nature, they make an interesting alternative development programs in agrochemicals natural specific.