Other Aporphines

Most of the alkaloids isolated from plants of the Anonaceae family have proved to be aporphines, and for this reason it may be suspected that muricine and muricinine (108) isolated from Anona muricata L. may also be aporphines. [Pg.142]

Muricine, C19H21O4N, was obtained only as its hydrobromide (m.p. 242-243°). It was stated to contain three methoxyls but to be insoluble in alkali and therefore presumably non-phenolic. The writer would like to suggest that, since iV-methyl is absent, muricine is probably des-iV-methylisocorydine or des-iV-methylcorydine. The former would be expected to dissolve in alkali only with difficulty. [Pg.142]

Muricinine, C18H19O4N, isolated as its perchlorate, melts at 206-208°, contains two methoxyls, is alkali soluble, and gives a green color with ferric chloride. It could be des-A -methylcorytuberine. [Pg.143]

Dominion Rubber Research Laboratory, Gtielph, Ontario [Pg.147]

While isoquinolines are elaborated by a number of natural orders, there are only two exceptions to the statement that the protopine bases are found only in the Papaveraceae. These exceptions are the occurrence of a-al-locryptopine ( S-homochelidonine) in Zanthoxylum brachyacanthum F. Miill. and in Z. coco Gill. Fagara coco (Gill.) Engl.), plants belonging to the Rutaceae, and of protopine in Nandina domestica Thunb. (Berberidaceae). [Pg.148]

N-methyl-actinodaphnine possesses 5-hydroxytryptamine receptor blocking activity and a selective antagonist of cq-adrenoceptors, selective for the a1B. than for the a1A-adrenoceptor subtype (14). What are the activities of N-methyl-actinodaphnine and other aporphines of Illigera and Hernandia species against topoisomerase ... [Pg.178]

Hyoscyamine, scopolamine, and other tropane alkaloids (AA) acetylheliosupine and some other pyrrolizidine alkaloids arecoline (A) berbamine, berberine, and other isoquinoline alkaloids dicentrine and other aporphine alkaloids strychnine, brucine cryptolepine (AA) sparteine and other quinolizidine alkaloids (A) pilocarpine (A) emetine himbacine and other piperidine alkaloids (A) imperialine (AA) muscarine (A)... [Pg.7]

Nicotine and related pyridine alkaloids (A) Ammodendrine (A) anabasine (A) arborine (AA) boldine and other aporphine alkaloids (AA) berberine and related protoberberine alkaloids C-toxiferine (AA) coniine and related piperidine alkaloids (A) cytisine, lupanine, and other quinolizidine alkaloids (A) tubocurarine (AA) codeine (A) erysodine and related Erythrina alkaloids (AA) histrionicotoxin (AA) lobeline (A) methyllycaconitine (AA) pseudopelletierine (A)... [Pg.7]

Aconitine and related diterpene alkaloids (A) veratridine, zygadenine, and related steroidal alkaloids (A) ajmaline, vincamine, ervatamine, and other indole alkaloids (AA) dicentrine and other aporphine alkaloids (AA) gonyautoxin (AA) paspalitrem and related indoles (AA) phalloidin (AA) quinidine and related quinoline alkaloids (AA) sparteine and related quinolizidine alkaloids (AA) saxitoxin (AA) strychnine (AA) tetrodotoxin (AA)... [Pg.8]

Thalifarazine (10), C40H4iOlN2 (682.3254), [a]D +72° (c 0.06, MeOH), was isolated along with eleven other aporphine-benzylisoquinoline dimeric alkaloids from an extract (EtOH) of the whole plant of T. cultratum Wall, in 1986 [2,4], The UV spectrum of this phenolic alkaloid was similar to those of other aporphine-benzylisoquinoline dimers and displayed maxima at 228 nm (log e 4.70), 270 (shX4.29), 283 (4.38), 297 (shX4.25), and 310 (shX4.02)while the CD spectrum... [Pg.70]

It was possible to racemize bulbocapnine 0-methyl ether and 0-benzoyl-bulbocapnine by first oxidizing with iodine and subsequently reducing with zinc in dilute acid. The dZ-O-methyl ether melted at 136° and was resolvable into the I- and d-derivatives ([a] d 247° in chloroform) by means of d- and Z-tartaric acid, respectively. Hydrolysis of the dZ-O-benzoylbulbo-capnine (m.p. 201-202°) with sodium methylate yielded dZ-bulbocapnine (m.p. 209-210°). As in other aporphines, it was possible to effect scission of the nitrogen ring in bulbocapnine by treatment with benzoyl chloride at its boiling point. [Pg.133]

Attempts to synthesize isothebaine 0-methyl ether by routes which have been so successful with other aporphines have thus far failed. Gulland and coworkers (83) failed in the Bischler-Napieralski ring closure to yield a... [Pg.136]

Since boldine and, to a lesser extent, bulbocapnine are the only two generally available naturally occurring aporphines, a useful series of chemical transformations has been worked out that leads from them to a variety of other aporphines. Thus reduction of the phosphate ester (23) of bulbocapnine with sodium in liquid ammonia resulted in the formation of 2-hydroxy-10-methoxy-aporphine (24), whose O-methylation generated (25). ... [Pg.131]

Nicotine boldine and other aporphine alkaloids C-toxiferine coniine and other piperidine alkaloids cytisine and other quinohzidine alkaloids epibatidine tubocurarine Berbamine, berberine, and other isoquinoline alkaloids cinchonidine and other quinoline alkaloids corynanthine, yohimbine, and other indole alkaloids emetine ephedrine ergometiine and related ergot alkaloids Ergocornine and related ergot alkaloids bulbocapnine and related aporphine alkaloids anisocycline, stylopine, and related protoberberine alkaloids salsolinol and related isoquinohnes BicuculUne, cryptopine, hydrastine, and related isoquinoline alkaloids securinine harmaline and related beta-carboline alkaloids Corymine, strychnine, and related indole alkaloids Histrionicotoxin and related piperidines ibogaine and related indole alkaloids nuciferine and related aporphine alkaloids... [Pg.6]

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