Cocculus laurifolius

Cocculus laurifolius, C. sarmentosus, C. trilobus Cocculus laurifolius, C. sarmentosus, C. trilobus Papaver somniferum Coix agrestis, C. chinensis, C. lachryma Coix agrestis, C. chinensis, C. lachryma... [Pg.407]

Cocculus laurifolius, C. sarmentosus, C. trilobus Santalum album, S. myrtifolium, S. verum... [Pg.441]

Aniba muca (Lauraceae) rbq 13,19 96 Annona squamosa (Annonaceae) cpj 46,439 94 Artabotrys odoratissimus (Annonaceae) fit 65,92 94 Berberis iliensis (Berberidaceae) cnc 29,69 93 Berberis nummularia (Berberidaceae) cnc 29,335 93 Berberis valdiviana (Berberidaceae) fit 64,378 93 Cocculus laurifolius (Menispermaceae) ijc 26b, 24 87 Corydalis gortschakovii (Papaveraceae) cnc 20,245 84 Discaria crenata (Rhamnaceae) phy 12,954 73... [Pg.134]

Annona salzmanii (Annonaceae) je 36,39 92 Artabotrys monteiroae (Annonaceae) pa 4,72 93 Bdlschmiedia spp. (Lauraceae) het 9,903 78 Cassytha pubescens (Lauraceae) het 9,903 78 Cassytha mcemosa (Lauraceae) het 9,903 78 Cocculus laurifolius (Menispermaceae) cnc 27,73 Illigera pentaphylla (Hemandiaceae) jnp 48,835 85 Utsea acuminata (Lauraceae) cpj 46,299 94 Litsea triflora (Lauraceae) aqsc 76,171 80 Utsea spp. (Lauraceae) ajc 22,2259 69 Mmodora tenuifolia (Annonaceae) daib 45,520 84 Nectandra rigida (Lauraceae) jnp 43,353 80 Neolitsea zeylanica (Lauraceae) het 9,903 78 Ocotea caesia (Lauraceae) phy 28,3577 89 Ziziphus jujuba (Rhamnaceae) kps 13,239 77... [Pg.144]

A similar approach was used to establish the biosynthetic pathway in Cocculus laurifolius of cocsulinine (31), the first triply bridged dimer to be so studied. (S)-7V-Methylcoclaurine proved to be the precursor for both halves of the alkaloid. O-Demethylation was shown to be the final step in the biogenesis by the demonstration of efficient incorporation of tritiated O-methylcocsulinine (pre-... [Pg.133]

Labeling studies are simplified in the case of oxygen-bridged bisbenzyliso-quinoline alkaloids by the ability to use Na/NH3 cleavage. It was shown that Cocculus laurifolius elaborates oxyacanthine (247) (343) and isotetrandrine (236) (344) from (R,S)-lV-methylcoclaurine, and tetrandrine (48) (345) from (S)-Af-methylcoclaurine (22). [Pg.137]

Erythrina Alkaloids.—AT-Norprotosinomenine (74) is known to be a key precursor for Erythrina alkaloids (cf. Vol. 8, p. 10 Vol. 9, p. 16 ref. 2), and its unique role compared to isomeric isoquinolines has been confirmed for coccuvine (80) in Cocculus laurifolius.22 The incorporation of JV-norprotosinomenine (74) [the (+)-(S)-isomer is preferred] was with loss of the O-methyl group at C-7 and complete retention of the 4 -0-methyl group, measured relative to a secure internal tritium marker. The results for coccuvine (80) show that no symmetrical intermediate is involved, unlike, e.g., for erythraline. Consequently the same biosynthetic route is not followed. Plausibly this route could be (74) —> (75) — (76) - (77) (Scheme 7). The unsymmetrical intermediate... [Pg.14]

A new abnormal Erythrina alkaloid, obtained from the leaves of Cocculus laurifolius, was assigned the structure isococculine (7) on the basis of spectral and chemical studies.7... [Pg.138]

Tetrandrine (52) has been shown46 to be formed in Cocculus laurifolius from two molecules of (+)-(S)-A-methylcoclaurine [as (49)1, a natural constituent of this plant (cf. the biosynthesis of the isomeric isotetrandrine in Vol. 11, p. 11). [Pg.13]

A new erythrina alkaloid, erythroculine, from Cocculus laurifolius has been shown to have the structure (167). The ester group may be reduced with lithium aluminium hydride and the acetyl ester of the resulting alcohol on treatment with cyanogen bromide affords the hindered diphenyl (168), with loss of hydrogen bromide and methanol. This on reduction to the secondary base, N-methylation, and successive Hofmann degradations affords an olefin that may be oxidised to the tricarboxylic acid (169).The base represents a novel structure in having the additional carbon atom linked to the ring system. [Pg.136]

Protostephanine (32) and laurifinine (33) have closely related structures, and the latter has been shown to derive from (+)-N-nor-protosinomenine (34) in Cocculus laurifolius. [The biosynthesis... [Pg.10]

Cocculus laurifolius. Of several related isoquinolines tested,... [Pg.11]

The alkaloid (+)-coclaurine is found in the evergreen menispermaceous shrub Cocculus laurifolius DC., which occurs principally in India, southern China, and Japan. The Chinese drug Koshiu-wyaku consists of the dried root of this tree. An alkaloid probably identical with coclaurine was isolated from the bark and leaves by Greshoff but the pure base was described first by H. and T. Kondo (106). It shows m.p. 221 , [a] -(-0.9 (in methanol), and it is soluble in alkali. Its hydrochloride melts at 264°. [Pg.65]

Bisbenzylisoquinoline Alkaloids.—The biosynthesis of several bisbenzyl-isoquinolines has now been investigated. All have been found to be based on coclaurine (bS). Investigation of the biosynthesis of oxyacanthine (69), in Cocculus laurifolius, has given results which show that this alkaloid too arises from coclaurine. Norcoclaurine (62), coclaurine (63), and N-methylcoclaurine were... [Pg.16]

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