Vinca erecta

Pseudocopsinine (215) was isolated from Vinca erecta. Parsons et al. devised a concise synthesis of the pseudocopsinine framework 214 utilizing a 5-exo/5-exo double tandem radical cyclization [83-84]. The cyclization precursor 213 was readily accessible via a [3 + 2] nitrone cyclization. As depicted in Scheme 40, reaction between the pyrrolidine aldehyde 210 ando-... 

Majdinine and a new alkaloid, vinerine Nb-oxide (90), are two of the recently isolated constituents of Vinca erecta.6Sa Reduction (Zn-HCl) of vinerine iVb-oxide... 

Pleiocarpine and eburnamine are among the alkaloids of Hunteria elliotti the former occurs in the seeds and the latter in the stem-bark and leaves.59" A base, described as 14,15-didehydro-3-oxokopsinine N-oxide, has been isolated68" from Vinca erecta, but the evidence on which this structure is based is lacking. 

Recent extractions440 of the leaves of Cinchona ledgeriana have resulted in the isolation of quinamine (previously observed), 3-ep/-quinamine, aricine, and a new alkaloid which may prove to be stereoisomeric with quinamine. 11-Hydroxy-pleiocarpamine occurs in Vinca erecta 4b and herbacine and herbaine in V. herbacea.44c Yohimbine appears to be the major alkaloid of the trunk bark of Pausinystalia macroceras, in which it occurs with four other alkaloids of this group.44d Pleiocarpamine occurs in association with nine alkaloids of the aspidospermine-eburnamine group in the stem and root bark of Hunteria elliottii (Stapf.) Pichon.44e... 

Vinca erecta Kopsia deverrei Kopsia deverrei Kopsia deverrei Kopsia deverrei Melodinus guillaurrunii Kopsia deverrei... 

Dihydrovindolinine (pseudokopsinine, 139) has been reported to occur in Vinca erecta 124). 

Vincovine,37 another Vinca base, has the structure (25). Picrinine (vincari-dine38") (26a) and vincaricine38 ,b (26b) from Vinca erecta react38" with zinc-hydrochloric acid to give indoles.38c... 

Vinerine (mp 202-203°), vineridine (mp 179-180°), and erycinine (mp 206-207°) are three isomeric oxindoles of C22H26N2O5 constitution isolated from Vinca erecta (46, 47). Their structure has heen formulated as 83 on the basis of spectral and chemical data (47, 64). Another 11-methoxyoxindole (Pa 7 mp 179—180°), isolated from Mitragynajavanica could be identical with vineridine (65). Javaphylline (C22H26N2O5 mp 180°), isolated from the same plant, is a 9-methoxymitraphylline type of alkaloid of the A series (19). 

Vinca erecta contains vineridine N-oxide and two stereoisomers of majdine, which are all methoxy-substituted oxindole analogues of heteroyohimbine alkaloids. ... 

Vinerinine, from Vinca erecta, is a new alkaloid of the oxindole series for which structure [(76, a or b) stereochemistry unspecified] is proposed/ Vinerine and vineridine, from the same plant, are reportedto belong to the pseudo series, and to be the 7R (77) and 7S (78) isomers, respectively. Reaction of vinerine with acetic... 

Also obtained from the epigeal part of Vinca erecta by Malikov and Yunusov (18) is the interesting alkaloid ervinidine. Only fragmentary (no pun intended) evidence is available for the assignment of the structure, and this leads to a certain amount of ambiguity. 

Yunusov and co-workers have isolated several alkaloids from the epigeal part of Vinca erecta (65), and one of these was the N-oxide of kopsiniiK)... 

The epigeal part of Vinca erecta continues to yield new alkaloids, and one of these was an alkaloid analyzing for C21H26N2O3 (65). The base was soluble in chloroform and water and the UV spectrum indicated a dihydroindole (Amax 247, 301 nm). The mass spectrum showed a molecular ion at m/e 338, indicating a facile loss of oxygen from an expected molecular ion at m/e 354. The remainder of the mass spectrum was essentially... 

Vincarine from Vinca erecta is 12-methoxypicralinal. Gelseverine has been shown to be -methoxygelsemine it was converted into gelsemine by treatment with lithium-ammonia. 

Wu TS, Shi LS, Kuo SC (1999b) Alkaloids and other constituents from Tribulus terrestris. Phytochemistry 50(8) 1411-1415 Yagudaev MR, Khalmirzaev MM, Yunusov SYu (1983) NMR study of alkaloids. V. C NMR spectra and reconsideration of the structures of 11- and 10-hydroxypleiocarpamines and the structures of new alkaloids ffom Vinca erecta. Chem Nat Compd 19(4) 454- 58 Yagura T, Motomiya T, Ito M, Honda G, lida A, Kiuchi F, Tokuda H, Nishino H (2008) Anticarcinogenic compounds in the Uzbek medicinal plant, Helichrysum maracandicum. J Nat Med 62(2) 174-178... 

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