KAMIGAUCHI, M and NODA, Y and IWASA, K and NISHIJO, Z and ISHIDA, T and IN, Y and WIEGREBE, W (1994) CRYSTAL-STRUCTURE OF (-)-CORYCAVINIUM (+)-1O-CAMPHORSULFONATE, A BIOSYNTHETIC INTERMEDIATE TO HEXAHYDROBENZO[C]PHENANTHRIDINE ALKALOIDS. HELVETICA CHIMICA ACTA, 77 (1). pp. 243-251. ISSN 0018-019X,
Full text not available from this repository.Abstract
The crystal structure of (-)-corycavinium (+)-10-camphorsulfonate has been investigated by X-ray analysis. The structure of (-)-corycavinium ion (=(-)-(7S,13S,14R)-5,6,13,13a-tetrahydro-7-methyl-2,3;9,10-bis(methylenedioxy)-8H-dibenzo[a,g]quinolizinium) has been determined. The conformation with B/C-cis-conjunction, a twisted half-chair of ring B, and a half-chair of ring C, as well as alpha-oriented substituted groups N...Me, C...Me, and C...OH is revealed. Feeding experiments with cell, suspension cultures of Corydalis incisa (Papaveraceae) defined the intermediacy of (-)-corycavinium in the route from protoberberine-type to hexahydrobenzo[c]phenanthridine-type of alkaloids. On the basis of the present crystal conformation, the stereospecificity of the relating enzyme is biogenetically considered.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CORYDALIS-INCISA; PROTOBERBERINES; CULTURES; |
| Depositing User: | Dr. Gernot Deinzer |
| Last Modified: | 19 Oct 2022 08:41 |
| URI: | https://pred.uni-regensburg.de/id/eprint/53547 |
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