Conversion of Natural ( S )‐Bulbocapnine into Two (Ring A)‐Substituted Derivatives of ( R )‐Apomorphine | Zendy

Greecke Max | Zendy; Borer René | Zendy; Brossi Arnold | Zendy

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Conversion of Natural ( S )‐Bulbocapnine into Two (Ring A)‐Substituted Derivatives of ( R )‐Apomorphine

Author(s) -

Greecke Max,

Borer René,

Brossi Arnold

Publication year - 1979

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19790620519

Subject(s) - chemistry , apomorphine , aporphine , stereochemistry , enantiomer , ring (chemistry) , methylenedioxy , diol , natural compound , alkaloid , organic chemistry , receptor , biochemistry , agonist , biochemical engineering , engineering , alkyl , halogen

(6a R )‐1,2‐(Methylenedioxy)aporphine‐10, 11‐diol ( 8 ) and (6a R )‐aporphine‐1, 1, 10, 11‐tetrol ( 16 ) have been prepared from natural ( S )‐bulbocapnine ( 4 ). For both compounds, the partial synthesis included racemic intermediates which have been resolved into their enantiomers. Both compounds 8 and 16 showed dopaminergic activity in rats, although to a lower extent than ( R )‐apomorphine ( 1 ) itself.

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