10438-14-9

Upstream product

• 186581-53-3 diazomethane 
• 477-62-3 (R,R)-isochondodendrine 
• 50-00-0 formaldehyd 
• 64-18-6 formic acid 
• 68676-59-5 6,6',7'-trimethoxy-2'-methyl-cyclean-1-en-7-ol 
• 18110-78-6 {4-[5-(2-benzyloxycarbonylamino-ethyl)-2,3-dimethoxy-phenoxy]-phenyl}-acetic acid 
• 10438-13-8 1^5,6,9^4,5-tetramethoxy-2,10-dioxa-6,14-diaza-1,9(1,3),3,11(1,4)-tetrabenzena-cyclohexadecaphane-5,13-dione 

Downstream Products

• 524-20-9 armepavine 
• 477-62-3 (R,R)-isochondodendrine 

Relevant academic research and scientific papers

Alkaloidal constituents of the tubers of Stephania cepharantha cultivated in Japan: Structure of 3,4-dehydrocycleanine, a new bisbenzylisoquinoline alkaloid

Full details of the isolation and characterization of 52 alkaloids obtained from the tubers of Stephania cepharantha Hayata (Menispermaceae) cultivated in Japan are presented, along with the structural determination of a new bisbenzylisoquinoline alkaloid, 3,4-dehydrocycleanine (8).

Synthesis of cycleanine mono-N-oxides

Oxidation of cycleanine (3) with m-chloroperbenzoic acid gave two diastereomeric N-oxides (1 and 2), and their stereochemistry was unambiguously determined on the basis of spectroscopic evidence. The NMR spectra of synthetic cycleanine mono-N-oxides 1 and 2 were significantly different from those of the natural product previously reported to be cycleanine N-oxide.

THE BIOSYNTHESIS OF THE ALKALOIDS OF CISSAMPELOS PAREIRA LINN

Tracer experimets show that the bisbenzylisoqunoline alkaloid,(S,R)-hayatidin (10) is stereospecifically biosynthesized in young Cissampelos pareira Linn plants by intermolecular oxidativ coupling of (S)-(5)-and (R)-(3)-N-methylcoclaurines whereas (R,R)-isochondrodendrine (14) and (R,R)-bebeerine (12) are formed in the plants by oxidative dimerization of (R)-N-methyl-coclaurine (3).