2033-08-1

Upstream product

• 77410-37-8 longifolonine 
• 63909-38-6 3-methoxy-4-benzyloxy-ω-nitrostyrolene 
• 39188-63-1 (4-ethoxycarbonyloxy-phenyl)-acetyl chloride 
• 14383-20-1 carbonic acid ethyl ester-[4-(7-benzyloxy-6-methoxy-3,4-dihydro-[1]isoquinolylmethyl)-phenyl ester] 
• 52426-63-8 (4-ethoxycarbonyloxy-phenyl)-acetic acid 
• 14383-19-8 (4-ethoxycarbonyloxy-phenyl)-acetic acid-(4-benzyloxy-3-methoxy-phenethylamide) 
• 22231-61-4 2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine 
• 14903-24-3 4-(7-benzyloxy-6-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-phenol 
• 132257-14-8 (+/-)-1-(4-benzyloxybenzyl)-7-benzyloxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 
• 801171-78-8 1-(7-benzyloxy-6-methoxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-4-ethoxycarbonyloxy-benzene 

Downstream Products

• 1472-62-4 N-methylcoclaurine 
• 734477-15-7 (+/-)-<3',5',8-3H3>coclaurine 
• 80943-22-2 (R,S)--N-methylcoclaurine 
• 41498-37-7 7,12-O,O'-dimethylcoclaurine 

Relevant academic research and scientific papers

Simplified tetrandrine congeners as possible antihypertensive agents with a dual mechanism of action

A series of O- and/or N-substituted derivatives of (±)-coclaurine (1a) were synthesized as simplified structural mimics of the antihypertensive alkaloid tetrandrine (2) and assayed for binding to brain cortical sites labeled with the α1-adrener

Dehatrine, an antimalarial bisbenzylisoquinoline alkaloid from the Indonesian medicinal plant Beilschmiedia madang, isolated as a mixture of two rotational isomers

Through bioassay-guided separations of the chemical constituents of the Indonesian medicinal plant Beilschmiedia madang BL. A bisbenzylisoquinoline alkaloid was obtained as the major antimalarial principle. The physicochemical properties of the alkaloid were consistent with the proposed structure of dehatrine (1). However, the alkaloid isolated by us was shown to be a mixture of two rotational isomers. The X-ray crystallographic analysis of 1 has shown that two rotamers are incorporated in a single crystal 1:1 ratio. The complex NMR spectrum of 1 has also been defined as a mixture of two rotamers by extensive use of 2D (COSY and COLOC) techniques. Dehatrine (1) has been shown to significantly inhibit the growth of cultured Plasmodium falciparum K1 strain (chloroquine resistant) with similar activity to quinine.

Alkaloids of Cryptocarya longifolia: X-ray Crystal Structure of Thalifoline and Longifolonine

The known alkaloids reticuline (1), coclaurine (3), N-methylcoclaurine (2), laurotetanine (7), N-methyllaurotetanine (8), laurolitsine (10), isoboldine (9), norisocorydine (6), norargemonine (11), bisnorargemonine (12), thalifoline (16) and scoulerine (13) were isolated from the New Caledonian plant Cryptocarya longifolia together with two new bases, longifolidine (4) and longifolonine (14).Spectroscopic methods were used for identification and structural investigation, and X-ray crystallographic analysis to determine the structures of thialifoline and longifolonine