70677-47-3

Usage

Uses

Used in Pharmaceutical Industry:
Icariside II is used as a therapeutic agent for various applications due to its diverse pharmacological properties. It is particularly effective in the treatment of cardiovascular diseases, where it can help improve blood flow and reduce inflammation. Its anti-oxidative properties also contribute to its potential use in preventing and treating osteoporosis, a condition characterized by the weakening of bones.
Used in Neuroprotective Applications:
Icariside II is used as a neuroprotective agent to safeguard the nervous system against damage and degeneration. Its anti-inflammatory and anti-oxidative effects help protect neurons from oxidative stress and inflammation, which are common contributors to neurodegenerative diseases.
Used as an Aphrodisiac:
Icariside II is used as an aphrodisiac to enhance sexual function and libido. Its potential therapeutic effects in this area make it a valuable natural compound for improving sexual health and performance.

Upstream product

• 76735-51-8 Benzoic acid 3-{2-[3-hydroxy-4-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-ethyl}-5-methoxy-phenyl ester 
• 83088-11-3 3',5-dibenzyloxy-3,4'-dimethoxy-2'-(3-methylbut-2-enyl)stilbene 
• 621-59-0 isovanillin 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 50637-28-0 (3-(benzyloxy)-5-methoxyphenyl)methanol 
• 19520-74-2 3-hydroxy-5-methoxy-benzoic acid methyl ester 
• 50637-26-8 methyl 3-(benzyloxy)-5-methoxybenzoate 
• 76735-46-1 3'-benzyloxy-5-hydroxy-3,4'-dimethoxystilbene 
• 76735-49-4 5-benzoyloxy-3'-hydroxy-3,4'-dimethoxydihydrostilbene 
• 76735-50-7 Benzoic acid 3-{2-[3-(1,1-dimethyl-allyloxy)-4-methoxy-phenyl]-ethyl}-5-methoxy-phenyl ester 
• 76735-48-3 Benzoic acid 3-{2-[3-(1,1-dimethyl-prop-2-ynyloxy)-4-methoxy-phenyl]-ethyl}-5-methoxy-phenyl ester 
• 76735-47-2 Benzoic acid 3-[(E)-2-(3-benzyloxy-4-methoxy-phenyl)-vinyl]-5-methoxy-phenyl ester 
• 91925-81-4 3-(bromomethyl)-5-methoxyphenol 
• 83088-09-9 3-hydroxy-4-methoxy-2-(3-methylbut-2-enyl)benzaldehyde 

Downstream Products

• 70677-43-9 canniprene chroman 
• 70677-42-8 dihydrocanniprene 
• 70677-45-1 Acetic acid 3-[2-(3-acetoxy-5-methoxy-phenyl)-ethyl]-6-methoxy-2-(3-methyl-but-2-enyl)-phenyl ester 
• 70677-46-2 1-[2-(3,5-Dimethoxy-phenyl)-ethyl]-3,4-dimethoxy-2-(3-methyl-but-2-enyl)-benzene 
• 70677-44-0 Acetic acid 3-methoxy-5-[2-(8-methoxy-2,2-dimethyl-chroman-5-yl)-ethyl]-phenyl ester 
• 71135-74-5 5-(3,5-dimethoxyphenylethyl)-3,4-dihydroxy-8-methoxy-2,2-dimethyl-2H-chromen 

Relevant academic research and scientific papers

Dihydrostilbenes of Cannabis. Synthesis of Canniprene

Canniprene (10) is synthesised via reaction of a phenolate-anion ylide with a benzyl-protected aldehyde.Benzoylation, followed by hydrogenation and hydrogenolysis of the resulting stilbene, leads to a half-benzoylated bibenzyl which is converted into its O-dimethylprop-2-ynyl derivative.Semi-hydrogenation, Claisen rearrangement, and debenzoylation gives canniprene.In a second synthesis the prenylated (3-methylbut-2-enylated) and benzyl-protected ring-B section is made first and converted by Wittig reaction into a dibenzyl-protected stilbene.The stilbene is reduced and the benzyl groups removed in one step, without affecting the prenyl group, by sodium in butanol: magnesium in methanol is capable of stilbene reduction without debenzylation.This practical synthesis proceeds in 19 percent overall yield from the dimethylprop-2-ynyl ether of isovanillin (14) and is applicable to isotopelabelling.The use of p-bromophenacyl (PBP) ether and methoxyethoxymethyl (MEM) ether protection as the basis for canniprene synthesis is also considered.Other bibenzyls relevant to the natural products of Cannabis are made and the methylated chroman (37) derived from canniprene is also synthesised.

EXTRACTIVES OF THAILAND CANNABIS: SYNTHESIS OF CANNIPRENE AND ISOLATION OF NEW GERANYLATED AND PRENYLATED CHRYSOERIOLS

Synthesis of canniprene (9), the major C-prenylated dihydrostilbene of cannabis, is reported.Two new geranylated (15) and prenylated (16) relatives of chrysoeriol have been isolated from Thailand-strain cannabis.