4117-12-8

Usage

Uses

Used in Pharmaceutical Applications:
rac-Falcarinol is used as a pharmaceutical agent for its pro-allergic effects in the skin. This property makes it a potential candidate for the development of treatments targeting skin-related conditions and allergies.
Used in Agriculture:
As a natural pesticide, rac-Falcarinol is used in agriculture to protect crops, particularly carrots and red ginseng, from fungal diseases. Its application helps maintain the health of the plants and reduces the need for synthetic pesticides, promoting a more sustainable and environmentally friendly approach to crop protection.
Used in Cancer Prevention:
Due to its nutritional benefits and potential cancer risk reduction, rac-Falcarinol is used as a preventive agent against specific forms of cancer. Incorporating it into the diet or developing supplements containing rac-Falcarinol could contribute to improved public health and cancer prevention strategies.

Upstream product

• 4117-13-9 dodeca-4-en-1-yne 
• 40111-26-0 1-bromo-3-hydroxypent-4-en-1-yne 
• 24380-91-4 (Z)-2-decenyl bromide 
• 14304-31-5 rac-hept-1-ene-4,6-diyn-3-ol 
• 4194-71-2 (Z)-2-decen-1-ol 
• 135457-18-0 (Z)-1-chlorodec-2-ene 
• 134645-41-3 7-(trimethylsilyl)hept-1-ene-4,6-diyn-3-ol 
• 4117-14-0 2-decyn-1-ol 
• 629-04-9 1-Bromoheptane 

Downstream Products

• 4117-11-7 falcarinone 
• 146396-38-5 (R)-acetoxyfalcarinol 
• 81203-57-8 (3S,9Z)-1,9-heptadecadiene-4,6-diyn-3-ol 
• 22531-02-8 p-Toluolsulfonsaeure-heptadecadien-2,9-diin-4,6-yl-1-ester 
• 22526-56-3 1-Phenyl-heptadecadien-(2,9)-diin-(4,6) 

Relevant academic research and scientific papers

A short synthesis of (+) and (-)-falcarinol

A short, practical synthesis of the bis-acetylenic natural product falcarinol 1 is reported. This method relies on the alternate functionalisation of bis-trimethylsilylbutadiyne 10. This may be achieved in one-pot, however, better yields were obtained more conventionally. Lipase mediated enzymatic kinetic resolution of the racemic adduct in an organic solvent afforded (+)-1 in 97% enantiomeric excess. The analogous process performed with racemic 3-acetoxy falcarinol 11 under aqueous conditions gave (-)-1. Oxidation of 1 with Dess-Martin periodinane gave falcarinone 2.

Synthesis of Ginseng diyne analogues and their antiproliferative activity against L1210 cells

Some analogues of Ginseng diyne were synthesized and tested for antiproliferative activity against L1210 cells. The epoxy moiety of panaxydol, isolated from the root of Panax ginseng, proved to be in the cis- form on comparison with synthetic specimens. Analysis of structure-activity relationship revealed that the presence of the heptadec-1-ene-4,6-diyn-3-ol moiety in the structure of the analogues was essential for their antiproliferative activity and that the epoxy and alkyl groups in the structure contributed to enhancement of the antiproliferative activity.