564-73-8

Usage

Uses

Used in Pharmaceutical Industry:
Honokiol is used as a therapeutic agent for its potential anti-inflammatory, anti-tumor, and neuroprotective properties, making it suitable for the treatment of various medical conditions such as cancer, cardiovascular diseases, and neurodegenerative disorders.
Used in Mental Health Applications:
Honokiol is used as an anxiolytic and sedative agent for the treatment of anxiety and insomnia due to its demonstrated anti-anxiety and sedative effects.
Used in Antioxidant Formulations:
Honokiol is used as an antioxidant in health supplements and formulations to combat oxidative stress and promote overall health.
Used in Traditional Medicine:
Honokiol is used in traditional Chinese and Japanese medicine for its holistic health benefits, including its potential to alleviate inflammation and support cognitive health.

InChI:InChI=1/C20H30O2/c1-12(2)14-10-13-6-7-17-19(3,4)18(22)8-9-20(17,5)15(13)11-16(14)21/h10-12,17-18,21-22H,6-9H2,1-5H3

Upstream product

• 18326-15-3 hinokiol diacetate 
• 78078-43-0 3β-acetoxyabieta-8,11,13-triene 
• 78078-40-7 abieta-5,8,11,13-tetraten-3β-ol 
• 26804-77-3 abieta-5,6,11,13-tetraen-3-one 
• 472-37-7 hinokione 
• 64-19-7 acetic acid 
• 64-17-5 ethanol 
• 145533-21-7 3-O-benzoylhinokiol 
• 78078-41-8 abieta-8,11,13-trien-3β-ol 
• 78078-44-1 3β-acetoxy-12-acetylabieta-8,11,13-triene 

Downstream Products

• 18326-13-1 12-methoxyabieta-8,11,13-trien-3β-ol 
• 483-65-8 Retene 
• 6314-07-4 2-Isopropyl-8-methyl-[3]phenanthrol 
• 18326-15-3 hinokiol diacetate 
• 472-37-7 hinokione 
• 33465-18-8 salviol 

Relevant academic research and scientific papers

Enantioselective, Lewis Base-Catalyzed Sulfenocyclization of Polyenes

A sulfenium-ion-initiated, catalytic, enantioselective polyene cyclization is described. Homogeranylarenes and ortho-geranylphenols undergo polycyclization in good yield, diastereoselectivity, and enantioselectivity. The stereodetermining step is the generation of an enantiomerically enriched thiiranium ion from a terminal alkene and a sulfenylating agent in the presence of a chiral Lewis basic catalyst. The use of hexafluoroisopropyl alcohol as the solvent is crucial to obtain good yields. The thioether moiety resulting from the reaction can be subsequently transformed into diverse oxygen and carbon functionality postcyclization. The utility of this method is demonstrated by the enantioselective syntheses of (+)-ferruginol and (+)-hinokiol.

Five new diterpenoids from the wood of Cunninghamia konishii

Five new diterpenes, 3β-acetoxyabieta-8,11,13-trien-12-ol (1), 8α- hydroxy-13(16),14-labdadien-19-al (2), 16-hydroxy-19-oxomanoyl oxide (3), 15- nor-14-oxo-8(17),12-labdadiene-18-ol (4), and 15,16-bisnor-13-oxo-8(17),11- labdadien-18-ol (5), were isolated from the wood of Cunninghamia konishii. Their structures were elucidated by 2D NMR spectroscopy and by chemical methods.

ANTIMALARIAL COMPOUNDS FROM HOSLUNDIA OPPOSITA

Four new abietane-type esters, 3-O-benzoylhosloppone, 3-O-cinnamoylhosloppone, 3-O-benzoylhinokiol and 3-O-benzoylhosloquinone were isolated from the root bark of the antimalarial plant Hoslundia opposita Vahl. and their structures were determined by a combination of spectroscopic methods and chemical correlations. 3-O-Benzoylhosloppone inhibits the growth of the multidrug resistant strain K1 of Plasmodium falciparum in vitro with an IC50-value of 0.4 μg ml-1. Key Word Index: Hoslundia opposita Vahl.; Lamiaceae; 3-O-benzoylhosloppone; 3-O-cinnamoylhosloppone; 3-O-benzoylhinokiol; 3-O-benzoylhosloquinone; antimalarial activity.

Synthesis of (+)-Hinokiol, (+)-Hinokione, (+)-Salviol, and (+)-2-Oxoferruginol

Reduction of abieta-5,8,11,13-tetraen-3-one with lithium aluminium hydride afforded the corresponding alcohol, which was submitted to catalytic hydrogenation to yield abieta-8,11,13-trien-3β-ol (7) together with its 5βH-isomer.Acetylation of 7, followed by the Friedel-Crafts acylation, afforded 3β-acetoxy-12-acetylabieta-8,11,13-triene.This compound was converted into 3β,12-diacetoxyabieta-8,11,13-triene (11) by the Baeyer-Villiger oxidation.Treatment of 11 with lithium aluminium hydride yielded hinokiol, which was oxidized to hinokione.Subsequently, hinokiol was methylated and the resulting 12-methyl ether was dehydrated to afford 12-methoxyabieta-2,8,11,13-tetraene.The tetraene was then submitted to hydroboration-oxidation to give 12-methoxyabieta-8,11,13-trien-2α-ol (15) which, on demethylation with ethanethiol and anhydrous aluminium chloride, afforded salviol.Oxidation of 15 with pyridinium chlorochromate, followed by demethylation, gave 2-oxoferruginol.