Synthesis of thiols from isobornylphenols

4-(3-Sulfanylpropyl)-2-isobornyl-6-methylphenol and 4-(sulfanylmethyl)-2,6-diisobornylphenol were synthesized from the corresponding 4-(bromoalkyl)phenols according to known procedures. Isobornylphenol with a trimethylene linker was converted into thiol by alkaline hydrolysis of thiouronium salt. The methylene-bridged analog was obtained by reduction of S-benzyl thioacetate with LiAlH₄.     

New tertiary aminomethylphenols having an isobornyl substituent

New tertiary aminomethylphenols having an isobornyl fragment in the ortho position with respect to the phenolic hydroxy group were synthesized by the Mannich reaction.     

Synthesis of conjugates of isobornylphenols and natural chlorins

A series of terpenophenol—chlorin conjugates containing terpenophenol and porphyrin fragments of various structure was synthesized. The terpenophenol fragment was added to the chlorin macrocycle using reactions of the exocyclic ester and the propionate substituent in the 17-position of methylpheophorbide a analogs. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 484–487, September-October, 2008.     

Synthesis and membrane protective activity of 4-alkoxymethyl-2,6-diisobornylphenols

Bromination of 2,6-diisobornyl-4-methylphenol gave the corresponding 4-bromomethyl derivative, whose reaction with alcohols resulted in 4-alkoxymethyl-2,6-diisobornylphenols. Their toxicity, membrane protective and antioxidant activity were tested using red blood cells of laboratory mice. The synthesized compounds do not exhibit cytotoxicity at the concentrations of 10 and 100 μmol L^–1 and are characterized by high membrane protective and antioxidant activity in the concentrations of 1 and 10 μmol L^–1.     

Conjugates of natural chlorins and isobornylphenols with a different length of the spacer between the chlorin and terpenephenolic fragments: synthesis and antioxidant activity

Russian Chemical Bulletin - Conjugates containing chlorine and isobornylphenolic fragments, which are connected by spacers of different lengths, were synthesized from methyl pheophorbide a. The...     

Alkylation of isobornylphenols with styrene in the presence of <Emphasis Type="Italic">p</Emphasis>-toluenesulfonic acid

The alkylation of racemic isobornylphenols with styrene in the presence of p-toluenesulfonic acid (5 mol %) afforded new hybrid compounds combining bulky terpene and phenylethyl fragments in a single molecule.     

Simple synthesis of a terpenophenol—chlorin conjugate with an amide bond

A terpenophenol with a butylaminomethyl group was synthesized and conjugated to a chlorin macrocycle through formation of an amide bond without using activating reagents. __________ Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 561–563, November–December, 2007.     

Synthesis and properties of new functional derivatives of 2-isobornyl-6-methylphenol

New functional derivatives containing an allyl, hydroxypropyl, or halopropyl group have been synthesized from 2-isobornyl-6-methylphenol and evaluated for antioxidant activity in the model ethylbenzene oxidation reaction.