Gallic acid methyl ester

Beilstein Handbook Reference) AI3-00861 Benzoic acid, 3,4,5-trihydroxy-, methyl ester BRN 2113180 CCRIS 5567 EINECS 202-741-7 Gallic acid methyl ester Methyl 3,4,5-trihydroxybenzoate Methyl gallate Methylgallate NSC 363001. Used by ophthalmologists as an antiseptic in conjunctivifis. Crystals mp = 202 soluble in hot H2O, EtOH, MeOH, Et20. 

Synonyms Benzoic acid, 3,4,5-trihydroxy-, methyl ester Gallic acid, methyl ester Methyl 3,4,5-trihydroxybenzoate 3,4,5-Trihydroxybenzoic acid, methyl ester... 

More recently, Kouno and coworkers identified an unusual C-glucosidic ellagitannin featuring a gallic acid methyl ester group C-C-linked to the C-1 position of the open-chain... 

C9H10O2S methyl 2-(methylthio)benzoate 3704-28-7 25.00 1.1768 2 16810 C9H10O5 gallic acid ethyl ester 831-61-8 25.00 1.2692 2... 

The synthesis is outlined as follows gallic acid3,4,5-tri-methoxybenzoic acid — methyl ester of the 3,4,6-trimethoxybenzoic acid — 3,4,5-trimethoxybenzyl alcohol 3,4,5-trimethoxybenzyl chloride - 3,4,5-trimethoxyphenylacetonitrile — mescaline. The reduction of the methyl ester and of the nitrile has been achieved using lithium aluminum hydride. 

No or only minimal cytotoxicity of most coumarins could be detected in normal cells in contrast to the positive control gallic acid. On the other hand, several of them showed concentration-dependent cytotoxicity against tumor cell lines HSC-2 and HSC-3. Among them, 6-hydroxy-7-methoxycoumarin derivatives (C29, C30, C39, C40, C41, C42, and C43) were cytotoxic to tumor cell fine HSC-2. However, C34 and C38 were relatively non-toxic to all cell lines used. It is suggested that the presence of polar substituents such as ester and alcohol group at the C-3 and/or C-4 position was unfavorable for cytotoxicity. This observation confirms the recent findings that 3,4-dimethyl- (C17) and 3,4-cyclopentano-6-hydroxy-7-methoxycoumarin (C22) showed marked cytotoxic effects [25]. However, it should be noted that 4-methyl-6-hydroxy-... 

An additional method of ACEC synthesis was based on hydroxybenzoic acids as the starting materials [32]. The synthesis starts from esterification of the acid with 3-cyclohexenyl-1-methyl alcohol. The following hydroxybenzoic acids were used 2-hydroxybenzoic (salicylic), 2,4-di-hydroxybenzoic ( 3-resorcylic) and 3,4,5-trihydroxybenzoic (gallic) acid. The phenolic hydroxyls in the cy-clohexenylmethyl esters were transformed in glycidyl ethers in the usual way (reaction with excess ECH followed by dehydrochlorination). Eventually, epoxidation with PAA was carried out (Scheme 51). The epoxide groups content in the ACECs thus prepared was above 85% of the calculated value. 

Definition Ester of 2-ethylhexanol and gallic acid Empirical C15H22O5 Uses Antioxidant in cosmetics 2-Ethylhexyl glycidyl ether CAS 2461-15-6 EINECS/ELINCS 219-553-6 Synonyms EHGE (((2-Ethylhexyl) oxy) methyl) oxirane Glycidyl 2-ethylhexyl ether Oxirane, [[2-ethylhexyl) oxy] methyl]- Propane, 1,2-epoxy-3-((2-ethylhexyl) oxy)-Empirical C11H22O2 Formula ... 

Gentisic acid glycosides act as leaf movement factors in Mimosa species (E 2.2). Gallic acid is an inhibitor of flowering in Kalanchoe blossfeldiana (E 2.2). Benzoic acid, p-hydroxybenzoic acid as well as protocatechuic acid methyl and ethyl esters are secreted from the pygidial glands of water beetles as antiseptics and feeding deterrents (E 5.1). 

---