Microwave-assisted Sinthesis of Thymyl Ethers and Esters in Aqueous Medium

More, Dhananjay H.; Pawar, Nilesh S.; Dewang, P. M.; Patil, Shamkant L.; Mahulikar, Pramod P.

doi:10.1023/b:rugc.0000025504.59745.09

Cited by 7 publications

(4 citation statements)

References 3 publications

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“…The usefulness of thymyl derivatives as transdermal drug delivery enhancers has also been reported. 35 There are several papers reporting isolation, synthesys 4,23,29,33,36 and biological activity 4,5,22,25,[28][29][30]33 of thymyl esters. Grodnitzky and Coats 33 have tested insecticidal activity of thymyl esters of acetic, dichloracetic, trichloroacetic, chlorodifluoroacetic, pivalic and chloropivalic acid on Musca domestica.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Antimicrobial Activity and in silico Studies on Thymol Esters

Lazarević

Kolarević

Stojanović

et al. 2017

ACSi

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Derivatisation of parent structure in terpenoids often results in enhancement of biological activity of newly obtained compounds. Thymol, a naturally occurring phenol biosynthesized through the terpene pathway, is a well known biocide with strong antimicrobial attributes and diverse therapeutic activities. We have aimed our study on a single modification of phenolic functionality in thymol in order to obtain a small focused library of twenty thymyl esters, ten of which were new compounds. All compounds were involved in in vitro antimicrobial testing. Another important aspect of current study was implementation of in silico calculation of physico-chemical, pharmacokinetic and toxicological properties, which could be helpful by giving an additional guidance in further research.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Antimicrobial Activity and in silico Studies on Thymol Esters

Lazarević

Kolarević

Stojanović

et al. 2017

ACSi

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“…Thymol esterification usually occurs in the classical conditions, reacting thymol with the appropriate anhydride or acyl chloride in the presence of a base. MW-assisted procedures in aqueous medium have also been proposed, to perform reactions in reduced times and with improved yields [ 131 ].…”

Section: Monophenolsmentioning

confidence: 99%

Tailored Functionalization of Natural Phenols to Improve Biological Activity

et al. 2021

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Phenols are widespread in nature, being the major components of several plants and essential oils. Natural phenols’ anti-microbial, anti-bacterial, anti-oxidant, pharmacological and nutritional properties are, nowadays, well established. Hence, given their peculiar biological role, numerous studies are currently ongoing to overcome their limitations, as well as to enhance their activity. In this review, the functionalization of selected natural phenols is critically examined, mainly highlighting their improved bioactivity after the proper chemical transformations. In particular, functionalization of the most abundant naturally occurring monophenols, diphenols, lipidic phenols, phenolic acids, polyphenols and curcumin derivatives is explored.

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“…The routine synthetic methods suffer from some disadvantages such as low yields, high temperature conditions, long reaction times, and formation of by-products in addition to tedious reaction workup. [10] In continuation of our work on structural modification of monoterpenoids [11][12][13] and microwave technique, [14] we report herein a simple, rapid, efficient, and environmentally friendly synthesis of carvacrol compounds Scheme 1. The present work includes microwave-mediated alkylation, acylation, and dimerization of carvacrol using solid supports such as silica gel, alumina, and fly ash (a waste generated by thermal power stations by burning coal).…”

Section: Introductionmentioning

confidence: 99%

Solid-Supported Synthesis of Bio-active Carvacrol Compounds Using Microwaves

Narkhede¹,

More²,

Dalal

et al. 2008

Synthetic Communications

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The most abundant and potent natural products having a broad spectrum of biological activity against various pests are terpenoids, especially monoterpenoids. The chemical modification of natural monoterpenoids has been reported to result in modified biological activity. The present work emphasizes the structural modification of carvacrol, a phenolic monoterpenoid, through the synthesis of different ether and ester derivatives that are useful for structure-activity relationship studies to exploit the potent molecules. The carvacrol was reacted with alkyl halides and acid chlorides under microwaves using solid supports such as silica gel, alumina, and fly ash to give ethers and esters, respectively. The synthesis of dimeric ether and ester compounds using dihalides and acid dichlorides was conducted with novel reactions. Additional features of the methodology include very fast reactions, higher yields and purities of the products, and an ecofriendly approach.

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Microwave-assisted Sinthesis of Thymyl Ethers and Esters in Aqueous Medium

Cited by 7 publications

References 3 publications

Synthesis, Antimicrobial Activity and in silico Studies on Thymol Esters

Synthesis, Antimicrobial Activity and in silico Studies on Thymol Esters

Tailored Functionalization of Natural Phenols to Improve Biological Activity

Solid-Supported Synthesis of Bio-active Carvacrol Compounds Using Microwaves

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