Metal-free, tert-butyl nitrite promoted C(sp2)-S coupling reaction: the synthesis of aryl dithiocarbamates and analysis of antimicrobial activity by ‘in silico’ and ‘in vitro’ methods for drug modification

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Metal-free, tert-butyl nitrite promoted C(sp2)-S coupling reaction: the synthesis of aryl dithiocarbamates and analysis of antimicrobial activity by ‘in silico’ and ‘in vitro’ methods for drug modification. / Pal, Satyajit; Sarkar, Subhankar; Mukherjee, Anindita et al.
In: Green Chemistry, Vol. 25, No. 23, 2023, p. 9847-9856.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{f74dae0d92d744b5a2918910c53b7743,

title = "Metal-free, tert-butyl nitrite promoted C(sp2)-S coupling reaction: the synthesis of aryl dithiocarbamates and analysis of antimicrobial activity by {\textquoteleft}in silico{\textquoteright} and {\textquoteleft}in vitro{\textquoteright} methods for drug modification",

abstract = "An environmentally friendly, metal-free, and efficient C(sp2)-S coupling reaction protocol between aniline and low-cost tetraalkylthiuram disulfides was developed to synthesize aryl dithiocarbamates. The targets for developing the method included catalyst-free, base-free, mild reaction conditions, room temperature synthesis with high yields, and broad substrate scope. Apart from this, our approach is also helpful for synthesizing potentially bioactive compounds and drug modification. An antimicrobial assay and a docking study on dihydrofolate reductase (DHFR) and dihydropteroate synthase (DHPS) enzymes of the three synthetic derivatives were performed to evaluate the antimicrobial potency of the new compounds and thus inhibit the enzyme's action.",

author = "Satyajit Pal and Subhankar Sarkar and Anindita Mukherjee and Anupam Kundu and Animesh Sen and Jnanendra Rath and Sougata Santra and Grigory Zyryanov and Adinath Majee",

note = "A. Majee acknowledges the financial support from the CSIR-Major Research Project (Ref. No. 02(0383)/19/EMR-II). S. Pal and S. Sarkar acknowledge Visva-Bharati University for Fellowship. S. Santra and G. V. Zyryanov would like to thank the Ministry of Science and Higher Education of the Russian Federation (Reference # 075-15-2022-1118, dated 29 June 2022) for providing financial support.",

year = "2023",

doi = "10.1039/D3GC03153E",

language = "English",

volume = "25",

pages = "9847--9856",

journal = "Green Chemistry",

issn = "1463-9262",

publisher = "Royal Society of Chemistry",

number = "23",

}

RIS

TY - JOUR

T1 - Metal-free, tert-butyl nitrite promoted C(sp2)-S coupling reaction: the synthesis of aryl dithiocarbamates and analysis of antimicrobial activity by ‘in silico’ and ‘in vitro’ methods for drug modification

AU - Pal, Satyajit

AU - Sarkar, Subhankar

AU - Mukherjee, Anindita

AU - Kundu, Anupam

AU - Sen, Animesh

AU - Rath, Jnanendra

AU - Santra, Sougata

AU - Zyryanov, Grigory

AU - Majee, Adinath

N1 - A. Majee acknowledges the financial support from the CSIR-Major Research Project (Ref. No. 02(0383)/19/EMR-II). S. Pal and S. Sarkar acknowledge Visva-Bharati University for Fellowship. S. Santra and G. V. Zyryanov would like to thank the Ministry of Science and Higher Education of the Russian Federation (Reference # 075-15-2022-1118, dated 29 June 2022) for providing financial support.

PY - 2023

Y1 - 2023

N2 - An environmentally friendly, metal-free, and efficient C(sp2)-S coupling reaction protocol between aniline and low-cost tetraalkylthiuram disulfides was developed to synthesize aryl dithiocarbamates. The targets for developing the method included catalyst-free, base-free, mild reaction conditions, room temperature synthesis with high yields, and broad substrate scope. Apart from this, our approach is also helpful for synthesizing potentially bioactive compounds and drug modification. An antimicrobial assay and a docking study on dihydrofolate reductase (DHFR) and dihydropteroate synthase (DHPS) enzymes of the three synthetic derivatives were performed to evaluate the antimicrobial potency of the new compounds and thus inhibit the enzyme's action.

AB - An environmentally friendly, metal-free, and efficient C(sp2)-S coupling reaction protocol between aniline and low-cost tetraalkylthiuram disulfides was developed to synthesize aryl dithiocarbamates. The targets for developing the method included catalyst-free, base-free, mild reaction conditions, room temperature synthesis with high yields, and broad substrate scope. Apart from this, our approach is also helpful for synthesizing potentially bioactive compounds and drug modification. An antimicrobial assay and a docking study on dihydrofolate reductase (DHFR) and dihydropteroate synthase (DHPS) enzymes of the three synthetic derivatives were performed to evaluate the antimicrobial potency of the new compounds and thus inhibit the enzyme's action.

UR - http://www.scopus.com/inward/record.url?partnerID=8YFLogxK&scp=85176282299

UR - https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=tsmetrics&SrcApp=tsm_test&DestApp=WOS_CPL&DestLinkType=FullRecord&KeyUT=001098819500001

U2 - 10.1039/D3GC03153E

DO - 10.1039/D3GC03153E

M3 - Article

VL - 25

SP - 9847

EP - 9856

JO - Green Chemistry

JF - Green Chemistry

SN - 1463-9262

IS - 23

ER -

ID: 49310398