Role of sulphur-heterocycles in medicinal chemistry: An update

European Journal of Medicinal Chemistry, Journal Year: 2019, Volume and Issue: 180, P. 486 - 508

Published: July 15, 2019

Language: Английский

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Expedition of sulfur‐containing heterocyclic derivatives as cytotoxic agents in medicinal chemistry: A decade update

Medicinal Research Reviews, Journal Year: 2021, Volume and Issue: 42(1), P. 513 - 575

Published: Aug. 28, 2021

Abstract This review article proposes a comprehensive report of the design strategies engaged in development various sulfur‐bearing cytotoxic agents. The outcomes studies depict that sulfur heterocyclic framework is fundamental structure diverse synthetic analogs representing myriad scope therapeutic activities. A number five‐, six‐ and seven‐membered sulfur‐containing scaffolds, such as thiazoles, thiadiazoles, thiazolidinediones, thiophenes, thiopyrans, benzothiazoles, benzothiophenes, thienopyrimidines, simple modified phenothiazines, thiazepines have been discussed. subsequent derivatives unveiled their effects through multiple mechanisms (viz. inhibition tyrosine kinases, topoisomerase I II, tubulin, COX, DNA synthesis, PI3K/Akt Raf/MEK/ERK signaling pathways), several others. Thus, our concise illustration explains strategy anticancer potential these five‐ six‐membered molecules along with brief outline on heterocycles. thorough assessment antiproliferative activities reference drug allows proficient structure–activity relationships (SARs) diversely synthesized series.

Language: Английский

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Recent Studies of Nitrogen and Sulfur Containing Heterocyclic Analogues as Novel Antidiabetic Agents: A Review

Chemistry & Biodiversity, Journal Year: 2023, Volume and Issue: 21(2)

Published: Dec. 21, 2023

The prevalence of diabetes mellitus is on the rise, which demands identification novel antidiabetic drugs. There a need for safer and more effective alternatives because therapy methods now available to manage have limits. Due their diverse pharmacological characteristics, heterocyclic molecules with nitrogen Sulfur atoms become intriguing candidates in medicinal chemistry. These substances wide variety structures that can be customized target different pathways associated affect important biological targets involved glucose homeostasis. This review provides thorough summary most recent studies analogues as prospective agents. examines structural forms, action, assesses results preclinical clinical investigations effectiveness safety. Additionally, further optimization development innovative medications are highlighted, well difficulties prospects future utilizing therapeutic potential these analogues. study seeks stimulate additional investigation cooperation between researchers chemists, promoting improvements creation efficient secure medicines fulfill needs management diabetes.

Language: Английский

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Heterocyclic Compounds: Importance in Anticancer Drug Discovery

Anti-Cancer Agents in Medicinal Chemistry, Journal Year: 2022, Volume and Issue: 22(19), P. 3196 - 3207

Published: April 5, 2022

Abstract: Cancer, a crucial global health problem, is characterized by abnormal cell division and uncontrolled growth. According to WHO, cancer the second leading cause of deaths accounted for approximately 9.6 million or one in six 2018. The National Cancer Registry Programme Report 2020, released ICMRIndia, estimated that there would be 13,90,000 cases India 2020 this number likely rise 15,70,000 2025. In spite several anti-cancer drugs, cannot cured completely, especially at late stages. current era, almost every person suffering from some kind disease. Thus, it necessity time develop novel, potent bioactive molecules. Many researchers are working on development new lead molecules finding biological target betterment human beings. However, heterocycles constantly being used discovery clinically approved drugs contain heterocyclic core as these show exhilarating pharmaceutical properties, including agents such methotrexate, vinblastine, vincristine, daunorubicin, 5-fluorouracil, doxorubicin, etc. compounds provide fascinating research area design drug(s). Herein, we focused natural well synthetic compounds. Furthermore, efforts have been made toward mechanism action selected

Language: Английский

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Visible light initiated amino group ortho-directed copper(i)-catalysed aerobic oxidative C(sp)–S coupling reaction: synthesis of substituted 2-phenylbenzothiazoles via thia-Wolff rearrangement

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(26), P. 3781 - 3784

Published: Jan. 1, 2020

A facile amino group ortho-directed visible-light-driven copper-catalysed aerobic oxidative C(sp)-S coupling reaction of a dimer 2-aminothiophenol with terminal alkynes was achieved. This photochemical shows an excellent conversion and chemoselectivity towards the formation has been employed for wide range thiol dimers, alkynes. Furthermore, synthetic utility synthesized alkynyl sulfides demonstrated as direct method construction 2-phenylbenzothiazoles from corresponding via "thia-Wolff rearrangement" using AgNO3 visible light 9-mesityl-10-methylacridinium ions (Acr+-Mes) photoredox catalyst system.

Language: Английский

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Facile synthesis of the unknown 6,7-dihydrofuro[3,4-c]pyridines and 3,4-diaryloylpyridines from N-propargyl β-enaminones

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A simple methodology for the synthesis of bicyclic 6,7-dihydrofuro[3,4- c ]pyridines is reported. The skeletal diversity synthesized heterobicyclic frame may present new nitrogen- and oxygen-based hybrid systems medicinal chemistry.

Language: Английский

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One-Pot Synthesis of 2-Acetyl-1H-pyrroles from N-Propargylic β-Enaminones via Intermediacy of 1,4-Oxazepines

The Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 86(9), P. 6289 - 6304

Published: April 19, 2021

A one-pot two-step protocol for the synthesis of 2-acetyl-1H-pyrroles from N-propargylic β-enaminones was described. When treated with zinc chloride in refluxing chloroform, produced situ 2-methylene-2,3-dihydro-1,4-oxazepines, which, upon further methanol chloride, afforded 2-acetyl-1H-pyrroles. The process found to be general a wide variety and yielded diverse range good high yields large substrate scope functional group tolerance. This operationally easy method may provide rapid access functionalized pharmacological interest.

Language: Английский

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Recent advances in the synthetic chemistry of 1,5‐benzothiazepines: A minireview

Journal of Heterocyclic Chemistry, Journal Year: 2020, Volume and Issue: 57(9), P. 3255 - 3270

Published: July 20, 2020

Abstract Benzothiazepine, a prominent “drug prejudice core”, is heterocyclic moiety of immense importance due to its presence in wide range bioactive compounds. They act as primary “biolinker” diverse synthetic routes obtain molecules and serve important templates medicinal chemistry. are known possess plethora pharmacological activities, which include Ca 2+ channel blockers, CNS acting agents, anti‐HIV, ACE inhibitors, antimicrobial, antifungal, anticancer. Their promising behaviour drug led the scientific community develop novel, mild, green, highly efficient for their synthesis. The conventional synthesis generally involved condensation chalcones with 2‐aminothiophenol acid/base high‐temperature heating, mostly resulting poor yields or mixtures. However, recent trends replacing these conditions mild green through organocatalysis other methodologies. In this review, an attempt has been made by authors summarize (a) Recent developments strategies 1,5‐benzoathiazepines derivatives (b) Conventional methods 1,5‐benzothiazepines including progress chemistry (c) Applications various metals organocatalysts achieve enantioselective title

Language: Английский

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Base-promoted C–C bond cleavage for the synthesis of 2,3,4-trisubstituted pyrroles from N-propargyl β-enaminones

Organic Chemistry Frontiers, Journal Year: 2018, Volume and Issue: 5(21), P. 3103 - 3107

Published: Jan. 1, 2018

The synthesis of 2,3,4-trisubstituted pyrroles via base-promoted C–C bond cleavage reaction N-propargyl β-enaminones is reported.

Language: Английский

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Synthesis of 3-[(4-Nitrophenyl)thio]-Substituted 4-Methylene-1-pyrrolines from N-Propargylic β-Enaminones

The Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 85(7), P. 4937 - 4950

Published: March 10, 2020

A facile and efficient method for the synthesis of 3-[(4-nitrophenyl)thio]-substituted 4-methylene-1-pyrrolines is described. When treated with 4-nitrobenzenesulfenyl chloride in refluxing acetonitrile, N-propargylic β-enaminones produced α-sulfenylated β-enaminones, which, presence sodium hydride or cesium carbonate, underwent nucleophilic cyclization to afford 4-methylene-3-[(4-nitrophenyl)thio]-1-pyrrolines good high yields. It was shown first time that on β-enaminone systems, α-sulfenylation dominates over formation thiirenium ion. This one-pot two-step process found be general a variety demonstrated tolerance diversity aromatic heteroaromatic groups electron-withdrawing electron-donating substituents. also applicable internal alkyne-tethered β-enaminones. The enrichment 1-pyrroline core an aryl sulfide moiety might exhibit potential molecules pharmacological interest.

Language: Английский

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