Vasodilating and antiarrhythmic activity of heteryl lactones

Leite, L.; Jansone, D.; Veveris, M. M.; Cirule, Helena; Popelis, Yuris; Melikyan, Gagik; Avetisyan, A.; Lukevics, É.

doi:10.1016/s0223-5234(99)00206-8

Cited by 26 publications

(4 citation statements)

References 7 publications

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“…Furthermore, the natural and unnatural butenolide derivatives including 3-acetyl-5,5-dimethylbutenolide (Scheme 1) exhibited interesting biological activities [12,13,14,15,16]. Some heterocyclic compounds derived from 3-acetyl-5,5-dimethylbutenolide were also reported, but their biological activities were not disclosed [17,18]. In order to continue our exploration of novel biologically active 2-aminoimidazolin-4-one heterocyclic compounds [10,11,19], butenolide and 2-aminoimidazolin-4-one were combined into a new class of 2-aminoimidazolin-4-one derivatives containing 5,5-dimethylbutenolide heterocycle derivatives as inhibitors of mitochondrial respiration, (Scheme 1 and Scheme 2) to improve their activities against the important agricultural diseases, which had not been published in literatures.…”

Section: Introductionmentioning

confidence: 99%

Discovery of 5-(5,5-Dimethylbutenolide-3-ethylidene)-2-amino-imidazolinone Derivatives as Fungicidal Agents

et al. 2015

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Abstract:The novel fungicidal agents 5-(5,5-dimethylbutenolide-3-ethylidene)-2-aminoimidazolinone derivatives, were designed and synthesized in moderate to excellent yields in four steps by α-hydroxyketone and diketene as raw materials and characterized by HR-ESI-MS and 1 H-NMR. The preliminary bioassay showed that some of these compounds, such as 4a, 4e and 5g exhibit 94.9%, 92.8% and 81.4% inhibition rates against Sclerotinia scleotiorum at the concentration of 50 µg/mL, respectively. The EC50 values of compounds 4e and 4i were 4.14 and 3.27 µM against Alternaria Solani, and 5g had EC50 value of 3.23 µM against S. scleotiorum. Compounds 4d and 4g displayed 98.0% and 97.8% control of spore germination against Botrytis cinerea at the concentration of 100 µg/mL, respectively.

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Section: Introductionmentioning

confidence: 99%

Discovery of 5-(5,5-Dimethylbutenolide-3-ethylidene)-2-amino-imidazolinone Derivatives as Fungicidal Agents

et al. 2015

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“…Several research studies conducted elsewhere have shown that butenolides (furanones) possess wide spectrum of biological activities such as antibacterial, antifungal, antiviral, antioxidant, antimalarial, anticonvulsant, anti-inflammatory, COX-II inhibition, analgesic, antitumor, and anticancer properties (Albrecht et al, 2008, Moosavi-Movahedi et al, 2003, Levy et al, 2003, Lattmann et al, 2004, Hashem et al, 2014). Recently, there has been a great interest in preparing arylidene butenolides, which have a large spectrum of important and potential biological activities (Lattmann et al, 2005, Khan and Husain, 2002, Leite et al, 1999). The γ -lactone ring of butenolides is quite reactive and therefore employed as a building block to construct diverse classes of nitrogen heterocyclic compounds possessing significant pharmacological activities (Black et al, 2003, Zarghi et al, 2007, Hashem et al, 2007, Husain et al, 2005).…”

Section: Introductionmentioning

confidence: 99%

Quinoline based furanones and their nitrogen analogues: Docking, synthesis and biological evaluation

Khokra

Kumari

Chetan

et al. 2016

Saudi Pharmaceutical Journal

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A small library of twenty-four quinoline based butenolides also known as furanones and their nitrogen analogues was prepared by using two different aroylpropionic acids, viz. 3-(2-naphthoyl)propionic acid () and 3-(biphenyl-4-yl)propionic acid (), as starting materials. The 3-aroylpropionic acids were reacted with different 6-substituted-2-chloroquinolin-3-carbaldehydes () to obtain the corresponding furan-2(3)-ones (). The purified and characterized furanones were then converted into their corresponding 2(3)-pyrrolones () and -benzyl-pyrrol-2(3)-ones (). The antimicrobial activities of the title compounds were evaluated against two strains of each Gram +ve ( and ), Gram -ve bacteria ( and ) and against fungal strains of and . anti-inflammatory potential of the title compounds was investigated by standard method. Majority of the compounds showed significant antibacterial activity against both the Gram +ve strains. Eight most potent anti-inflammatory compounds ( which exhibited >53% inhibition in edema, were also screened for their analgesic activity. All the tested compounds were found to have significant reduction in ulcerogenic action but only three compounds ( and ) showed comparable analgesic activity to standard drug, diclofenac. The results were also validated using approach and maximum mol doc score was obtained for compounds . On comparing the and results of synthesized compounds,-benzyl pyrrolones () emerged as the potent anti-inflammatory agents. It was also observed that compounds that possess electron withdrawing group such as -Cl or NO are more biologically active.

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“…A class of compounds, collectively known as furanones, has been reported in the literature to possess the ability to inhibit surface colonization by microorganisms as well as antimicrobial properties against a wide range of microorganisms. − A good example of this phenomenon is observed in the marine algae Delisea pulchra, which does not get colonized by marine organisms. Furanones do this through suppression of a process called quorum sensing (QS).…”

Section: Introductionmentioning

confidence: 99%

Immobilized Furanone Derivatives as Inhibitors for Adhesion of Bacteria on Modified Poly(styrene-co-maleic anhydride)

et al. 2012

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The ability of brominated furanones and other furanone compounds with 2(3H) and 2(5H) cores to inhibit bacterial adhesion of surfaces as well deactivate (destroy) them has been previously reported. The furanone derivatives 4-(2-(2-aminoethoxy)-2,5-dimethyl-3(2H)-furanone and 5-(2-(2-aminoethoxy)-ethoxy)methyl)-2(5H)-furanone were synthesized in our laboratory. These furanone derivatives were then covalently immobilized onto poly(styrene-co-maleic anhydride) (SMA) and electrospun to fabricate nonwoven nanofibrous mats with antimicrobial and cell-adhesion inhibition properties. The electrospun nanofibrous mats were tested for their ability to inhibit cell attachment by strains of bacteria commonly found in water ( Klebsiella pneumoniae Xen 39, Staphylococcus aureus Xen 36, Escherichia coli Xen 14, Pseudomonas aeruginosa Xen 5, and Salmonella tymphimurium Xen 26). Proton nuclear magnetic resonance spectroscopy ((1)H NMR), electrospray mass spectroscopy (ES-MS), and attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR) were used to confirm the structures of the synthesized furanones as well as their successful immobilization on SMA. To ascertain that the immobilized furanone compounds do not leach into filtered water, samples of water, filtered through the nanofibrous mats were analyzed using gas chromatography coupled with mass spectroscopy (GC-MS). The morphology of the electrospun nanofibers was characterized using scanning electron microscopy (SEM).

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Vasodilating and antiarrhythmic activity of heteryl lactones

Cited by 26 publications

References 7 publications

Discovery of 5-(5,5-Dimethylbutenolide-3-ethylidene)-2-amino-imidazolinone Derivatives as Fungicidal Agents

Discovery of 5-(5,5-Dimethylbutenolide-3-ethylidene)-2-amino-imidazolinone Derivatives as Fungicidal Agents

Quinoline based furanones and their nitrogen analogues: Docking, synthesis and biological evaluation

Immobilized Furanone Derivatives as Inhibitors for Adhesion of Bacteria on Modified Poly(styrene-co-maleic anhydride)

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