Synthesis and evaluation of new coumarin–pyridine hybrids with promising anti-osteoporotic activities

Sashidhara, Koneni V.; Modukuri, Ram K.; Choudhary, Dharmendra; Rao, Kokati Venkata Bhaskara; Kumar, M.; Khedgikar, Vikram; Trivedi, Ritu

doi:10.1016/j.ejmech.2013.10.060

Cited by 35 publications

(15 citation statements)

References 28 publications

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“…Coumarins and their derivatives have attracted intense interest in recent years because of their diverse pharmacological properties such as anti-inflammatory (Witaicenis et al, 2014), antitumor (Avin et al, 2014), anticancer (Jashari et al, 2014;Zhang et al, 2014), acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitors (Asadipour et al, 2013), anti-proliferative (Zhao et al, 2014), antibacterial, antifungal and antioxidant (Renuka and Kumar, 2013), anti-osteoporotic (Sashidhara et al, 2013) and anti-tuberculosis activities (Kawate et al, 2013).…”

Section: Introductionmentioning

confidence: 99%

Facile synthesis and antimicrobial activity of a novel series of 7,8-dihydro-2-(2-oxo-2H-chromen-3-yl)-5-aryl-cyclopenta[b]pyrano-pyrimidine-4,6-5H-dione derivatives catalyzed by reusable silica-bonded N-propyl diethylenetriamine sulfamic acid

Sudhan¹,

Mansoor²

2016

Journal of the Association of Arab Universities for Basic and A

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An efficient method for the synthesis of a novel series of cyclopenta[b]pyrano pyrimidinone derivatives with silica-bonded N-propyl diethylenetriamine sulfamic acid (SBPDSA) as catalyst has been achieved by the condensation of 2-amino-4-phenyl-5-oxo-4,5,6,7-tetrahydrocyclopenta[b]pyran-3-carbonitrile derivatives and coumarin-3-carboxylic acid under solvent free conditions. Antimicrobial studies showed all the target compounds processing good antibacterial and antifungal activities. ª 2014 The Authors. Production and hosting by Elsevier B.V. on behalf of University of Bahrain. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

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Section: Introductionmentioning

confidence: 99%

Facile synthesis and antimicrobial activity of a novel series of 7,8-dihydro-2-(2-oxo-2H-chromen-3-yl)-5-aryl-cyclopenta[b]pyrano-pyrimidine-4,6-5H-dione derivatives catalyzed by reusable silica-bonded N-propyl diethylenetriamine sulfamic acid

Sudhan¹,

Mansoor²

2016

Journal of the Association of Arab Universities for Basic and A

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“…Since ancient Egyptian times, coumarins have been known for their therapeutic properties, namely anticancer, antimicrobial, anesthetic, anti-HIV, anticoagulant and antioxidant activities. Also, coumarins are used in the cosmetic and food industries, as fluorescent probes and, more recently, as photocleavable protecting groups (PPGs) [4][5][6][7][8][9].…”

Section: Introductionmentioning

confidence: 99%

Photolytic release of bioactive carboxylic acids from fused pyran conjugates

et al. 2018

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 Coumarin (2H-benzopyran-2-one) derivatives with amino, phenyl, 4-methoxyphenyl and styryl groups at the 7-position, were synthesized and used in the derivatization of glycine and β-alanine.  The new ester cages of glycine and β-alanine, selected as models of carboxylic acid bioactive molecules, revealed to be interesting photo-responsive units.  A remarkable behaviour towards irradiation at higher wavelength (350 and 419 nm) occurred in conjugates obtained from 4-(chloromethyl)-7-styryl-2H-benzopyran-2one.  Time-resolved fluorescence studies complemented the photolysis results and proposed mechanism revealing the presence of different fluorescing species by the determination of decay associated spectra.  This study shows new promising alternative moieties for the development of photoactivable fluorescent acid prodrugs.

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“…Hexahydroquinolines attracted more interest in recent years because of their wide variety of biological and pharmacological activities, such as antimicrobial [1,2], antioxidant [3], antimalarial [4], and anti-osteoporotic [5] activities. In addition, many hexahydroquinoline derivatives have applications as calcium channel blockers for the treatment of cardiovascular diseases including hypertension [6][7][8][9].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and in vitro cytotoxic evaluation of some novel hexahydroquinoline derivatives containing benzofuran moiety

2015

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A series of new ethyl 4-(2-(benzofuran-2-yl)-4-substituted-1,4,5,6,7,8-hexahydroquinolin-1-yl)-benzoate 3a-c was synthesized by Michael condensation of benzofuran chalcones 1a-c and cyclohexanone to give 2-(2-benzofuranyl)-4-substituted-5,6,7,8-tetrahydro-4-H -chromene 2a-c, followed by reaction of the latter with ethyl 4-aminobenzoate. Condensation of 3a-c with different amines afforded the corresponding amides 4a-e. On the other hand, upon treatment compounds 3a-c with hydrazine hydrate gave the benzohydrazide derivatives 5a-c. The reaction of compounds 5a-c with different thio/isocyanate gave the corresponding thiosemicarbazide and semicarbazide derivatives 6a-c. Meanwhile compounds 5a-c were reacted with ethyl cyanoacetate and different b-dicarbonyl compounds such as acetyl acetone, ethyl acetoacetate, and diethyl malonate to afford pyrazolyl derivatives 7a, b; 8a, b; 9a, b; and 10a-c, respectively. Moreover, 5a-c were reacted with carbon disulfide to synthesize the corresponding oxadiazolyl derivatives 11a-c, while their condensation with different aromatic aldehydes gave the corresponding Schiff bases 12a-d. Cytotoxic evaluation of some of the newly synthesized compounds against human hepatocellular carcinoma cell lines (HepG-2) revealed that the tested compounds produce promising inhibitory effect against the growth of HepG-2 cells with IC 50 values ranged from 11.9 to 19.3 lg/mL.

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Synthesis and evaluation of new coumarin–pyridine hybrids with promising anti-osteoporotic activities

Cited by 35 publications

References 28 publications

Facile synthesis and antimicrobial activity of a novel series of 7,8-dihydro-2-(2-oxo-2H-chromen-3-yl)-5-aryl-cyclopenta[b]pyrano-pyrimidine-4,6-5H-dione derivatives catalyzed by reusable silica-bonded N-propyl diethylenetriamine sulfamic acid

Facile synthesis and antimicrobial activity of a novel series of 7,8-dihydro-2-(2-oxo-2H-chromen-3-yl)-5-aryl-cyclopenta[b]pyrano-pyrimidine-4,6-5H-dione derivatives catalyzed by reusable silica-bonded N-propyl diethylenetriamine sulfamic acid

Photolytic release of bioactive carboxylic acids from fused pyran conjugates

Synthesis and in vitro cytotoxic evaluation of some novel hexahydroquinoline derivatives containing benzofuran moiety

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