Synthesis, antiproliferative, and vasorelaxing evaluations of coumarin α-methylene-γ-butyrolactones

Chen, Yeh‐Long; Lu, Chih‐Ming; Lee, Shoiw-Ju; Kuo, Daih‐Huang; Chen, I‐Li; Wang, Tai‐Chi; Tzeng, Cherng‐Chyi

doi:10.1016/j.bmc.2005.06.013

Cited by 20 publications

(4 citation statements)

References 32 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Furthermore, although P(RNCH 2 CH 2 ) 3 N as an efficient promoter (Kisanga et al, 2002) has been introduced recently, the reaction has to be conducted in benzene or isobutyronitrile, which are not environmentally friendly solvents. Alternatively, coumarins could also be synthesized by other methods including Pechmann (Gu et al, 2005;Fang et al, 2008), Perkin (Camur and Bulut, 2008), Reformatsky (Chen et al, 2005), Wittig (Yavari et al, 1998) reactions, and by flash vacuum pyrolysis (Cartwright and McNab, 1997).…”

Section: Introductionmentioning

confidence: 99%

L-Proline as an efficient and reusable promoter for the synthesis of coumarins in ionic liquid

Liu

Fan

Liu

et al. 2008

J. Zhejiang Univ. Sci. B

View full text Add to dashboard Cite

Abstract:The effect of L-proline as a promoter on the condensation reaction of salicylaldehyde or its derivatives with ethyl acetoacetate in neutral ionic liquid [emim]BF 4 was studied. All reactions were carried out under mild reaction conditions and achieved high yields. Moreover, the ionic liquid containing L-proline could be recycled and reused for several times without noticeably decreasing in productivity. The results show that the L-proline-[emim]BF 4 system has a potential in contribution to the development of environmentally friendly and inexpensive processes in organic syntheses.

show abstract

Section: Introductionmentioning

confidence: 99%

L-Proline as an efficient and reusable promoter for the synthesis of coumarins in ionic liquid

Liu

Fan

Liu

et al. 2008

J. Zhejiang Univ. Sci. B

View full text Add to dashboard Cite

show abstract

“…However, the problem has been minimized by the use of 4-hydroxy coumarin along with warfarin to maintain therapy and to inhibit the tumor spread [9]. In case of leukemia, prostate and breast cancer, cyclin D1 is released in an amount more than a normal levels and coumarin derivatives have also been found very effective antiproliferative agents by regulating the release of cyclin D1 [10-19]. …”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, in vitro antimicrobial, and U2OS tumoricidal activities of different coumarin derivatives

Ikram

Baker

Zubair

et al. 2013

Chemistry Central Journal

View full text Add to dashboard Cite

BackgroundCoumarin and its derivatives are biologically very active. It was found that the enhanced activities are dependent on the coumarin nucleus. Biological significance of these compounds include anti-bacterial, anti-thrombotic and vasodilatory, anti-mutagenic, lipoxygenase and cyclooxygenase inhibition, scavenging of reactive oxygen species, and anti-tumourigenic. Our interest in medicinal chemistry of dicoumarol compounds have been developed by keeping in view the importance of coumarins along with its derivatives in medicinal chemistry. All the synthesized compounds were fully characterized by spectroscopic and analytical techniques and were screened for antimicrobial and U2OS bone cancer activities.Results4-hydroxycoumarin was derivatized by condensing with different aldehydes yielding the dicoumarol and translactonized products. Elemental analyses, ESI(+,−) MS, 1H and 13C{1H}-NMR, infrared spectroscopy and conductance studies were used to characterize the synthesized compounds which revealed the dicoumarol and dichromone structures for the compounds. The compounds were screened against U2OS cancerous cells and pathogenic micro organisms. The compounds with intermolecular H-bonding were found more active revealing a possible relationship among hydrogen bonding, cytotoxicity and antimicrobial activities.ConclusionCoumarin based drugs can be designed for the possible treatment of U2OS leukemia.

show abstract

“…23) were synthesized. Among them, coumarin-4-yl α-methylene-γ-butyrolactone 77(R= H) with IC 50 values ≤14.68 µM showed the highest antiproliferative activity against MCF7, NCI-H460, and SF-268 cell lines[131]. ones) are an important class of natural products that showed versatile pharmacological effects including anticancer activity[132].…”

mentioning

confidence: 99%

Current developments of coumarin-based anti-cancer agents in medicinal chemistry

Emami

Dadashpour

2015

European Journal of Medicinal Chemistry

391

180

View full text Add to dashboard Cite

Synthesis, antiproliferative, and vasorelaxing evaluations of coumarin α-methylene-γ-butyrolactones

Cited by 20 publications

References 32 publications

L-Proline as an efficient and reusable promoter for the synthesis of coumarins in ionic liquid

L-Proline as an efficient and reusable promoter for the synthesis of coumarins in ionic liquid

Synthesis, characterization, in vitro antimicrobial, and U2OS tumoricidal activities of different coumarin derivatives

Current developments of coumarin-based anti-cancer agents in medicinal chemistry

Contact Info

Product

Resources

About