Synthesis of novel coumarin and benzocoumarin derivatives and their biological and photophysical studies

Abd‐El‐Aziz, Alaa S.; Mohamed, Hany M.; Mohammed, Shawkat; Zahid, Shamsulhaq; Ata, Athar; Bedair, A. H.; El‐Agrody, Ahmed M.; Harvey, Pierre D.

doi:10.1002/jhet.5570440610

Cited by 23 publications

(2 citation statements)

References 42 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Many coumarins were tested for various kinds of biological activity and their structures established based on chemical analytical techniques and spectroscopic methods [ 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 ]. The present study is a part of our programme [ 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 ] directed towards the synthesis of novel coumarin and chromene derivatives and evaluation of their antimicrobial activities.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Reactions and Antimicrobial Activities of 8-Ethoxycoumarin Derivatives

et al. 2012

Self Cite

View full text Add to dashboard Cite

Condensation of 3-acetyl-8-ethoxycoumarin (3) with thiosemicarbazide gave ethylidenehydrazinecarbothioamide 5, which was transformed into the thiazolidin-4-one derivatives 6,7. Interaction of 3 with DMF/POCl3 gave β-chloroacroline derivative 8. Treatment of 3 with malononitrile gave benzo[c]chromone and 2-aminobenzonitrile derivatives 9 and 10, respectively with respect to the reaction conditions. Condensation of 3-(2-bromoacetyl)-8-ethoxycoumarin (4) with o-phenylenediamine gave 3-(quioxaline-2-yl)-8-ethoxycoumarin hydrobromide (11), while 4 reacted with 2-aminopyridine to give chromenopyridopyrimidine derivative 12. Condensation of 4 with potassium thio-cyanate/methanol gave an unexpected derivative, 2H-chromeno-3-carboxy(methyl-carbonimidic)thioanhydride 16, which upon treatment with (NH2)2·H2O gave 3-ethoxy-2-hydroxybenzaldehyde azine 19. Interaction of 4 with thiourea derivatives gave thiazole derivatives 20a–c. The structures of the newly synthesized compounds were confirmed by their spectra data. The newly synthesized compounds were also screened for their antimicrobial activity.

show abstract

Section: Introductionmentioning

confidence: 99%

Synthesis, Reactions and Antimicrobial Activities of 8-Ethoxycoumarin Derivatives

et al. 2012

Self Cite

View full text Add to dashboard Cite

show abstract

“…In view of the above observations and in continuation of our program on the chemistry of 4H-pyran derivatives [28][29][30][31][32][33][34][35][36][37][38][39][40][41][42][43], we report herein the synthesis of a variety of 4Hpyrano [3,2-h]quinoline-3-carbonitrile, 7H-pyrimido [4',5': 6,5]pyrano [3,2-h]quinoline, and 14H-pyrimido [4',5':6,5] pyrano [3,2-h] [1,2,4]triazolo [1,5-c]quinoline derivatives. A selection of these compounds was investigated for their antitumor activities.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antitumor Activities of 4H-Pyrano[3,2-h]quinoline-3-carbonitrile, 7H-Pyrimido[4',5':6,5]pyrano[3,2-h]quinoline, and 14HPyrimido[4',5':6,5]pyrano[3,2-h][1,2,4]triazolo[1,5-c]quinoline Derivatives

Al-Ghamdi

El‐Wahab

Mohamed

et al. 2012

LDDD

View full text Add to dashboard Cite

Several 4H-pyrano[3,2-h]quinoline 3,4,7-9, 7H-pyrimido[4',5':6,5]pyrano [3,b and 14Hpyrimido[4',5':6,5]pyrano [3,2-h][1,2,4]triazolo[1,5-c]quinoline 11a-c derivatives were obtained by treatment of (E) 25':6,5]pyrano [3,2-h]quinoline 10b with different electrophiles followed by nucleophilic reagents. Structures of these compounds were established on the basis of IR, 1 H NMR, 13 C NMR, 13 C NMR-DEPT, 13 C NMR-APT and MS data. The antitumor activity of the synthesized compounds was investigated and compared with that of the standard drug vinblastine, a well-known anticancer drug, using MTT colorimetric assay. Among them, compounds 10b and 3 showed the most potent activity against the human breast tumor cells (MCF-7) and the human lung carcinoma cells (HCT), while compound 10b exhibited the most potent activity against the human hepatocellular carcinoma cells (HepG-2). The structure-activity relationships are discussed. Ac 2 O / reflux DMF-DPA Scheme 3. Preparation of compounds 7 and 8.

show abstract

ChemInform Abstract: Synthesis of Novel Coumarin and Benzocoumarin Derivatives and Their Biological and Photophysical Studies.

Abd‐El‐Aziz¹,

Mohamed²,

Mohammed³

et al. 2008

ChemInform

View full text Add to dashboard Cite

Photophysical Studies. -A variety of coumarin and benzocoumarin derivatives is prepared. Some of the new compounds are screened against 8 different bacteria strains and show weak activity. Some photophysical studies and quantum yield calculations are also performed. -(ABD-EL-AZIZ*, A. S.; MOHAMED, H. M.; MOHAMMED, S.; ZAHID, S.; ATA, A.; BEDAIR, A. H.; EL-AGRODY, A. M.; HARVEY, P. D.; J. Heterocycl. Chem. 44 (2007) 6, 1287-1301; Chem., Earth Environ. Sci., Univ. B. C., Kelown, B. C. V1V 1V7, Can.; Eng.) -M. Bohle 13-141

show abstract

Synthesis of novel coumarin and benzocoumarin derivatives and their biological and photophysical studies

Cited by 23 publications

References 42 publications

Synthesis, Reactions and Antimicrobial Activities of 8-Ethoxycoumarin Derivatives

Synthesis, Reactions and Antimicrobial Activities of 8-Ethoxycoumarin Derivatives

Synthesis and Antitumor Activities of 4H-Pyrano[3,2-h]quinoline-3-carbonitrile, 7H-Pyrimido[4',5':6,5]pyrano[3,2-h]quinoline, and 14HPyrimido[4',5':6,5]pyrano[3,2-h][1,2,4]triazolo[1,5-c]quinoline Derivatives

ChemInform Abstract: Synthesis of Novel Coumarin and Benzocoumarin Derivatives and Their Biological and Photophysical Studies.

Contact Info

Product

Resources

About