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Preparation of new polycyclic compounds derived from benzofurans and furochromones. An approach to novel 1,2,3-thia-, and selena-diazolofurochromones of anticipated antitumor activities

, : Preparation of new polycyclic compounds derived from benzofurans and furochromones. An approach to novel 1,2,3-thia-, and selena-diazolofurochromones of anticipated antitumor activities. European Journal of Medicinal Chemistry 45(11): 4920-4927

Base catalyzed condensation of enaminoketones (3a,b) with malononitrile yields the respective 7-imino-5[2(substituted)prop-1-enyl]furochromene-6-carbonitriles (4a-d) according to the nature of base used. Compounds (3a, b) condense also with indan-1,3-diketone (5) to give α, β-unsaturated carbonyl compounds (6a) and (6b), respectively. Pyrrolidine-catalyzed condensation of visnaginone (2a) and khellinone (2b) with active methylenes yields the corresponding 1-[7,7-(substituted) furobenzodihydropyrone derivatives (7a-e) which condense with semicarbazide to give the respective semicarbazones (8a-e). Compounds (8b,e) react with thionyl chloride to give the respective 1,2,3-thiadiazoles (9a,b) meanwhile compounds (8a-e) react also with selenium dioxide to give 1,2,3-selenadiazoles (9c-g), respectively. Chalcones (11a,b) were obtained upon condensing (2a,b) with ferrocene-2-carboxaldehyde (10). Compatible elementary and spectroscopic measurements were in good accord with the structures postulated for the new compounds. The antitumor activities of certain selected new compounds were screened, in vitro, against a panel of four (breast: MCF-7, cervix: HELA, colon: HCT116 and liver: HEPG2) human solid tumor cell lines and the structure activity relationship (SAR) was discussed.


PMID: 20739102

DOI: 10.1016/j.ejmech.2010.07.065

Other references

Sangwan, V.S.; Matalia, H.P.; Vemuganti, G.K.; Fatima, A.; Ifthekar, G.; Singh, S.; Nutheti, R.; Rao, G.N., 2006: Clinical outcome of autologous cultivated limbal epithelium transplantation. Purpose: To report the clinical outcome of autologous cultivated limbal epithelial transplantation.Methods: Eighty-six patients' records and their clinical photographs were reviewed for demographics, primary etiology, type of limbal transplan...

Nair, N.B.; Azis, P.K.A.; Dharmaraj, K.; Arunachalam, M.; Kumar, K.K.; Balasubramanian, N.K., 1984: Ecology of indian estuaries 5. primary productivity of the ashtamudi estuary south western coast of india. Primary productivity at 4 representative stations in the Ashtamudi estuary was presented. The average gross and net productivities in the surface water was maximum at Neendakara, the bar mouth zone and minimum at Kadapuzha, the riverine zone consi...

Jones, J.W.; Glassford, E.J.; Hillman, W.C., 1989: Remote monitoring of free flaps with telephonic transmission of photoplethysmograph waveforms. Analog waveforms from bedside photoplethysmograph flap-monitoring devices have been transmitted via telephone lines to remote monitoring stations. Two methods for data transfer have been successfully used in clinical practice. One employs equipmen...

Ringsdorf, W.M.; Cheraskin, E.; Lindsey, K.G., 1962: Effect of a low-refined carbohydrate high-protein diet upon the urinary pH. Indian Journal of Medical Research 50: 399-405

Richards, C.C.; Bachman, L., 1964: Methoxyflurane Anesthesia For Pediatric Neurosurgical Operations: Clinical Evaluation Of 120 Cases. Anesthesia and Analgesia 43: 144-149

Gu, R.; Zhong, S.; He, B.; Li, G.; Keri, M., 2010: Age structure and biomass accumulation of Acanthopanax giraldii population in west Sichuan plateau. To study age structure and medicinal parts biomass accumulation of Acanthopanax giraldii population in West Sichuan Plateau. The methods of plant population ecology were applied to the study. The ramets of A. giraldii were collected in sample plot...

Lin'kova, O.S.; Zhukovskaya, S.A., 1975: Effect of antibiotic fermentation broth dilution on filtration indices. Dilution of the fermentation broths with water before mycelium separation lowered the specific cake resistance. The effect of the dilution on the filtration duration was different and depended on the fermentation broth type. In the erythromycin fe...

Wittwer, T.; Haverich, A.; Cremer, J.T.; Boonstra, P.W., 2000: The hybrid procedure for myocardial revascularization: intermediate results. Annals of Thoracic Surgery 69(3): 975-975

Jones, D.; Gershon, S.; Sitaram, N.; Keshavan, M., 1987: Sleep and depression. Manifestations of sleep disturbances can potentially serve as external criteria for the diagnosis of specific subtypes of major depressive disorder (MDD). Depressed patients generally experience disturbances of sleep continuity and rapid eye movem...

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