2010
DOI: 10.1016/j.bmc.2010.04.082
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Synthesis, and biological evaluation of 2-(4-aminophenyl)benzothiazole derivatives as photosensitizing agents

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Cited by 54 publications
(38 citation statements)
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“…The reactions of suitable amines, aldehydes, and internal alkynes 199 (diphenylacetylene), PivOH and NH 4 OAc in (DMSO/H 2 O = 1:1) yield diverse products [168]. In addition, the properties of these analogs were investigated for their fluorescence emission and UV absorption, and compound 206k [211,222] was found to show high potency for photodynamic therapy (PDT) of skin cancer [223] and is a good candidate for being used in organic electroluminescent devices (Scheme 69) [224,225].…”
Section: Synthesis Of 1245-tetra-aryl-1h-imidazolesmentioning
confidence: 99%
“…The reactions of suitable amines, aldehydes, and internal alkynes 199 (diphenylacetylene), PivOH and NH 4 OAc in (DMSO/H 2 O = 1:1) yield diverse products [168]. In addition, the properties of these analogs were investigated for their fluorescence emission and UV absorption, and compound 206k [211,222] was found to show high potency for photodynamic therapy (PDT) of skin cancer [223] and is a good candidate for being used in organic electroluminescent devices (Scheme 69) [224,225].…”
Section: Synthesis Of 1245-tetra-aryl-1h-imidazolesmentioning
confidence: 99%
“…Thioamides are not only serve as versatile synthetic intermediates for the construction of pharmacologically important molecules containing nitrogen and sulfur heterocycles [1][2][3][4][5][6][7] but are also used as antitumor agents and enzyme inhibitors [8][9][10]. Thioamide based drugs such as ethionamide (ETH) and prothionamide (PTH) have been widely used for many years in the treatment of mycobacterial infections caused by Mycobacterium tuberculosis, M. leprae and M. avium complex infections [11,12].…”
Section: Introductionmentioning
confidence: 99%
“…2-(4-Aminophenyl)benzothiazole structure is known with high antitumor activity since 1996 [1][2][3][4][5] . Unexpectedly, it was found that, 2-(4-aminophenyl)benzothiazole derivatives inhibit cancer cell growth with nanomolar scale against a large panel of human cancer cell lines particularly against breast, colon and ovarian cell lines in in vitro anticancer screening program of the National Cancer Institute (NCI) with a characteristic biphasic doseresponse relationship 6,7 .…”
Section: Introductionmentioning
confidence: 99%
“…This discovery was followed by the identification of the 2-(4-amino-3-methylphenyl)benzothiazole (DF 203, NSC 674495) and 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole (5F 203, NSC 703786) and the evaluation of the analogue compounds with more potent and diverse activities [8][9][10][11][12][13][14] . Phortress (NSC 710305, dihydrochloride salt of the lysylamide prodrug of 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole (5F 203)), the fluorinated water-soluble pro-drug, which has been synthesized to address formulation and bioavailability issues related to the desired parenteral administration [15][16][17][18][19] , was then chosen for phase 1 The mechanism of action involves formation of reactive intermediates that can bind covalently to DNA and can be metabolized only by sensitive cancer cell lines 21 . Conversely, in insensitive cell lines, neither retaining nor metabolization occurs, thereby selective antitumor properties appear due through to metabolism [22][23][24][25][26] .…”
Section: Introductionmentioning
confidence: 99%