95264-23-6

Upstream product

• 28455-53-0 12b-hydroxy-5,6,8,12b-tetrahydroisoindolo[1,2-a]isoquinolin-8-one 
• 64-04-0 phenethylamine 
• 85-44-9 phthalic anhydride 
• 7446-70-0 aluminium trichloride 
• 7501-05-5 N-(2-phenylethyl)phthalimide 

Relevant academic research and scientific papers

Metal free synthesis of functionalized 1-aryl isoquinolines via iodine mediated oxidative dehydrogenation and ring opening of lactam in isoindoloisoquinolinones

Abstract: A facile and convenient method for the synthesis of substituted 2-(isoquinolin-1-yl)benzoic acids from isoindoloisoquinolinones in the presence of molecular iodine under sealed tube condition at 100°C has been developed. This methodol

4-Hydroxyl-oxoisoaporphine, one small molecule as theranostic agent for simultaneous fluorescence imaging and photodynamic therapy as type II photosensitizer

Oxoisoaporphine (OA) is a plant phototoxin isolated from Menispermaceae, however, its weak fluorescence and low water solubility impede it for theranostics. We developed here 4-hydroxyl-oxoisoaporphine (OHOA), which has good singlet oxygen-generating ability (0.06), strong fluorescence (0.72) and improved water solubility. OHOA displays excellent fluorescence for cell imaging and exhibits light-induced cytotoxicity against cancer cell. In vitro model of human cervical carcinoma (HeLa) cell proved that singlet oxygen generated by OHOA triggered photosensitized oxidation reactions and exert toxic effect on tumor cells. The MTT assay using HeLa cells verified the low cytotoxicity of OHOA in the dark and high phototoxicity. Confocal experiment indicates that OHOA mainly distributes in mitochondria and western blotting demonstrated that OHOA induces cell apoptosis via the mitochondrial pathway in the presence of light. Our molecule provides an alternative choice as a theranostic agent against cancer cells which usually are in conflict with each other for most traditional theranostic agents. Graphic abstract: [Figure not available: see fulltext.]

Stabilization of G-quadruplex DNA, inhibition of telomerase activity, and tumor cell apoptosis by organoplatinum(II) complexes with oxoisoaporphine

Two G-quadruplex ligands [Pt(La)(DMSO)Cl] (Pt1) and [Pt(Lb)(DMSO)Cl] (Pt2) have been synthesized and fully characterized. The two complexes are more selective for SK-OV-3/DDP tumor cells versus normal cells (HL-7702). It was found that both Pt1 and Pt2 could be a telomerase inhibitor targeting G-quadruplex DNA. This is the first report demonstrating that telomeric, c-myc, and bcl-2 G-quadruplexes and caspase-3/9 preferred to bind with Pt2 rather than Pt1, which also can induce senescence and apoptosis. The different biological behavior of Pt1 and Pt2 may correlate with the presence of a 6-hydroxyl group in Lb. Importantly, Pt1 and Pt2 exhibited higher safety in vivo and more effective inhibitory effects on tumor growth in the HCT-8 and NCI-H460 xenograft mouse model, compared with cisplatin. Taken together, these mechanistic insights indicate that both Pt1 and Pt2 display low toxicity and could be novel anticancer drug candidates.

Oxoisoaporphine alkaloid derivatives: Synthesis, DNA binding affinity and cytotoxicity

A series of novel oxoisoaporphine alkaloid derivatives, 9-aminoalkanamido-1-azabenzanthrone (general formula Ar-NHCO(CH2)nNR2, Ar = 1-azabenzanthrone, n = 1, 2 or 3), had been synthesized. Compared with 1-azabenzanthrone, the derivatives had significantly higher DNA binding affinity with calf thymus DNA, and higher potent cytotoxicity against different tumor cell lines. The cytotoxicity and the structure-activity relationship of the prepared compounds were studied. The derivatives with two methylene groups (n = 2), and piperidine or ethanolamine functional group in the side chain exhibited highest DNA binding affinity and cytotoxicity.

Synthesis and Physical Properties of Azapolycyclic Hydrocarbons. Part 1. Preparation of 1-Azabenzanthrone and its Condensation Products and their Structural Determination

Preparation of 1-azabenzanthrone (27) was carried out by making use of a German Patent reaction.An improved procedure gave (27) easily and rapidly.Compound (27) underwent self-condensation via a zinc-catalysed method or an alkali-fusion procedure.The zinc-catalysed condensation product was separated into four isomers; 3,12-diazatetrabenzoperylene (7), 3,15-diazabenzophenanthropentaphene (4), 5,17-diazadibenzonaphthopentaphene (3), and 5,10-diazabenzophenalenopentaphene (6).The major component was (3).The reduced product after alkali-fusion condensation of (27) was separated into four isomers; (7), (3), (6), and 5,14-diazadinaphthoperylene (2).The major component was (2).The structures of the isomers were assigned from their oxidation products, m.p., u.v.-visible, i.r., and mass spectra.According to our assignments, (6) and possibly 5,14-diazatetrabenzoperylene (10) are new structural isomers of fused nanocyclic compounds whose parent aromatic hydrocarbons have not been prepared, though (10) has not actually been isolated.