title: New spiroindolinones bearing 5-chlorobenzothiazole moiety.
abstract: In this study, 5-chloro-3H-spiro-[1,3-benzothiazole-2,3'-indole]-2'(1'H)-one derivatives 3a-l were synthesized by the reaction of 1H-indole-2,3-diones 1a-l with 2-amino-4-chlorothiophenol 2 in ethanol. 3a-l were tested for their abilities to inhibit lipid peroxidation (LP), scavenge DPPH(•) and ABTS(•+) radicals, and to reduce Fe(3+) to Fe(2+). Most of the tested compounds exhibited potent scavenging activities against ABTS(•+) radical, reducing powers and strong inhibitory capacity on LP. 3 a, 3 d, 3 e, 3h, 3 j and 3 k chosen as prototypes were evaluated in the National Cancer Institute's in vitro primary anticancer assay. The greatest growth inhibitions were observed against a non-small cell lung cancer cell line HOP-92 for R1-fluoro substituted 3 d and a renal cancer cell line RXF-393 for R-chloro substituted 3 e in the primary screen.
authors.affiliation: Department of Pharmaceutical Chemistry and.
authors.forename: Görkem
authors.initials: G
authors.lastname: Ermut
authors.forename: Nilgün
authors.initials: N
authors.lastname: Karalı
authors.forename: Nurten
authors.initials: N
authors.lastname: Özsoy
authors.forename: Ayşe
authors.initials: A
authors.lastname: Can
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D052160:Benzothiazoles / Q000037:antagonists & inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000037:antagonists & inhibitors*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D005609:Free Radicals / Q000037:antagonists & inhibitors*; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015227:Lipid Peroxidation / Q000187:drug effects*; D015394:Molecular Structure; D010851:Picrates / Q000037:antagonists & inhibitors*; D013141:Spiro Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013451:Sulfonic Acids / Q000037:antagonists & inhibitors*
chemical_list: D000970:Antineoplastic Agents; D000975:Antioxidants; D052160:Benzothiazoles; D001713:Biphenyl Compounds; D005609:Free Radicals; D007211:Indoles; D010851:Picrates; D013141:Spiro Compounds; D013451:Sulfonic Acids; C002502:2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid; C004931:1,1-diphenyl-2-picrylhydrazyl
keywords: Anticancer activity; antioxidant activity; benzothiazole; spiroindolinone; synthesis