title: A new DNA-intercalative cytotoxic allylic xanthone from Swertia corymbosa.
abstract: Phytochemical investigation of the CHCl3 fraction of Swertia corymbosa resulted in the isolation of a new 3-allyl-2,8-dihydroxy-1,6-dimethoxy-9H-xanthen-9-one (1), along with four known xanthones, gentiacaulein (3), norswertianin (4), 1,3,6,8-tetrahydroxyxanthone (5), and 1,3-dihydroxyxanthone (6). Structure of compound 1 was elucidated with the aid of IR, UV, NMR, and MS data, and chemical transformation via new allyloxy xanthone derivative (2). Compounds 1-6 exhibited various levels of antioxidant and anti-α-glucosidase activities. Absorption and fluorescence spectroscopic studies on 1-6 indicated that these compounds could interact with calf thymus DNA (CT-DNA) through intercalation and with bovine serum albumin (BSA) in a static quenching process. Compound 1 was found to be significantly cytotoxic against human cancer cell lines HeLa, HCT116, and AGS, and weakly active against normal NIH 3T3 cell line.
authors.affiliation: Department of Chemistry, School of Chemical Sciences, Bharathiar University, Coimbatore, 641 046, Tamil Nadu, India (phone: +91 422 2428314; fax: +91 4222422 387); Department of Chemistry, Richardson College for the Environmental and Science Complex, The University of Winnipeg, 599 Portage Avenue, Winnipeg Manitoba, R3B 2G3 Canada, (phone: +1-204-7869389; fax: +1-204-7742401).
authors.forename: Chokkalingam
authors.initials: C
authors.lastname: Uvarani
authors.forename: Karuppannan
authors.initials: K
authors.lastname: Arumugasamy
authors.forename: Kumarasamy
authors.initials: K
authors.lastname: Chandraprakash
authors.forename: Mathan
authors.initials: M
authors.lastname: Sankaran
authors.forename: Athar
authors.initials: A
authors.lastname: Ata
authors.forename: Palathurai Subramaniam
authors.initials: PS
authors.lastname: Mohan
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D000975:Antioxidants / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D002417:Cattle; D045744:Cell Line, Tumor; D004247:DNA / Q000378:metabolism; D065089:Glycoside Hydrolase Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D007364:Intercalating Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D051379:Mice; D041681:NIH 3T3 Cells; D009369:Neoplasms / Q000188:drug therapy; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D029967:Swertia / Q000737:chemistry*; D044004:Xanthones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D000520:alpha-Glucosidases / Q000378:metabolism
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D000975:Antioxidants; D065089:Glycoside Hydrolase Inhibitors; D007364:Intercalating Agents; D010936:Plant Extracts; D044004:Xanthones; D004247:DNA; C427203:calf thymus DNA; C009689:xanthone; D000520:alpha-Glucosidases
keywords: Anti-α-glucosidase activity; Antioxidant activity; Cytotoxic activity; DNA; Protein binding; Swertia corymbosa; Xanthones