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A New DNA‐Intercalative Cytotoxic Allylic Xanthone from Swertia corymbosa
Authors:Chokkalingam Uvarani  Karuppannan Arumugasamy  Kumarasamy Chandraprakash  Mathan Sankaran  Athar Ata  Palathurai Subramaniam Mohan
Institution:1. Department of Chemistry, School of Chemical Sciences, Bharathiar University, Coimbatore, 641?046, Tamil Nadu, India (phone: +91?422?2428314;2. fax: +91?4222422?387);3. 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;4. fax: +1‐204‐7742401);5. PG and Research Department of Botany, Kongunadu Arts and Science College (Autonomous), Coimbatore, 641?029, Tamil Nadu, India
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.
Keywords:Swertia corymbosa  Xanthones  Antioxidant activity  Anti‐α  ‐glucosidase activity  Cytotoxic activity  Protein binding  DNA
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