{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,17]],"date-time":"2026-06-17T02:28:25Z","timestamp":1781663305257,"version":"3.54.5"},"reference-count":28,"publisher":"Elsevier BV","issue":"2","license":[{"start":{"date-parts":[[2012,1,1]],"date-time":"2012-01-01T00:00:00Z","timestamp":1325376000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2012,1,1]],"date-time":"2012-01-01T00:00:00Z","timestamp":1325376000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic & Medicinal Chemistry Letters"],"published-print":{"date-parts":[[2012,1]]},"DOI":"10.1016\/j.bmcl.2011.12.037","type":"journal-article","created":{"date-parts":[[2011,12,14]],"date-time":"2011-12-14T23:51:08Z","timestamp":1323906668000},"page":"898-900","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":46,"title":["Synthesis and DNA cleavage studies of novel quinoline oxime esters"],"prefix":"10.1016","volume":"22","author":[{"given":"P.J.","family":"Bindu","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"K.M.","family":"Mahadevan","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"N.D.","family":"Satyanarayan","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"T.R.","family":"Ravikumar Naik","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.bmcl.2011.12.037_b0005","unstructured":"Hart, T. W.; Sharp, B. W. Eur. Patent, 404671; Chem. Abstr. 1991, 115, 92075."},{"key":"10.1016\/j.bmcl.2011.12.037_b0015","unstructured":"Schumann, E. L. US Patent 3329677; Chem. Abstr. 1968, 68, 87193."},{"key":"10.1016\/j.bmcl.2011.12.037_b0020","unstructured":"Rips, R.; Gozlan, H. Ger. Patent 2411194; Chem. Abstr. 1975, 82, 57573."},{"key":"10.1016\/j.bmcl.2011.12.037_b0025","unstructured":"Matsumoto, I.; Sasaki, F. Jpn. Patent 7237950; Chem. Abstr. 1972, 77, 164501."},{"key":"10.1016\/j.bmcl.2011.12.037_b0030","unstructured":"Cornell, C. L.; Green, D. E. PCT Int. Appl. WO Pat. 9707099; Chem. Abstr. 1997, 126, 238216."},{"key":"10.1016\/j.bmcl.2011.12.037_b0010_5","unstructured":"Steinhards, A.; Mathes, W. US Patent 2924604; Chem. Abstr. 1962, 56, 736."},{"key":"10.1016\/j.bmcl.2011.12.037_b0035","unstructured":"Choay, L. Brit. Patent 1221393; Chem. Abstr. 1971, 75, 20210."},{"key":"10.1016\/j.bmcl.2011.12.037_b0040","unstructured":"Van Zorge, J. A. Eur. Patent 7678; Chem. Abstr. 1980, 93, 150279."},{"key":"10.1016\/j.bmcl.2011.12.037_b0160","unstructured":"Villani, F. J. US Patent 3290320; Chem. Abstr. 1967, 66, 46340."},{"key":"10.1016\/j.bmcl.2011.12.037_b0045","doi-asserted-by":"crossref","first-page":"137","DOI":"10.1007\/s10593-005-0119-2","volume":"41","author":"Abele","year":"2005","journal-title":"Chem. Heterocycl. Compd."},{"key":"10.1016\/j.bmcl.2011.12.037_b0050_1","series-title":"Chemical Aspects of Photodynamic Therapy","author":"Bonnet","year":"2000"},{"key":"10.1016\/j.bmcl.2011.12.037_b0055","first-page":"525","volume":"60","author":"Henderson","year":"2000","journal-title":"Cancer Res."},{"key":"10.1016\/j.bmcl.2011.12.037_b0060","doi-asserted-by":"crossref","first-page":"2379","DOI":"10.1021\/cr980439y","volume":"99","author":"Ali","year":"1999","journal-title":"Chem. Rev."},{"key":"10.1016\/j.bmcl.2011.12.037_b0195","doi-asserted-by":"crossref","first-page":"1171","DOI":"10.1021\/cr960428+","volume":"98","author":"Armitage","year":"1998","journal-title":"Chem. Rev."},{"key":"10.1016\/j.bmcl.2011.12.037_b0200","series-title":"DNA and RNA binders","year":"2002"},{"key":"10.1016\/j.bmcl.2011.12.037_b0205","unstructured":"Wilson, W. D. Nucleic Acids in Chemistry and Biology; Blackburn, G. M., Gait, M. J., Eds.; IRL Press: Oxford, UK, 1996; p 329."},{"key":"10.1016\/j.bmcl.2011.12.037_b0210","doi-asserted-by":"crossref","first-page":"1235","DOI":"10.1021\/tx980174i","volume":"11","author":"Greenberg","year":"1998","journal-title":"Chem. Res. Toxicol."},{"key":"10.1016\/j.bmcl.2011.12.037_b0085","doi-asserted-by":"crossref","first-page":"79","DOI":"10.1039\/b109007k","volume":"1","author":"Canti","year":"2002","journal-title":"Photochem. Photobiol. Sci."},{"key":"10.1016\/j.bmcl.2011.12.037_b0090","doi-asserted-by":"crossref","first-page":"889","DOI":"10.1093\/jnci\/90.12.889","volume":"90","author":"Dougherty","year":"1998","journal-title":"J. Natl. Cancer Inst."},{"key":"10.1016\/j.bmcl.2011.12.037_b0095","doi-asserted-by":"crossref","first-page":"411","DOI":"10.2174\/157340609789117804","volume":"5","author":"Ravikumar Naik","year":"2009","journal-title":"Med. Chem."},{"key":"10.1016\/j.bmcl.2011.12.037_b0105","doi-asserted-by":"crossref","first-page":"1505","DOI":"10.3987\/R-1984-07-1505","volume":"22","author":"Musser","year":"1984","journal-title":"Heterocycles"},{"key":"10.1016\/j.bmcl.2011.12.037_b0110","doi-asserted-by":"crossref","first-page":"1781","DOI":"10.3987\/COM-89-5047","volume":"29","author":"Tagawa","year":"1989","journal-title":"Heterocycles"},{"key":"10.1016\/j.bmcl.2011.12.037_b0115","doi-asserted-by":"crossref","first-page":"1741","DOI":"10.3987\/COM-89-5040","volume":"29","author":"Tagawa","year":"1989","journal-title":"Heterocycles"},{"key":"10.1016\/j.bmcl.2011.12.037_b0120","first-page":"418","volume":"26B","author":"Srivastava","year":"1987","journal-title":"Indian J. Chem."},{"key":"10.1016\/j.bmcl.2011.12.037_b0130","doi-asserted-by":"crossref","first-page":"4685","DOI":"10.1021\/jo980264s","volume":"63","author":"Cho","year":"1998","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bmcl.2011.12.037_b0135","doi-asserted-by":"crossref","first-page":"1525","DOI":"10.1016\/j.bmcl.2004.11.063","volume":"15","author":"Jeong","year":"2005","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.bmcl.2011.12.037_b0140","unstructured":"General procedure for the preparation of quinoline oxime: To a solution of 2-chloro-3-formyl quinolline (2g, 49.0mmol) in EtOH (30mL) was added hydroxylamine hydrochloride (2.2g, 64.0mmol) and Et3N (5.0mL, 64.0mmol) at room temperature. After being stirred for 1h, the reaction mixture was evaporated under reduced pressure to give the residue, to which H2O (25mL) was added and extracted with EtOAc. The combined organic layer was washed with brine, dried over anhydrous NaSO4, filtered, and evaporated to give the crude white product, the crude compound was recrystalize with n-hexane\u2013EtOAc (1:1) gave the pure 98% of white shiny oxime compound."},{"key":"10.1016\/j.bmcl.2011.12.037_b0145","unstructured":"General procedure for the synthesis of oxime esters: To a solution of 2a (500mg, 1.8mmol) in CH2Cl2 (30mL) was added benzoyl chloride (0.5mL, 2.3mmol) in the presence of Et3N (0.9mL, 2.3mmol) at 0\u00b0C. After being stirred for 1h, the reaction mixture was quenched with 1N HCl and extracted with CH2Cl2 to give the residue, which was washed with saturated NaHCO3 aqueous solution and brine and dried over anhydrous NaSO4. Purification by flash column chromatography on silica gel n-hexane\u2013EtOAc (1:1) gave the pure 3a (480mg,92%) as colorless needles."}],"container-title":["Bioorganic & Medicinal Chemistry Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0960894X11017094?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0960894X11017094?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,10,18]],"date-time":"2025-10-18T06:34:35Z","timestamp":1760769275000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0960894X11017094"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2012,1]]},"references-count":28,"journal-issue":{"issue":"2","published-print":{"date-parts":[[2012,1]]}},"alternative-id":["S0960894X11017094"],"URL":"https:\/\/doi.org\/10.1016\/j.bmcl.2011.12.037","relation":{},"ISSN":["0960-894X"],"issn-type":[{"value":"0960-894X","type":"print"}],"subject":[],"published":{"date-parts":[[2012,1]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Synthesis and DNA cleavage studies of novel quinoline oxime esters","name":"articletitle","label":"Article Title"},{"value":"Bioorganic & Medicinal Chemistry Letters","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bmcl.2011.12.037","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"Copyright \u00a9 2011 Elsevier Ltd. All rights reserved.","name":"copyright","label":"Copyright"}]}}