title: Design and synthesis of C-ring lactone- and lactam-based podophyllotoxin analogues as anticancer agents.
abstract: A series of novel podophyllotoxin (PDT) analogues was synthesized in which the lactone moiety was shifted to C ring. Some of the derivatives were also synthesized with modified A ring. Analogues 23 and 25 exhibited potent in vitro cytotoxicity against colon cancer (CaCO(2)) cell line. p-Demethylated E-ring analogues exhibited better potency than the corresponding methylated analogues. These analogues showed toxicity comparable to PDT against human erythrocytes albeit at much higher concentrations (100 microg/ml) than their cytotoxicity values.
authors.affiliation: Central Institute of Medicinal and Aromatic Plants (CIMAP-CSIR), P.O. CIMAP, Kukrail Picnic Spot Road, Lucknow-226 015, India.
authors.forename: Pragya
authors.initials: P
authors.lastname: Singh
authors.forename: Uzma
authors.initials: U
authors.lastname: Faridi
authors.forename: Suchita
authors.initials: S
authors.lastname: Srivastava
authors.forename: Jonnala Kotesh
authors.initials: JK
authors.lastname: Kumar
authors.forename: Mahender Pandurang
authors.initials: MP
authors.lastname: Darokar
authors.forename: Suaib
authors.initials: S
authors.lastname: Luqman
authors.forename: Karuna
authors.initials: K
authors.lastname: Shanker
authors.forename: Chandan Singh
authors.initials: CS
authors.lastname: Chanotiya
authors.forename: Atul
authors.initials: A
authors.lastname: Gupta
authors.forename: Madan Mohan
authors.initials: MM
authors.lastname: Gupta
authors.forename: Arvind Singh
authors.initials: AS
authors.lastname: Negi
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004912:Erythrocytes / Q000187:drug effects; D006461:Hemolysis / Q000187:drug effects; D006801:Humans; D007769:Lactams / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy*; D011034:Podophyllotoxin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D007769:Lactams; D007783:Lactones; D011034:Podophyllotoxin