Semisynthesis of triptolide analogues: Effect of γ-lactone and C-14 substituents on cytotoxic activities

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 10, 2011, Pages 3046-3049

  Aoyagi, Yutaka ^a   Hitotsuyanagi, Yukio ^a   Hasuda, Tomoyo ^a   Fukaya, Haruhiko ^a   Takeya, Koichi ^a   Aiyama, Ritsuo ^b   Matsuzaki, Takeshi ^b   Hashimoto, Shusuke ^b  

^a TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES   (Japan)

^b YAKULT CENTRAL INSTITUTE FOR MICROBIOLOGICAL RESEARCH   (Japan)

Author keywords

A549 cells; Cytotoxity; HT29 cells; Semisynthesis; Triptolide analogues

Indexed keywords

C 14 OXIRANE; ETHYLENE OXIDE DERIVATIVE; GAMMA LACTONE DERIVATIVE; GRIGNARD REAGENT; TRIPTOLIDE; UNCLASSIFIED DRUG;

ARTICLE; BIOLOGICAL ACTIVITY; CANCER CELL; COLON ADENOCARCINOMA; CYTOTOXICITY; DRUG ACTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; LUNG ADENOCARCINOMA; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CELL SURVIVAL; CRYSTALLOGRAPHY, X-RAY; DITERPENES; EPOXY COMPOUNDS; HUMANS; LACTONES; MOLECULAR STRUCTURE; PHENANTHRENES;

EID: 79955563183     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.03.025     Document Type: Article

References (7)

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5. Crystallographic data for compounds 12 and 14 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication No. CCDC 802844 and 802845, CCDC (e-mail: deposit@ccdc.cam.ac.uk ).
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7. Molecular modeling software sybyl7.3 (Tripos associates, St. Louis, MI, USA was employed. The X-ray structures obtained were aligned so that A and B rings were superimposed to form a common structure by using the database aligned method.