Design and synthesis of a bis(cycloisodityrosine) analogue of RA-VII, an antitumor bicyclic hexapeptide

Bioorganic and Medicinal Chemistry Letters

Volumn 18, Issue 24, 2008, Pages 6458-6461

  Lee, Ji Ean ^a   Hitotsuyanagi, Yukio ^a   Nakagawa, Yoshie ^a   Kato, Saori ^a   Fukaya, Haruhiko ^a   Takeya, Koichi ^a  

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

Author keywords

Bouvardin; Cycloisodityrosine; Cytotoxicity; RA VII; Rubia cordifolia; X ray crystallography

Indexed keywords

ALANINE; ANTINEOPLASTIC AGENT; BICYCLO COMPOUND; HEXAPEPTIDE; TYROSINE DERIVATIVE;

ARTICLE; CRYSTAL STRUCTURE; DRUG CONFORMATION; DRUG CYTOTOXICITY; DRUG DESIGN; DRUG SYNTHESIS; HUMAN; HUMAN CELL; LEUKEMIA CELL; STRUCTURE ACTIVITY RELATION; X RAY CRYSTALLOGRAPHY;

CHEMISTRY, PHARMACEUTICAL; CRYSTALLOGRAPHY, X-RAY; DRUG DESIGN; DRUG SCREENING ASSAYS, ANTITUMOR; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; MOLECULAR CONFORMATION; PEPTIDES; PEPTIDES, CYCLIC; PLANT EXTRACTS; RUBIA; TYROSINE;

RUBIA CORDIFOLIA;

EID: 56249087177     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.10.064     Document Type: Article

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14. 3, δ) d-Ala-1 (171.8 C{double bond, long}O, 48.2 α, 21.1 β), Tyr-2 (170.6 C{double bond, long}O, 158.3 ζ, 133.6 γ, 131.1 δa, 131.0 δb, 127.3 εa, 125.0 εb, 56.3 α, 37.3 β), Tyr-3 (167.9 C{double bond, long}O, 152.0 εb, 146.7 ζ, 130.7 γ, 121.9 δa, 119.3 δb, 111.9 εa, 58.7 α, 56.2 OMe, 32.4 β), Ala-4 (171.7 C{double bond, long}O, 46.3 α, 19.0 β), Tyr-5 (169.5 C{double bond, long}O, 158.2 ζ, 134.9 γ, 132.9 δa, 130.7 δb, 126.0 εb, 124.4 εa, 53.9 α, 36.9 β, 30.6 NMe), Tyr-6 (170.5 C{double bond, long}O, 153.1 εb, 146.5 ζ, 128.1 γ, 120.9 δa, 113.3 δb, 112.3 εa, 57.6 α, 56.2 OMe, 35.1 β, 29.2 NMe).{A figure is presented}
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16. 20 Crystallographic data for compound 3 reported in this paper have been deposited with the Cambridge Crystallographic Data Centre under the reference number CCDC 698521. These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/data_request/cif, or by e-mailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033.
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