CONFORMATIONAL ANALYSIS OF [N-DEMETHYL-TYR(OCH3)-3]RA-VII, CONFORMATIONALLY RESTRICTED MODEL APPROACH

A molecular design was carried out in a way that locked the type II β-turn conformation of RA-VII, which was isolated from Rubia cordifolia and R.akane, by removing the N-methyl group of the Tyr-3 residue. Conformational analysis of [N-Demethyl-Tyr(OCH3)-3]RA-VII, derived from RA-VII by hepatic micr...

Full description

Saved in:
Bibliographic Details
Published inChemical & pharmaceutical bulletin Vol. 39; no. 8; pp. 2161 - 2163
Main Authors ITOKAWA, Hideji, SAITOU, Keiko, TAKEYA, Koichi, MORITA, Hiroshi
Format Journal Article
LanguageEnglish
Published Tokyo The Pharmaceutical Society of Japan 25.08.1991
公益社団法人日本薬学会
Maruzen
Subjects
[N-Demethyl-Tyr(OCH3)-3]RA-VII
[N-Demethyl-Tyr(OCH_3)-3]RA-VII
Analytical, structural and metabolic biochemistry
Animals
Antineoplastic Agents, Phytogenic - chemistry
Biological and medical sciences
Biotransformation
conformational analysis
Fundamental and applied biological sciences. Psychology
In Vitro Techniques
Microsomes, Liver - metabolism
Models, Molecular
Molecular Conformation
Peptides, Cyclic - chemistry
Proteins
RA-V
RA-VII
Rats
Rubia akane
Rubia cordifolia
type II β-turn
Antineoplastic agent
Microsome
Aminoacid
Spectral analysis
Hexapeptide
Conformation
Online AccessGet full text
ISSN0009-2363
1347-5223
DOI10.1248/cpb.39.2161

Cover

More Information
Summary:A molecular design was carried out in a way that locked the type II β-turn conformation of RA-VII, which was isolated from Rubia cordifolia and R.akane, by removing the N-methyl group of the Tyr-3 residue. Conformational analysis of [N-Demethyl-Tyr(OCH3)-3]RA-VII, derived from RA-VII by hepatic microsomal biotransformation, was conducted by 2D-NMR techniques, temperature effect on NH protons, and NOE experiments. It showed a restricted conformational state with a typical type II β-turn structure between Ala-2 and Tyr-3 in solution.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.39.2161