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New Hyperforin Derivatives from Hypericum revolutum V AHL with Growth‐Inhibitory Activity against a Human Colon Carcinoma Cell Line
Author(s) -
Decosterd Laurent A.,
StoeckliEvans Helen,
Chapuis JeanCharles,
Msonthi Jerome D.,
Sordat Bernard,
Hostettmann Kurt
Publication year - 1989
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19890720307
Subject(s) - hyperforin , chemistry , hypericum , stereochemistry , petroleum ether , bark (sound) , fractionation , two dimensional nuclear magnetic resonance spectroscopy , pharmacognosy , cell culture , in vitro , traditional medicine , biological activity , biochemistry , hypericum perforatum , organic chemistry , medicine , physics , biology , acoustics , extraction (chemistry) , genetics
The crude petroleum‐ether extract of the root bark of Hypericum revolutum V AHL (Guttiferae) exhibited in vitro growth‐inhibitory activity against the Co‐115 human colon carcinoma cell line. Activity‐guided fractionation of this extract resulted in the isolation of two new hyperforin derivatives 1 and 2 . The structure of 1 (hyperevolutin A) was established by X‐ray analysis as the 4‐hydroxy‐8‐ exo ‐methyl‐5,7‐ exo ‐bis(3‐methylbut‐2‐enyl)‐1‐(2‐methyl‐1‐oxopropyl)‐8‐ endo ‐(4‐methylpent‐3‐enyl)bicyclo[3.3.1]non‐3‐ene‐2,9‐dione. The structure of the homologue 2 was deduced by comparison of its UV and 1 H‐ and 13 C‐NMR spectra with those of 1 .