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The in vitro antiviral and antitumor activities of (-)-debromoeudistomin K (1a) and 10 structural analogues (1b-1j and 11) were evaluated. The synthesis was accomplished with an intramolecular Pictet-Spengler condensation reaction as the key step. This examination revealed some structural and stereochemical features that are important for both the antiviral and antitumor activities. The most striking points for activity are the necessity to have the correct natural stereochemistry at both C(1) and C(13b) and the presence of the C(1)-NH2 substituent. As was revealed before with naturally isolated eudistomins a substituent in the indole ring greatly influences the biological activity. The 5-OMe derivative 1h shows high potency in both antiviral and antitumor models.
J H Van Maarseveen, and
P H Hermkens, and
E De Clercq, and
J Balzarini, and
H W Scheeren, and
C G Kruse
May 2021,
Molecules (Basel, Switzerland),
J H Van Maarseveen, and
P H Hermkens, and
E De Clercq, and
J Balzarini, and
H W Scheeren, and
C G Kruse
June 2010,
Bioorganic & medicinal chemistry letters,
J H Van Maarseveen, and
P H Hermkens, and
E De Clercq, and
J Balzarini, and
H W Scheeren, and
C G Kruse
August 2021,
Microorganisms,
J H Van Maarseveen, and
P H Hermkens, and
E De Clercq, and
J Balzarini, and
H W Scheeren, and
C G Kruse
December 1989,
Indian journal of biochemistry & biophysics,
J H Van Maarseveen, and
P H Hermkens, and
E De Clercq, and
J Balzarini, and
H W Scheeren, and
C G Kruse
November 1968,
The Journal of antibiotics,
J H Van Maarseveen, and
P H Hermkens, and
E De Clercq, and
J Balzarini, and
H W Scheeren, and
C G Kruse
January 1993,
Peptide research,
J H Van Maarseveen, and
P H Hermkens, and
E De Clercq, and
J Balzarini, and
H W Scheeren, and
C G Kruse
July 1986,
Journal of medicinal chemistry,
J H Van Maarseveen, and
P H Hermkens, and
E De Clercq, and
J Balzarini, and
H W Scheeren, and
C G Kruse
February 1976,
Arzneimittel-Forschung,
J H Van Maarseveen, and
P H Hermkens, and
E De Clercq, and
J Balzarini, and
H W Scheeren, and
C G Kruse
April 2020,
European journal of medicinal chemistry,
J H Van Maarseveen, and
P H Hermkens, and
E De Clercq, and
J Balzarini, and
H W Scheeren, and
C G Kruse
May 1997,
Bioorganic & medicinal chemistry,
