Biologically active compounds from tunicates and a sponge

Part I. Studies on structures and biological activities of didemnins. Six new cyclic depsipeptides related to didemnins were isolated from a relatively polar extract of the tunicate T. solidum. Their structures were determined by spectroscopic techniques and chemical degradations as follows: didemnins X ((R)-3-hydroxydecanoyl-(Gln)$\sb3$-Lac-Pro-didemnin A); Y ((R)-3-hydroxydecanoyl-(Gln)$\sb4$-Lac-Pro-didemnin A); M (pGlu-Gln-Lac-Pro-didemnin A); N ( (Tyr$\sp5$) didemnin B); nordidemnin N ( (Tyr$\sp5$) nordidemnin B); and epididemnin A ( ($2S,4R$-Hip$\sp2$) didemnin A). Twenty two new didemnin analogues were prepared semisynthetically. Structure elucidation, chemical conversion, biological activities including cytotoxicity, antiviral and immunosuppressive activities and structure-activity relationships for the above compounds are described.

Name thesis:degree_name

Ph.D.

Level thesis:degree_level

Dissertation

Discipline thesis:degree_discipline

Chemistry

Grantor

University of Illinois at Urbana-Champaign

Year dc:date

2011

Author dc:creator

• Sakai, Ryuichi

Contributors dc:contributor

• Rinehart, Kenneth L., Jr.

• Chemistry, Organic
• Chemistry, Pharmaceutical

Statement dc:rights

• Copyright 1991 Sakai, Ryuichi

Language dc:language

eng

Identifier

9780591636123
AAI9812833
(UMI)AAI9812833

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/19702