Lewis acid-assisted olefin cross-metathesis reaction: an efficient approach for the synthesis of glycosidic-pyrroloquinolinone based novel building blocks of camptothecin and evaluation of their antitumor activity

The synthesis of antitumor active glycosidic-pyrroloquinolinone based novel building blocks of camptothecin via Lewis acid-assisted olefin cross-metathesis reaction. A series of glycosidic-pyrroloquinolinone based novel building blocks of camptothecin (2a–g) were synthesized via Lewis acid-assisted...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2012-03, Vol.53 (10), p.1287-1291
Main Authors: Nagarapu, Lingaiah, Gaikwad, Hanmant K., Bantu, Rajashaker, Ganesh Kumar, C., Pombala, Sujitha
Format: Article
Language:English
Subjects:
Anticancer properties
Antitumor activity
Biotechnology
Camptothecin
Cancer
Catalysts
Glycosidic-pyrroloquinolinone
Olefin cross-metathesis
Olefins
Synthesis (chemistry)
Tetrahedrons
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The synthesis of antitumor active glycosidic-pyrroloquinolinone based novel building blocks of camptothecin via Lewis acid-assisted olefin cross-metathesis reaction. A series of glycosidic-pyrroloquinolinone based novel building blocks of camptothecin (2a–g) were synthesized via Lewis acid-assisted olefin cross-metathesis reaction using Ti(OiPr)4 30mol% and 10mol% of Grubb’s second generation catalyst with good to excellent yields. Most of these compounds exhibited significant growth inhibitory effects on all the tested cancer cell lines and three compounds (2c, 2d and 2e) showed potent cytotoxic activity.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.01.001