Synthesis and evaluation of a fluorescent ritterazine-cephalostatin hybrid.

Abstract

The cephalostatin and ritterazine natural products comprise a potent family of bis-steroidal pyrazines that display potent single-digit nanomolar inhibition of tumor cell growth. An active fluorescent ritterazine-cephalostatin hybrid probe was developed using detailed SAR data derived through total synthetic efforts. A combination of time course and confocal imaging studies indicate that this natural product family is rapidly taken up in tumor cells and localizes subcellularly within ER and surrounding the nuclear-ER interface.

• Authors: Kanduluru Ananda Kumar, James J La Clair, Philip L Fuchs
• Journal: Organic letters (Org Lett) Vol. 13 Issue 19 Pg. 5334-7 (Oct 07 2011) ISSN: 1523-7052 [Electronic] United States
• PMID: 21913733 (Publication Type: Journal Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov't)
• Copyright: © 2011 American Chemical Society

Chemical References

• Fluorescent Dyes
• Phenazines
• Spiro Compounds
• Steroids

Topics

• Fluorescent Dyes (chemical synthesis, metabolism)
• HCT116 Cells
• Humans
• Molecular Structure
• Phenazines (chemical synthesis, metabolism)
• Spiro Compounds (chemical synthesis, metabolism)
• Steroids (chemical synthesis, metabolism)
• Structure-Activity Relationship