Title

Synthesis And Bioevaluation Of N-(Arylalkyl)-Homospermidine Conjugates

Keywords

Apoptosis; Homospermidine; Polyamine conjugate; Synthesis

Abstract

N1-(Arylalkyl)homospermidines (1c-1f) and terminally piperazine-substituted homospermidine conjugates (2a-2e) were synthesized and evaluated for cytotoxicity in mouse leukemia L1210, α-difluoromethylornithine (DFMO)-treated L1210, melanoma B16, spermidine (SPD)-treated B16, and HeLa cell lines. Results demonstrated that homospermidine was a more effective vector than piperazine-substituted homospermidine in ferrying diverse arenes into cells via the polyamine transporter. The leading compound, 9-anthracenemethyl-homospermidine (1a), was shown to induce apoptosis in B16 cells and IL-3 dependent FL5.12A pro-B cells. The novel conjugate 4-biphenylmethyl-homospermidine (1e) could also induce apoptosis. However, it exhibited different effect on the cell cycle of B16 cells compared to 1a. © 2007 Elsevier Ltd. All rights reserved.

Publication Date

8-15-2007

Publication Title

Bioorganic and Medicinal Chemistry Letters

Volume

17

Issue

16

Number of Pages

4471-4475

Document Type

Article

Personal Identifier

scopus

DOI Link

https://doi.org/10.1016/j.bmcl.2007.06.009

Socpus ID

34447331679 (Scopus)

Source API URL

https://api.elsevier.com/content/abstract/scopus_id/34447331679

This document is currently not available here.

Share

COinS