On topography and functionality in the B-D rings of cephalostatin cytotoxins

T G LaCour; C Guo; S Ma; J U Jeong; M R Boyd; S Matsunaga; N Fusetani; P L Fuchs

doi:10.1016/s0960-894x(99)00430-8

On topography and functionality in the B-D rings of cephalostatin cytotoxins

Bioorg Med Chem Lett. 1999 Sep 6;9(17):2587-92. doi: 10.1016/s0960-894x(99)00430-8.

Authors

T G LaCour¹, C Guo, S Ma, J U Jeong, M R Boyd, S Matsunaga, N Fusetani, P L Fuchs

Affiliation

¹ Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA.

PMID: 10498214
DOI: 10.1016/s0960-894x(99)00430-8

Abstract

Analogues 12'beta-hydroxycephalostatin 1 (9), 7'-deoxyritterazine G (10), and 14-epi-7'-deoxyritterazine B (11) were prepared via our protocol for unsymmetrical pyrazine synthesis. Cytotoxicity against human tumors was also determined for the first time for ritterazines, with femtomolar potency and a high correlation to cephalostatins observed. The SAR of these and related compounds provide insight into the importance of topography and certain chemical functionality in the B-D and B'-D' rings of cephalostatin type antineoplastics.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, P.H.S.

MeSH terms

Antineoplastic Agents / chemistry*
Antineoplastic Agents / pharmacology*
Humans
Structure-Activity Relationship
Tumor Cells, Cultured

Substances

Antineoplastic Agents

Grants and funding

CA 60548/CA/NCI NIH HHS/United States