Publication Date:
2004-06-19
Description:
Norzoanthamine, an alkaloid isolated from Zoanthus sp., can suppress the loss of bone weight and strength in ovariectomized mice. Norzoanthamine derivatives can also strongly inhibit the growth of P-388 murine leukemia cell lines and human platelet aggregation. However, norzoanthamine's densely functionalized complex stereostructure and scarce availability from natural sources have proved a synthetic challenge. We report the stereoselective total synthesis of norzoanthamine in 41 steps, with an overall yield of 3.5% (an average of 92% yield each step).〈br /〉〈span class="detail_caption"〉Notes: 〈/span〉Miyashita, Masaaki -- Sasaki, Minoru -- Hattori, Izumi -- Sakai, Mio -- Tanino, Keiji -- New York, N.Y. -- Science. 2004 Jul 23;305(5683):495-9. Epub 2004 Jun 17.〈br /〉〈span class="detail_caption"〉Author address: 〈/span〉Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan. miyasita@sci.hokudai.ac.jp〈br /〉〈span class="detail_caption"〉Record origin:〈/span〉 〈a href="http://www.ncbi.nlm.nih.gov/pubmed/15205476" target="_blank"〉PubMed〈/a〉
Keywords:
Alkaloids
;
Azepines/*chemical synthesis/chemistry/pharmacology
;
Heterocyclic Compounds with 4 or More Rings
;
Molecular Conformation
;
Molecular Structure
;
Oxidation-Reduction
;
Quinolines/*chemical synthesis/chemistry/pharmacology
;
Stereoisomerism
Print ISSN:
0036-8075
Electronic ISSN:
1095-9203
Topics:
Biology
,
Chemistry and Pharmacology
,
Computer Science
,
Medicine
,
Natural Sciences in General
,
Physics
Permalink