Prev. Article Next Article Table of Contents

Note

Herbacic Acid, a Simple Prototype of 5,5,5-Trichloroleucine Metabolites from the Sponge Dysidea herbacea^†

John B. MacMillan and Tadeusz F. Molinski*

Department of Chemistry, University of California, Davis, California 95616

J. Nat. Prod., 2000, 63 (1), pp 155–157

DOI: 10.1021/np990468j

Publication Date (Web): December 22, 1999

†

In memory of R. Bryan Miller, 1940−1998.

To whom correspondence should be addressed. Tel.: (530) 752-6358. Fax: (530) 752-8995. E-mail: tfmolinski@ucdavis.edu.

Abstract

Dysidea herbacea, collected at Harrier Reef on the Great Barrier Reef, contains the novel metabolite herbacic acid as the major trichloroleucine metabolite. Herbacic acid appears to be an early product of direct free-radical chlorination of leucine and is a prototype for further transformation of the free carboxylic acid group and generation of complex trichloromethyl metabolites, including natural products of the dysidenin family.

View: Full Text HTML | Hi-Res PDF

Tools

SciFinder Links

History

Published In Issue January 28, 2000
Received September 22, 1999

Recommend & Share

Related Content

Three New Diketopiperazines from a Marine Sponge Dysidea fragilisJournal of Natural Products
- Three New Diketopiperazines from a Marine Sponge Dysidea fragilis
  Jing-Yu Su, Yong-Li Zhong, Long-Mei Zeng, Sheng Wei, Qi-Wen Wang, Thomas C. W. Mak, Zhong-Yuan Zhou
  Journal of Natural Products 1993 56 (4), pp 637–642
  Abstract | Hi-Res PDF
Biosynthetic Pathway and Gene Cluster Analysis of Curacin A, an Antitubulin Natural Product from the Tropical Marine Cyanobacterium Lyngbya majusculaJournal of Natural Products
- Biosynthetic Pathway and Gene Cluster Analysis of Curacin A, an Antitubulin Natural Product from the Tropical Marine Cyanobacterium Lyngbya majuscula
  Zunxue Chang, Namthip Sitachitta, James V. Rossi, Mary Ann Roberts, Patricia M. Flatt, Junyong Jia, David H. Sherman, and William H. Gerwick
  Journal of Natural Products 2004 67 (8), pp 1356–1367
  Abstract: Curacin A (1) is a potent cancer cell toxin obtained from strains of the tropical marine cyanobacterium Lyngbya majuscula found in Curaçao. Its structure is unique in that it contains the sequential positioning of a thiazoline and cyclopropyl ring, and it ...
  Abstract | Full Text HTML | Hi-Res PDF
Three Novel Protease Inhibitors from a Natural Bloom of the Cyanobacterium Microcystis aeruginosaJournal of Natural Products
- Three Novel Protease Inhibitors from a Natural Bloom of the Cyanobacterium Microcystis aeruginosa
  Alexei Ploutno, Maria Shoshan, and Shmuel Carmeli
  Journal of Natural Products 2002 65 (7), pp 973–978
  Abstract: Two new trypsin inhibitors, micropeptins EI992 (1) and EI964 (2), and a modified linear peptide aeruginosin EI461 (3) were isolated from the hydrophilic extract of two samples of Microcystis aeruginosa, collected from the Einan Reservoir in Israel. ...
  Abstract | Full Text HTML | Hi-Res PDF

Note

Herbacic Acid, a Simple Prototype of 5,5,5-Trichloroleucine Metabolites from the Sponge Dysidea herbacea^†