Planta Med 2009; 75(5): 528-533
DOI: 10.1055/s-0029-1185332
Natural Product Chemistry
Original Paper
© Georg Thieme Verlag KG Stuttgart · New York

Largamides A–C, Tiglic Acid-Containing Cyclodepsipeptides with Elastase-Inhibitory Activity from the Marine Cyanobacterium Lyngbya confervoides

Susan Matthew1 , Valerie J. Paul2 , Hendrik Luesch1
  • 1Department of Medicinal Chemistry, University of Florida, Gainesville, Florida, USA
  • 2Smithsonian Marine Station, Fort Pierce, Florida, USA
Further Information

Publication History

received October 6, 2008 revised Dec. 8, 2008

accepted Dec. 11, 2008

Publication Date:
12 February 2009 (online)

Abstract

Three unusual tiglic acid-containing cyclodepsipeptides, possessing the revised regioisomeric structures for largamides A – C (13), have been isolated from the marine cyanobacterium Lyngbya confervoides collected from southeastern Florida. The two-dimensional structures were determined by NMR spectroscopy and the absolute configurations by chiral HPLC analysis of degradation products. Compounds 13 are moderate inhibitors of mammalian elastase activity in vitro with IC50 values ranging from 0.53 to 1.41 µM.

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Prof. Dr. Hendrik Luesch

Department of Medicinal Chemistry
University of Florida

1 600 SW Archer Road

Gainesville

Florida 32610

USA

Phone: + 1 35 22 73 77 38

Fax: + 1 35 22 73 77 41

Email: luesch@cop.ufl.edu

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