5-OHKF and NorKA, depsipeptides from a Hawaiian collection of Bryopsis pennata: binding properties for NorKA to the human neuropeptide Y Y1 receptor

Jiangtao Gao; Catherina Caballero-George; Bin Wang; Karumanchi V Rao; Abbas Gholipour Shilabin; Mark T Hamann

doi:10.1021/np900287e

5-OHKF and NorKA, depsipeptides from a Hawaiian collection of Bryopsis pennata: binding properties for NorKA to the human neuropeptide Y Y1 receptor

J Nat Prod. 2009 Dec;72(12):2172-6. doi: 10.1021/np900287e.

Authors

Jiangtao Gao¹, Catherina Caballero-George, Bin Wang, Karumanchi V Rao, Abbas Gholipour Shilabin, Mark T Hamann

Affiliation

¹ The Department of Pharmacognosy, Pharmacology and National Center for the Development of Natural Products, School of Pharmacy, The University of Mississippi, University, Mississippi 38677, USA.

Abstract

Two new cyclic depsipeptides, 5-OHKF (1) and norKA (2), together with the known congeners kahalalide F (3) and isokahalalide F ((4S)- methylhexanoic kahalalide F) (4) were isolated from the green alga Bryopsis pennata. The structures of the new compounds were established on the basis of extensive 1D and 2D NMR spectroscopic analysis and mass spectrometric (ESIMS) data. The absolute configuration of each amino acid of 5-OHKF (1) and norKA (2) was determined by chemical degradation and Marfey's analysis. The biological activities of these two compounds are also reported.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Chlorophyta / chemistry*
Depsipeptides / chemistry
Depsipeptides / isolation & purification*
Depsipeptides / pharmacology*
Hawaii
Humans
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Receptors, Neuropeptide Y / drug effects*

Substances

5-OHKF depsipeptide
Depsipeptides
NorKA depsipeptide
Receptors, Neuropeptide Y
neuropeptide Y-Y1 receptor

Abstract

Publication types

MeSH terms

Substances

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