Cytotoxic Veraguamides, Alkynyl Bromide-containing cyclic Depsipeptides from the marine Cyanobacterium cf. Osciallatoria margaritifera. EmilyCytotoxic Veraguamides, Alkynyl Bromide-containing cyclic Depsipeptides from the marine Cyanobacterium cf. Osciallatoria margaritifera.
- Authors
- Mevers, Emily; Liu, Wei-Ting; Engene, Niclas; Mohimani, Hosein; Byrum, Tara; Pevzner, Pavel A.; Dorrestein, Pieter C.; Spadafora, Carmenza; Gerwick, William H.
- Format
- Article
- Status
- publishedVersion
- Description
A family of cancer cell cytotoxic cyclodepsipeptides, veraguamides A-C( 1-3) and H-L( 4-8), were isolated from a collection of cf. Oscillatoria margaritifera obtained from the Coiba National Park, Panama, as part of the Panama International Cooperation Biodiversity Group program. The planar structure of veraguamide A (1) was deduced by 2D NMR spectroscopy and mass spectrometry, whereas the structures of 2-8 were mainly determinedbyacombinationof 1HNMRandMS2/MS3techniques. These new compounds are analogous to the mollusk-derived kulomo’opunalidenaturalproducts,withtwooftheveraguamides(Cand H) containing the same terminal alkyne moiety. However, four veraguamides, A, B, K, and L, also feature an alkynyl bromide, a functionality that has been previously observed in only one other marine natural product, jamaicamide A. Veraguamide A showed potent cytotoxicity to the H-460 human lung cancer cell line (LD50 = 141 nM).
A family of cancer cell cytotoxic cyclodepsipeptides, veraguamides A-C( 1-3) and H-L( 4-8), were isolated from a collection of cf. Oscillatoria margaritifera obtained from the Coiba National Park, Panama, as part of the Panama International Cooperation Biodiversity Group program. The planar structure of veraguamide A (1) was deduced by 2D NMR spectroscopy and mass spectrometry, whereas the structures of 2-8 were mainly determinedbyacombinationof 1HNMRandMS2/MS3techniques. These new compounds are analogous to the mollusk-derived kulomo’opunalidenaturalproducts,withtwooftheveraguamides(Cand H) containing the same terminal alkyne moiety. However, four veraguamides, A, B, K, and L, also feature an alkynyl bromide, a functionality that has been previously observed in only one other marine natural product, jamaicamide A. Veraguamide A showed potent cytotoxicity to the H-460 human lung cancer cell line (LD50 = 141 nM).
- Publication Year
- 2011
- Language
- eng
- Topic
- Cytotoxic Veraguamides
Alkynyl Bromide-Containing
Cyclic Depsipeptides
Oscillatoria margaritifera
Cyanobacterium
- Repository
- RI INDICASAT
- Get full text
- https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3103610/
http://repositorio-indicasat.org.pa/handle/123456789/40
- Rights
- openAccess
- License
- https://creativecommons.org/licenses/by-nc-sa/4.0/