Isolation and structure of the human cancer cell growth inhibitory cyclodepsipeptide dolastatin 16

George Pettit, Jun-Ping Xu, Fiona Hogan, Michael D. Williams, Dennis L. Doubek, Jean M. Schmidt, Ronald L. Cerny, Michael R. Boyd

Research output: Contribution to journalArticle

50 Citations (Scopus)

Abstract

An investigation of the sea hare Dolabella auricularia from Papua New Guinea has led to discovery of the new cyclodepsipeptide dolastatin 16 (3) containing two new amino acid units designated dolamethylleuine (Dml) and dolaphenvaline (Dpv). The structural elucidation was achieved by means of high-field (500 MHz) NMR and tandem MS/MS mass spectral interpretations and allowed the assignment cyclo-(Pro-Dpv-Pro-Dml-O-Lac-Pro-O-Hiv-MeVal). The new depsipeptide exhibited strong inhibition of growth against a variety of human cancer cell lines.

Original languageEnglish (US)
Pages (from-to)752-754
Number of pages3
JournalJournal of Natural Products
Volume60
Issue number8
DOIs
StatePublished - Aug 1997

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depsipeptides
Depsipeptides
Cell growth
Papua New Guinea
growth retardation
cell growth
cell lines
Hares
amino acids
Growth
Oceans and Seas
Neoplasms
Cells
Nuclear magnetic resonance
Amino Acids
Cell Line
neoplasm cells
tandem mass spectrometry
Dolabella auricularia
Anaspidea

ASJC Scopus subject areas

  • Plant Science
  • Chemistry (miscellaneous)
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

Pettit, G., Xu, J-P., Hogan, F., Williams, M. D., Doubek, D. L., Schmidt, J. M., ... Boyd, M. R. (1997). Isolation and structure of the human cancer cell growth inhibitory cyclodepsipeptide dolastatin 16. Journal of Natural Products, 60(8), 752-754. https://doi.org/10.1021/np9700230

Isolation and structure of the human cancer cell growth inhibitory cyclodepsipeptide dolastatin 16. / Pettit, George; Xu, Jun-Ping; Hogan, Fiona; Williams, Michael D.; Doubek, Dennis L.; Schmidt, Jean M.; Cerny, Ronald L.; Boyd, Michael R.

In: Journal of Natural Products, Vol. 60, No. 8, 08.1997, p. 752-754.

Research output: Contribution to journalArticle

Pettit, G, Xu, J-P, Hogan, F, Williams, MD, Doubek, DL, Schmidt, JM, Cerny, RL & Boyd, MR 1997, 'Isolation and structure of the human cancer cell growth inhibitory cyclodepsipeptide dolastatin 16', Journal of Natural Products, vol. 60, no. 8, pp. 752-754. https://doi.org/10.1021/np9700230
Pettit, George ; Xu, Jun-Ping ; Hogan, Fiona ; Williams, Michael D. ; Doubek, Dennis L. ; Schmidt, Jean M. ; Cerny, Ronald L. ; Boyd, Michael R. / Isolation and structure of the human cancer cell growth inhibitory cyclodepsipeptide dolastatin 16. In: Journal of Natural Products. 1997 ; Vol. 60, No. 8. pp. 752-754.
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