Isolation and structure of the human cancer cell growth inhibitory cyclodepsipeptide dolastatin 16.
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 of 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.
Pettit
G R
GR
Cancer Research Institute, Arizona State University, Tempe 85287-2404, USA.
Xu
J P
JP
Hogan
F
F
Williams
M D
MD
Doubek
D L
DL
Schmidt
J M
JM
Cerny
R L
RL
Boyd
M R
MR
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001048:Aplysia / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D047630:Depsipeptides; D006801:Humans; D007941:Leukemia P388 / Q000473:pathology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013055:Spectrophotometry, Infrared; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D047630:Depsipeptides; D010456:Peptides, Cyclic; C108201:dolastatin 16