Stereochemistry of pteriatoxins A, B, and C

Journal of the American Chemical Society

Volumn 128, Issue 24, 2006, Pages 7742-7743

  Hao, Junliang ^a   Matsuura, Fumiyoshi ^a   Kishi, Yoshito ^a   Kita, Masaki ^b   Uemura, Daisuke ^b   Asai, Naoki ^c   Iwashita, Takashi ^d  

^a HARVARD UNIVERSITY   (United States)

^b NAGOYA UNIVERSITY   (Japan)

^c EISAI CO LTD   (Japan)

^d SUNTORY INSTITUTE FOR BIOORGANIC RESEARCH   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

PTERIATOXIN; PTERIATOXIN A; PTERIATOXIN B; PTERIATOXIN C; UNCLASSIFIED DRUG;

ARTICLE; CONJUGATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PROTON NUCLEAR MAGNETIC RESONANCE; PTERIA; PTERIA PENGUIN; STEREOCHEMISTRY; STEREOISOMERISM; STRUCTURE ANALYSIS;

ANIMALS; BIOLOGICAL PRODUCTS; BIVALVIA; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HETEROCYCLIC COMPOUNDS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; NEUROTOXINS; SPIRO COMPOUNDS; STEREOISOMERISM;

EID: 33745364125     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja061893j     Document Type: Article

References (7)

1. Takada, N.; Umemura, N.; Suenaga, K.; Uemura, D. Tetrahedron Lett. 2001, 42, 3495.
2. Matsuura, F.; Peters, R.; Anada, M.; Harried, S. S.; Hao, J.; Kishi, Y. J. Am. Chem. Soc. 2006, 128, 7463.
3. 1H NMR assignment, see ref 1.
4. 1H NMR spectra were studied on synthetic (34S,2′R)-PtTX C; see Supporting Information.
5. Two additional LC conditions were identified to differentiate partially these stereoisomers. For details, see Supporting Information.
6. 1H NMR spectra of natural PtTX A and PtTX B/C are included in Supporting Information.
7. 2+ channel activator.