Antineoplastic agents. 529. Isolation and structure of nootkastatins 1 and 2 from the Alaskan yellow cedar Chamaecyparis nootkatensis

George Pettit, Rui Tan, Julian S. Northen, Delbert L. Herald, Jean Chapuis, Robin Pettit

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

The yellow cedar tree, Chamaecyparis nootkatensis, collected in southeast Alaska was evaluated as a potential source of new anticancer agents. Two new diterpene anticancer constituents termed nootkastatins 1 (4) and 2 (5) were isolated along with three previously known diterpene cancer cell growth inhibitors where two were reported as synthetic modifications of totarol and not previously found in nature. All five diterpene structures were established by HRMS and 1D and 2D NMR spectroscopic analyses combined with three X-ray crystal structure determinations (2, 3, and 5). Against a panel of six human cancer cell lines, this series of diterpenes exhibited inhibition over the range GI 50 0.75-2.0 μg/mL, and all inhibited the growth of Gram-positive bacteria and fungi.

Original languageEnglish (US)
Pages (from-to)1476-1482
Number of pages7
JournalJournal of Natural Products
Volume67
Issue number9
DOIs
StatePublished - Sep 2004

Fingerprint

Chamaecyparis
Xanthocyparis nootkatensis
Diterpenes
antineoplastic agents
diterpenoids
Antineoplastic Agents
Cedrus
Growth Inhibitors
Gram-Positive Bacteria
Gram-positive bacteria
crystal structure
Fungi
cell growth
Neoplasms
Bacteria
X-radiation
Crystal structure
Cells
cell lines
Nuclear magnetic resonance

ASJC Scopus subject areas

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

Cite this

Antineoplastic agents. 529. Isolation and structure of nootkastatins 1 and 2 from the Alaskan yellow cedar Chamaecyparis nootkatensis. / Pettit, George; Tan, Rui; Northen, Julian S.; Herald, Delbert L.; Chapuis, Jean; Pettit, Robin.

In: Journal of Natural Products, Vol. 67, No. 9, 09.2004, p. 1476-1482.

Research output: Contribution to journalArticle

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