Isolation of dolastatin 10 from the marine cyanobacterium Symploca species VP642 and total stereochemistry and biological evaluation of its analogue symplostatin 1

H. Luesch, R. E. Moore, V. J. Paul, Susan L Mooberry, T. H. Corbett

Research output: Contribution to journalArticle

235 Citations (Scopus)

Abstract

The potent antitumor agent dolastatin 10 (1) was originally isolated from the sea hare Dolabella auricularia, and we now report its isolation from the marine cyanobacterium Symploca sp. VP642 from Palau. The chemically related analogue symplostatin 1 (2) has been reisolated from Guamanian and Hawaiian varieties of S. hydnoides and its total stereochemistry completed by determining the N,N-dimethylisoleucine unit to be L. Symplostatin 1 (2), like dolastatin 10 (1), is a potent microtubule inhibitor. The antitumor activity of 2 was assessed in vivo against several murine tumors. Symplostatin 1 (2) was effective against a drug-insensitive mammary tumor and a drug-insensitive colon tumor; however, it was only slightly effective against two MDR tumors.

Original languageEnglish (US)
Pages (from-to)907-910
Number of pages4
JournalJournal of Natural Products
Volume64
Issue number7
DOIs
StatePublished - 2001
Externally publishedYes

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dolastatin 10
Symploca
Stereochemistry
stereochemistry
Cyanobacteria
Tumors
neoplasms
Palau
Hares
drugs
Neoplasms
antineoplastic agents
mammary neoplasms (animal)
Microtubules
Oceans and Seas
Pharmaceutical Preparations
Antineoplastic Agents
microtubules
colon
Colon

ASJC Scopus subject areas

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

Cite this

Isolation of dolastatin 10 from the marine cyanobacterium Symploca species VP642 and total stereochemistry and biological evaluation of its analogue symplostatin 1. / Luesch, H.; Moore, R. E.; Paul, V. J.; Mooberry, Susan L; Corbett, T. H.

In: Journal of Natural Products, Vol. 64, No. 7, 2001, p. 907-910.

Research output: Contribution to journalArticle

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