Cited by 385Microbial Natural Products and BiosynthesisMarine Sponges and Natural ProductsSynthesis and Biological Activity

Isolation of Dolastatin 10 from the Marine Cyanobacterium Symploca Species VP642 and Total Stereochemistry and Biological Evaluation of Its Analogue Symplostatin 1

Luesch, Hendrik, Moore, Richard E., Paul, Valerie J., Mooberry, Susan L., Corbett, Thomas H.·2001·Journal of Natural Products

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.

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Crossref · 10.1021/np010049y

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Authors
Luesch, H., Moore, R. E., Paul, V. J., Mooberry, S. L., & Corbett, T. H.
Affiliations
University of Hawaiʻi at Mānoa (US)
Corresponding author
  • Moore, Richard E.
  • Paul, Valerie J.
Venue
Journal of Natural Products
Published
2001-06-28
Volume
64
Issue
7
Pages
907-910
ISSN
  • 0163-3864 (ISSN-L)
  • 1520-6025
OpenAlex
W2016981590
Cited by
378
References
12
Citations by year
2026: 15 · 2025: 15 · 2024: 16 · 2023: 20 · 2022: 25 · 2021: 25 · 2020: 31 · 2019: 20 · 2018: 14 · 2017: 20 · 2016: 18 · 2015: 23 · 2014: 19 · 2013: 16 · 2012: 23
FWCI
3.12
Type
journal article
Language
en
Open access
closed
Locations
  • Journal of Natural Products (publishedVersion)
  • PubMed (publishedVersion)
Funders
National Cancer Institute (CA-53001)
Topics
  • Health Sciences › Medicine › Pharmacology › Microbial Natural Products and Biosynthesis
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Biotechnology › Marine Sponges and Natural Products
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Synthesis and Biological Activity
Keywords
dolastatin 10, Symploca, marine cyanobacteria, microtubule inhibitors, anticancer activity, multidrug resistance, natural product isolation
MeSH terms
Cyanobacteria, Animals, Antineoplastic Agents, Aplysia, Chromatography, High Pressure Liquid, Cytotoxins, Female, Fibroblasts, Fluorescent Antibody Technique, Guam, Hawaii, Humans, Neoplasms, Magnetic Resonance Spectroscopy, Oligopeptides, Pancreatic Neoplasms, Spectrophotometry, Ultraviolet, Stereoisomerism, Tumor Cells, Cultured, Colorectal Neoplasms, Molecular Structure, Mammary Neoplasms, Animal, Spectrometry, Mass, Fast Atom Bombardment, Drug Resistance, Multiple, Palau, Depsipeptides, Mice

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