Structures of the Largest Amphidinol Homologues from the Dinoflagellate Amphidinium carterae and Structure-Activity Relationships

Masayuki Satake, Kimberly Cornelio, Shinya Hanashima, Raymond Malabed, Michio Murata, Nobuaki Matsumori, Huiping Zhang, Fumiaki Hayashi, Shoko Mori, Jong Souk Kim, Chang Hoon Kim, Jong Soo Lee

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Amphidinols are polyketide metabolites produced by marine dinoflagellates and are chiefly composed of a long linear chain with polyol groups and polyolefins. Two new homologues, amphidinols 20 (AM20, 1) and 21 (AM21, 2), were isolated from Amphidinium carterae collected in Korea. Their structures were elucidated by detailed NMR analyses as amphidinol 6-type compounds with remarkably long polyol chains. Amphidinol 21 (2) has the longest linear structure among the amphidinol homologues reported so far. The congeners, particularly amphidinol 21 (2), showed weaker activity in hemolysis and antifungal assays compared to known amphidinols.

Original languageEnglish
Pages (from-to)2883-2888
Number of pages6
JournalJournal of Natural Products
Volume80
Issue number11
DOIs
Publication statusPublished - Nov 22 2017

Fingerprint

Dinoflagellida
Structure-Activity Relationship
Polyketides
Korea
Metabolites
Hemolysis
Assays
Nuclear magnetic resonance
amphidinol 2
polyol
PL 732

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

Cite this

Structures of the Largest Amphidinol Homologues from the Dinoflagellate Amphidinium carterae and Structure-Activity Relationships. / Satake, Masayuki; Cornelio, Kimberly; Hanashima, Shinya; Malabed, Raymond; Murata, Michio; Matsumori, Nobuaki; Zhang, Huiping; Hayashi, Fumiaki; Mori, Shoko; Kim, Jong Souk; Kim, Chang Hoon; Lee, Jong Soo.

In: Journal of Natural Products, Vol. 80, No. 11, 22.11.2017, p. 2883-2888.

Research output: Contribution to journalArticle

Satake, M, Cornelio, K, Hanashima, S, Malabed, R, Murata, M, Matsumori, N, Zhang, H, Hayashi, F, Mori, S, Kim, JS, Kim, CH & Lee, JS 2017, 'Structures of the Largest Amphidinol Homologues from the Dinoflagellate Amphidinium carterae and Structure-Activity Relationships', Journal of Natural Products, vol. 80, no. 11, pp. 2883-2888. https://doi.org/10.1021/acs.jnatprod.7b00345
Satake, Masayuki ; Cornelio, Kimberly ; Hanashima, Shinya ; Malabed, Raymond ; Murata, Michio ; Matsumori, Nobuaki ; Zhang, Huiping ; Hayashi, Fumiaki ; Mori, Shoko ; Kim, Jong Souk ; Kim, Chang Hoon ; Lee, Jong Soo. / Structures of the Largest Amphidinol Homologues from the Dinoflagellate Amphidinium carterae and Structure-Activity Relationships. In: Journal of Natural Products. 2017 ; Vol. 80, No. 11. pp. 2883-2888.
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