Martefragin A, a novel indole alkaloid isolated from red alga, inhibits lipid peroxidation

Satoshi Takahashi, Takayuki Matsunaga, Chika Hasegawa, Haruo Saito, Daisuke Fujita, Fumiyuki Kiuchi, Yoshisuke Tsuda

Research output: Contribution to journalArticle

62 Citations (Scopus)

Abstract

Martefragin A (1), a novel indole alkaloid, was isolated from a red alga, Martensia fragilis, by repeated column chromatography. The structure of 1 was elucidated on the basis of spectral analysis of its methyl ester (2), including 1H- and 13C-NMR, 1H-1H correlation spectroscopy (COSY), and 13C-1H COSY. A single crystal X-ray analysis of the hydrochloride of 1 confirmed the assignment. Martefragin A (1) showed inhibitory activity on NADPH-dependent lipid peroxidation in rat liver microsomes. The IC50 values of 1, α-tocopherol and ascorbic acid were 2.8, 87 and 200 μm, respectively.

Original languageEnglish
Pages (from-to)1527-1529
Number of pages3
JournalChemical and Pharmaceutical Bulletin
Volume46
Issue number10
Publication statusPublished - 1998
Externally publishedYes

Fingerprint

Indole Alkaloids
Rhodophyta
Algae
Lipid Peroxidation
Spectrum Analysis
Spectroscopy
Lipids
Column chromatography
Tocopherols
X ray analysis
Liver Microsomes
NADP
Liver
Spectrum analysis
Ascorbic Acid
Inhibitory Concentration 50
Chromatography
Rats
Esters
Nuclear magnetic resonance

Keywords

  • Lipid peroxidation
  • Martefragin A
  • Martensia fragilis

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Pharmacology

Cite this

Takahashi, S., Matsunaga, T., Hasegawa, C., Saito, H., Fujita, D., Kiuchi, F., & Tsuda, Y. (1998). Martefragin A, a novel indole alkaloid isolated from red alga, inhibits lipid peroxidation. Chemical and Pharmaceutical Bulletin, 46(10), 1527-1529.

Martefragin A, a novel indole alkaloid isolated from red alga, inhibits lipid peroxidation. / Takahashi, Satoshi; Matsunaga, Takayuki; Hasegawa, Chika; Saito, Haruo; Fujita, Daisuke; Kiuchi, Fumiyuki; Tsuda, Yoshisuke.

In: Chemical and Pharmaceutical Bulletin, Vol. 46, No. 10, 1998, p. 1527-1529.

Research output: Contribution to journalArticle

Takahashi, S, Matsunaga, T, Hasegawa, C, Saito, H, Fujita, D, Kiuchi, F & Tsuda, Y 1998, 'Martefragin A, a novel indole alkaloid isolated from red alga, inhibits lipid peroxidation', Chemical and Pharmaceutical Bulletin, vol. 46, no. 10, pp. 1527-1529.
Takahashi, Satoshi ; Matsunaga, Takayuki ; Hasegawa, Chika ; Saito, Haruo ; Fujita, Daisuke ; Kiuchi, Fumiyuki ; Tsuda, Yoshisuke. / Martefragin A, a novel indole alkaloid isolated from red alga, inhibits lipid peroxidation. In: Chemical and Pharmaceutical Bulletin. 1998 ; Vol. 46, No. 10. pp. 1527-1529.
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