Journal
MARINE DRUGS
Volume 10, Issue 2, Pages 349-357Publisher
MDPI
DOI: 10.3390/md10020349
Keywords
leptoclinidamide; leptoclinidamine; tryptamine; alkaloid; Indonesian ascidian; Leptoclinides dubius
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Funding
- Ministry of Education, Culture, Sports, Science, and Technology (MEXT) of Japan [21603012]
- Colab. Res. & Int. Pub. from DGHE, Ministry of National Education of Indonesia [492/SP 2H/PL/2011]
- Grants-in-Aid for Scientific Research [21603012] Funding Source: KAKEN
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Two new tryptamine-derived alkaloids, named as leptoclinidamide (1) and (-)-leptoclinidamine B (2), were isolated from an Indonesian ascidian Leptoclinides dubius together with C-2-alpha-D-mannosylpyranosyl-L-tryptophan (3). The structure of 1 was assigned on the basis of spectroscopic data for 1 and its N-acetyl derivative (4). Compound 1 was an amide of tryptamine with two beta-alanine units. Although the planar structure of 2 is identical to that of the known compound (+)-leptoclinidamine B (5), compound 2 was determined to be the enantiomer of 5 based on amino acid analysis using HPLC methods. Compounds 1 to 4 were evaluated for cytotoxicity against two human cancer cell lines, HCT-15 (colon) and Jurkat (T-cell lymphoma) cells, but none of the compounds showed activity.
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