Journal
JOURNAL OF ANTIBIOTICS
Volume 61, Issue 7, Pages 442-448Publisher
JAPAN ANTIBIOTICS RESEARCH ASSOC
DOI: 10.1038/ja.2008.60
Keywords
angiogenin; terrein glucoside; angiogenesis; angiogenic factors; prostate cancer
Funding
- Ministry of Education, Culture, Sports, Science and Technology of Japan
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Angiogenesis is a critical step for the tumor therapy. Many angiogenic factors are involved in the tumor angiogenesis. In the course Of Our screening for inhibitors of angiogenin secretion, one of angiogenic factors, we have isolated a new terrein glucoside (1) and terrein (2) from the fermentation broth of fungal strain Aspergillus sp. PF1381. The structure and absolute stereochemistry of I was determined to be (4S,5R)-5-[(alpha-D-glucopyranosyl)oxy]-4-hydroxy-3-(E-1-propenyl)-2-cyclopenten-1-one on the basis of spectral and enzymatic analyses. Compounds I and 2 equally inhibited angiogenin secretion frorn androgen-dependent prostate cancer cells, LNCaP-CR, with IC50 values of 13 mu M. However, both compounds did not affect VEGF secretion, another angiogenic factor. Furthermore, both compounds inhibited tube formation of human umbilical vein endothelial cells (HUVEC). These results Suggested that 1 and 2 act as angiogenesis inhibitors through the inhibition of angiogenin secretion.
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