Isolation of tryptophol as an apoptosis-inducing component of vinegar produced from boiled extract of black soybean in human monoblastic leukemia U937 cells.
We isolated a novel apoptosis-inducing component, tryptophol, from vinegar produced from boiled extract of black soybean (black soybean vinegar). Compound-6 purified from an ethyl acetate extract of black soybean vinegar using high performance liquid chromatography (HPLC) induced fragmentation of DNA and the development of apoptotic bodies (characteristic physiological features of apoptosis) in U937 cells. By analysis of chemical structure, this active compound was identified as tryptophol. Tryptophol induced apoptosis involving caspase-8 and -3 activation, followed by cleavage of poly (ADP-ribose) polymerase (PARP), as shown by measurement of enzyme activity and immunoblot analysis. The cell viability of normal lymphocytes separated from human blood was less affected by tryptophol, and fragmentation of DNA was not induced in normal lymphocytes. These results indicate that tryptophol isolated from black soybean vinegar inhibited the proliferation of U937 cells by inducing apoptosis via a pathway involving caspase-8 followed by caspase-3, without affecting normal lymphocytes.
Inagaki
Shyuichiro
S
Graduate School of Science and Technology, Kumamoto University, Kumamoto, Japan.
Morimura
Shigeru
S
Gondo
Kazunobu
K
Tang
Yueqin
Y
Akutagawa
Hiroshi
H
Kida
Kenji
K
D019342:Acetic Acid / Q000737:chemistry*; D000972:Antineoplastic Agents, Phytogenic; D017209:Apoptosis / Q000187:drug effects*; D015153:Blotting, Western; D020169:Caspases / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D053938:DNA Fragmentation; D004273:DNA, Neoplasm / Q000096:biosynthesis / Q000235:genetics; D006801:Humans; D007211:Indoles / Q000302:isolation & purification / Q000494:pharmacology*; D008214:Lymphocytes / Q000187:drug effects; D010936:Plant Extracts / Q000737:chemistry; D013025:Glycine max / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D020298:U937 Cells; D000438:Alcohols
D019342:Acetic Acid; D000972:Antineoplastic Agents, Phytogenic; D020169:Caspases; D004273:DNA, Neoplasm; D007211:Indoles; D010936:Plant Extracts; C005949:tryptophol; D000438:Alcohols