Induction of enantio-selective apoptosis in human leukemia HL-60 cells by (S)-erypoegin K, an isoflavone isolated from Erythrina poeppigiana

被引：7

作者：

Hikita, Kiyomi ^{[1
]}

Saigusa, Satomi ^{[1
]}

Takeuchi, Yuto ^{[1
]}

Matsuyama, Haruka ^{[1
]}

Nagai, Rina ^{[1
]}

Kato, Kuniki ^{[2
]}

Murata, Tomiyasu ^{[1
]}

Tanaka, Hitoshi ^{[2
]}

Wagh, Yogesh S. ^{[3
,5
]}

Asao, Naoki ^{[3
,4
]}

Kaneda, Norio ^{[1
]}

机构：

[1] Meijo Univ, Fac Pharm, Lab Analyt Neurobiol, Tempa Ku, 150 Yagotoyama, Nagoya, Aichi 4688503, Japan

[2] Meijo Univ, Fac Pharm, Lab Nat Prod, Tempa Ku, 150 Yagotoyama, Nagoya, Aichi 4688503, Japan

[3] Tohoku Univ, Adv Inst Mat Res, Aoba Ku, 2-1-1 Katahira, Sendai, Miyagi 9808577, Japan

[4] Shinshu Univ, Grad Sch Sci & Technol, Div Chem & Mat, Ueda, Nagano 3868567, Japan

[5] Eternis Fine Chem Ltd, Navi Mumbai, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2020年 / 28卷 / 11期

关键词：

Isoflavone; Erypoegin K; Anti-proliferative activity; Enantio-selective apoptosis induction; Anti-tumor agent; HL-60; cell; SOY ISOFLAVONES; GLYOXALASE; INHIBITION; CANCER;

D O I：

10.1016/j.bmc.2020.115490

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Erypoegin K, an isoflavone isolated from the stem bark of Erythrina poeppigiana, has potent apoptosis-inducing effect on human leukemia HL-60 cells. Erypoegin K has a chiral carbon at the C-2 '' position of its furan ring and naturally occurs as a racemic mixture of (S)- and (R)-isomers. In the present study, we semi-synthesized (RS)-erypoegin K from genistein and separated the optical isomers by HPLC using a chiral column to characterize its apoptosis-inducing activity. Apoptotic cell death was assessed by analyzing caspase-3 and caspase-9 activation, nuclear fragmentation, and genomic DNA ladder formation. (S)-erypoegin K showed exclusive anti-proliferative and apoptosis-inducing activity, with an IC50 value of 90 nM, about 50% lower than that of its racemic mixture (175 nM). By contrast, no apoptosis-inducing activity was shown by the (R)-isomer. In addition, methylglyoxal accumulation in the culture medium was observed only in cells treated with (S)-erypoegin K. These results demonstrated that (S)-erypoegin K is a unique bioactive component that has potent apoptosis-inducing activity on HL-60 cells.

引用

页数：7

共 20 条

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