Glaziovianin A, a new isoflavone, from the leaves of Ateleia glazioviana and its cytotoxic activity against human cancer cells

被引：34

作者：

Yokosuka, Akihito

Haraguchi, Mitsue

Usui, Takeo

Kazami, Sayaka

Osada, Hiroyuki

Yamori, Takao

Mimaki, Yoshihiro

机构：

[1] Tokyo Univ Pharm & Life Sci, Lab Med Pharmacog, Sch Pharm, Hachioji, Tokyo 1920392, Japan

[2] Inst Biol, Ctr Sanidade Anim, BR-04014002 Sao Paulo, Brazil

[3] RIKEN, Antibiot Lab, Discovery Res Inst, Wako, Saitama 3510198, Japan

[4] Saitama Univ, Grad Sch Sci & Engn, Sakura Ku, Urawa, Saitama 3380825, Japan

[5] Japanese Fdn Canc Res, Ctr Canc Chemotherapy, Koutou Ku, Tokyo 1358550, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2007年 / 17卷 / 11期

关键词：

glaziovianin A; isoflavone; Ateleia glazioviana; Legminosae; HL-60; cytotoxicity; tubulin;

D O I：

10.1016/j.bmcl.2007.03.044

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new isoflavone, named glaziovianin A (1), was isolated from the leaves of Ateleia glazioviana (Legminosae) by means of a cytotoxicity-guided fractionation procedure against HL-60 leukemia cells. The chemical structure of 1 was determined by analysis of its extensive spectroscopic data. Glaziovianin A (1) displayed differential cytotoxicities in the Japanese Foundation for Cancer Research 39 cell line panel assay. The pattern of the differential cytotoxicities of 1 was found to correlate to that shown by TZT-1027, suggesting that 1 inhibited tubulin polymerization as an action mechanism. Although 1 had little influence on microtubule networks in interphase cells, 1-treated cells showed abnormal structures with unaligned chromosomes. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：3091 / 3094

页数：4

共 9 条

[1] ISOFLAVONOID CONSTITUENTS OF HEARTWOOD OF CORDYLA AFRICANA [J].

CAMPBELL, RV ;

HARPER, SH ;

KEMP, AD .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (13) :1787-+

[2]

DEALMEIDA MEL, 1975, PHYTOCHEMISTRY, V14, P2716

[3] CHEMISTRY OF BRAZILIAN LEGUMINOSAE .45. ISOFLAVONES FROM PTERODON-APPARICIOI [J].

GALINA, E ;

GOTTLIEB, OR .

PHYTOCHEMISTRY, 1974, 13 (11) :2593-2595

[4]

Gava A, 2001, VET HUM TOXICOL, V43, P37

[5] Antitumor activity of TZT-1027, a novel dolastatin 10 derivative [J].

Kobayashi, M ;

Natsume, T ;

Tamaoki, S ;

Watanabe, J ;

Asano, H ;

Mikami, T ;

Miyasaka, K ;

Miyazaki, K ;

Gondo, M ;

Sakakibara, K ;

Tsukagoshi, S .

JAPANESE JOURNAL OF CANCER RESEARCH, 1997, 88 (03) :316-327

[6] Contortisiliosides A-G:: Isolation of seven new triterpene bisdesmosides from Enterolobium contortisiliquum and their cytotoxic activity [J].

Mimaki, Y ;

Harada, H ;

Sakuma, C ;

Haraguchi, M ;

Yui, S ;

Kudo, T ;

Yamazaki, M ;

Sashida, Y .

HELVETICA CHIMICA ACTA, 2004, 87 (04) :851-865

[7] Tryprostatin A, a specific and novel inhibitor of microtubule assembly [J].

Usui, T ;

Kondoh, M ;

Cui, CB ;

Mayumi, T ;

Osada, H .

BIOCHEMICAL JOURNAL, 1998, 333 :543-548

[8] Six new isoflavones and a 5-deoxyflavonol glycoside from the leaves of Ateleia herbert-smithii [J].

Veitch, NC ;

Sutton, PSE ;

Kite, GC ;

Ireland, HE .

JOURNAL OF NATURAL PRODUCTS, 2003, 66 (02) :210-216

[9]

Yamori T, 1999, CANCER RES, V59, P4042

← 1 →