A new polyoxygenated cyclohexene and a new megastigmane glycoside from Uvaria grandiflora

被引：24

作者：

Duc Viet Ho ^{[1
]}

Kodama, Takeshi ^{[2
]}

Hien Thi Bich Le ^{[1
]}

Kiem Van Phan ^{[3
]}

Thao Thi Do ^{[4
]}

Tai Huu Bui ^{[3
,5
]}

Anh Tuan Le ^{[6
]}

Win, Nwet Nwet ^{[2
]}

Imagawa, Hiroshi ^{[7
]}

Ito, Takuya ^{[2
]}

Morita, Hiroyuki ^{[2
]}

Hoai Thi Nguyen ^{[1
,2
]}

机构：

[1] Hue Univ, Hue Univ Med & Pharm, Fac Pharm, Hue City 06, Vietnam

[2] Toyama Univ, Inst Nat Med, Toyama 9300194, Japan

[3] VAST, Inst Marine Biochem, Hanoi, Vietnam

[4] VAST, Inst Biotechnol, Hanoi, Vietnam

[5] Chungnam Natl Univ, Coll Pharm, Taejon 305764, South Korea

[6] Mientrung Inst Sci Res, Quang Tri Ctr Sci & Technol, Dong Ha, Quang Tri, Vietnam

[7] Tokushima Bunri Univ, Fac Pharmaceut Sci, Tokushima 7708514, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2015年 / 25卷 / 16期

基金：

日本学术振兴会;

关键词：

Uvaria grandiflora; Polyoxygenated cyclohexene; Megastigmane glycoside; Cytotoxicity; CONSTITUENTS;

D O I：

10.1016/j.bmcl.2015.05.066

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

A new polyoxygenated cyclohexene, (-)-3-O-debenzoylzeylenone (1), and a new megastigmane glycoside, grandionoside A (2), were isolated from the aerial parts of Uvaria grandiflora collected in Vietnam, together with ten known compounds including polyoxygenated cyclohexenes (3-6), a triter-penoid (7), an alkaloid (8), a long chain alcohol (9), hexenyl glycopyranoside (10), and saponins (11-12). Their chemical structures were elucidated by a combination of extensive NMR spectroscopy with X-ray crystallographic analysis for 1, and chemical conversion for 2. Compound 1 exhibited significant cytotoxicity against the LU-1 and SK-Mel-2 cell lines with IC50 values of 4.68 and 3.63 mu M, respectively. Remarkably, the cytotoxicity of 12 against the LU-1, KB, Hep-G2, MKN-7, and SW-480 cell lines was comparable to that of ellipticine, the positive control, with IC50 values ranging from 1.24 to 1.60 mu M. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：3246 / 3250

页数：5

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