Carapanolides M-S from seeds of andiroba (Carapa guianensis, Meliaceae) and triglyceride metabolism-promoting activity in high glucose-pretreated HepG2 cells

被引：25

作者：

Inoue, Takanobu ^{[1
]}

Matsui, Yuuki ^{[1
]}

Kikuchi, Takashi ^{[1
]}

Yamada, Takeshi ^{[1
]}

In, Yasuko ^{[2
]}

Muraoka, Osamu ^{[3
]}

Sakai, Chie ^{[4
]}

Ninomiya, Kiyofumi ^{[4
]}

Morikawa, Toshio ^{[4
]}

Tanaka, Reiko ^{[1
]}

机构：

[1] Osaka Univ Pharmaceut Sci, Med Chem Lab, Takatsuki, Osaka 5691094, Japan

[2] Osaka Univ Pharmaceut Sci, Phys Chem Lab, Takatsuki, Osaka 5691094, Japan

[3] Kinki Univ, Fac Pharm, Lab Pharmaceut Organ Chem, Higashiosaka, Osaka 5778502, Japan

[4] Kinki Univ, Pharmaceut Res & Technol Inst, Higashiosaka, Osaka 5778502, Japan

来源：

TETRAHEDRON | 2015年 / 71卷 / 18期

关键词：

Carapa guianensis; Meliaceae; Seed oil; Limonoid; Carapanolides M-S; Triglyceride metabolism promoter; DITERPENE ALKALOIDS; LIVER-DISEASE; TETRANORTRITERPENOIDS; LIMONOIDS; AUBLET; PREVALENCE;

D O I：

10.1016/j.tet.2015.03.017

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Five novel phragmalin-type limonoids, carapanolides M-Q (1-5), together with two mexicanolide-type limonoids, carapanolides R-S (6-7), were isolated from the oil of Carapa guianensis A(UBLET) (Meliaceae) seeds, a traditional medicine in Brazil and Latin American countries. Their structures were elucidated on the basis of spectroscopic analyses using 1D and 2D NMR techniques and a Single-crystal X-ray diffraction analysis. Compounds 1-7 along with 12 known limonoids, 8-19, isolated from the flower and seed oil of C. guianensis were assayed to determine their triglyceride metabolism-promoting activities in the high glucose-pretreated human hepatocellular carcinoma cell line, HepG2. Gedunin-type limonoid: 14 (% of control at 10 mu M: 35.4 +/- 3.9), 13 (55.0 +/- 3.6 at 10 mu M), and 18 (75.4 +/- 4.2 at 10 mu M) significantly reduced TG levels in hepatocytes. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：2753 / 2760

页数：8

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