Withanolides derived from Physalis peruviana (Poha) with potential anti-inflammatory activity

被引：40

作者：

Sang-ngern, Mayuramas ^{[1
]}

Youn, Ui Joung ^{[1
]}

Park, Eun-Jung ^{[1
]}

Kondratyuk, Tamara P. ^{[1
]}

Simmons, Charles J. ^{[2
]}

Wall, Marisa M. ^{[3
]}

Ruf, Michael ^{[4
]}

Lorch, Sam E. ^{[5
]}

Leong, Ethyn ^{[6
]}

Pezzuto, John M. ^{[1
]}

Chang, Leng Chee ^{[1
]}

机构：

[1] Univ Hawaii, Daniel K Inouye Coll Pharm, Dept Pharmaceut Sci, Hilo, HI 96720 USA

[2] Univ Hawaii, Dept Chem, Hilo, HI 96720 USA

[3] USDA, Daniel K Inouye US Pacific Basin Agr Res Ctr, Hilo, HI 96720 USA

[4] Bruker AXS Inc, East Cheryl Pkwy, Madison, WI 53711 USA

[5] Lani Ko Honua Berry Farm, Pepeekeo, HI 96783 USA

[6] Cornell Univ, Coll Agr & Life Sci, Dept Food Sci, Founders Hall, Ithaca, NY 14853 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2016年 / 26卷 / 12期

关键词：

Physalis peruviana; Withanolides; X-ray crystallography; Anti-inflammatory activity; WITHANIA-SOMNIFERA; SOLANACEAE; GROWTH;

D O I：

10.1016/j.bmcl.2016.04.077

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Three new withanolides, physaperuvin G (1), with physaperuvins I (2), and J (3), along with seven known derivatives (4-10), were isolated from the aerial parts of Physalis peruviana. The structures of 1-3 were determined by NMR, X-ray diffraction, and mass spectrometry. Compounds 1-10 were evaluated in lipopolysaccharide (LPS)-activated murine macrophage RAW 264.7 cells. Compounds 4, 5, and 10 with potent nitric oxide inhibitory activity in LPS-activated RAW 264.7 cells, with IC50 values in the range of 0.32-7.8 mu M. In addition, all compounds were evaluated for potential to inhibit tumor necrosis factor- alpha (TNF-alpha)-activated nuclear factor-kappa B (NF-kappa B) activity with transfected human embryonic kidney cells 293. Compounds 4-7 inhibited TNF-alpha-induced NF-kappa B activity with IC50 values in the range of 0.04-5.6 mu M. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：2755 / 2759

页数：5

共 27 条

[1] Withanolides from Physalis peruviana [J].

Ahmad, S ;

Malik, A ;

Yasmin, R ;

Ullah, N ;

Gul, W ;

Khan, PM ;

Nawaz, HR ;

Afza, N .

PHYTOCHEMISTRY, 1999, 50 (04) :647-651

[2]

Budhiraja RD, 2000, J SCI IND RES INDIA, V59, P904

[3] Chlorinated and diepoxy withanolides from Withania somnifera and their cytotoxic effects against human lung cancer cell line [J].

Choudhary, M. Iqbal ;

Hussain, Shabbir ;

Yousuf, Sammar ;

Dar, Ahsana ;

Mudassar ;

Atta-ur-Rahman .

PHYTOCHEMISTRY, 2010, 71 (17-18) :2205-2209

[4] PYRIDINE-INDUCED SOLVENT SHIFTS IN NUCLEAR MAGNETIC RESONANCE SPECTRA OF HYDROXYLIC COMPOUNDS [J].

DEMARCO, PV ;

FARKAS, E ;

DODDRELL, D ;

MYLARI, BL ;

WENKERT, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (20) :5480-&

[5] The potential protective role of Physalis peruviana L. fruit in cadmium-induced hepatotoxicity and nephrotoxicity [J].

Dkhil, Mohamed A. ;

Al-Quraishy, Saleh ;

Diab, Marwa M. S. ;

Othman, Mohamed S. ;

Aref, Ahmed M. ;

Moneim, Ahmed E. Abdel .

FOOD AND CHEMICAL TOXICOLOGY, 2014, 74 :98-106

[6] Ten new withanolides from Physalis peruviana [J].

Fang, Sheng-Tao ;

Liu, Ji-Kai ;

Li, Bo .

STEROIDS, 2012, 77 (1-2) :36-44

[7] Two New Withanolides from Physalis peruviana [J].

Fang, Sheng-Tao ;

Li, Bo ;

Liu, Ji-Kai .

HELVETICA CHIMICA ACTA, 2009, 92 (07) :1304-1308

[8]

Gottller H.E., 1980, Journal of the Chemical Society, Perkin Transactions 1, V12, P2700

[9]

Goztok F., 2013, BITLIS EREN U J SCI, V3, P15

[10]

Herrera M Axel Mauricio, 2012, Agron. colomb., V30, P15

← 1 2 3 →