Brassinosteroids and analogs as neuroprotectors: Synthesis and structure-activity relationships

被引：21
作者：
Ismaili, Jihane [1 ]
Boisvert, Martin [1 ]
Longpre, Fanny [1 ]
Carange, Julie [1 ]
Le Gall, Celine [1 ]
Martinoli, Maria-Grazia [1 ]
Daoust, Benoit [1 ]
机构：
[1] Univ Quebec Trois Rivieres, Dept Chim Biol, Grp Rech Neurosci, Trois Rivieres, PQ G9A 5H7, Canada
来源：
STEROIDS | 2012年 / 77卷 / 1-2期
关键词：
Brassinosteroids; Structure-activity relationship; Neuroprotection; MPP+; Dopaminergic cells; Parkinson's disease; NITRIC-OXIDE SYNTHASE; VICIA-FABA L; PARKINSONS-DISEASE; OXIDATIVE STRESS; PC12; CELLS; LIPID-PEROXIDATION; BRASSICA-JUNCEA; DIABETIC-RATS; CYTO-TOXICITY; STANOL ESTERS;
D O I：
10.1016/j.steroids.2011.10.009
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：
We have demonstrated previously that the brassinosteroid (BR) 24-epibrassinolide exerts neuroprotective effects deriving from its antioxidative properties. In this study, we synthesized 2 natural BRs and 5 synthetic analogs and analyzed their neuroprotective actions in neuronal PC12 cells, against 1-methyl-4-phenylpyridinium (MPP+), a neurotoxin known to induce oxidative stress and degenerescence of dopaminergic neurons characteristic of Parkinsonian brains. We also tested the neuroprotective potential of 2 commercially available BRs. Our results disclosed that 6 of the 9 BRs and analogs tested protected neuronal PC12 cells against MPP+ toxicity. In addition, our structure-activity study suggests that the steroid B-ring and lateral chain play an important role for their neuroprotective action. (C) 2011 Elsevier Inc. All rights reserved.
引用
收藏
页码：91 / 99
页数：9
相关论文
共 64 条
[1]   OCCURRENCE OF 3 NEW BRASSINOSTEROIDS - BRASSINONE, (24S)-24-ETHYLBRASSINONE AND 28-NORBRASSINOLIDE, IN HIGHER-PLANTS [J].
ABE, H ;
MORISHITA, T ;
UCHIYAMA, M ;
TAKATSUTO, S ;
IKEKAWA, N ;
IKEDA, M ;
SASSA, T ;
KITSUWA, T ;
MARUMO, S .
EXPERIENTIA, 1983, 39 (04) :351-353
[2]   24-epibrassinolide protects against the stress generated by salinity and nickel in Brassica juncea [J].
Ali, B. ;
Hayat, S. ;
Fariduddin, Q. ;
Ahmad, A. .
CHEMOSPHERE, 2008, 72 (09) :1387-1392
[3]  
Apaydin H, 2000, MOVEMENT DISORD, V15, P164, DOI 10.1002/1531-8257(200001)15:1<164::AID-MDS1028>3.0.CO
[4]  
2-E
[5]  
Arora Nitika, 2008, Braz. J. Plant Physiol., V20, P153, DOI 10.1590/S1677-04202008000200007
[6]   The chemical characteristic and distribution of brassinosteroids in plants [J].
Bajguz, A ;
Tretyn, A .
PHYTOCHEMISTRY, 2003, 62 (07) :1027-1046
[7]   Protective Effects of Resveratrol and Quercetin Against MPP+ -Induced Oxidative Stress Act by Modulating Markers of Apoptotic Death in Dopaminergic Neurons [J].
Bournival, Julie ;
Quessy, Patrik ;
Martinoli, Maria-Grazia .
CELLULAR AND MOLECULAR NEUROBIOLOGY, 2009, 29 (08) :1169-1180
[8]   SYNTHESIS OF NEW BRASSINOSTEROIDS WITH POTENTIAL ACTIVITY AS ANTIECDYSTEROIDS [J].
BROSA, C ;
NUSIMOVICH, S ;
PERACAULA, R .
STEROIDS, 1994, 59 (08) :463-467
[9]   24-Epibrassinolide, a Phytosterol from the Brassinosteroid Family, Protects Dopaminergic Cells against MPP+ - Induced Oxidative Stress and Apoptosis [J].
Carange, Julie ;
Longpre, Fanny ;
Daoust, Benoit ;
Martinoli, Maria-Grazia .
JOURNAL OF TOXICOLOGY, 2011, 2011
[10]   Elevated reactive oxygen species and antioxidant enzyme activities in animal and cellular models of Parkinson's disease [J].
Cassarino, DS ;
Fall, CP ;
Swerdlow, RH ;
Smith, TS ;
Halvorsen, EM ;
Miller, SW ;
Parks, JP ;
Parker, WD ;
Bennett, JP .
BIOCHIMICA ET BIOPHYSICA ACTA-MOLECULAR BASIS OF DISEASE, 1997, 1362 (01) :77-86
1234567