A nomenclature system for the isoprostanes

A nomenclature system for the isoprostanes
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DOI:
10.1016/s0090-6980(97)00005-1
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发表时间:
1997-02-01
期刊:
PROSTAGLANDINS
影响因子:
--
通讯作者:
Roberts, LJ
Roberts, LJ
中科院分区:
其他
文献类型:
--
作者:
Taber, DF;Morrow, JD;Roberts, LJ

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在1990年,前列腺素(PG) f -2样化合物被发现在体内通过独立于环加氧酶的自由基机制大量产生。由于这些化合物是环氧化酶衍生的PGF(2 α)的异构体,因此它们被称为f -2-异前列腺素(F-2-IsoP's)。随后,还证明PGD(2)样化合物(D-2-IsoP's)和PGE(2)样化合物(E(2)-IsoP's)也作为该途径的产物在体内产生。每一类IsoP形成了四个不同的区域异构体,每个区域异构体可以由八个外消旋非对映体组成。因此,可以形成64种不同的F-2-IsoP、E(2)-IsoP和D-2-IsoP。对这些分子的兴趣不仅源于IsoP的定量可以提供体内自由基诱导的脂质过氧化的有价值的指标,而且还源于事实表明这些化合物能够发挥强大的生物活性。由于这种发挥生物活性的潜力,各种IsoP化合物的化学合成已开始用于生物试验。因此,需要对这些化合物有一个系统的命名法。一个简单的命名法,将允许合理的区分和指定的每一个同分异构体结构,包括家族的IsoP的提出。(C) 1997年由爱思唯尔科学公司
In 1990, prostaglandin (PG) F-2-like compounds were discovered to be produced in abundance in vivo by a free radical mechanism independent of the cyclooxygenase enzyme. Because these compounds are isomeric to cyclooxygenase-derived PGF(2 alpha), they were termed F-2-isoprostanes (F-2-IsoP's). Subsequently, it was also demonstrated that PGD(2)-like compounds (D-2-IsoP's) and PGE(2)-like compounds (E(2)-IsoP's) are also produced in vivo as products of this pathway. Four different regioisomers of each of these classes of IsoP's are formed, each of which can be comprised of eight racemic diastereomers. Thus, 64 different F-2-IsoP's, E(2)-IsoP's, and D-2-IsoP's can be formed. Interest in these molecules stems not only from the fact that quantification of IsoP's can provide a valuable index of free radical-induced lipid peroxidation in vivo but also from the fact that it has bean shown that these compounds are capable of exerting potent biological activity. Because of this potential for exerting biological activity, the chemical syntheses of various IsoP compounds for biological testing has been initiated. As a result, a need for a systematic nomenclature for these compounds has evolved. A facile nomenclature that will allow rational differentiation and designation of each of the isomeric structures comprising the family of IsoP's is presented. (C) 1997 by Elsevier Science Inc.