A submarine journey: the pyrrole-imidazole alkaloids.

A submarine journey: the pyrrole-imidazole alkaloids.
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DOI:
10.3390/md7040705
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发表时间:
2009-11-27
期刊:
影响因子:
5.4
通讯作者:
Papeo G
Papeo G
中科院分区:
医学2区
文献类型:
--
作者:
Forte B;Malgesini B;Piutti C;Quartieri F;Scolaro A;Papeo G

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在他最著名的故事《多里安·格雷的画像》中,奥斯卡·王尔德说:“那些潜入表面之下的人,将自食其果。”对于那些自愿挑战自己,试图合成海洋海绵衍生的吡咯咪唑生物碱的医生来说,这句话可能是一个预言性的警告。这个现已拥有近三位数成员的社区在过去20年里呈指数级增长,无论是在新的代表人物方面,还是在拓扑复杂性方面--从简单、无手性的oroidin到令人惊叹的12环花环A和B,每个都拥有16个立体中心。虽然大多数生物碱的生物合成和在海绵经济中的作用仍处于猜测领域,但其中一些生物碱的重大生物活性已经明显出现。这一综述将说明在实现这类天然产品中更具生物诱惑力的成员的全合成方面的进展。
In his most celebrated tale “The Picture of Dorian Gray”, Oscar Wilde stated that “those who go beneath the surface do so at their peril”. This sentence could be a prophetical warning for the practitioner who voluntarily challenges himself with trying to synthesize marine sponge-deriving pyrrole-imidazole alkaloids. This now nearly triple-digit membered community has been growing exponentially in the last 20 years, both in terms of new representatives and topological complexity – from simple, achiral oroidin to the breathtaking 12-ring stylissadines A and B, each possessing 16 stereocenters. While the biosynthesis and the role in the sponge economy of most of these alkaloids still lies in the realm of speculations, significant biological activities for some of them have clearly emerged. This review will account for the progress in achieving the total synthesis of the more biologically enticing members of this class of natural products.
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