Synthesis of Oxazole, Oxazoline and Isoxazoline Derived Marine Natural Products: A Review

被引:55
|
作者
Tilvi, Supriya [1 ]
Singh, Keisham S. [1 ]
机构
[1] CSIR, Natl Inst Oceanog, Bioorgan Chem Lab, Panaji 403004, Goa, India
基金
欧盟第七框架计划;
关键词
Oxazole; oxazoline; isoxazoline; marine natural products; total synthesis; SPONGE PSAMMAPLYSILLA-PUREA; 1ST TOTAL-SYNTHESIS; WHIP PSEUDOPTEROGORGIA-ELISABETHAE; ASCIDIAN LISSOCLINUM-BISTRATUM; WADSWORTH-EMMONS REACTION; C10 QUATERNARY CENTER; BROMOTYROSINE ALKALOIDS; CYTOTOXIC METABOLITES; ASYMMETRIC-SYNTHESIS; PHORBOXAZOLE-B;
D O I
10.2174/1385272819666150804000046
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Secondary metabolites containing oxazole, oxazoline and isoxazoline ring skeletons are widely distributed in both marine and terrestrial organisms. They possess significant biological activities such as anti-tumor, antibacterial, anti-viral, anti-malarial and immunosuppressive. The complexity in the molecular structures coupled with their wide biological properties, has attracted the attention of many synthetic and natural product chemists. The introduction of multifunctional substituents and the construction of stereo-centers were considered as major challenges and obstacles in developing synthetic protocol for these classes of compounds. Few review articles on the total synthesis of oxazole contaning marine natural products namely bengazoles, phorboxazole, pseudopteroxazoles, hennoxazole and cyclopeptide have been reported till date. However, these reviews omitted the discussion on isolation and biological activities. In this review, we present the brief account on isolation, relevant biological activities and a recent development on the total synthesis of marine natural products containing oxazole, oxazoline and isoxazoline ring skeletons reported till 2014.
引用
收藏
页码:898 / 929
页数:32
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