Synthesis and biological evaluation of 10-benzyloxy-Narciclasine

被引：4
|
作者：
Ticli, Vincenzo [1 ]
Zhao, Zhenze [2 ]
Du, Liqin [2 ]
Kornienko, Alexander [2 ]
Hudlicky, Tomas [1 ]
机构：
[1] Brock Univ, Dept Chem, 1812 Sir Isaac Brock Way, St Catharines, ON L2R 3A1, Canada
[2] Texas State Univ, Dept Chem & Biochem, San Marcos, TX 78666 USA
来源：
TETRAHEDRON | 2021年 / 101卷
基金：
加拿大自然科学与工程研究理事会; 美国国家卫生研究院; 加拿大创新基金会;
关键词：
Chemoenzymatic; Synthesis; Natural products; Narciclasine; Enantioselective synthesis; INTRAMOLECULAR HECK REACTION; AMARYLLIDACEAE CONSTITUENTS; ENANTIOSELECTIVE SYNTHESIS; NARCICLASINE ALKALOIDS; AROMATIC-HYDROCARBONS; OXIDATIVE-DEGRADATION; ANTINEOPLASTIC AGENTS; PANCRATISTATIN; (+)-PANCRATISTATIN; (+)-NARCICLASINE;
D O I：
10.1016/j.tet.2021.132505
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A chemoenzymatic convergent synthesis of 10-benzyloxy narciclasine from bromobenzene was accomplished in 16 steps. The key transformations included toluene dioxygenase-mediated hydroxylation, nitroso Diels-Alder reaction and intramolecular Heck cyclization. The unnatural derivative of narciclasine was subjected to biological evaluation and its activity was compared to other C-10 and C-7 compounds prepared previously. (c) 2021 Elsevier Ltd. All rights reserved.
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页数：10
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