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.

引用

页数：10

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