Synthesis of the Reducing‐end Hexasaccharide Fragment of Marine Lipopolysaccharide Axinelloside A-Reference-Cited by-同舟云学术

Synthesis of the Reducing‐end Hexasaccharide Fragment of Marine Lipopolysaccharide Axinelloside A

Published:2024-01-22 Issue:16 Volume:30 Page:
ISSN:0947-6539
Container-title:Chemistry – A European Journal
language:en
Short-container-title:Chemistry A European J

Author:

Zhang Haoliang¹,Zeng Changgen¹,Zhu Qian¹,Zhu Dapeng²^ORCID,Yu Biao¹^ORCID

Affiliation:

1. State Key Laboratory of Chemical Biology Shanghai Institute of Organic Chemistry University of Chinese Academy of Sciences Chinese Academy of Sciences 345 Lingling Road Shanghai 200032 China

2. Institute of Translational Medicine Shanghai Jiao Tong University 800 Dongchuan Road Shanghai 200240 China

Abstract

AbstractChemical synthesis of an orthogonally protected hexasaccharide relevant to the reducing‐end half of axinelloside A, a highly sulfated marine lipopolysaccharide, is disclosed. The synthesis features preparation of the scyllo‐inositol unit via a Ferrier‐type‐II rearrangement, construction of the 1,2‐cis‐glycosidic bonds via remote participation, and concise [2+2+2] assembly via Au(I)‐catalyzed glycosylation.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Reference64 articles.

1. Axinelloside A, an Unprecedented Highly Sulfated Lipopolysaccharide Inhibiting Telomerase, from the Marine Sponge, Axinella infundibula1

3. Targeting telomerase for cancer therapy

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5. Targeting telomeres: advances in telomere maintenance mechanism-specific cancer therapies

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