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Literature DB >> 12123365

Total synthesis of (-)-minquartynoic acid: an anti-cancer, anti-HIV natural product.

Abstract

[structure: see text] The tetraacetylenic compound, (S)-minquartynoic acid (1), is synthesized in seven linear steps and 17% overall yield from commercially available azelaic acid monomethyl ester. The key step is a one-pot three-component Cadiot-Chodkiewicz reaction to construct the tetrayne unit without using either a diyne or a triyne intermediate.

Entities: Chemical Disease

Mesh：

Substances：

Year: 2002 PMID： 12123365 DOI： 10.1021/ol026145n

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

6 in total

1. Activity screening of carrier domains within nonribosomal peptide synthetases using complex substrate mixtures and large molecule mass spectrometry.

Authors: Pieter C Dorrestein; Jonathan Blackhall; Paul D Straight; Michael A Fischbach; Sylvie Garneau-Tsodikova; Daniel J Edwards; Shaun McLaughlin; Myat Lin; William H Gerwick; Roberto Kolter; Christopher T Walsh; Neil L Kelleher
Journal: Biochemistry Date: 2006-02-14 Impact factor: 3.162

2. Regio- and stereospecific syntheses and nitric oxide donor properties of (E)-9- and (E)-10-nitrooctadec-9-enoic acids.

Authors: Michael J Gorczynski; Jinming Huang; S Bruce King
Journal: Org Lett Date: 2006-05-25 Impact factor: 6.005

6. Local targeted therapy of liver metastasis from colon cancer by galactosylated liposome encapsulated with doxorubicin.

Authors: Chen Zhao; Qiang Feng; Zengpei Dou; Wei Yuan; Chenguang Sui; Xinghua Zhang; Guimin Xia; Hongfang Sun; Jie Ma
Journal: PLoS One Date: 2013-09-11 Impact factor: 3.240

6 in total

Total synthesis of (-)-minquartynoic acid: an anti-cancer, anti-HIV natural product.

1. Activity screening of carrier domains within nonribosomal peptide synthetases using complex substrate mixtures and large molecule mass spectrometry.

2. Regio- and stereospecific syntheses and nitric oxide donor properties of (E)-9- and (E)-10-nitrooctadec-9-enoic acids.

3. Asymmetric catalytic alkynylation of acetaldehyde: application to the synthesis of (+)-tetrahydropyrenophorol.

4. A Short Synthesis of (S)-(+)-Siphonodiol.

5. A Concise Synthesis of R-(-)-Cicutoxin, a Natural 17-Carbon Polyenyne.

6. Local targeted therapy of liver metastasis from colon cancer by galactosylated liposome encapsulated with doxorubicin.