Total synthesis, stereochemical elucidation and biological evaluation of Ac2SGL; a 1,3-methyl branched sulfoglycolipid from Mycobacterium tuberculosis

The biological activities of shancigusin C (1) and bletistrin G (2), natural products isolated from orchids, are reported along with their first total syntheses. The total synthesis of shancigusin C (1) was conducted by employing the Perkin reaction to forge the central stilbene core, whereas the synthesis of bletistrin G (2) was achieved by the Wittig olefination followed by several regioselective aromatic substitution reactions. Both syntheses were completed by applying only renewable starting materials according to the principles of xylochemistry. The cytotoxic properties of shancigusin C (1) and bletistrin G (2) against tumor cells suggest suitability as a starting point for further structural variation.

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The stereocontrolled total synthesis of altohyrtin A/spongistatin 1: fragment couplings, completion of the synthesis, analogue generation and biological evaluation

Organic & Biomolecular Chemistry ◽

10.1039/b504151a ◽

2005 ◽

Vol 3 (13) ◽

pp. 2431 ◽

Cited By ~ 33

Author(s):

Ian Paterson ◽

David Y.-K. Chen ◽

Mark J. Coster ◽

José L. Aceña ◽

Jordi Bach ◽

...

Keyword(s):

Total Synthesis ◽

Biological Evaluation ◽

Spongistatin 1 ◽

Altohyrtin A

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Total synthesis and biological evaluation of Wewakazole

Chemical Research in Chinese Universities ◽

10.1007/s40242-017-7129-3 ◽

2017 ◽

Vol 33 (6) ◽

pp. 890-894 ◽

Cited By ~ 6

Author(s):

Bohua Long ◽

Jingzhao Zhang ◽

Xueyan Wang ◽

Xudong Tang ◽

Zhengzhi Wu

Keyword(s):

Total Synthesis ◽

Biological Evaluation ◽

Synthesis And Biological Evaluation

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Total Synthesis and Biological Evaluation of Cortistatins A and J and Analogues Thereof

Journal of the American Chemical Society ◽

10.1021/ja902939t ◽

2009 ◽

Vol 131 (30) ◽

pp. 10587-10597 ◽

Cited By ~ 76

Author(s):

K. C. Nicolaou ◽

Xiao-Shui Peng ◽

Ya-Ping Sun ◽

Damien Polet ◽

Bin Zou ◽

...

Keyword(s):

Total Synthesis ◽

Biological Evaluation ◽

Synthesis And Biological Evaluation

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Pyranocoumarin, a novel anti-TB pharmacophore: Synthesis and biological evaluation against Mycobacterium tuberculosis

Bioorganic & Medicinal Chemistry ◽

10.1016/j.bmc.2006.02.017 ◽

2006 ◽

Vol 14 (13) ◽

pp. 4610-4626 ◽

Cited By ~ 69

Author(s):

Ze-Qi Xu ◽

Krzysztof Pupek ◽

William J. Suling ◽

Livia Enache ◽

Michael T. Flavin

Keyword(s):

Mycobacterium Tuberculosis ◽

Biological Evaluation ◽

Synthesis And Biological Evaluation

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Biological evaluation of novel curcumin–pyrazole–mannich derivative active against drug-resistant Mycobacterium tuberculosis

Future Microbiology ◽

10.2217/fmb-2017-0054 ◽

2017 ◽

Vol 12 (15) ◽

pp. 1349-1362 ◽

Cited By ~ 2

Author(s):

Alok Kumar Singh ◽

Pragya Yadav ◽

Pratiksha Karaulia ◽

Vinay Kumar Singh ◽

Pushpa Gupta ◽

...

Keyword(s):

Mycobacterium Tuberculosis ◽

Biological Evaluation ◽

Drug Resistant

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Isolation and structure of combretastatin

Canadian Journal of Chemistry ◽

10.1139/v82-202 ◽

1982 ◽

Vol 60 (11) ◽

pp. 1374-1376 ◽

Cited By ~ 155

Author(s):

George R. Pettit ◽

Gordon M. Cragg ◽

Delbert L. Herald ◽

Jean M. Schmidt ◽

Prasert Lohavanijaya

Keyword(s):

Total Synthesis ◽

South African ◽

Spectral Methods ◽

Biological Evaluation ◽

Crystallographic Analysis ◽

Structural Elucidation ◽

The South ◽

X Ray

The South African tree Combretumcaffrum has been shown to contain a constituent capable of significantly reversing astrocyte formation employing the National Cancer Institute's 9ASK system. The constituent responsible for astrocyte reversal was isolated and designated combretastatin (1). Structural elucidation was initiated employing spectral methods and completed by X-ray crystallographic analysis. By this means combretastatin was assigned structure 1. Further biological evaluation and a total synthesis are now in progress.

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