Literature DB >> 20411952

Chemoenzymatic synthesis of carbasugars (+)-pericosines A-C from diverse aromatic cis-dihydrodiol precursors.

Derek R Boyd1, Narain D Sharma, Carmen A Acaru, John F Malone, Colin R O'Dowd, Christopher C R Allen, Paul J Stevenson.   

Abstract

cis-Dihydrocatechols, derived from biological cis-dihydroxylation of methyl benzoate, iodobenzene and benzonitrile, using the microorganism Pseudomonas putida UV4, were converted into pericosines A, C, and B, respectively. This approach constitutes the shortest syntheses, to date, of these important natural products with densely packed functionalities.

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Year:  2010        PMID: 20411952     DOI: 10.1021/ol100525r

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


  7 in total

1.  Chemoreactive Natural Products that Afford Resistance Against Disparate Antibiotics and Toxins.

Authors:  Lin Du; Jianlan You; Kenneth M Nicholas; Robert H Cichewicz
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-01       Impact factor: 15.336

2.  Synthesis of Natural O-Linked Carba-Disaccharides, (+)- and (-)-Pericosine E, and Their Analogues as α-Glucosidase Inhibitors.

Authors:  Yoshihide Usami; Koji Mizuki; Rikiya Kawahata; Makio Shibano; Atsuko Sekine; Hiroki Yoneyama; Shinya Harusawa
Journal:  Mar Drugs       Date:  2017-01-23       Impact factor: 5.118

3.  Syntheses and Glycosidase Inhibitory Activities, and in Silico Docking Studies of Pericosine E Analogs Methoxy-Substituted at C6.

Authors:  Yoshihide Usami; Megumi Higuchi; Koji Mizuki; Mizuki Yamamoto; Mao Kanki; Chika Nakasone; Yuya Sugimoto; Makio Shibano; Yoshihiro Uesawa; Junko Nagai; Hiroki Yoneyama; Shinya Harusawa
Journal:  Mar Drugs       Date:  2020-04-20       Impact factor: 5.118

Review 4.  Benefits of Unconventional Methods in the Total Synthesis of Natural Products.

Authors:  Tomas Hudlicky
Journal:  ACS Omega       Date:  2018-12-14

Review 5.  A Review: Halogenated Compounds from Marine Fungi.

Authors:  Cong Wang; Huanyun Lu; Jianzhou Lan; K H Ahammad Uz Zaman; Shugeng Cao
Journal:  Molecules       Date:  2021-01-16       Impact factor: 4.411

Review 6.  Current Synthetic Approaches to the Synthesis of Carbasugars from Non-Carbohydrate Sources.

Authors:  Alexandra Zorin; Lukas Klenk; Tonia Mack; Hans-Peter Deigner; Magnus S Schmidt
Journal:  Top Curr Chem (Cham)       Date:  2022-02-09

7.  Synthesis of 6-Halo-Substituted Pericosine A and an Evaluation of Their Antitumor and Antiglycosidase Activities.

Authors:  Yoshihide Usami; Yoshino Mizobuchi; Mai Ijuin; Takeshi Yamada; Mizuki Morita; Koji Mizuki; Hiroki Yoneyama; Shinya Harusawa
Journal:  Mar Drugs       Date:  2022-06-30       Impact factor: 6.085

  7 in total

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