Literature DB >> 26350782

Total synthesis of avermectin B1a revisited.

Shuji Yamashita1, Daisuke Hayashi1, Aoi Nakano1, Yujiro Hayashi1, Masahiro Hirama1,2.   

Abstract

Avermectins were isolated as compounds possessing anthelmintic activity from the culture broth of Streptomycesavermitilis by Ōmura and co-workers. Owing to their potent anthelmintic and insecticidal activities, as well as their unique pentacyclic architecture, the avermectin family attracted keen interest from synthetic organic chemists. We have recently completed a more efficient and straightforward total synthesis of avermectin B1a, as compared with previous syntheses.

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Year:  2015        PMID: 26350782     DOI: 10.1038/ja.2015.47

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN: 0021-8820            Impact factor:   2.649


  7 in total

1.  A total synthesis of milbemycin G: approaches to the C1-C10-fragment and completion of the synthesis.

Authors:  Simon Bailey; Madeleine Helliwell; Aphiwat Teerawutgulrag; Eric J Thomas
Journal:  Org Biomol Chem       Date:  2005-09-14       Impact factor: 3.876

2.  Ivermectin, a new broad-spectrum antiparasitic agent.

Authors:  J C Chabala; H Mrozik; R L Tolman; P Eskola; A Lusi; L H Peterson; M F Woods; M H Fisher; W C Campbell; J R Egerton; D A Ostlind
Journal:  J Med Chem       Date:  1980-10       Impact factor: 7.446

3.  On the synthesis of the 2,6-dideoxysugar L-digitoxose.

Authors:  Shannon C Timmons; David L Jakeman
Journal:  Carbohydr Res       Date:  2007-10-05       Impact factor: 2.104

4.  An effective use of benzoic anhydride and its derivatives for the synthesis of carboxylic esters and lactones: a powerful and convenient mixed anhydride method promoted by basic catalysts.

Authors:  Isamu Shiina; Mari Kubota; Hiromi Oshiumi; Minako Hashizume
Journal:  J Org Chem       Date:  2004-03-19       Impact factor: 4.354

Review 5.  Ivermectin: 25 years and still going strong.

Authors:  S Omura
Journal:  Int J Antimicrob Agents       Date:  2007-11-26       Impact factor: 5.283

6.  Avermectins, new family of potent anthelmintic agents: producing organism and fermentation.

Authors:  R W Burg; B M Miller; E E Baker; J Birnbaum; S A Currie; R Hartman; Y L Kong; R L Monaghan; G Olson; I Putter; J B Tunac; H Wallick; E O Stapley; R Oiwa; S Omura
Journal:  Antimicrob Agents Chemother       Date:  1979-03       Impact factor: 5.191

7.  Ivermectin: a potent new antiparasitic agent.

Authors:  W C Campbell; M H Fisher; E O Stapley; G Albers-Schönberg; T A Jacob
Journal:  Science       Date:  1983-08-26       Impact factor: 47.728

  7 in total
  4 in total

Review 1.  Drug repurposing for the treatment of COVID-19: Pharmacological aspects and synthetic approaches.

Authors:  Pedro N Batalha; Luana S M Forezi; Carolina G S Lima; Fernanda P Pauli; Fernanda C S Boechat; Maria Cecília B V de Souza; Anna C Cunha; Vitor F Ferreira; Fernando de C da Silva
Journal:  Bioorg Chem       Date:  2020-11-19       Impact factor: 5.275

Review 2.  Methods for 2-Deoxyglycoside Synthesis.

Authors:  Clay S Bennett; M Carmen Galan
Journal:  Chem Rev       Date:  2018-06-28       Impact factor: 60.622

3.  Synthesis and insecticidal activities of 5-deoxyavermectin B2a oxime ester derivatives.

Authors:  Guoshao Sun; Jingjing Zhang; Shuhui Jin; Jianjun Zhang
Journal:  RSC Adv       Date:  2018-01-22       Impact factor: 4.036

Review 4.  Total synthesis and related studies of large, strained, and bioactive natural products.

Authors:  Masahiro Hirama
Journal:  Proc Jpn Acad Ser B Phys Biol Sci       Date:  2016       Impact factor: 3.493

  4 in total

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