Literature DB >> 22945384

Progress towards the synthesis of Urukthapelstatin A and two analogues.

Chung-Mao Pan1, Chun-Chieh Lin, Seong Jong Kim, Robert P Sellers, Shelli R McAlpine.   

Abstract

We report our progress towards the synthesis of Urukthapelstatin A (Ustat A) and two analogues. Our retrosynthetic strategy involved the synthesis of three fragments: a tri-heteroaromatic moiety, a phenyl oxazole fragment, and a dipeptide. Described are the syntheses of three unique tri-heteroaromatic moieties. In addition, the corresponding linear precursors of Ustat A and two analogues are presented.

Entities:  

Year:  2012        PMID： 22945384      PMCID： PMC3431499          DOI： 10.1016/j.tetlet.2012.05.105

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  9 in total

1.  Telomestatin, a novel telomerase inhibitor from Streptomyces anulatus.

Authors:  K Shin-ya; K Wierzba; K Matsuo; T Ohtani; Y Yamada; K Furihata; Y Hayakawa; H Seto
Journal:  J Am Chem Soc       Date:  2001-02-14       Impact factor: 15.419

2.  NMR chemical shift perturbation study of the N-terminal domain of Hsp90 upon binding of ADP, AMP-PNP, geldanamycin, and radicicol.

Authors:  Alexander Dehner; Julien Furrer; Klaus Richter; Ioana Schuster; Johannes Buchner; Horst Kessler
Journal:  Chembiochem       Date:  2003-09-05       Impact factor: 3.164

3.  Total synthesis of (R)-telomestatin.

Authors:  Takayuki Doi; Masahito Yoshida; Kazuo Shin-ya; Takashi Takahashi
Journal:  Org Lett       Date:  2006-08-31       Impact factor: 6.005

4.  Synthesis of IB-01211, a cyclic peptide containing 2,4-concatenated thia- and oxazoles, via Hantzsch macrocyclization.

Authors:  Delia Hernández; Gemma Vilar; Estela Riego; Librada M Cañedo; Carmen Cuevas; Fernando Albericio; Mercedes Alvarez
Journal:  Org Lett       Date:  2007-02-01       Impact factor: 6.005

5.  Total synthesis of thiostrepton. Assembly of key building blocks and completion of the synthesis.

Authors:  K C Nicolaou; Mark Zak; Brian S Safina; Anthony A Estrada; Sang Hyup Lee; Marta Nevalainen
Journal:  J Am Chem Soc       Date:  2005-08-10       Impact factor: 15.419

6.  Urukthapelstatin A, a novel cytotoxic substance from marine-derived Mechercharimyces asporophorigenens YM11-542. I. Fermentation, isolation and biological activities.

Authors:  Yoshihide Matsuo; Kaneo Kanoh; Takao Yamori; Hiroaki Kasai; Atsuko Katsuta; Kyoko Adachi; Kazuo Shin-Ya; Yoshikazu Shizuri
Journal:  J Antibiot (Tokyo)       Date:  2007-04       Impact factor: 2.649

7.  A comprehensive study of Sansalvamide A derivatives: The structure-activity relationships of 78 derivatives in two pancreatic cancer cell lines.

Authors:  Po-Shen Pan; Robert C Vasko; Stephanie A Lapera; Victoria A Johnson; Robert P Sellers; Chun-Chieh Lin; Chung-Mao Pan; Melinda R Davis; Veronica C Ardi; Shelli R McAlpine
Journal:  Bioorg Med Chem       Date:  2009-07-15       Impact factor: 3.641

8.  Scaffold targeting drug-resistant colon cancers.

Authors:  Katerina Otrubova; Kathleen L McGuire; Shelli R McAlpine
Journal:  J Med Chem       Date:  2007-04-06       Impact factor: 7.446

9.  Structure elucidation at the nanomole scale. 1. Trisoxazole macrolides and thiazole-containing cyclic peptides from the nudibranch Hexabranchus sanguineus.

Authors:  Doralyn S Dalisay; Evan W Rogers; Arthur S Edison; Tadeusz F Molinski
Journal:  J Nat Prod       Date:  2009-04       Impact factor: 4.050
  9 in total
  3 in total

1.  RITA Mimics: Synthesis and Mechanistic Evaluation of Asymmetric Linked Trithiazoles.

Authors:  Adrian L Pietkiewicz; Yuqi Zhang; Marwa N Rahimi; Michael Stramandinoli; Matthew Teusner; Shelli R McAlpine
Journal:  ACS Med Chem Lett       Date:  2017-03-06       Impact factor: 4.345

2.  A structure-activity relationship study on multi-heterocyclic molecules: two linked thiazoles are required for cytotoxic activity.

Authors:  Seong Jong Kim; Chun Chieh Lin; Chung-Mao Pan; Dimple P Rananaware; Deborah M Ramsey; Shelli R McAlpine
Journal:  Medchemcomm       Date:  2012-11-29       Impact factor: 3.597

3.  Solid phase versus solution phase synthesis of heterocyclic macrocycles.

Authors:  Seong Jong Kim; Shelli R McAlpine
Journal:  Molecules       Date:  2013-01-16       Impact factor: 4.411
  3 in total

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