Literature DB >> 19907792

Synthesis and stereochemical determination of batzelladine C methyl ester.

Michael Butters1, Christopher D Davies, Mark C Elliott, Joseph Hill-Cousins, Benson M Kariuki, Li-ling Ooi, John L Wood, Stuart V Wordingham.   

Abstract

Batzelladine C (3) is a tricyclic guanidine alkaloid of unknown stereochemistry at one centre as well as unknown absolute stereochemistry. The two possible diastereoisomers of the methyl ester corresponding to this compound have been synthesised, permitting the relative and absolute stereochemistry of this compound to be assigned.

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Year:  2009        PMID: 19907792     DOI: 10.1039/b914744f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  9 in total

1.  Asymmetric total synthesis of (+)-merobatzelladine B.

Authors:  Nicholas R Babij; John P Wolfe
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-16       Impact factor: 15.336

2.  Syntheses of Cyclic Guanidine-Containing Natural Products.

Authors:  Yuyong Ma; Saptarshi De; Chuo Chen
Journal:  Tetrahedron       Date:  2015-02-25       Impact factor: 2.457

3.  Coupling of acceptor-substituted diazo compounds and tertiary thioamides: synthesis of enamino carbonyl compounds and their pharmacological evaluation.

Authors:  Jim Secka; Arpan Pal; Francis A Acquah; Blaine H M Mooers; Anand B Karki; Dania Mahjoub; Mohamed K Fakhr; David R Wallace; Takuya Okada; Naoki Toyooka; Adama Kuta; Naga Koduri; Deacon Herndon; Kenneth P Roberts; Zhiguo Wang; Bethany Hileman; Nisha Rajagopal; Syed R Hussaini
Journal:  RSC Adv       Date:  2022-07-05       Impact factor: 4.036

4.  Condensation reactions of guanidines with bis-electrophiles: Formation of highly nitrogenous heterocycles.

Authors:  David M Arnold; Matthew G Laporte; Shelby M Anderson; Peter Wipf
Journal:  Tetrahedron       Date:  2013-09-09       Impact factor: 2.457

5.  Leveraging Marine Natural Products as a Platform to Tackle Bacterial Resistance and Persistence.

Authors:  M Alejandro Valdes-Pena; Nicholas P Massaro; You-Chen Lin; Joshua G Pierce
Journal:  Acc Chem Res       Date:  2021-03-18       Impact factor: 22.384

6.  A concise synthesis of (+)-batzelladine B from simple pyrrole-based starting materials.

Authors:  Brendan T Parr; Christos Economou; Seth B Herzon
Journal:  Nature       Date:  2015-09-16       Impact factor: 49.962

7.  Kinase-Based Screening of Marine Natural Extracts Leads to the Identification of a Cytotoxic High Molecular Weight Metabolite from the Mediterranean Sponge Crambe tailliezi.

Authors:  Thi-Ngoc-Dung Nguyen; Omid Feizbakhsh; Estelle Sfecci; Blandine Baratte; Claire Delehouzé; Adrien Garcia; Corentin Moulin; Pierre Colas; Sandrine Ruchaud; Mohamed Mehiri; Stéphane Bach
Journal:  Mar Drugs       Date:  2019-10-09       Impact factor: 5.118

Review 8.  Fused Tricyclic Guanidine Alkaloids: Insights into Their Structure, Synthesis and Bioactivity.

Authors:  Nur Zahirah Abd Rani; Yean Kee Lee; Sarfraz Ahmad; Ramu Meesala; Iskandar Abdullah
Journal:  Mar Drugs       Date:  2022-09-17       Impact factor: 6.085

9.  A new approach toward the total synthesis of (+)-batzellaside B.

Authors:  Jolanta Wierzejska; Shin-Ichi Motogoe; Yuto Makino; Tetsuya Sengoku; Masaki Takahashi; Hidemi Yoda
Journal:  Beilstein J Org Chem       Date:  2012-10-25       Impact factor: 2.883

  9 in total

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