Literature DB >> 12713348

Total synthesis of cladocorans A and B: a structural revision.

Hiroaki Miyaoka1, Makoto Yamanishi, Yasuhiro Kajiwara, Yasuji Yamada.   

Abstract

Cladocorans A and B, isolated from the Mediterranean coral Cladocora cespitosa, are novel sesterterpenoids whose structures were initially proposed as 1 and 2, respectively. These designations, however, subsequently came under doubt. In the present study, the synthesis of compounds 5 and 6 was undertaken. The physical properties of 5 and 6 were found to be identical to those of natural cladocorans A and B, whose structures were thus concluded to be 5 and 6, respectively. Cladocoran B is thus clearly shown to be an olefinic regioisomer of dysidiolide and cladocoran A as its acetate.

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Year:  2003        PMID: 12713348     DOI: 10.1021/jo020743y

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Bicyclic C21 terpenoids from the marine sponge Clathria compressa.

Authors:  Prasoon Gupta; Upasana Sharma; Thomas C Schulz; Amanda B McLean; Allan J Robins; Lyndon M West
Journal:  J Nat Prod       Date:  2012-05-18       Impact factor: 4.050

2.  Two-step synthesis of chiral fused tricyclic scaffolds from phenols via desymmetrization on nickel.

Authors:  Ravindra Kumar; Yoichi Hoshimoto; Eri Tamai; Masato Ohashi; Sensuke Ogoshi
Journal:  Nat Commun       Date:  2017-06-26       Impact factor: 14.919

Review 3.  The Methylene-Cycloalkylacetate (MCA) Scaffold in Terpenyl Compounds with Potential Pharmacological Activities.

Authors:  Ignacio E Tobal; Alejandro M Roncero; Rosalina F Moro; David Díez; Isidro S Marcos
Journal:  Molecules       Date:  2019-06-05       Impact factor: 4.411

  3 in total

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