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Literature DB >> 27725470

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

Abstract

Our chemical syntheses and related scientific investigations of natural products with complex architectures and powerful biological activities are described, focusing on the very large 3 nm-long polycyclic ethers called the ciguatoxins, highly strained and labile chromoprotein antitumor antibiotics featuring nine-membered enediyne cores, and extremely potent anthelmintic macrolides called the avermectins.

Entities: CellLine Chemical Disease Species

Mesh：

Substances：

Year: 2016 PMID： 27725470 PMCID： PMC5243947 DOI： 10.2183/pjab.92.290

Source DB: PubMed Journal: Proc Jpn Acad Ser B Phys Biol Sci ISSN： 0386-2208 Impact factor: 3.493

90 in total

1. A Three-Step Synthesis of Halomon.

Authors:
Journal: Angew Chem Int Ed Engl Date: 2000-10-02 Impact factor: 15.336

Review 2. The changing face of ciguatera.

Authors: R J Lewis
Journal: Toxicon Date: 2001-01 Impact factor: 3.033

3. Concise synthesis of ciguatoxin ABC-ring fragments and surface plasmon resonance study of the interaction of their BSA conjugates with monoclonal antibodies.

Authors: Y Nagumo; H Oguri; Y Shindo; S Sasaki; T Oishi; M Hirama; Y Tomioka; M Mizugaki; T Tsumuraya
Journal: Bioorg Med Chem Lett Date: 2001-08-06 Impact factor: 2.823

4. Investigation of the total synthesis of N1999-A2: implication of stereochemistry.

Authors: S Kobayashi; R S Reddy; Y Sugiura; D Sasaki; N Miyagawa; M Hirama
Journal: J Am Chem Soc Date: 2001-03-28 Impact factor: 15.419

5. The first total synthesis of N1999-A2: absolute stereochemistry and stereochemical implications into DNA cleavage.

Authors: S Kobayashi; S Ashizawa; Y Takahashi; Y Sugiura; M Nagaoka; M J Lear; M Hirama
Journal: J Am Chem Soc Date: 2001-11-14 Impact factor: 15.419

6. A Direct and Efficient alpha-Selective Glycosylation Protocol for the Kedarcidin Sugar, L-Mycarose: AgPF(6) as a Remarkable Activator of 2-Deoxythioglycosides This work was supported by CREST, and fellowships (to M.J.L. and F.Y.) from the Japanese Society for the Promotion of Science are gratefully acknowledged.

Authors: Martin J. Lear; Fumihiko Yoshimura; Masahiro Hirama
Journal: Angew Chem Int Ed Engl Date: 2001-03-02 Impact factor: 15.336

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

1. A Three-Step Synthesis of Halomon.

Review 2. The changing face of ciguatera.

3. Concise synthesis of ciguatoxin ABC-ring fragments and surface plasmon resonance study of the interaction of their BSA conjugates with monoclonal antibodies.

4. Investigation of the total synthesis of N1999-A2: implication of stereochemistry.

5. The first total synthesis of N1999-A2: absolute stereochemistry and stereochemical implications into DNA cleavage.

7. A very concise and stereoselective synthesis of 3-substituted cis-hex-3-ene-1,5-diyne and corresponding epoxydiyne.

8. Total synthesis of ciguatoxin CTX3C.

9. Solution structures of C-1027 apoprotein and its complex with the aromatized chromophore.

Review 10. The chemistry and biological function of natural marine toxins.