Molecules 2005, 10(1), 312-316; doi:10.3390/10010312
Article

Asymmetric Synthesis of Double Bond Isomers of the Structure Proposed for Pyrinodemin A and Indication of Its Structural Revision

, ,  and * email
Received: 28 December 2004; in revised form: 24 January 2005 / Accepted: 24 January 2005 / Published: 31 January 2005
(This article belongs to the Special Issue Hypervalent Iodine)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: Asymmetric synthesis of double bond isomers ( )-2 (∆15’,16’) and ( )-3 (∆14’,15’) ofthe structure (1) (∆16’,17’) proposed for pyrinodemin A, a cytotoxic bis-pyridine alkaloidwith a unique cis-cyclopent[c]isoxazolidine moiety from a marine sponge, has beenaccomplished. Pyrinodemin A was indicated to be a 1:1 racemic mixture of 2 fromcomparison of C18 and chiral HPLC analysis for pyrinodemin A and the syntheticcompounds as well as ESIMS data of oxidative degradation products of pyrinodemin A.
Keywords: Pyrinodemin A; Amphimedon sp.; asymmetric synthesis; structural revision
PDF Full-text Download PDF Full-Text [191 KB, uploaded 18 June 2014 19:26 CEST]

Export to BibTeX |
EndNote


MDPI and ACS Style

Ishiyama, H.; Tsuda, M.; Endo, T.; Kobayashi, J. Asymmetric Synthesis of Double Bond Isomers of the Structure Proposed for Pyrinodemin A and Indication of Its Structural Revision. Molecules 2005, 10, 312-316.

AMA Style

Ishiyama H, Tsuda M, Endo T, Kobayashi J. Asymmetric Synthesis of Double Bond Isomers of the Structure Proposed for Pyrinodemin A and Indication of Its Structural Revision. Molecules. 2005; 10(1):312-316.

Chicago/Turabian Style

Ishiyama, Haruaki; Tsuda, Masashi; Endo, Tadashi; Kobayashi, Jun’ichi. 2005. "Asymmetric Synthesis of Double Bond Isomers of the Structure Proposed for Pyrinodemin A and Indication of Its Structural Revision." Molecules 10, no. 1: 312-316.


Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert