Issue 22, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Absolute stereostructures of cell-adhesion inhibitors, macrosphelides C, E–G and I, produced by a Periconia species separated from an Aplysia sea hare

Takeshi Yamada,a   Masashi Iritani,a   Mitsunobu Doi,a   Katsuhiko Minoura,a   Tadayoshi Itob  and  Atsushi Numata*a  

* Corresponding authors

a Osaka University of Pharmaceutical Sciences, 4-20-1, Nasahara, Takatsuki, Osaka 569-1094, Japan

b Institute for Fermentation, Osaka, Juso-Honmachi, Yodogawa-ku, Osaka 532-0024, Japan

Abstract

Macrosphelides E–I have been isolated, along with known macrosphelides A and C, from a strain of Periconia byssoides originally separated from the sea hare Aplysia kurodai, and the absolute stereostructures of macrosphelides E–G and I have been elucidated on the basis of spectroscopic analyses using 1D and 2D NMR techniques and some chemical transformations. In addition, the absolute configuration of macrosphelide C, previously undetermined, has been established by X-ray analysis and application of the modified Mosher method. Macrosphelides E–H inhibited the adhesion of human-leukaemia HL-60 cells to HUVEC.

Graphical abstract: Absolute stereostructures of cell-adhesion inhibitors, macrosphelides C, E–G and I, produced by a Periconia species separated from an Aplysia sea hare

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Article information

DOI
https://doi.org/10.1039/B104337B
Article type
Paper
Submitted
16 May 2001
Accepted
25 Sep 2001
First published
23 Oct 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 3046-3053

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Absolute stereostructures of cell-adhesion inhibitors, macrosphelides C, E–G and I, produced by a Periconia species separated from an Aplysia sea hare

T. Yamada, M. Iritani, M. Doi, K. Minoura, T. Ito and A. Numata, J. Chem. Soc., Perkin Trans. 1, 2001, 3046 DOI: 10.1039/B104337B

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