Synthesis of axinastatins 2-5

Oliver Mechnich; Horst Kessler

doi:10.1016/0040-4039(96)01105-7

Synthesis of axinastatins 2-5

Oliver Mechnich
, Horst Kessler

TUM Emeriti of Excellence

Technical University of Munich

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

The cytotoxic cyclic peptides axinastatin 2, 3, 4 and 5, isolated from the ocean marine sponges Axinella sp. and Axinella cf. cateri, were synthesized and characterized by FAB-MS and homo- and heteronuclear NMR spectroscopy. The synthetic compounds proved to be identical with the natural products. The cyclization yield of axinastatin 5 could be increased using structural information of a conformationally comparable compound. In contrast to the published biological activity very low activities were found for all compounds.

Original language	English
Pages (from-to)	5355-5358
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	30
DOIs	https://doi.org/10.1016/0040-4039(96)01105-7
State	Published - 22 Jul 1996

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10.1016/0040-4039(96)01105-7

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title = "Synthesis of axinastatins 2-5",

abstract = "The cytotoxic cyclic peptides axinastatin 2, 3, 4 and 5, isolated from the ocean marine sponges Axinella sp. and Axinella cf. cateri, were synthesized and characterized by FAB-MS and homo- and heteronuclear NMR spectroscopy. The synthetic compounds proved to be identical with the natural products. The cyclization yield of axinastatin 5 could be increased using structural information of a conformationally comparable compound. In contrast to the published biological activity very low activities were found for all compounds.",

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AU - Mechnich, Oliver

AU - Kessler, Horst

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N2 - The cytotoxic cyclic peptides axinastatin 2, 3, 4 and 5, isolated from the ocean marine sponges Axinella sp. and Axinella cf. cateri, were synthesized and characterized by FAB-MS and homo- and heteronuclear NMR spectroscopy. The synthetic compounds proved to be identical with the natural products. The cyclization yield of axinastatin 5 could be increased using structural information of a conformationally comparable compound. In contrast to the published biological activity very low activities were found for all compounds.

AB - The cytotoxic cyclic peptides axinastatin 2, 3, 4 and 5, isolated from the ocean marine sponges Axinella sp. and Axinella cf. cateri, were synthesized and characterized by FAB-MS and homo- and heteronuclear NMR spectroscopy. The synthetic compounds proved to be identical with the natural products. The cyclization yield of axinastatin 5 could be increased using structural information of a conformationally comparable compound. In contrast to the published biological activity very low activities were found for all compounds.

UR - https://www.scopus.com/pages/publications/0030597999

U2 - 10.1016/0040-4039(96)01105-7

DO - 10.1016/0040-4039(96)01105-7

M3 - Article

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SP - 5355

EP - 5358

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

Synthesis of axinastatins 2-5

Abstract

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