Modified peptides from a water bloom of the cyanobacterium Nostoc sp.

Alexei Ploutno; Shmuel Carmeli

doi:10.1016/S0040-4020(02)01326-1

Modified peptides from a water bloom of the cyanobacterium Nostoc sp.

Alexei Ploutno, Shmuel Carmeli^*

^*Corresponding author for this work

School of Chemistry

Tel Aviv University

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

56 Scopus citations

Abstract

Six new metabilites, nostopeptin BN920 (1), nostoginin BN741 (2), nostoginin BN578 (3), banyascyclamide A (4) banyascyclamide B (5) and banyascyclamide C (6), were isolated from the hydrophilic extract of a Nostoc sp. The planar structure of compounds 1-6 was determined by homonuclear and inverse-heteronuclear 2D NMR techniques as well as high-resolution mass spectrometry. The absolute configuration of the asymmetric centers was studied using Marfey's method for HPLC. Compound 1 inhibits the serine-protease chymotrypsin while compound 2 inhibits amino-proteases.

Original language	English
Pages (from-to)	9949-9957
Number of pages	9
Journal	Tetrahedron
Volume	58
Issue number	50
DOIs	https://doi.org/10.1016/S0040-4020(02)01326-1
State	Published - 9 Dec 2002

Keywords

Cyanobacteria
Cyclichexapeptides
Nostoc
Protease inhibitors

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10.1016/S0040-4020(02)01326-1

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title = "Modified peptides from a water bloom of the cyanobacterium Nostoc sp.",

abstract = "Six new metabilites, nostopeptin BN920 (1), nostoginin BN741 (2), nostoginin BN578 (3), banyascyclamide A (4) banyascyclamide B (5) and banyascyclamide C (6), were isolated from the hydrophilic extract of a Nostoc sp. The planar structure of compounds 1-6 was determined by homonuclear and inverse-heteronuclear 2D NMR techniques as well as high-resolution mass spectrometry. The absolute configuration of the asymmetric centers was studied using Marfey's method for HPLC. Compound 1 inhibits the serine-protease chymotrypsin while compound 2 inhibits amino-proteases.",

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AU - Carmeli, Shmuel

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AB - Six new metabilites, nostopeptin BN920 (1), nostoginin BN741 (2), nostoginin BN578 (3), banyascyclamide A (4) banyascyclamide B (5) and banyascyclamide C (6), were isolated from the hydrophilic extract of a Nostoc sp. The planar structure of compounds 1-6 was determined by homonuclear and inverse-heteronuclear 2D NMR techniques as well as high-resolution mass spectrometry. The absolute configuration of the asymmetric centers was studied using Marfey's method for HPLC. Compound 1 inhibits the serine-protease chymotrypsin while compound 2 inhibits amino-proteases.

KW - Cyanobacteria

KW - Cyclichexapeptides

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KW - Protease inhibitors

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Modified peptides from a water bloom of the cyanobacterium Nostoc sp.

Abstract

Keywords

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