Seco[D-Asp3]microcystin-RR and [D-Asp3,D-Glu(OMe)6]microcystin-RR, two new microcystins from a toxic water bloom of the cyanobacterium planktothrixrubescens.

J Nat Prod

School of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, Tel Aviv University, Ramat Aviv Tel Aviv 69978, Israel.

Published: March 2004

Two novel microcystins, seco[d-Asp(3)]microcystin-RR (1) and [d-Asp(3),d-Glu(OMe)(6)]-microcystin-RR (2), along with the known [d-Asp(3)]microcystin-RR (3), were isolated from a Planktothrix rubescens toxic bloom collected in Lake Bled, Slovenia. The structures were deduced using one- and two-dimensional NMR techniques, ESIMS/CID/MS analysis, and Marfey's method for determining the amino acids' absolute stereochemistry. Compounds 1 and 3 exhibit weak PP1 inhibitory activity. The NMR data of compound 3 are reported here for the first time.

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http://dx.doi.org/10.1021/np034036rDOI Listing

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Two novel microcystins, seco[d-Asp(3)]microcystin-RR (1) and [d-Asp(3),d-Glu(OMe)(6)]-microcystin-RR (2), along with the known [d-Asp(3)]microcystin-RR (3), were isolated from a Planktothrix rubescens toxic bloom collected in Lake Bled, Slovenia. The structures were deduced using one- and two-dimensional NMR techniques, ESIMS/CID/MS analysis, and Marfey's method for determining the amino acids' absolute stereochemistry. Compounds 1 and 3 exhibit weak PP1 inhibitory activity.

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